Menabitan

Menabitan (INN: SP-204) is a synthetic drug which acts as a potent cannabinoid receptor agonist.^[1][2] It is closely related to natural cannabinoids of the tetrahydrocannabinol (THC) group, differing mainly by its longer and branched side chain, and the replacement of the 9-position carbon with a nitrogen. It is a structural analog of nabitan and dimethylheptylpyran.^[1] It was studied as an analgesic in the 1970s and was found to possess analgesic effects in both humans and animals but was never marketed.^[1][3][4]

ATC code

• None

Legal status

• US: Analogue to a Schedule I/II drug (Schedule I)

CAS Number

• 83784-21-8 ^Y
  58019-50-4 (HCl)

PubChem CID

• 189877

Quick facts Clinical data, ATC code ...

Menabitan

Clinical data
ATC code	None
Legal status
Legal status	US: Analogue to a Schedule I/II drug (Schedule I)
Identifiers
IUPAC name [5,5-dimethyl-8-(3-methyloctan-2-yl)-2-prop-2-ynyl-3,4-dihydro-1H-chromeno[4,3-c]pyridin-10-yl] 2-methyl-4-(2-methylpiperidin-1-yl)butanoate
CAS Number	83784-21-8 Y 58019-50-4 (HCl)
PubChem CID	189877
ChemSpider	164903
UNII	967H1G7V3P
CompTox Dashboard (EPA)	DTXSID701003840
Chemical and physical data
Formula	C37H56N2O3
Molar mass	576.866 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCCCCC(C)C(C)C1=CC2=C(C3=C(CCN(C3)CC#C)C(O2)(C)C)C(=C1)OC(=O)C(C)CCN4CCCCC4C
InChI InChI=1S/C37H56N2O3/c1-9-11-12-15-26(3)29(6)30-23-33(41-36(40)27(4)17-22-39-20-14-13-16-28(39)5)35-31-25-38(19-10-2)21-18-32(31)37(7,8)42-34(35)24-30/h2,23-24,26-29H,9,11-22,25H2,1,3-8H3 Key:ZWLPJYVIMWAEDC-UHFFFAOYSA-N

Close

Due to its structural similarity to the Schedule I/III drug THC, it can be treated as a Schedule I drug within the United States legal system under the Federal Analogue Act.