Dimenhydrinate

Title: Dimenhydrinate
CAS Registry Number: 523-87-5
CAS Name: 8-Chloro-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione compd with 2-(diphenylmethoxy)-N,N-dimethylethanamine (1:1)
Additional Names: 2-(benzhydryloxy)-N,N-dimethylethylamine 8-chlorotheophyllinate; b-dimethylaminoethyl benzhydryl ether 1,3-dimethyl-8-chloroxanthine; diphenhydramine 8-chlorotheophyllinate; N,N-dimethyl-2-diphenylmethoxyethylamine 8-chlorotheophyllinate; O-benzhydryldimethylaminoethanol 8-chlorotheophyllinate; chloranautine
Trademarks: Amosyt (Abigo); Anautine; Andramine; Antemin (Streuli); Diamarin; Dimate (Tutag); Dramamine (Searle); Dramarin; Dramocen (Central Pharm.); Dramyl; Emedyl; Emes; Epha (Woelm); Gravol (Horner); Menhydrinate; Travel-Gum (Chemofux); Travelin; Travelmin; Vomex A (Yamanouchi); Xamamina; Faston (Duphar)
Molecular Formula: C24H28ClN5O3
Molecular Weight: 469.96
Percent Composition: C 61.34%, H 6.01%, Cl 7.54%, N 14.90%, O 10.21%
Literature References: Prepn: Cusic, Science 109, 574 (1949); Cusic, US 2499058 and US 2534813 (1950 to Searle).
Properties: Crystals, mp 102-107°. Freely sol in alcohol, chloroform. Soluble in benzene. Soly in water: about 3 mg/ml. Almost insol in ether. A satd aq soln has a pH between 6.8 and 7.3.
Melting point: mp 102-107°
Therap-Cat: Antiemetic.
Therap-Cat-Vet: Has been used as an antiemetic.
Keywords: Antiemetic.
Dimenoxadol Dimepheptanol Dimestrol Dimetacrine Dimetan?

Dimenhydrinate
Diphenhydramine-trans.svg
8-Chlorotheophylline.svg
Combination of
diphenhydramine antihistamine
8-chlorotheophylline stimulant
Clinical data
Trade names Dramamine
AHFS/Drugs.com monograph
MedlinePlus a607046
Pregnancy cat. A (AU) B (US)
Legal status Pharmacy Only (S2) (AU) OTC (US)
Routes Oral, Rectal, I.V.
Identifiers
CAS number 523-87-5 YesY
ATC code R06AA52
PubChem CID 10660
DrugBank DB00985
ChemSpider 10210 YesY
UNII JB937PER5C YesY
KEGG D00520 YesY
ChEMBL CHEMBL1200406 N
 N (what is this?)  (verify)

Dimenhydrinate is an over-the-counter drug used to prevent nausea and motion sickness. It is most commonly prepared as tablets, although it is also available in liquid form and in suppositories. Dimenhydrinate is a combination of two drugs: diphenhydramine and 8-chlorotheophylline, a chlorinated derivative of theophylline.