It:Salmeterol

2006-10-30T16:50:23Z

Sm1105:

It:Salmeterol

2006-10-30T16:49:55Z

Sm1105:

2006-10-30T14:44:45Z

Sm1105:

File:IRcarotene.JPG

2006-10-30T14:43:11Z

Sm1105: IR Spectra

IR Spectra

File:IRcarotene.bmp

File:SpectraCarotene.JPG

2006-10-30T14:17:44Z

Sm1105: Absorption Spectra of beta Carotene

Absorption Spectra of beta Carotene

It:projects

2006-10-30T14:16:55Z

Sm1105: /* Supplemental Project Page */

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----
[[Template:Chem-Data]]

It:Salmeterol

2006-10-28T14:13:31Z

Sm1105:

It:Salmeterol

2006-10-28T14:12:23Z

Sm1105:

=='''Introduction to Salmeterol'''==
The drug Salmeterol C25H37N1O4 is a beta agonist, and is prescribed by doctors under the name Serevent available as an inhaler for asthma sufferers. It is mainly used when asthma has not been controlled in extreme circumstances and can be used along side a beta agonist like salbutamol. These beta agonists are used to relieve worsening asthma and so should be used along side corticosteroid such as beclomethasone.

==='''Some Concerns'''===
Although the benefit of salmeterol of actually lasting for 12 hours whereas salbutamol lasts up to 4 hours was a breakthrough for chemical company Glaxo Smith Kline, there have been links that the drug has long term side effects of worsening asthma and its attacks leading to hospitalisation or even death. Patients should only be prescribed the drug if the asthma is not being controlled with the current corticosteroid and those with severe asthma. It has been believed that many sufferers that have not been taught to control their asthma have been taking the drug unnecessarily, and unknowingly increasing the risk of more severe attacks leading to death.

==='''How it Works'''===
When salmeterol is inhaled it relaxes and smoothens the bronchial walls allowing the tubes to expand so more air can be carried. Salmeterol’s long, lipophilic side chain binds to sites near beta(2)-receptors in the lungs and on bronchial muscles. This allows the active portion of the molecule to stay at the receptor site in the lungs, continually binding and releasing. This is why it last longer than the other agonist salbutamol. The beta(2)-receptor stimulation in the lung causes relaxation of bronchial muscles i.e. it causes bronchodilation, and increases bronchial airflow.

== '''Structure of Salmeterol''' ==
<jmol>
<jmolApplet>
<size>300</size>
<color>pink</color>
<script>zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>
HEADER NONAME 24-Oct-06 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 24-Oct-06 0 NONE 4
ATOM 1 O 0 9.446 3.043 0.864 0.00 0.00 O+0
ATOM 2 C 0 10.164 2.181 -0.021 0.00 0.00 C+0
ATOM 3 C 0 9.422 0.877 -0.163 0.00 0.00 C+0
ATOM 4 C 0 9.929 -0.125 -0.977 0.00 0.00 C+0
ATOM 5 O 0 11.095 0.068 -1.648 0.00 0.00 O+0
ATOM 6 C 0 9.244 -1.325 -1.105 0.00 0.00 C+0
ATOM 7 C 0 8.059 -1.519 -0.422 0.00 0.00 C+0
ATOM 8 C 0 7.556 -0.519 0.389 0.00 0.00 C+0
ATOM 9 C 0 6.263 -0.733 1.133 0.00 0.00 C+0
ATOM 10 C 0 5.084 -0.505 0.185 0.00 0.00 C+0
ATOM 11 N 0 3.826 -0.595 0.937 0.00 0.00 N+0
ATOM 12 C 0 2.741 -0.368 -0.027 0.00 0.00 C+0
ATOM 13 C 0 1.393 -0.450 0.693 0.00 0.00 C+0
ATOM 14 C 0 0.263 -0.213 -0.311 0.00 0.00 C+0
ATOM 15 C 0 -1.084 -0.294 0.410 0.00 0.00 C+0
ATOM 16 C 0 -2.214 -0.058 -0.594 0.00 0.00 C+0
ATOM 17 C 0 -3.562 -0.139 0.126 0.00 0.00 C+0
ATOM 18 O 0 -4.617 0.082 -0.811 0.00 0.00 O+0
ATOM 19 C 0 -5.843 -0.006 -0.082 0.00 0.00 C+0
ATOM 20 C 0 -7.020 0.222 -1.032 0.00 0.00 C+0
ATOM 21 C 0 -8.332 0.128 -0.251 0.00 0.00 C+0
ATOM 22 C 0 -9.509 0.357 -1.202 0.00 0.00 C+0
ATOM 23 C 0 -10.801 0.264 -0.433 0.00 0.00 C+0
ATOM 24 C 0 -11.346 1.397 0.143 0.00 0.00 C+0
ATOM 25 C 0 -12.531 1.312 0.849 0.00 0.00 C+0
ATOM 26 C 0 -13.173 0.094 0.978 0.00 0.00 C+0
ATOM 27 C 0 -12.628 -1.039 0.402 0.00 0.00 C+0
ATOM 28 C 0 -11.445 -0.953 -0.307 0.00 0.00 C+0
ATOM 29 O 0 6.218 -2.070 1.636 0.00 0.00 O+0
ATOM 30 C 0 8.239 0.676 0.522 0.00 0.00 C+0
ATOM 31 H 0 9.953 3.864 0.926 0.00 0.00 H+0
ATOM 32 H 0 10.253 2.656 -0.998 0.00 0.00 H+0
ATOM 33 H 0 11.158 1.991 0.383 0.00 0.00 H+0
ATOM 34 H 0 11.805 -0.239 -1.068 0.00 0.00 H+0
ATOM 35 H 0 9.636 -2.107 -1.739 0.00 0.00 H+0
ATOM 36 H 0 7.525 -2.453 -0.522 0.00 0.00 H+0
ATOM 37 H 0 6.202 -0.030 1.965 0.00 0.00 H+0
ATOM 38 H 0 5.167 0.484 -0.267 0.00 0.00 H+0
ATOM 39 H 0 5.096 -1.263 -0.598 0.00 0.00 H+0
ATOM 40 H 0 3.742 -1.552 1.248 0.00 0.00 H+0
ATOM 41 H 0 2.854 0.619 -0.476 0.00 0.00 H+0
ATOM 42 H 0 2.782 -1.129 -0.807 0.00 0.00 H+0
ATOM 43 H 0 1.280 -1.436 1.142 0.00 0.00 H+0
ATOM 44 H 0 1.352 0.311 1.473 0.00 0.00 H+0
ATOM 45 H 0 0.377 0.774 -0.759 0.00 0.00 H+0
ATOM 46 H 0 0.305 -0.974 -1.090 0.00 0.00 H+0
ATOM 47 H 0 -1.197 -1.281 0.858 0.00 0.00 H+0
ATOM 48 H 0 -1.126 0.466 1.190 0.00 0.00 H+0
ATOM 49 H 0 -2.101 0.929 -1.043 0.00 0.00 H+0
ATOM 50 H 0 -2.173 -0.818 -1.374 0.00 0.00 H+0
ATOM 51 H 0 -3.675 -1.126 0.575 0.00 0.00 H+0
ATOM 52 H 0 -3.603 0.622 0.906 0.00 0.00 H+0
ATOM 53 H 0 -5.927 -0.995 0.370 0.00 0.00 H+0
ATOM 54 H 0 -5.855 0.753 0.701 0.00 0.00 H+0
ATOM 55 H 0 -6.935 1.211 -1.484 0.00 0.00 H+0
ATOM 56 H 0 -7.007 -0.536 -1.815 0.00 0.00 H+0
ATOM 57 H 0 -8.416 -0.860 0.200 0.00 0.00 H+0
ATOM 58 H 0 -8.344 0.887 0.531 0.00 0.00 H+0
ATOM 59 H 0 -9.425 1.345 -1.653 0.00 0.00 H+0
ATOM 60 H 0 -9.496 -0.402 -1.984 0.00 0.00 H+0
ATOM 61 H 0 -10.845 2.348 0.041 0.00 0.00 H+0
ATOM 62 H 0 -12.956 2.196 1.299 0.00 0.00 H+0
ATOM 63 H 0 -14.098 0.027 1.530 0.00 0.00 H+0
ATOM 64 H 0 -13.129 -1.990 0.504 0.00 0.00 H+0
ATOM 65 H 0 -11.020 -1.838 -0.758 0.00 0.00 H+0
ATOM 66 H 0 6.275 -2.658 0.870 0.00 0.00 H+0
ATOM 67 H 0 7.844 1.456 1.156 0.00 0.00 H+0
CONECT 1 2 31 0 0 NONE 72
CONECT 2 1 3 32 33 NONE 73
CONECT 3 2 30 4 0 NONE 74
CONECT 4 3 5 6 0 NONE 75
CONECT 5 4 34 0 0 NONE 76
CONECT 6 4 7 35 0 NONE 77
CONECT 7 6 8 36 0 NONE 78
CONECT 8 7 9 30 0 NONE 79
CONECT 9 8 10 29 37 NONE 80
CONECT 10 9 11 38 39 NONE 81
CONECT 11 10 12 40 0 NONE 82
CONECT 12 11 13 41 42 NONE 83
CONECT 13 12 14 43 44 NONE 84
CONECT 14 13 15 45 46 NONE 85
CONECT 15 14 16 47 48 NONE 86
CONECT 16 15 17 49 50 NONE 87
CONECT 17 16 18 51 52 NONE 88
CONECT 18 17 19 0 0 NONE 89
CONECT 19 18 20 53 54 NONE 90
CONECT 20 19 21 55 56 NONE 91
CONECT 21 20 22 57 58 NONE 92
CONECT 22 21 23 59 60 NONE 93
CONECT 23 22 28 24 0 NONE 94
CONECT 24 23 25 61 0 NONE 95
CONECT 25 24 26 62 0 NONE 96
CONECT 26 25 27 63 0 NONE 97
CONECT 27 26 28 64 0 NONE 98
CONECT 28 27 23 65 0 NONE 99
CONECT 29 9 66 0 0 NONE 100
CONECT 30 8 3 67 0 NONE 101
END</inlineContents>
</jmolApplet>
</jmol>

[[Image:Salmet with data2.gif|gif|top|100|2D Structure]]

== '''Properties of Salmeterol''' ==
{| class="toccolours" border="1" style="fix: left; clear: left; margin: 0 0 1em 1em; border-collapse: collapse;"
|-
| align="centre" colspan="3" bgcolor="lt blue" |'''Properites'''
|-
|colspan="1"|IUPAC Systematic Name
|colspan="2"|2-(hydroxymethyl)-4- [1-hydroxy-2-[6-(4-phenylbutoxy) hexylamino]ethyl]-phenol
|-
|colspan="1"|Chemical Name
|colspan="2"|Salmeterol
|-
|colspan="1"|Molecular formula
|colspan="2"|C25H37N1O4
|-
|colspan="1"|Molecular Mass
|colspan="2"|415.566 gmol-1
|-
|colspan="1"|Melting Point
|colspan="2"|75.5 - 76.5oC
|-
|colspan="1"|Solubility
|colspan="2"|Sparingly soluble in H2O
|-
|colspan="1"|Type of Substance
|colspan="2"|Beta Agonist
|-
|colspan="1"|CAS Registry Number
|colspan="2"|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5152 89365-50-4]
|-
|colspan="1"|SMILES String
|colspan="2"|OCC1=C(O)C=CC(C(CNCCCCCCOCCCCC2=CC=CC=C2)O)=C1
|-
|}

== '''Synthesis of Salmeterol''' ==
There are 7 steps involved in the [http://www.rsc.org/ej/OB/2003/b212454h.pdf preparation] of salmeterol
[[Image:reaction.JPG|gif|bottom|100|Synthesis]]

== '''Synthetic Route''' ==

*The synthesis begins by condensing the brokomketone in(i)
*A butoxycarbonyl group is then removed in (ii)
*This was reduced to give the resulting protected amino alcohol in (iii)
*Treatment with DMF and sodium hydride gave the oxazolidinone product of (iv)
*This intermediate is a stable crystalline solid and is then alkylated with the appropriate elctrophile in (v)
*Treatment with 2 equivalents of patassium trimethylsilanolate in reflux of tetrahydrofuran gives the amino alcohol of (vi)
*This is then deprotected to give the final product salmeterol (vii)

It:Salmeterol

2006-10-28T14:07:28Z

Sm1105:

=='''Introduction to Salmeterol'''==
The drug Salmeterol C25H37N1O4 is a beta agonist, and is prescribed by doctors under the name Serevent available as an inhaler for asthma sufferers. It is mainly used when asthma has not been controlled in extreme circumstances and can be used along side a beta agonist like salbutamol. These beta agonists are used to relieve worsening asthma and so should be used along side corticosteroid such as beclomethasone.

==='''Some Concerns'''===
Although the benefit of salmeterol of actually lasting for 12 hours whereas salbutamol lasts up to 4 hours was a breakthrough for chemical company Glaxo Smith Kline, there have been links that the drug has long term side effects of worsening asthma and its attacks leading to hospitalisation or even death. Patients should only be prescribed the drug if the asthma is not being controlled with the current corticosteroid and those with severe asthma. It has been believed that many sufferers that have not been taught to control their asthma have been taking the drug unnecessarily, and unknowingly increasing the risk of more severe attacks leading to death.

==='''How it Works'''===
When salmeterol is inhaled it relaxes and smoothens the bronchial walls allowing the tubes to expand so more air can be carried. Salmeterol’s long, lipophilic side chain binds to sites near beta(2)-receptors in the lungs and on bronchial muscles. This allows the active portion of the molecule to stay at the receptor site in the lungs, continually binding and releasing. This is why it last longer than the other agonist salbutamol. The beta(2)-receptor stimulation in the lung causes relaxation of bronchial muscles i.e. it causes bronchodilation, and increases bronchial airflow.

== '''Structure of Salmeterol''' ==
<jmol>
<jmolApplet>
<size>300</size>
<color>white</color>
<script>zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>
HEADER NONAME 24-Oct-06 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 24-Oct-06 0 NONE 4
ATOM 1 O 0 9.446 3.043 0.864 0.00 0.00 O+0
ATOM 2 C 0 10.164 2.181 -0.021 0.00 0.00 C+0
ATOM 3 C 0 9.422 0.877 -0.163 0.00 0.00 C+0
ATOM 4 C 0 9.929 -0.125 -0.977 0.00 0.00 C+0
ATOM 5 O 0 11.095 0.068 -1.648 0.00 0.00 O+0
ATOM 6 C 0 9.244 -1.325 -1.105 0.00 0.00 C+0
ATOM 7 C 0 8.059 -1.519 -0.422 0.00 0.00 C+0
ATOM 8 C 0 7.556 -0.519 0.389 0.00 0.00 C+0
ATOM 9 C 0 6.263 -0.733 1.133 0.00 0.00 C+0
ATOM 10 C 0 5.084 -0.505 0.185 0.00 0.00 C+0
ATOM 11 N 0 3.826 -0.595 0.937 0.00 0.00 N+0
ATOM 12 C 0 2.741 -0.368 -0.027 0.00 0.00 C+0
ATOM 13 C 0 1.393 -0.450 0.693 0.00 0.00 C+0
ATOM 14 C 0 0.263 -0.213 -0.311 0.00 0.00 C+0
ATOM 15 C 0 -1.084 -0.294 0.410 0.00 0.00 C+0
ATOM 16 C 0 -2.214 -0.058 -0.594 0.00 0.00 C+0
ATOM 17 C 0 -3.562 -0.139 0.126 0.00 0.00 C+0
ATOM 18 O 0 -4.617 0.082 -0.811 0.00 0.00 O+0
ATOM 19 C 0 -5.843 -0.006 -0.082 0.00 0.00 C+0
ATOM 20 C 0 -7.020 0.222 -1.032 0.00 0.00 C+0
ATOM 21 C 0 -8.332 0.128 -0.251 0.00 0.00 C+0
ATOM 22 C 0 -9.509 0.357 -1.202 0.00 0.00 C+0
ATOM 23 C 0 -10.801 0.264 -0.433 0.00 0.00 C+0
ATOM 24 C 0 -11.346 1.397 0.143 0.00 0.00 C+0
ATOM 25 C 0 -12.531 1.312 0.849 0.00 0.00 C+0
ATOM 26 C 0 -13.173 0.094 0.978 0.00 0.00 C+0
ATOM 27 C 0 -12.628 -1.039 0.402 0.00 0.00 C+0
ATOM 28 C 0 -11.445 -0.953 -0.307 0.00 0.00 C+0
ATOM 29 O 0 6.218 -2.070 1.636 0.00 0.00 O+0
ATOM 30 C 0 8.239 0.676 0.522 0.00 0.00 C+0
ATOM 31 H 0 9.953 3.864 0.926 0.00 0.00 H+0
ATOM 32 H 0 10.253 2.656 -0.998 0.00 0.00 H+0
ATOM 33 H 0 11.158 1.991 0.383 0.00 0.00 H+0
ATOM 34 H 0 11.805 -0.239 -1.068 0.00 0.00 H+0
ATOM 35 H 0 9.636 -2.107 -1.739 0.00 0.00 H+0
ATOM 36 H 0 7.525 -2.453 -0.522 0.00 0.00 H+0
ATOM 37 H 0 6.202 -0.030 1.965 0.00 0.00 H+0
ATOM 38 H 0 5.167 0.484 -0.267 0.00 0.00 H+0
ATOM 39 H 0 5.096 -1.263 -0.598 0.00 0.00 H+0
ATOM 40 H 0 3.742 -1.552 1.248 0.00 0.00 H+0
ATOM 41 H 0 2.854 0.619 -0.476 0.00 0.00 H+0
ATOM 42 H 0 2.782 -1.129 -0.807 0.00 0.00 H+0
ATOM 43 H 0 1.280 -1.436 1.142 0.00 0.00 H+0
ATOM 44 H 0 1.352 0.311 1.473 0.00 0.00 H+0
ATOM 45 H 0 0.377 0.774 -0.759 0.00 0.00 H+0
ATOM 46 H 0 0.305 -0.974 -1.090 0.00 0.00 H+0
ATOM 47 H 0 -1.197 -1.281 0.858 0.00 0.00 H+0
ATOM 48 H 0 -1.126 0.466 1.190 0.00 0.00 H+0
ATOM 49 H 0 -2.101 0.929 -1.043 0.00 0.00 H+0
ATOM 50 H 0 -2.173 -0.818 -1.374 0.00 0.00 H+0
ATOM 51 H 0 -3.675 -1.126 0.575 0.00 0.00 H+0
ATOM 52 H 0 -3.603 0.622 0.906 0.00 0.00 H+0
ATOM 53 H 0 -5.927 -0.995 0.370 0.00 0.00 H+0
ATOM 54 H 0 -5.855 0.753 0.701 0.00 0.00 H+0
ATOM 55 H 0 -6.935 1.211 -1.484 0.00 0.00 H+0
ATOM 56 H 0 -7.007 -0.536 -1.815 0.00 0.00 H+0
ATOM 57 H 0 -8.416 -0.860 0.200 0.00 0.00 H+0
ATOM 58 H 0 -8.344 0.887 0.531 0.00 0.00 H+0
ATOM 59 H 0 -9.425 1.345 -1.653 0.00 0.00 H+0
ATOM 60 H 0 -9.496 -0.402 -1.984 0.00 0.00 H+0
ATOM 61 H 0 -10.845 2.348 0.041 0.00 0.00 H+0
ATOM 62 H 0 -12.956 2.196 1.299 0.00 0.00 H+0
ATOM 63 H 0 -14.098 0.027 1.530 0.00 0.00 H+0
ATOM 64 H 0 -13.129 -1.990 0.504 0.00 0.00 H+0
ATOM 65 H 0 -11.020 -1.838 -0.758 0.00 0.00 H+0
ATOM 66 H 0 6.275 -2.658 0.870 0.00 0.00 H+0
ATOM 67 H 0 7.844 1.456 1.156 0.00 0.00 H+0
CONECT 1 2 31 0 0 NONE 72
CONECT 2 1 3 32 33 NONE 73
CONECT 3 2 30 4 0 NONE 74
CONECT 4 3 5 6 0 NONE 75
CONECT 5 4 34 0 0 NONE 76
CONECT 6 4 7 35 0 NONE 77
CONECT 7 6 8 36 0 NONE 78
CONECT 8 7 9 30 0 NONE 79
CONECT 9 8 10 29 37 NONE 80
CONECT 10 9 11 38 39 NONE 81
CONECT 11 10 12 40 0 NONE 82
CONECT 12 11 13 41 42 NONE 83
CONECT 13 12 14 43 44 NONE 84
CONECT 14 13 15 45 46 NONE 85
CONECT 15 14 16 47 48 NONE 86
CONECT 16 15 17 49 50 NONE 87
CONECT 17 16 18 51 52 NONE 88
CONECT 18 17 19 0 0 NONE 89
CONECT 19 18 20 53 54 NONE 90
CONECT 20 19 21 55 56 NONE 91
CONECT 21 20 22 57 58 NONE 92
CONECT 22 21 23 59 60 NONE 93
CONECT 23 22 28 24 0 NONE 94
CONECT 24 23 25 61 0 NONE 95
CONECT 25 24 26 62 0 NONE 96
CONECT 26 25 27 63 0 NONE 97
CONECT 27 26 28 64 0 NONE 98
CONECT 28 27 23 65 0 NONE 99
CONECT 29 9 66 0 0 NONE 100
CONECT 30 8 3 67 0 NONE 101
END</inlineContents>
</jmolApplet>
</jmol>

[[Image:Salmet with data2.gif|gif|top|100|2D Structure]]

== '''Properties of Salmeterol''' ==
{| class="toccolours" border="1" style="fix: left; clear: left; margin: 0 0 1em 1em; border-collapse: collapse;"
|-
| align="centre" colspan="3" bgcolor="lt blue" |'''Properites'''
|-
|colspan="1"|IUPAC Systematic Name
|colspan="2"|2-(hydroxymethyl)-4- [1-hydroxy-2-[6-(4-phenylbutoxy) hexylamino]ethyl]-phenol
|-
|colspan="1"|Chemical Name
|colspan="2"|Salmeterol
|-
|colspan="1"|Molecular formula
|colspan="2"|C25H37N1O4
|-
|colspan="1"|Molecular Mass
|colspan="2"|415.566 gmol-1
|-
|colspan="1"|Melting Point
|colspan="2"|75.5 - 76.5oC
|-
|colspan="1"|Solubility
|colspan="2"|Sparingly soluble in H2O
|-
|colspan="1"|Type of Substance
|colspan="2"|Beta Agonist
|-
|colspan="1"|CAS Registry Number
|colspan="2"|[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5152 89365-50-4]
|-
|colspan="1"|SMILES String
|colspan="2"|OCC1=C(O)C=CC(C(CNCCCCCCOCCCCC2=CC=CC=C2)O)=C1
|-
|}

== '''Synthesis of Salmeterol''' ==
There are 7 steps involved in the [http://www.rsc.org/ej/OB/2003/b212454h.pdf preparation] of salmeterol
[[Image:reaction.JPG|gif|bottom|100|Synthesis]]

== '''Synthetic Route''' ==

*The synthesis begins by condensing the brokomketone in(i)
*A butoxycarbonyl group is then removed in (ii)
*This was reduced to give the resulting protected amino alcohol in (iii)
*Treatment with DMF and sodium hydride gave the oxazolidinone product of (iv)
*This intermediate is a stable crystalline solid and is then alkylated with the appropriate elctrophile in (v)
*Treatment with 2 equivalents of patassium trimethylsilanolate in reflux of tetrahydrofuran gives the amino alcohol of (vi)
*This is then deprotected to give the final product salmeterol (vii)

It:Salmeterol

2006-10-28T13:58:02Z

Sm1105:

=='''Introduction to Salmeterol'''==
The drug Salmeterol C25H37N1O4 is a beta agonist, and is prescribed by doctors under the name Serevent available as an inhaler for asthma sufferers. It is mainly used when asthma has not been controlled in extreme circumstances and can be used along side a beta agonist like salbutamol. These beta agonists are used to relieve worsening asthma and so should be used along side corticosteroid such as beclomethasone.

==='''Some Concerns'''===
Although the benefit of salmeterol of actually lasting for 12 hours whereas salbutamol lasts up to 4 hours was a breakthrough for chemical company Glaxo Smith Kline, there have been links that the drug has long term side effects of worsening asthma and its attacks leading to hospitalisation or even death. Patients should only be prescribed the drug if the asthma is not being controlled with the current corticosteroid and those with severe asthma. It has been believed that many sufferers that have not been taught to control their asthma have been taking the drug unnecessarily, and unknowingly increasing the risk of more severe attacks leading to death.

==='''How it Works'''===
When salmeterol is inhaled it relaxes and smoothens the bronchial walls allowing the tubes to expand so more air can be carried. Salmeterol’s long, lipophilic side chain binds to sites near beta(2)-receptors in the lungs and on bronchial muscles. This allows the active portion of the molecule to stay at the receptor site in the lungs, continually binding and releasing. This is why it last longer than the other agonist salbutamol. The beta(2)-receptor stimulation in the lung causes relaxation of bronchial muscles i.e. it causes bronchodilation, and increases bronchial airflow.

== '''Structure of Salmeterol''' ==
<jmol>
<jmolApplet>
<size>300</size>
<color>white</color>
<script>zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>
HEADER NONAME 24-Oct-06 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 24-Oct-06 0 NONE 4
ATOM 1 O 0 9.446 3.043 0.864 0.00 0.00 O+0
ATOM 2 C 0 10.164 2.181 -0.021 0.00 0.00 C+0
ATOM 3 C 0 9.422 0.877 -0.163 0.00 0.00 C+0
ATOM 4 C 0 9.929 -0.125 -0.977 0.00 0.00 C+0
ATOM 5 O 0 11.095 0.068 -1.648 0.00 0.00 O+0
ATOM 6 C 0 9.244 -1.325 -1.105 0.00 0.00 C+0
ATOM 7 C 0 8.059 -1.519 -0.422 0.00 0.00 C+0
ATOM 8 C 0 7.556 -0.519 0.389 0.00 0.00 C+0
ATOM 9 C 0 6.263 -0.733 1.133 0.00 0.00 C+0
ATOM 10 C 0 5.084 -0.505 0.185 0.00 0.00 C+0
ATOM 11 N 0 3.826 -0.595 0.937 0.00 0.00 N+0
ATOM 12 C 0 2.741 -0.368 -0.027 0.00 0.00 C+0
ATOM 13 C 0 1.393 -0.450 0.693 0.00 0.00 C+0
ATOM 14 C 0 0.263 -0.213 -0.311 0.00 0.00 C+0
ATOM 15 C 0 -1.084 -0.294 0.410 0.00 0.00 C+0
ATOM 16 C 0 -2.214 -0.058 -0.594 0.00 0.00 C+0
ATOM 17 C 0 -3.562 -0.139 0.126 0.00 0.00 C+0
ATOM 18 O 0 -4.617 0.082 -0.811 0.00 0.00 O+0
ATOM 19 C 0 -5.843 -0.006 -0.082 0.00 0.00 C+0
ATOM 20 C 0 -7.020 0.222 -1.032 0.00 0.00 C+0
ATOM 21 C 0 -8.332 0.128 -0.251 0.00 0.00 C+0
ATOM 22 C 0 -9.509 0.357 -1.202 0.00 0.00 C+0
ATOM 23 C 0 -10.801 0.264 -0.433 0.00 0.00 C+0
ATOM 24 C 0 -11.346 1.397 0.143 0.00 0.00 C+0
ATOM 25 C 0 -12.531 1.312 0.849 0.00 0.00 C+0
ATOM 26 C 0 -13.173 0.094 0.978 0.00 0.00 C+0
ATOM 27 C 0 -12.628 -1.039 0.402 0.00 0.00 C+0
ATOM 28 C 0 -11.445 -0.953 -0.307 0.00 0.00 C+0
ATOM 29 O 0 6.218 -2.070 1.636 0.00 0.00 O+0
ATOM 30 C 0 8.239 0.676 0.522 0.00 0.00 C+0
ATOM 31 H 0 9.953 3.864 0.926 0.00 0.00 H+0
ATOM 32 H 0 10.253 2.656 -0.998 0.00 0.00 H+0
ATOM 33 H 0 11.158 1.991 0.383 0.00 0.00 H+0
ATOM 34 H 0 11.805 -0.239 -1.068 0.00 0.00 H+0
ATOM 35 H 0 9.636 -2.107 -1.739 0.00 0.00 H+0
ATOM 36 H 0 7.525 -2.453 -0.522 0.00 0.00 H+0
ATOM 37 H 0 6.202 -0.030 1.965 0.00 0.00 H+0
ATOM 38 H 0 5.167 0.484 -0.267 0.00 0.00 H+0
ATOM 39 H 0 5.096 -1.263 -0.598 0.00 0.00 H+0
ATOM 40 H 0 3.742 -1.552 1.248 0.00 0.00 H+0
ATOM 41 H 0 2.854 0.619 -0.476 0.00 0.00 H+0
ATOM 42 H 0 2.782 -1.129 -0.807 0.00 0.00 H+0
ATOM 43 H 0 1.280 -1.436 1.142 0.00 0.00 H+0
ATOM 44 H 0 1.352 0.311 1.473 0.00 0.00 H+0
ATOM 45 H 0 0.377 0.774 -0.759 0.00 0.00 H+0
ATOM 46 H 0 0.305 -0.974 -1.090 0.00 0.00 H+0
ATOM 47 H 0 -1.197 -1.281 0.858 0.00 0.00 H+0
ATOM 48 H 0 -1.126 0.466 1.190 0.00 0.00 H+0
ATOM 49 H 0 -2.101 0.929 -1.043 0.00 0.00 H+0
ATOM 50 H 0 -2.173 -0.818 -1.374 0.00 0.00 H+0
ATOM 51 H 0 -3.675 -1.126 0.575 0.00 0.00 H+0
ATOM 52 H 0 -3.603 0.622 0.906 0.00 0.00 H+0
ATOM 53 H 0 -5.927 -0.995 0.370 0.00 0.00 H+0
ATOM 54 H 0 -5.855 0.753 0.701 0.00 0.00 H+0
ATOM 55 H 0 -6.935 1.211 -1.484 0.00 0.00 H+0
ATOM 56 H 0 -7.007 -0.536 -1.815 0.00 0.00 H+0
ATOM 57 H 0 -8.416 -0.860 0.200 0.00 0.00 H+0
ATOM 58 H 0 -8.344 0.887 0.531 0.00 0.00 H+0
ATOM 59 H 0 -9.425 1.345 -1.653 0.00 0.00 H+0
ATOM 60 H 0 -9.496 -0.402 -1.984 0.00 0.00 H+0
ATOM 61 H 0 -10.845 2.348 0.041 0.00 0.00 H+0
ATOM 62 H 0 -12.956 2.196 1.299 0.00 0.00 H+0
ATOM 63 H 0 -14.098 0.027 1.530 0.00 0.00 H+0
ATOM 64 H 0 -13.129 -1.990 0.504 0.00 0.00 H+0
ATOM 65 H 0 -11.020 -1.838 -0.758 0.00 0.00 H+0
ATOM 66 H 0 6.275 -2.658 0.870 0.00 0.00 H+0
ATOM 67 H 0 7.844 1.456 1.156 0.00 0.00 H+0
CONECT 1 2 31 0 0 NONE 72
CONECT 2 1 3 32 33 NONE 73
CONECT 3 2 30 4 0 NONE 74
CONECT 4 3 5 6 0 NONE 75
CONECT 5 4 34 0 0 NONE 76
CONECT 6 4 7 35 0 NONE 77
CONECT 7 6 8 36 0 NONE 78
CONECT 8 7 9 30 0 NONE 79
CONECT 9 8 10 29 37 NONE 80
CONECT 10 9 11 38 39 NONE 81
CONECT 11 10 12 40 0 NONE 82
CONECT 12 11 13 41 42 NONE 83
CONECT 13 12 14 43 44 NONE 84
CONECT 14 13 15 45 46 NONE 85
CONECT 15 14 16 47 48 NONE 86
CONECT 16 15 17 49 50 NONE 87
CONECT 17 16 18 51 52 NONE 88
CONECT 18 17 19 0 0 NONE 89
CONECT 19 18 20 53 54 NONE 90
CONECT 20 19 21 55 56 NONE 91
CONECT 21 20 22 57 58 NONE 92
CONECT 22 21 23 59 60 NONE 93
CONECT 23 22 28 24 0 NONE 94
CONECT 24 23 25 61 0 NONE 95
CONECT 25 24 26 62 0 NONE 96
CONECT 26 25 27 63 0 NONE 97
CONECT 27 26 28 64 0 NONE 98
CONECT 28 27 23 65 0 NONE 99
CONECT 29 9 66 0 0 NONE 100
CONECT 30 8 3 67 0 NONE 101
END</inlineContents>
</jmolApplet>
</jmol>

[[Image:Salmet with data2.gif|gif|top|100|2D Structure]]

== '''Properties of Salmeterol''' ==
{| class="toccolours" border="1" style="fix: left; clear: left; margin: 0 0 1em 1em; border-collapse: collapse;"
|-
| align="centre" colspan="3" bgcolor="lt blue" |'''Properites'''
|-
|colspan="1"|IUPAC Systematic Name
|colspan="2"|2-(hydroxymethyl)-4- [1-hydroxy-2-[6-(4-phenylbutoxy) hexylamino]ethyl]-phenol
|-
|colspan="1"|Chemical Name
|colspan="2"|Salmeterol
|-
|colspan="1"|Molecular formula
|colspan="2"|C25H37N1O4
|-
|colspan="1"|Molecular Mass
|colspan="2"|415.566 gmol-1
|-
|colspan="1"|Melting Point
|colspan="2"|75.5 - 76.5oC
|-
|colspan="1"|Solubility
|colspan="2"|Sparingly soluble in H2O
|-
|colspan="1"|Type of Substance
|colspan="2"|Beta Agonist
|-
|colspan="1"|CAS Registry Number
|colspan="2"|89365-50-4
|-
|colspan="1"|SMILES String
|colspan="2"|OCC1=C(O)C=CC(C(CNCCCCCCOCCCCC2=CC=CC=C2)O)=C1
|-
|}

== '''Synthesis of Salmeterol''' ==
There are 7 steps involved in the preparation of salmeterol
[[Image:reaction.JPG|gif|bottom|100|Synthesis]]

== '''Synthetic Route''' ==

*The synthesis begins by condensing the brokomketone in(i)
*A butoxycarbonyl group is then removed in (ii)
*This was reduced to give the resulting protected amino alcohol in (iii)
*Treatment with DMF and sodium hydride gave the oxazolidinone product of (iv)
*This intermediate is a stable crystalline solid and is then alkylated with the appropriate elctrophile in (v)
*Treatment with 2 equivalents of patassium trimethylsilanolate in reflux of tetrahydrofuran gives the amino alcohol of (vi)
*This is then deprotected to give the final product salmeterol (vii)

It:Salmeterol

2006-10-28T13:26:47Z

Sm1105:

== '''Structure of Salmeterol''' ==
<jmol>
<jmolApplet>
<size>300</size>
<color>white</color>
<script>zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>
HEADER NONAME 24-Oct-06 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 24-Oct-06 0 NONE 4
ATOM 1 O 0 9.446 3.043 0.864 0.00 0.00 O+0
ATOM 2 C 0 10.164 2.181 -0.021 0.00 0.00 C+0
ATOM 3 C 0 9.422 0.877 -0.163 0.00 0.00 C+0
ATOM 4 C 0 9.929 -0.125 -0.977 0.00 0.00 C+0
ATOM 5 O 0 11.095 0.068 -1.648 0.00 0.00 O+0
ATOM 6 C 0 9.244 -1.325 -1.105 0.00 0.00 C+0
ATOM 7 C 0 8.059 -1.519 -0.422 0.00 0.00 C+0
ATOM 8 C 0 7.556 -0.519 0.389 0.00 0.00 C+0
ATOM 9 C 0 6.263 -0.733 1.133 0.00 0.00 C+0
ATOM 10 C 0 5.084 -0.505 0.185 0.00 0.00 C+0
ATOM 11 N 0 3.826 -0.595 0.937 0.00 0.00 N+0
ATOM 12 C 0 2.741 -0.368 -0.027 0.00 0.00 C+0
ATOM 13 C 0 1.393 -0.450 0.693 0.00 0.00 C+0
ATOM 14 C 0 0.263 -0.213 -0.311 0.00 0.00 C+0
ATOM 15 C 0 -1.084 -0.294 0.410 0.00 0.00 C+0
ATOM 16 C 0 -2.214 -0.058 -0.594 0.00 0.00 C+0
ATOM 17 C 0 -3.562 -0.139 0.126 0.00 0.00 C+0
ATOM 18 O 0 -4.617 0.082 -0.811 0.00 0.00 O+0
ATOM 19 C 0 -5.843 -0.006 -0.082 0.00 0.00 C+0
ATOM 20 C 0 -7.020 0.222 -1.032 0.00 0.00 C+0
ATOM 21 C 0 -8.332 0.128 -0.251 0.00 0.00 C+0
ATOM 22 C 0 -9.509 0.357 -1.202 0.00 0.00 C+0
ATOM 23 C 0 -10.801 0.264 -0.433 0.00 0.00 C+0
ATOM 24 C 0 -11.346 1.397 0.143 0.00 0.00 C+0
ATOM 25 C 0 -12.531 1.312 0.849 0.00 0.00 C+0
ATOM 26 C 0 -13.173 0.094 0.978 0.00 0.00 C+0
ATOM 27 C 0 -12.628 -1.039 0.402 0.00 0.00 C+0
ATOM 28 C 0 -11.445 -0.953 -0.307 0.00 0.00 C+0
ATOM 29 O 0 6.218 -2.070 1.636 0.00 0.00 O+0
ATOM 30 C 0 8.239 0.676 0.522 0.00 0.00 C+0
ATOM 31 H 0 9.953 3.864 0.926 0.00 0.00 H+0
ATOM 32 H 0 10.253 2.656 -0.998 0.00 0.00 H+0
ATOM 33 H 0 11.158 1.991 0.383 0.00 0.00 H+0
ATOM 34 H 0 11.805 -0.239 -1.068 0.00 0.00 H+0
ATOM 35 H 0 9.636 -2.107 -1.739 0.00 0.00 H+0
ATOM 36 H 0 7.525 -2.453 -0.522 0.00 0.00 H+0
ATOM 37 H 0 6.202 -0.030 1.965 0.00 0.00 H+0
ATOM 38 H 0 5.167 0.484 -0.267 0.00 0.00 H+0
ATOM 39 H 0 5.096 -1.263 -0.598 0.00 0.00 H+0
ATOM 40 H 0 3.742 -1.552 1.248 0.00 0.00 H+0
ATOM 41 H 0 2.854 0.619 -0.476 0.00 0.00 H+0
ATOM 42 H 0 2.782 -1.129 -0.807 0.00 0.00 H+0
ATOM 43 H 0 1.280 -1.436 1.142 0.00 0.00 H+0
ATOM 44 H 0 1.352 0.311 1.473 0.00 0.00 H+0
ATOM 45 H 0 0.377 0.774 -0.759 0.00 0.00 H+0
ATOM 46 H 0 0.305 -0.974 -1.090 0.00 0.00 H+0
ATOM 47 H 0 -1.197 -1.281 0.858 0.00 0.00 H+0
ATOM 48 H 0 -1.126 0.466 1.190 0.00 0.00 H+0
ATOM 49 H 0 -2.101 0.929 -1.043 0.00 0.00 H+0
ATOM 50 H 0 -2.173 -0.818 -1.374 0.00 0.00 H+0
ATOM 51 H 0 -3.675 -1.126 0.575 0.00 0.00 H+0
ATOM 52 H 0 -3.603 0.622 0.906 0.00 0.00 H+0
ATOM 53 H 0 -5.927 -0.995 0.370 0.00 0.00 H+0
ATOM 54 H 0 -5.855 0.753 0.701 0.00 0.00 H+0
ATOM 55 H 0 -6.935 1.211 -1.484 0.00 0.00 H+0
ATOM 56 H 0 -7.007 -0.536 -1.815 0.00 0.00 H+0
ATOM 57 H 0 -8.416 -0.860 0.200 0.00 0.00 H+0
ATOM 58 H 0 -8.344 0.887 0.531 0.00 0.00 H+0
ATOM 59 H 0 -9.425 1.345 -1.653 0.00 0.00 H+0
ATOM 60 H 0 -9.496 -0.402 -1.984 0.00 0.00 H+0
ATOM 61 H 0 -10.845 2.348 0.041 0.00 0.00 H+0
ATOM 62 H 0 -12.956 2.196 1.299 0.00 0.00 H+0
ATOM 63 H 0 -14.098 0.027 1.530 0.00 0.00 H+0
ATOM 64 H 0 -13.129 -1.990 0.504 0.00 0.00 H+0
ATOM 65 H 0 -11.020 -1.838 -0.758 0.00 0.00 H+0
ATOM 66 H 0 6.275 -2.658 0.870 0.00 0.00 H+0
ATOM 67 H 0 7.844 1.456 1.156 0.00 0.00 H+0
CONECT 1 2 31 0 0 NONE 72
CONECT 2 1 3 32 33 NONE 73
CONECT 3 2 30 4 0 NONE 74
CONECT 4 3 5 6 0 NONE 75
CONECT 5 4 34 0 0 NONE 76
CONECT 6 4 7 35 0 NONE 77
CONECT 7 6 8 36 0 NONE 78
CONECT 8 7 9 30 0 NONE 79
CONECT 9 8 10 29 37 NONE 80
CONECT 10 9 11 38 39 NONE 81
CONECT 11 10 12 40 0 NONE 82
CONECT 12 11 13 41 42 NONE 83
CONECT 13 12 14 43 44 NONE 84
CONECT 14 13 15 45 46 NONE 85
CONECT 15 14 16 47 48 NONE 86
CONECT 16 15 17 49 50 NONE 87
CONECT 17 16 18 51 52 NONE 88
CONECT 18 17 19 0 0 NONE 89
CONECT 19 18 20 53 54 NONE 90
CONECT 20 19 21 55 56 NONE 91
CONECT 21 20 22 57 58 NONE 92
CONECT 22 21 23 59 60 NONE 93
CONECT 23 22 28 24 0 NONE 94
CONECT 24 23 25 61 0 NONE 95
CONECT 25 24 26 62 0 NONE 96
CONECT 26 25 27 63 0 NONE 97
CONECT 27 26 28 64 0 NONE 98
CONECT 28 27 23 65 0 NONE 99
CONECT 29 9 66 0 0 NONE 100
CONECT 30 8 3 67 0 NONE 101
END</inlineContents>
</jmolApplet>
</jmol>

[[Image:Salmet with data2.gif|gif|top|100|2D Structure]]

== '''Properties of Salmeterol''' ==
{| class="toccolours" border="1" style="fix: left; clear: left; margin: 0 0 1em 1em; border-collapse: collapse;"
|-
| align="centre" colspan="3" bgcolor="lt blue" |'''Properites'''
|-
|colspan="1"|IUPAC Systematic Name
|colspan="2"|2-(hydroxymethyl)-4- [1-hydroxy-2-[6-(4-phenylbutoxy) hexylamino]ethyl]-phenol
|-
|colspan="1"|Chemical Name
|colspan="2"|Salmeterol
|-
|colspan="1"|Molecular formula
|colspan="2"|C25H37N1O4
|-
|colspan="1"|Molecular Mass
|colspan="2"|415.566 gmol-1
|-
|colspan="1"|Melting Point
|colspan="2"|75.5 - 76.5oC
|-
|colspan="1"|Solubility
|colspan="2"|Sparingly soluble in H2O
|-
|colspan="1"|Type of Substance
|colspan="2"|Beta Agonist
|-
|colspan="1"|CAS Registry Number
|colspan="2"|89365-50-4
|-
|colspan="1"|SMILES String
|colspan="2"|OCC1=C(O)C=CC(C(CNCCCCCCOCCCCC2=CC=CC=C2)O)=C1
|-
|}

== '''Synthesis of Salmeterol''' ==
There are 7 steps involved in the preparation of salmeterol
[[Image:reaction.JPG|gif|bottom|100|Synthesis]]

== '''Synthetic Route''' ==

*The synthesis begins by condensing the brokomketone in(i)
*A butoxycarbonyl group is then removed in (ii)
*This was reduced to give the resulting protected amino alcohol in (iii)
*Treatment with DMF and sodium hydride gave the oxazolidinone product of (iv)
*This intermediate is a stable crystalline solid and is then alkylated with the appropriate elctrophile in (v)
*Treatment with 2 equivalents of patassium trimethylsilanolate in reflux of tetrahydrofuran gives the amino alcohol of (vi)
*This is then deprotected to give the final product salmeterol (vii)

2006-10-28T12:41:07Z

Sm1105:

== '''Properties of Salmetoral''' ==
{| class="toccolours" border="1" style="fix: left; clear: left; margin: 0 0 1em 1em; border-collapse: collapse;"
|-
!{{chembox header}} colspan="3" | Properties
|-
|colspan="1"|IUPAC Systematic Name
|colspan="2"|2-(hydroxymethyl)-4- [1-hydroxy-2-[6-(4-phenylbutoxy) hexylamino]ethyl]-phenol
|-
|colspan="1"|Chemical Name
|colspan="2"|Salmeterol
|-
|colspan="1"|Molecular formula
|colspan="2"|C25H37N1O4
|-
|colspan="1"|Molecular Mass
|colspan="2"|415.566 gmol-1
|-
|colspan="1"|Melting Point
|colspan="2"|75.5 - 76.5oC
|-
|colspan="1"|Solubility
|colspan="2"|Sparingly soluble in H2O
|-
|colspan="1"|Type of Substance
|colspan="2"|Beta Agonist
|-
|colspan="1"|CAS Registry Number
|colspan="2"|89365-50-4
|-
|colspan="1"|SMILES String
|colspan="2"|OCC1=C(O)C=CC(C(CNCCCCCCOCCCCC2=CC=CC=C2)O)=C1
|-
|}

== '''Structure of Salmetoral''' ==
<jmol>
<jmolApplet>
<size>300</size>
<color>white</color>
<script>zoom 100; cpk on;frame 1; move 10 -20 10 0 0 0 0 0 3; delay 1;</script>
<inlineContents>
HEADER NONAME 24-Oct-06 NONE 1
TITLE NONE 2
AUTHOR WWW daemon apache NONE 3
REVDAT 1 24-Oct-06 0 NONE 4
ATOM 1 O 0 9.446 3.043 0.864 0.00 0.00 O+0
ATOM 2 C 0 10.164 2.181 -0.021 0.00 0.00 C+0
ATOM 3 C 0 9.422 0.877 -0.163 0.00 0.00 C+0
ATOM 4 C 0 9.929 -0.125 -0.977 0.00 0.00 C+0
ATOM 5 O 0 11.095 0.068 -1.648 0.00 0.00 O+0
ATOM 6 C 0 9.244 -1.325 -1.105 0.00 0.00 C+0
ATOM 7 C 0 8.059 -1.519 -0.422 0.00 0.00 C+0
ATOM 8 C 0 7.556 -0.519 0.389 0.00 0.00 C+0
ATOM 9 C 0 6.263 -0.733 1.133 0.00 0.00 C+0
ATOM 10 C 0 5.084 -0.505 0.185 0.00 0.00 C+0
ATOM 11 N 0 3.826 -0.595 0.937 0.00 0.00 N+0
ATOM 12 C 0 2.741 -0.368 -0.027 0.00 0.00 C+0
ATOM 13 C 0 1.393 -0.450 0.693 0.00 0.00 C+0
ATOM 14 C 0 0.263 -0.213 -0.311 0.00 0.00 C+0
ATOM 15 C 0 -1.084 -0.294 0.410 0.00 0.00 C+0
ATOM 16 C 0 -2.214 -0.058 -0.594 0.00 0.00 C+0
ATOM 17 C 0 -3.562 -0.139 0.126 0.00 0.00 C+0
ATOM 18 O 0 -4.617 0.082 -0.811 0.00 0.00 O+0
ATOM 19 C 0 -5.843 -0.006 -0.082 0.00 0.00 C+0
ATOM 20 C 0 -7.020 0.222 -1.032 0.00 0.00 C+0
ATOM 21 C 0 -8.332 0.128 -0.251 0.00 0.00 C+0
ATOM 22 C 0 -9.509 0.357 -1.202 0.00 0.00 C+0
ATOM 23 C 0 -10.801 0.264 -0.433 0.00 0.00 C+0
ATOM 24 C 0 -11.346 1.397 0.143 0.00 0.00 C+0
ATOM 25 C 0 -12.531 1.312 0.849 0.00 0.00 C+0
ATOM 26 C 0 -13.173 0.094 0.978 0.00 0.00 C+0
ATOM 27 C 0 -12.628 -1.039 0.402 0.00 0.00 C+0
ATOM 28 C 0 -11.445 -0.953 -0.307 0.00 0.00 C+0
ATOM 29 O 0 6.218 -2.070 1.636 0.00 0.00 O+0
ATOM 30 C 0 8.239 0.676 0.522 0.00 0.00 C+0
ATOM 31 H 0 9.953 3.864 0.926 0.00 0.00 H+0
ATOM 32 H 0 10.253 2.656 -0.998 0.00 0.00 H+0
ATOM 33 H 0 11.158 1.991 0.383 0.00 0.00 H+0
ATOM 34 H 0 11.805 -0.239 -1.068 0.00 0.00 H+0
ATOM 35 H 0 9.636 -2.107 -1.739 0.00 0.00 H+0
ATOM 36 H 0 7.525 -2.453 -0.522 0.00 0.00 H+0
ATOM 37 H 0 6.202 -0.030 1.965 0.00 0.00 H+0
ATOM 38 H 0 5.167 0.484 -0.267 0.00 0.00 H+0
ATOM 39 H 0 5.096 -1.263 -0.598 0.00 0.00 H+0
ATOM 40 H 0 3.742 -1.552 1.248 0.00 0.00 H+0
ATOM 41 H 0 2.854 0.619 -0.476 0.00 0.00 H+0
ATOM 42 H 0 2.782 -1.129 -0.807 0.00 0.00 H+0
ATOM 43 H 0 1.280 -1.436 1.142 0.00 0.00 H+0
ATOM 44 H 0 1.352 0.311 1.473 0.00 0.00 H+0
ATOM 45 H 0 0.377 0.774 -0.759 0.00 0.00 H+0
ATOM 46 H 0 0.305 -0.974 -1.090 0.00 0.00 H+0
ATOM 47 H 0 -1.197 -1.281 0.858 0.00 0.00 H+0
ATOM 48 H 0 -1.126 0.466 1.190 0.00 0.00 H+0
ATOM 49 H 0 -2.101 0.929 -1.043 0.00 0.00 H+0
ATOM 50 H 0 -2.173 -0.818 -1.374 0.00 0.00 H+0
ATOM 51 H 0 -3.675 -1.126 0.575 0.00 0.00 H+0
ATOM 52 H 0 -3.603 0.622 0.906 0.00 0.00 H+0
ATOM 53 H 0 -5.927 -0.995 0.370 0.00 0.00 H+0
ATOM 54 H 0 -5.855 0.753 0.701 0.00 0.00 H+0
ATOM 55 H 0 -6.935 1.211 -1.484 0.00 0.00 H+0
ATOM 56 H 0 -7.007 -0.536 -1.815 0.00 0.00 H+0
ATOM 57 H 0 -8.416 -0.860 0.200 0.00 0.00 H+0
ATOM 58 H 0 -8.344 0.887 0.531 0.00 0.00 H+0
ATOM 59 H 0 -9.425 1.345 -1.653 0.00 0.00 H+0
ATOM 60 H 0 -9.496 -0.402 -1.984 0.00 0.00 H+0
ATOM 61 H 0 -10.845 2.348 0.041 0.00 0.00 H+0
ATOM 62 H 0 -12.956 2.196 1.299 0.00 0.00 H+0
ATOM 63 H 0 -14.098 0.027 1.530 0.00 0.00 H+0
ATOM 64 H 0 -13.129 -1.990 0.504 0.00 0.00 H+0
ATOM 65 H 0 -11.020 -1.838 -0.758 0.00 0.00 H+0
ATOM 66 H 0 6.275 -2.658 0.870 0.00 0.00 H+0
ATOM 67 H 0 7.844 1.456 1.156 0.00 0.00 H+0
CONECT 1 2 31 0 0 NONE 72
CONECT 2 1 3 32 33 NONE 73
CONECT 3 2 30 4 0 NONE 74
CONECT 4 3 5 6 0 NONE 75
CONECT 5 4 34 0 0 NONE 76
CONECT 6 4 7 35 0 NONE 77
CONECT 7 6 8 36 0 NONE 78
CONECT 8 7 9 30 0 NONE 79
CONECT 9 8 10 29 37 NONE 80
CONECT 10 9 11 38 39 NONE 81
CONECT 11 10 12 40 0 NONE 82
CONECT 12 11 13 41 42 NONE 83
CONECT 13 12 14 43 44 NONE 84
CONECT 14 13 15 45 46 NONE 85
CONECT 15 14 16 47 48 NONE 86
CONECT 16 15 17 49 50 NONE 87
CONECT 17 16 18 51 52 NONE 88
CONECT 18 17 19 0 0 NONE 89
CONECT 19 18 20 53 54 NONE 90
CONECT 20 19 21 55 56 NONE 91
CONECT 21 20 22 57 58 NONE 92
CONECT 22 21 23 59 60 NONE 93
CONECT 23 22 28 24 0 NONE 94
CONECT 24 23 25 61 0 NONE 95
CONECT 25 24 26 62 0 NONE 96
CONECT 26 25 27 63 0 NONE 97
CONECT 27 26 28 64 0 NONE 98
CONECT 28 27 23 65 0 NONE 99
CONECT 29 9 66 0 0 NONE 100
CONECT 30 8 3 67 0 NONE 101
END</inlineContents>
</jmolApplet>
</jmol>

[[Image:Salmet with data2.gif|gif|top|100|2D Structure]]

== '''Synthesis of Salmetoral''' ==

[[Image:reaction.JPG|gif|bottom|100|Synthesis]]