Cycloheptyl CP 55,940

Cycloheptyl CP 55,940
Identifiers
	IUPAC name (1R,3R,4R)-3-[4-(1,1-dimethylheptyl)-2-hydroxyphenyl]-4-(3-hydroxypropyl)cycloheptan-1-ol;
CAS Number	83003-25-2 ;
Chemical and physical data
Formula	C25H42O3
Molar mass	390.608 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O[C@H]1C[C@H]([C@H](CCCO)CCC1)c1ccc(cc1O)C(C)(C)CCCCCC;
	InChI InChI=InChI=1S/C25H42O3/c1-4-5-6-7-15-25(2,3)20-13-14-22(24(28)17-20)23-18-21(27)12-8-10-19(23)11-9-16-26/h13-14,17,19,21,23,26-28H,4-12,15-16,18H2,1-3H3/t19-,21+,23+/m0/s1; Key:JYVBHJZDNJZVAK-XKCSPQBFSA-N;

Cycloheptyl CP 55,940 is a synthetic cannabinoid related to CP 55,940 but is a ring-expanded homologue with a cycloheptyl ring in place of the cyclohexyl ring. It was first synthesized by Pfizer in the 1980s.^[1]^[2] It falls outside the definition of a "cyclohexylphenol derivative" since it does not have a cyclohexyl ring. Cycloheptyl CP 55,940 has similar potency to CP 55,940 itself, with an ED₅₀ of 0.06 mg/kg in animal studies.^[3]

References

^ Melvin LS, Milne GM, Johnson MR, Subramaniam B, Wilken GH, Howlett AC (November 1993). "Structure-activity relationships for cannabinoid receptor-binding and analgesic activity: studies of bicyclic cannabinoid analogs". Molecular Pharmacology. 44 (5): 1008–1015. doi:10.1016/S0026-895X(25)13256-2. PMID 8246904.
^ Melvin LS, Milne GM, Johnson MR, Wilken GH, Howlett AC (November 1995). "Structure-activity relationships defining the ACD-tricyclic cannabinoids: cannabinoid receptor binding and analgesic activity". Drug Design and Discovery. 13 (2): 155–166. PMID 8872458.
^ US 4371720, Johnson MR, Melvin LS, "2-Hydroxy-4-(substituted) phenyl cycloalkanes and derivatives.", issued 1 February 1983, assigned to Pfizer Inc.

[Melvin_1993-1] Melvin LS, Milne GM, Johnson MR, Subramaniam B, Wilken GH, Howlett AC (November 1993). "Structure-activity relationships for cannabinoid receptor-binding and analgesic activity: studies of bicyclic cannabinoid analogs". Molecular Pharmacology. 44 (5): 1008–1015. doi:10.1016/S0026-895X(25)13256-2. PMID 8246904.

[Melvin_1995-2] Melvin LS, Milne GM, Johnson MR, Wilken GH, Howlett AC (November 1995). "Structure-activity relationships defining the ACD-tricyclic cannabinoids: cannabinoid receptor binding and analgesic activity". Drug Design and Discovery. 13 (2): 155–166. PMID 8872458.

[3] US 4371720, Johnson MR, Melvin LS, "2-Hydroxy-4-(substituted) phenyl cycloalkanes and derivatives.", issued 1 February 1983, assigned to Pfizer Inc.

[1]

[2]

[3]

See also

References