AH-7921
 |
|
| Systematic (IUPAC) name | |
|---|---|
|
3,4-dichloro-N-{[1-(dimethylamino)cyclohexyl]methyl}benzamide
|
|
| Legal status | |
| Legal status |
|
| Identifiers | |
| CAS Number | 55154-30-8  |
| ATC code | none |
| PubChem | CID 187760 |
| ChemSpider | 163208  |
| UNII | 10BR7A0SO0 |
| Synonyms | AH-7921 |
| Chemical data | |
| Formula | C16H22Cl2N2O |
| Molar mass | 329.265 g/mol |
| 3D model (Jmol) | Interactive image |
|
|
|
|
| (what is this?) (verify) |
|
AH-7921 is an opioid analgesic drug selective for the µ-opioid receptor, having around 80% the potency of morphine when administered orally.[1][2][3] It was discovered in the 1970s[4] by a team at Allen and Hanburys.
Contents
Use[edit]
Although AH-7921 was extensively studied in vitro and in animals, though not in humans, by the developing company, it was never sold commercially for medical use. In 2013, AH-7921 was discovered to have been used as an active ingredient in "synthetic cannabis" products in Japan.[5] In October 2015, two horses (Bossmon and Literata) trained by owner-trainer Roy Sedlacek tested positive for AH-7921 at Belmont Park racetrack.[6]
Legality[edit]
AH-7921 was made a Prohibited Substance (Schedule 9 of the Standard for the Uniform Scheduling of Medicines and Poisons) in Australia in May 2014.[7] Although this amendment was repealed in June 2014,[8] which simply means the amendment document ceases, but the actual scheduling is permanent as part of the main document (all SUSMP amendments cease after a few weeks). It may, however, still be a banned import.
AH-7921 has been illegal to distribute in Israel since December 2013.[9]
In the UK, AH-7921 was included as a Class A drug in January 2015 as part of The Misuse of Drugs Act 1971 (Amendment) (No. 2) Order 2014.[10]
In Brazil, AH-7921 has been an illegal drug since May 2015.[11]
As of October 2015 AH-7921 is a controlled substance in China.[12]
AH-7921 is banned in the Czech Republic.[13]
In the United States, AH-7921 was placed into Schedule I of the Controlled Substances Act on May 16, 2016.[14]
See also[edit]
References[edit]
- ^ Brittain, R. T.; Kellett, D. N.; Neat, M. L.; Stables, R. (September 1973). "Proceedings: Anti-nociceptive effects in N-substituted cyclohexylmethylbenzamides". British Journal of Pharmacology. 49 (1): 158P–159P. doi:10.1111/j.1476-5381.1973.tb08279.x. PMC 1776456
. PMID 4207044. - ^ Hayes, A. G.; Tyers, M. B. (July 1983). "Determination of receptors that mediate opiate side effects in the mouse". British Journal of Pharmacology. 79 (3): 731–736. doi:10.1111/j.1476-5381.1983.tb10011.x. PMC 2044905. PMID 6317119.
- ^ N. J. Harper; G. B. A. Veitch; D. G. Wibberley (November 1974). "1-(3,4-Dichlorobenzamidomethyl)cyclohexyldimethylamine and related compounds as potential analgesics". Journal of Medicinal Chemistry. 17 (11): 1188–1193. doi:10.1021/jm00257a012. PMID 4416926.
- ^ US patent 3975443, Harper, N.; Veitch, G., "1-(3,4-DICHLOROBENZAMIDOMETHYL)-CYCLOHEXYLDIMETHYLAMINE", issued 1976-08-17, assigned to Allen & Hanburys
- ^ Nahoko Uchiyama; Satoru Matsuda; Maiko Kawamura; Ruri Kikura-Hanajiri; Yukihiro Goda (July 2013). "Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products". Forensic Toxicology. 31 (2): 223–240. doi:10.1007/s11419-013-0182-9.
- ^ "Two horses test positive for designer drug". Racing Post. Retrieved 29 April 2016.
- ^ Final decisions and reasons for decisions by delegates of the Secretary to the Department of Health
- ^ Poisons Standard Amendment No. 2 of 2014
- ^ פקודת הסמים המסוכנים נוסח חדש, תשל"ג-1973
- ^ The Misuse of Drugs Act 1971 (Amendment) (No. 2) Order 2014
- ^ Resolução da Diretoria Colegiada - RDC nº 87 de 28/06/2016
- ^ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015.
- ^ "Látky, o které byl doplněn seznam č. 4 psychotropních látek (příloha č. 4 k nařízení vlády č. 463/2013 Sb.)" (PDF) (in Czech). Ministerstvo zdravotnictví.
- ^ "Schedules of Controlled Substances: Placement of AH-7921 Into Schedule I". Drug Enforcement Administration. 14 April 2016.
 |
This analgesic-related article is a stub. You can help Wikipedia by expanding it. |
