Drug General Information
Drug ID
D0U8UV
Former ID
DAP000333
Drug Name
Dimenhydrinate
Synonyms
Dramamine (TN); Gravamin (TN); Gravol (TN); Vertirosan (TN); Dimenhydrinate (JP15/USP/INN); 2-(diphenylmethoxy)-N,N-dimethylethanaminium 8-chloro-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurin-7-ide; 2-benzhydryloxyethyl(dimethyl)azanium; 8-chloro-1,3-dimethyl-2-oxopurin-6-olate; 8-chloro-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione-2-(diphenylmethoxy)-N,N-dimethylethanamine (1:1)
Drug Type
Small molecular drug
Indication Nausea; Vomiting [ICD9: 787, 787.0; ICD10:R11] Approved [538185]
Therapeutic Class
Antiemetics
Company
Carter-Horner Corp.
Structure
Download
2D MOL

3D MOL

Formula
C24H28ClN5O3
Canonical SMILES
CN1C(=C2C(=NC(=N2)Cl)N(C1=O)C)[O-].C[NH+](C)CCOC(C1=CC=<br />CC=C1)C2=CC=CC=C2
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;13H,1-2H3
InChIKey
KKRAMGIVRBZVCD-UHFFFAOYSA-N
CAS Number
CAS 523-87-5
PubChem Compound ID
PubChem Substance ID
Target and Pathway
Target(s) Histamine H1 receptor Target Info Antagonist [535364], [536878]
KEGG Pathway Calcium signaling pathway
Neuroactive ligand-receptor interaction
Inflammatory mediator regulation of TRP channels
PANTHER Pathway Histamine H1 receptor mediated signaling pathway
Reactome Histamine receptors
G alpha (q) signalling events
WikiPathways Monoamine GPCRs
GPCRs, Class A Rhodopsin-like
IL-4 Signaling Pathway
Gastrin-CREB signalling pathway via PKC and MAPK
GPCR ligand binding
GPCR downstream signaling
References
Ref 538185FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (ANDA) 040519.
Ref 535364Mechanisms and abuse liability of the anti-histamine dimenhydrinate. Neurosci Biobehav Rev. 2002 Jan;26(1):61-7.
Ref 536878Histamine 1 receptor antagonist in symptomatic treatment of renal colic accompanied by nausea: two birds with one stone? Urology. 2009 Jan;73(1):32-6. Epub 2008 Oct 11.

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