5F-AMB

Chemical compound From Wikipedia, the free encyclopedia

5F-AMB

5F-AMB (also known as 5F-MMB-PINACA and 5F-AMB-PINACA) is an indazole-based synthetic cannabinoid from the indazole-3-carboxamide family,[2] which has been used as an active ingredient in synthetic cannabis products. It was first identified in Japan in early 2014.[3][4] Although only very little pharmacological information about 5F-AMB itself exists,[5] its 4-cyanobutyl analogue (instead of 5-fluoropentyl) has been reported to be a potent agonist for the CB1 receptor (KI = 0.7 nM).[6][7]

Quick Facts Legal status, Identifiers ...
5F-AMB
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Legal status
Legal status
Identifiers
  • Methyl (2S)-2-{[1-(5-fluoropentyl)-1H-indazol-3-yl]formamido}-3-methylbutanoate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H26FN3O3
Molar mass363.433 g·mol−1
3D model (JSmol)
  • O=C(N[C@H](C(OC)=O)C(C)C)C1=NN(CCCCCF)C2=C1C=CC=C2
  • InChI=1S/C19H26FN3O3/c1-13(2)16(19(25)26-3)21-18(24)17-14-9-5-6-10-15(14)23(22-17)12-8-4-7-11-20/h5-6,9-10,13,16H,4,7-8,11-12H2,1-3H3,(H,21,24)/t16-/m0/s1
  • Key:SAFXSUZMRLTBMM-INIZCTEOSA-N
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Side effects

5F-AMB intoxication caused one fatality on its own,[8] another through ketoacidosis in combination with AB-CHMINACA, AB-FUBINACA, AM-2201, 5F-APINACA, EAM-2201, JWH-018, JWH-122, MAM-2201, STS-135 and THJ-2201 and another fatality in combination with AB-CHMINACA and Diphenidine.[9][10]

Legality

In the United States, 5F-AMB is a Schedule I controlled substance.[11]

5F-AMB is an Anlage II controlled substance in Germany as of May 2015.[12]

Sweden's public health agency suggested classifying 5F-AMB as hazardous substance on November 10, 2014.[13]

The state of Louisiana banned 5F-AMB through an emergency rule after it was detected in a synthetic cannabinoids product called "Kali Berry 2" on 3 June 2014.[14]

5F-AMB is controlled by the Fifth Schedule of the Misuse of Drugs Act (MDA) in Singapore as of May 2015.[15]

5F-AMB was also scheduled in Japan on July 25, 2014.[16]

As of October 2015 5F-AMB is a controlled substance in China.[17]

In December 2019, the UNODC announced scheduling recommendations placing 5F-MMB-PINACA as a Schedule II controlled research chemical.[18]

See also

References

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