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Bromodiphenhydramine

Catalog No. DB01237 Name DrugBank
CAS Number 1808-12-4 Website http://www.ualberta.ca/
M. F. C17H20BrNO Telephone (780) 492-3111
M. W. 334.2508 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1106

SYNONYMS

IUPAC name
{2-[(4-bromophenyl)(phenyl)methoxy]ethyl}dimethylamine
IUPAC Traditional name
bromodiphenhydramine
Brand Name
Neo-Benadryl
Bromo-Benzdryl
Bromo-Benadryl
Deserol
Histabromamine
Synonyms
Amodryl
Bromdiphenhydramine
Bromazine
Bromdiphenhydramine hydrochloride
Bromdiphenylhydramine Hydrochloride
Bromodiphenhydramine hydrochloride
Bromazin
Bromazine hydrochloride
Ambodryl Hydrochloride
Bromanautine

DATABASE IDS

CAS Number 1808-12-4
PubChem CID 2444
PubChem SID 46506082

PROPERTIES

Hydrophobicity(logP) 4

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Bromodiphenhydramine is an ethanolamine antihistamine with antimicrobial property. Bromodiphenhydramine is used in the control of cutaneous allergies. Ethanolamine antihistamines produce marked sedation in most patients
Indication For management of symptoms related to hay fever and other types of allergy and used to help bring up phlegm, thin secretions, and make a cough productive.
Pharmacology Bromodiphenhydramine is an antihistamine of the ethanolamine class. Ethanolamine antihistamines have significant antimuscarinic activity and produce marked sedation in most patients. In addition to the usual allergic symptoms, the drug also treats irritant cough and nausea, vomiting, and vertigo associated with motion sickness. It also is used commonly to treat drug-induced extrapyramidal symptoms as well as to treat mild cases of Parkinson's disease. Rather than preventing the release of histamine, as do cromolyn and nedocromil, Bromodiphenhydramine competes with free histamine for binding at HA-receptor sites. Bromodiphenhydramine competitively antagonizes the effects of histamine on HA-receptors in the GI tract, uterus, large blood vessels, and bronchial muscle. Ethanolamine derivatives have greater anticholinergic activity than do other antihistamines, which probably accounts for the antidyskinetic action of Bromodiphenhydramine. This anticholinergic action appears to be due to a central antimuscarinic effect, which also may be responsible for its antiemetic effects, although the exact mechanism is unknown.
Toxicity Signs of overdose include wheezing, tightness in the chest, fever, itching, bad cough, blue skin color, fits, swelling of face, lips, tongue, or throat.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic (cytochrome P-450 system); some renal.
Absorption Well absorbed in the digestive tract.
Half Life 1 to 4 hours
Protein Binding 96%

REFERENCES