Alimadol

Not to be confused with adimolol.

Alimadol (INN; A-4020) is an opioid analgesic related to methadone which was never marketed.^[1]

Alimadol

Clinical data
ATC code	None
Identifiers
IUPAC name N-(3-methoxy-3,3-diphenylpropyl)-2-propen-1-amine
CAS Number	52742-40-2
PubChem CID	176882
ChemSpider	154055
UNII	8ET970D66K
ChEMBL	ChEMBL2106661
CompTox Dashboard (EPA)	DTXSID20200727
Chemical and physical data
Formula	C19H23NO
Molar mass	281.399 g·mol−1
3D model (JSmol)	Interactive image
SMILES O(C)C(c1ccccc1)(c2ccccc2)CCNC\C=C
InChI InChI=1S/C19H23NO/c1-3-15-20-16-14-19(21-2,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h3-13,20H,1,14-16H2,2H3 Key:QFSWEWNANAHUNE-UHFFFAOYSA-N

Synthesis

Patent:^[2] Precursor (benzyl group sidechain):^[3]

• benzhydryl methyl ether [1016-09-7] (1)
• β-chloroethylamine [689-98-5] (2)
• 1,1-Diphenyl-1-methoxy-3-aminopropane: PC21534188 (3)
• Allyl bromide [106-95-6] (4)

See also

• Methadone