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Mepirapim

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(Redirected fromMEPIRAPIM)
Chemical compound
Pharmaceutical compound
Mepirapim
Legal status
Legal status
Identifiers
  • (4-methylpiperazin-1-yl)-(1-pentylindol-3-yl)methanone
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC19H27N3O
Molar mass313.445 g·mol−1
3D model (JSmol)
  • CCCCCN1C=C(C2=CC=CC=C21)C(=O)N3CCN(CC3)C
  • InChI=1S/C19H27N3O/c1-3-4-7-10-22-15-17(16-8-5-6-9-18(16)22)19(23)21-13-11-20(2)12-14-21/h5-6,8-9,15H,3-4,7,10-14H2,1-2H3
  • Key:IUEFFEOHJKCBPF-UHFFFAOYSA-N

MEPIRAPIM is anindole-basedcannabinoid which differs fromJWH-018 by having a 4-methylpiperazine group in place of the naphthyl group[1] and has been used as an active ingredient insynthetic cannabis products. It was first identified in Japan in 2013, alongsideFUBIMINA.[2] MEPIRAPIM acts as aT-type calcium channel inhibitor and is only minimally active at the CB1 receptor.[3]

Legality

[edit]

Sweden's public health agency suggested to classify MEPIRAPIM as hazardous substance on November 10, 2014.[4]

See also

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References

[edit]
  1. ^"MEPIRAPIM". Cayman Chemical. Retrieved23 June 2015.
  2. ^Uchiyama N, Shimokawa Y, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (January 2014). "Two new synthetic cannabinoids, AM-2201 benzimidazole analog (FUBIMINA) and (4-methylpiperazin-1-yl)(1-pentyl-1H-indol-3-yl)methanone (MEPIRAPIM), and three phenethylamine derivatives, 25H-NBOMe 3,4,5-trimethoxybenzyl analog, 25B-NBOMe, and 2C-N-NBOMe, identified in illegal products".Forensic Toxicology.32 (1):105–115.doi:10.1007/s11419-013-0217-2.S2CID 32599561.
  3. ^Kevin RC, Mirlohi S, Manning JJ, Boyd R, Cairns EA, Ametovski A, et al. (May 2022). "Putative Synthetic Cannabinoids MEPIRAPIM, 5F-BEPIRAPIM (NNL-2), and Their Analogues Are T-Type Calcium Channel (CaV3) Inhibitors".ACS Chemical Neuroscience.13 (9):1395–1409.doi:10.1021/acschemneuro.1c00822.PMID 35442021.S2CID 248264685.
  4. ^"Cannabinoider föreslås bli klassade som hälsofarlig vara". Retrieved29 June 2015.
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