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QuickView for Dimenhydrinate (compound)

Summary
General Info

PubChem

PubChem Compound 10660

PubChem Compound 10660

Name:	Dimenhydrinate
PubChem Compound ID:	10660
Description:	A drug combination that contains DIPHENHYDRAMINE and THEOPHYLLINE. It is used for treating vertigo, motion sickness, and nausea associated with pregnancy. It is not effective in the treatment of nausea associated with cancer chemotherapy.
Molecular formula:	C₂₄H₂₈ClN₅O₃
Molecular weight:	469.964 g/mol
Synonyms:	2-(Benzhydryloxy)-N,N-dimethylethylamine 8-chlorotheophyllinate; 2-(Diphenylmethoxy)-N,N-dimethylethylamine 8-chlorotheophyllinate; 8-Chlorotheophylline, compd. with 2-(diphenylmethoxy)-N,N-dimethylethylamine (1:1); Xamamina; Novamin (VAN); Eldodram; Hydrinate; Spectrum2_000992; NSC 117855; Neo-navigan. show more » 2-(Benzhydryloxy)-N,N-dimethylethylamine 8-chlorotheophyllinate; 2-(Diphenylmethoxy)-N,N-dimethylethylamine 8-chlorotheophyllinate; 8-Chlorotheophylline, compd. with 2-(diphenylmethoxy)-N,N-dimethylethylamine (1:1); Xamamina; Novamin (VAN); Eldodram; Hydrinate; Spectrum2_000992; NSC 117855; Neo-navigan; Removine; Dimenidrinato [DCIT]; Spectrum4_000517; Supremal; 1H-Purine-2, 6-dione, 8-chloro-3,7-dihydro-1,3-dimethyl-, compd. with 2- (diphenylmethoxy)-N,N-dimethylethanamine (1:1); Reidamine; Ethylamine, N,N-dimethyl-2-(diphenylmethoxy)-, compd. with 8-chlorotheophylline; Dramamine; Dimentabs; NCI-C60639; NCGC00091928-01; 8-Chlorotheophylline, compound with 2-(diphenylmethoxy)-N,N-dimethylethylamine (1:1); Dimate; 523-87-5; 1H-Pyrine-2,6-dione, 8-chloro-3,7-dihydro-1,3-dimethyl-, compd. with 2-(diphenylmethoxy)-N,N-dimethylethanamine (1:1); HSDB 3064; KBioGR_001093; Ethylamine, 2-(diphenylmethoxy)-N, N-dimethyl-, compd. with 8-chlorothiophylline (1:1); Vomex A; 2-(Benzhydryloxy)-N,N-dimethylethylamine compd. with 8-chlorotheophylline; Travelin; Gravinol (antiemetic); Reise-Engletten; 1H-Purine-2,6-dione, 8-chloro-3,7-dihydro-1,3-dimethyl-, compd. with 2-(diphenylmethoxy)-N,N-dimethylethanamine (1:1); Permital; Amosyt; Emedyl; NINDS_000049; Andramine; Faston; KBio2_006590; Dramalen; Ethylamine 2-(diphenylmethoxy)-N,N-dimethyl-, compd with 8-chlorotheophylline (1:1); N,N-Dimethyl-2-diphenylmethoxyethylamine 8-chlorotheophyllinate; SPBio_001083; Teodramin; Ethylamine 2- (diphenylmethoxy)-N,N-dimethyl-, compd. with 8-chlorotheophylline (1:1); Gravinol; (o-Benzhydryl(dimethylamino)ethanol) 8-chlorotheophyllinate; O-Benzhydryldimethylaminoethanol 8-chlorotheophyllinate; Dimenhydrinate [BAN:INN:JAN]; Diphenhydramine 8-chlorotheophylline; NSC117855; Dramarin; Diphenhydrinate; CCRIS 4798; DivK1c_000049; Theophylline, 8-chloro-, compd. with 2- (diphenylmethoxy)-N, N-(dimethylethyl)amine (1:1); Troversin; [o-Benzhydryl(dimethylamino)ethanol] 8-chlorotheophyllinate; Theophylline, 8-chloro-, compd. with 2- (diphenylmethoxy)-N,N-dimethylethylamine (1:1); beta-Dimethylaminoethyl benzhydryl ether 1,3-dimethyl-8-chloroxanthine; Dramyl; Spectrum_000974; Aviomarin; Chloranautine; Dromyl; Dimenhydrinate; 133294-22-1; Dramamin; Antemin; EINECS 208-350-8; Theophylline, 8-chloro-, compd. with 2-(diphenylmethoxy)-N,N-dimethylethylamine (1:1); Dimenhydrinatum [INN-Latin]; KBio3_001433; Lomarin; Spectrum3_000397; Diphenhydramine 8-chlorotheophyllinate; KBio2_001454; Novamin; Menhydrinate; KBioSS_001454; Gravol; Novamine; Travelmin; Dimenest; Diamarin; Ethanamine, 2-(diphenylmethoxy)-N,N-dimethyl-, compd. with 8-chloro-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione (1:1); Diphenhydramine Theoclate; KBio1_000049; Anautine; Dramilin; Dimenhidrinato [INN-Spanish]; Theophylline, 8-chloro-, compd with 2-(diphenylmethoxy)-N,N-dimethyethylamine (1:1); Benzhydryl-beta-dimethylaminoethylether 8-chlorotheophylline; KBio2_004022; Dommanate show less «

DrugBank

Identification

Name:	Dimenhydrinate
Name (isomeric):	DB00985
Drug Type:	small molecule
Description:	A drug combination that contains DIPHENHYDRAMINE and THEOPHYLLINE. It is used for treating vertigo, motion sickness, and nausea associated with pregnancy. It is not effective in the treatment of nausea associated with cancer chemotherapy.
Synonyms:	Diphenhydrinate
Brand:	Dimate, Menhydrinate, Anautine, Dramamin, Dramilin, Vomex A, Antemin, Permital, Dramyl, Dramarin, Dimentabs, Teodramin, Eldodram, Gravinol, Dromyl, Supremal, Gravol, Hydrinate, Troversin, Novamine, Xamamina, Travelin, Chloranautine, Amosyt, Neo-Navigan, Reise-Engletten, Andramine, Aviomarin, Dimenest, Travelmin, Dramalen, Diamarin
Category:	Histamine H1 Antagonists, Antiemetics
CAS number:	523-87-5

Pharmacology

Indication:	Used for treating vertigo, motion sickness, and nausea associated with pregnancy.
Pharmacology:	Dimenhydrinate is an antiemetics drug combination that contains diphenhydramine and theophylline. It is not effective in the treatment of nausea associated with cancer chemotherapy. Dimenhydrinate directly inhibits the stimulation of certain nerves in the brain and inner ear to suppress nausea, vomiting, dizziness, and vertigo. Diphenhydramine and ... show more » Dimenhydrinate is an antiemetics drug combination that contains diphenhydramine and theophylline. It is not effective in the treatment of nausea associated with cancer chemotherapy. Dimenhydrinate directly inhibits the stimulation of certain nerves in the brain and inner ear to suppress nausea, vomiting, dizziness, and vertigo. Diphenhydramine and dimenhydinate both reduce vestibular neuronal excitation due to angular or linear acceleration motions. show less «
Mechanism of Action:	The mechanism by which some antihistamines exert their antiemetic, anti–motion sickness, and antivertigo effects is not precisely known but may be related to their central anticholinergic actions. They diminish vestibular stimulation and depress labyrinthine function. An action on the medullary chemoreceptive trigger zone may also be involved... show more » The mechanism by which some antihistamines exert their antiemetic, anti–motion sickness, and antivertigo effects is not precisely known but may be related to their central anticholinergic actions. They diminish vestibular stimulation and depress labyrinthine function. An action on the medullary chemoreceptive trigger zone may also be involved in the antiemetic effect. Dimenhydrinate is a competitive antagonist at the histamine H1 receptor, which is widely distributed in the human brain. Dimenhydrinate's anti-emetic effect is probably due to H1 antagonism in the vestibular system in the brain. show less «
Absorption:	Well absorbed after oral administration.
Protein binding:	98 to 99%.
Biotransformation:	Hepatic (cytochrome P-450 system).
Half Life:	1 to 4 hours
Toxicity:	Symptoms of overdose include delerium, hallucinations, and excitment. Patients may be violent and confused.
Affected organisms:	Humans and other mammals

Interactions

Food interaction:

Avoid alcohol.

Take with food.

Drug interaction:

Trospium	Trospium and Dimenhydrinate, two anticholinergics, may cause additive anticholinergic effects and enhanced adverse/toxic effects. Monitor for enhanced anticholinergic effects.
Trimethobenzamide	Trimethobenzamide and Dimenhydrinate, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Monitor for enhanced anticholinergic effects.
Donepezil	Possible antagonism of action
Triprolidine	Triprolidine and Dimenhydrinate, two anticholinergics, may cause additive anticholinergic effects and enhance their adverse/toxic effects. Additive CNS depressant effects may also occur. Monitor for enhanced anticholinergic and CNS depressant effects.
Rivastigmine	Possible antagonism of action

Targets

Histamine H1 receptor