Dimemorfan

Title: Dimemorfan
CAS Registry Number: 36309-01-0
CAS Name: (9a,13a,14a)-3,17-Dimethylmorphinan
Additional Names: d-3-methyl-N-methylmorphinan
Manufacturers' Codes: AT-17
Molecular Formula: C18H25N
Molecular Weight: 255.40
Percent Composition: C 84.65%, H 9.87%, N 5.48%
Literature References: Prepn: Murakami et al., DE 2128607; eidem, US 3786054 (1971, 1974 both to Yamanouchi); eidem, Chem. Pharm. Bull. 20, 1706 (1972). Pharmacology: Ida, Fujii, Oyo Yakuri 6, 1207 (1972); Y. Kasé et al., Arzneim.-Forsch. 26, 353 (1976).
Properties: Pale yellow oil, bp0.3 130-136°; or white crystals from acetone, mp 90-93°.
Melting point: mp 90-93°
Boiling point: bp0.3 130-136°
Derivative Type: Phosphate
CAS Registry Number: 36304-84-4
Trademarks: Astomin (Yamanouchi)
Molecular Formula: C18H25N.H3PO4
Molecular Weight: 353.39
Percent Composition: C 61.18%, H 7.99%, N 3.96%, P 8.76%, O 18.11%
Properties: White to yellowish-white, odorless, bitter crystals, mp 267-269°. [a]D23 +25.7° (c = 0.5 in methanol). Freely sol in glacial acetic acid; sparingly sol in water, methanol. Practically insol in ethanol, acetone, chloroform, benzene, ether. LD50 in mice (mg/kg): 223 s.c.; 475 orally (Kasé).
Melting point: mp 267-269°
Optical Rotation: [a]D23 +25.7° (c = 0.5 in methanol)
Toxicity data: LD50 in mice (mg/kg): 223 s.c.; 475 orally (Kasé)
Therap-Cat: Antitussive.
Keywords: Antitussive.
Dimenhydrinate Dimenoxadol Dimepheptanol Dimestrol Dimetacrine

Dimemorfan
Dimemorfan.svg
Systematic (IUPAC) name
(4bS,8aS,9S)-3,11-dimethyl-6,7,8,8a,9,10-hexahydro-5H-9,4b-(epiminoethano)phenanthrene
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Identifiers
CAS number 36309-01-0 YesY
ATC code R05DA11
PubChem CID 3037918
ChemSpider 16735785 YesY
UNII 623OAC38YU YesY
KEGG D07848 YesY
Chemical data
Formula C18H25N 
Mol. mass 255.398 g/mol
 YesY (what is this?)  (verify)

Dimemorfan is an antitussive or cough suppressant which acts as a sigma receptor agonist.[1][2] It is an analogue of dextromethorphan and dextrorphan, but lacks significant NMDA receptor antagonistic action and dissociative effects, thereby having reduced abuse potential and adverse effects in comparison.[3]