5F-AMB

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5F-AMB
5F-AMB structure.png
Systematic (IUPAC) name
(S)-methyl 2-(1-(5-fluoropentyl)-1H-indazole-3-carboxamido)-3-methylbutanoate
Clinical data
Legal status
  • CA: Schedule II
  • DE: Anlage II (Prohibited)
  • Illegal in China, Japan, Louisiana, Tennessee, Singapore & Sweden
Identifiers
CAS Number 1715016-74-2
Chemical data
Formula C19H26FN3O3
Molecular mass 363.43 g·mol−1
  • 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

5F-AMB (also known as 5F-MMB-PINACA and 5F-AMB-PINACA) is an indazole-based synthetic cannabinoid from the indazole-3-carboxamide family,[1] which has been used as an active ingredient in synthetic cannabis products. It was first identified in Japan in early 2014.[2][3] Although only very little pharmacological information about 5F-AMB itself exists,[4] its 4-cyanobutyl analogue (instead of 5-fluoropentyl) has been reported to be a potent agonist for the CB1 receptor (Ki = 0.7 nM).[5]

Side effects

5F-AMB intoxication caused one fatality on its own[6] and another one 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.[7][8]

Legality

5F-AMB is an Anlage II controlled substance in Germany as of May 2015.[9]

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

The state of Louisiana banned 5F-AMB through an emergency rule after it was detected in a synthetic cannabis product called "Kali Berry 2" on 3 June 2014.[11]

5F-AMB is controlled by the Fifth Schedule of the Misuse of Drugs Act (MDA) in Singapore as of May 2015.[12]

5F-AMB was also scheduled in Japan on July 25, 2014.[13]

As of October 2015 5F-AMB is a controlled substance in China.[14]

See also

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References

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  5. Buchler IP et al., INDAZOLE DERIVATIVES. WO 2009/106980
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  13. http://npsdb.nihs.go.jp/Search/Default_e.aspx
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