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bromodiphenhydramine
Sign in to saveAlso known as beta-(p-bromobenzhydryloxy)ethyldimethylamine, 2-(p-bromo-alpha-phenylbenzyloxy)-N,N-dimethylethylamine, beta-dimethylaminoethyl p-bromobenzhydryl ether, bromazine
Bromazine, sold under the brand names Ambodryl, Ambrodil, and Deserol among others, also known as bromodiphenhydramine, is an antihistamine and anticholinergic medication of the ethanolamine class. It is an analogue of diphenhydramine with a bromine substitution on one of the phenyl rings.
Chemical data
- Formula
- C17H20BrNO
- Molecular weight
- 334.2 g/mol
- IUPAC name
- 2-[(4-bromophenyl)-phenylmethoxy]-N,N-dimethylethanamine
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1954
- Admin. routes
- oral
- Indications
- allergic disease
via ChEMBL · EBI
Wikidata facts
- Subclass of
- organobromine compound
- Mass
- 333.072826
- Has use
- medication
Show 5 more facts
- chemical formula
- C₁₇H₂₀BrNO
- medical condition treated
- insomnia
- canonical SMILES
- CN(C)CCOC(C1=CC=CC=C1)C2=CC=C(C=C2)Br
- World Health Organisation international non-proprietary name
- bromazine
- subject has role
- anticholinergic
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- Side effects
- References
Bromazine, sold under the brand names Ambodryl, Ambrodil, and Deserol among others, also known as bromodiphenhydramine, is an antihistamine and anticholinergic medication of the ethanolamine class. It is an analogue of diphenhydramine with a bromine substitution on one of the phenyl rings.
==Synthesis== class=skin-invert-image|thumb|center|500px|Synthesis: Patent: Grignard reaction between phenylmagnesium bromide and para-bromobenzaldehyde [1122-91-4] (1) gives p-bromobenzhydrol [29334-16-5] (2). Halogenation with acetyl bromide in benzene solvent gives p-bromo-benzhydrylbromide [18066-89-2] (3). Finally, etherification with deanol completed the synthesis of Bromazine (4).
Excerpted from Wikipedia’s “bromodiphenhydramine” article, available under the CC BY-SA 4.0 licence.
Gallery (2)
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