Product Name

Dimenhydrinate

Name: Dimenhydrinate - LGM Pharma
SKU: 523-87-5

CAS Number

523-87-5

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Product Name:

Dimenhydrinate

CAS Number:

523-87-5

Indication:

Used for treating vertigo, motion sickness, and nausea associated with pregnancy.

Mode 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 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.

Pharmacodynamics:

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.

Metabolism:

Hepatic (cytochrome P-450 system).

Toxicity:

Symptoms of overdose include delerium, hallucinations, and excitment. Patients may be violent and confused.

IUPAC:

8-chloro-1, 3-dimethyl-2, 6-dioxo-2, 3, 6, 7-tetrahydro-1H-purin-7-ide; [2-(diphenylmethoxy)ethyl]dimethylazanium

ATC:

R06AA02

PubChem:

441281

DrugBank:

DB00985 (APRD00924)

Formula:

C24H28ClN5O3

Molecular Mass:

469.964

Synonyms:

Diphenhydrinate

SMILES:

CN1C2=C([N-]C(Cl)=N2)C(=O)N(C)C1=O.C[NH+](C)CCOC(C1=CC=CC=C1)C1=CC=CC=C1

AHFS Code:

56:22.1

InChi:

InChI=1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10,13)

General Reference:

Takeda N, Morita M, Hasegawa S, Horii A, Kubo T, Matsunaga T: Neuropharmacology of motion sickness and emesis. A review. Acta Otolaryngol Suppl. 1993;501:10-5. Pubmed
Halpert AG, Olmstead MC, Beninger RJ: Mechanisms and abuse liability of the anti-histamine dimenhydrinate. Neurosci Biobehav Rev. 2002 Jan;26(1):61-7. Pubmed
Jaju BP, Wang SC: Effects of diphenhydramine and dimenhydrinate on vestibular neuronal activity of cat: a search for the locus of their antimotion sickness action. J Pharmacol Exp Ther. 1971 Mar;176(3):718-24. Pubmed

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Dimenhydrinate

523-87-5

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