Dimenhydrinate

Molecular structure via molpic

Conformer structure via 3Dmol.js
Molecular formula	C₂₄H₂₈ClN₅O₃^[1]
Molecular mass	470.0 g/mol^[1]
Appearance	CRYSTALS^[1]
Odor	ODORLESS^[1]
Melting point	216 to 225 °F (NTP, 1992)^[1]
Solubility	Slightly soluble (1-10 mg/ml at 72 °F) (NTP, 1992)^[1]
Chirality	achiral^[2]

Identifiers []
IUPAC name	2-benzhydryloxy-N,N-dimethylethanamine;8-chloro-1,3-dimethyl-7H-purine-2,6-dione^[1]
SMILES	CN1C2=C(C(=O)N(C1=O)C)NC(=N2)Cl.CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2^[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)^[1]
InChIKey	NFLLKCVHYJRNRH-UHFFFAOYSA-N^[1]

Dosing
Elimination half-life	5.5 hours^[3] (diphenhydramine component)

Oral []
Threshold	1 - 2 tablet
Light	2 - 25 tablet
Common	25 - 250 tablet
Strong	250 - 600 tablet
Heavy	600 - 900 tablet

Statistically derived dosages by Sernyl

Dimenhydrinate

Dimenhydrinate (also known as Travelin, Chloranautine, Diphenhydrinate, Vomex A, Anautine, Amosyt, Menhydrinate, Andramine, Diamarin or Dimenest) is a substance of the xanthine class.

Chemistry

Stereochemistry

Dimenhydrinate is a achiral mixture

Legal status

Australia: Dimenhydrinate is a S2.
Canada: Dimenhydrinate is a Over-the-counter drug|OTC.
United States: Dimenhydrinate is a OTC.

External links

References

National Center for Biotechnology Information. PubChem Compound Summary for CID 10660, Dimenhydrinate. Accessed June 20, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/10660.
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Dimenhydrinate. UNII: JB937PER5C. Global Substance Registration System. Accessed June 20, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/JB937PER5C
Scavone JM, Luna BG, Harmatz JS, von Moltke L, Greenblatt DJ. Diphenhydramine kinetics following intravenous, oral, and sublingual dimenhydrinate administration. Biopharmaceutics & Drug Disposition. April 1, 1990; 11(3):185–189.

Anodyne