Etazocine

Etazocine
Clinical data
Other names	NIH-7856 ((±)-form);; GPA-208 ((−)-form);; GPA-2087 ((−)-form);; NIH-8178 ((−)-form);; FDA-0487 ((−)-form)
ATC code	None;
Legal status
Legal status	In general: non-regulated;
Identifiers
	IUPAC name 1,2,3,4,5,6-hexahydro-6,11-diethyl-3-methyl-2,6-methano-3-benzazocin-8-ol; or; 5,7-diethyl-2-hydroxy-2-methyl-6,7-benzomorphan;
CAS Number	0135188AB ; 10286-45-0 ((−)-form (HCl));
PubChem CID	187767;
ChemSpider	163214;
UNII	25Z262VU9E;
Chemical and physical data
Formula	C17H25NO
Molar mass	259.393 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Oc1ccc3c(c1)[C@@]2([C@H]([C@@H](N(CC2)C)C3)CC)CC;
	InChI InChI=1S/C17H25NO/c1-4-14-16-10-12-6-7-13(19)11-15(12)17(14,5-2)8-9-18(16)3/h6-7,11,14,16,19H,4-5,8-10H2,1-3H3/t14-,16-,17-/m0/s1; Key:JYRBQCWXZNDERM-XIRDDKMYSA-N;

Etazocine (NIH-7856) is an opioid analgesic of the benzomorphan family which was never marketed.^[1]^[2] It acts as a partial agonist of the opioid receptors, with mixed agonist and antagonist effects.^[1] In animal studies, it was shown to induce analgesia, dependency, and respiratory depression, with overall effects similar to those of morphine, but with substantially reduced potency in comparison.^[1]^[2]^[3]

References

^ ^a ^b ^c Bulletin, problems of drug dependence: Report of the Thirty-first Meeting, 24, 25, and 26 February, 1969, Palo Alto, California. The National Academies Press. 1969. pp. 5820–5821. NAP:10503. Retrieved 22 April 2012.
^ ^a ^b Smethurst PW, Forrest WH, Hayden J (December 1971). "The respiratory effects of a potent analgesic (GPA 2087) in man". British Journal of Anaesthesia. 43 (12): 1129–35. doi:10.1093/bja/43.12.1129. PMID 5156297.
^ National Research Council (U.S.). Committee on Problems of Drug Dependence (1970). Report of the annual scientific meeting. National Research Council. Retrieved 22 April 2012.