AH-7921

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AH-7921
AH-7921 structure.png
Systematic (IUPAC) name
3,4-dichloro-N-[(1-dimethylamino)cyclohexylmethyl]benzamide
Clinical data
Legal status
Identifiers
CAS Number 55154-30-8 N
ATC code none
PubChem CID: 187760
ChemSpider 163208 YesY
Synonyms AH-7921
Chemical data
Formula C16H22Cl2N2O
Molecular mass 329.265 g/mol
  • ClC1=CC=C(C(NCC2(CCCCC2)N(C)C)=O)C=C1Cl
  • InChI=1S/C16H22Cl2N2O/c1-20(2)16(8-4-3-5-9-16)11-19-15(21)12-6-7-13(17)14(18)10-12/h6-7,10H,3-5,8-9,11H2,1-2H3,(H,19,21) YesY
  • Key:JMZROFPPEXCTST-UHFFFAOYSA-N YesY
 NYesY (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] It was discovered in the 1970s[3] by a team at Allen and Hanburys.

Dosages have been reported to range from as little as 10 mg to around 200 mg or higher (for opioid-tolerant individuals).[4] This would confirm the previous studies of AH-7921 being roughly 80% as potent as morphine.[citation needed]

Use

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]

Legality

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Standard for the Uniform Scheduling of Medicines and Poisons) in Australia in May 2014.[6] Although this amendment was repealed in June 2014,[7] which simply means the amendment document ceases, but the actual scheduling is permanent as part of the main document (all SUSMP amendments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.[8]

In the UK, AH-7921 was included as a Class A drug under the 1971 Act in January 2015.[9]

In Brazil, AH-7921 has been considered an illegal drug since May 2015. [10]

As of October 2015 AH-7921 is a controlled substance in China.[11]

Synthesis

File:AH-7921 synthesis.png
AH-7921 U.S. Patent 3,975,443 (1976). Harper et al. 1976.

See also

References

  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ US patent 3975443, Harper, N.; Veitch, G., "1-(3,4-DICHLOROBENZAMIDOMETHYL)-CYCLOHEXYLDIMETHYLAMINE", issued 1976-08-17, assigned to Allen & Hanburys 
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ http://www.tga.gov.au/pdf/scheduling/scheduling-decisions-1405-final.pdf
  7. ↑ http://www.comlaw.gov.au/Details/F2014L00566
  8. ↑ http://www.health.gov.il/LegislationLibrary/Homarim-12092013.pdf
  9. ↑ https://www.gov.uk/government/publications/circular-0012015-a-change-to-the-misuse-of-drugs-act-1971-control-of-ah-7921-lsd-related-compounds-tryptamines-and-rescheduling-of-ghb/circular-0012015-a-change-to-the-misuse-of-drugs-act-1971-control-of-ah-7921-lsd-related-compounds-tryptamines-and-rescheduling-of-ghb
  10. ↑ http://portal.anvisa.gov.br/wps/wcm/connect/5887f100485fb8f3b2d8bb734e60b39c/44+-+RDC+n%C2%BA+18-2015-DOU.pdf?MOD=AJPERES
  11. ↑ Lua error in package.lua at line 80: module 'strict' not found.

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