It:Astemizole
Astemizole [1] | ||||
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Structure | ||||
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3D structure | ||||
General | ||||
Systematic name | 1-[(4-fluorophenyl)methyl]-N-[1-[2-(4-methoxyphenyl)ethyl]
-4-piperidyl]benzoimidazol-2-amine | |||
Molecular formula | C28H31FN4O | |||
SMILES | FC1=CC=C(CN3C2=CC=CC=C2N=C3NC4CCN
(CCC5=CC=C(OC)C=C5)CC4)C=C1 | |||
Molar mass | 458.571 g/mol | |||
Properties | ||||
Solubility in Water | 432 mg/L | |||
Melting point | 149.1°C | |||
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references] |
Overview
Astemizole (brand name Hismanal) is an antihistamine that provides relief from seasonal allergies such as rash, hives, watery eyes, runny nose, itching eyes and sneezing. Only avaialbale on prescription (although withdrawn from the US market) the 10mg tablets should be taken on an emty stomach with a full glass of water.
Medical Advice [2]
- Side Effects - may cause headache, increased appetite, stomach upset, nervousness, dry mouth although these should lesson as ones body adjusts to the drug (notify doctor immediately if effects worsen or if one experiences dizziness, fainting, fast/irregular heartbeat)
- Precautions - advise doctor if one has pre-existing heart, kidney or liver disease, asthma or breathing problems, allergies or a history of drug dependence. Limit alcohol intaken and avoid use during pregnancy and during breast feeding
- Drug Interaction - advise doctor if one is taking sleeping pills, sedatives, tranquilizers, quinine, muscle relaxants, medication for depression. Also do not eat grapefruit or drink grapefruit juice!
- Overdose - Contact your doctor immediately if overdose is suspected. Symptoms of overdose may include dizziness, irregular or fast heartbeat, fainting, loss of consciousness, and seizures
Synthesis

The above synthesis and reaction details below have been taken from Beilstein:
- Yield=48 percent
- Reagent=Na2CO3
- Solvent=dimethylformamide
- Temperature=70 C
Reference: 5803865;Original Document via LinkFinderPlus; Journal; Janssens, Frans; Torremans, Joseph; Janssen, Marcel; Stokbroekx, Raymond A.; Luyckx, Marcel; Janssen, Paul A. J.; JMCMAR; J. Med. Chem.; EN; 28; 12; 1985; 1934-1943.
References
1-data taken from [3]
2-information summerised from [4]