AB-PINACA

AB-PINACA
法律规范状态
法律规范	加：Schedule II; 德：Anlage II; 英：Class B; 美：附表I;
识别信息
	IUPAC命名法 N-[(1S)-1-(Aminocarbonyl)-2-methylpropyl]-1-pentyl-1H-indazole-3-carboxamide; ;
CAS号	1445752-09-9
PubChem CID	71301472;
ChemSpider	28537615;
UNII	6J3KC3S2PA;
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)	DTXSID00904034 ;
化学信息
化学式	C18H26N4O2
摩尔质量	330.43 g·mol−1
3D模型（JSmol（英语：JSmol））	交互式图像;
	SMILES CCCCCn1c2ccccc2c(n1)C(=O)N[C@@H](C(C)C)C(=O)N;
	InChI InChI=1S/C18H26N4O2/c1-4-5-8-11-22-14-10-7-6-9-13(14)16(21-22)18(24)20-15(12(2)3)17(19)23/h6-7,9-10,12,15H,4-5,8,11H2,1-3H3,(H2,19,23)(H,20,24)/t15-/m0/s1; Key:GIMHPAQOAAZSHS-HNNXBMFYSA-N;

AB-PINACA是一种有机化合物，化学式为C₁₈H₂₆N₄O₂。它最初由辉瑞公司于2009年作为镇痛药开发，^[1]^[2]并在2012年于日本首次被鉴定为合成大麻素。^[3]

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它是潜在的CB₁受体（K_i = 2.87 nM，EC₅₀ = 1.2 nM）和CB₂受体（K_i = 0.88 nM，EC₅₀ = 2.5 nM）的激动剂。^[4]^[5]

这种合成大麻素有不少相关死亡和住院病例报告。^[6]

参见

5F-AB-PINACA
5F-ADB
5F-AMB
5F-APINACA
5F-CUMYL-PINACA
AB-CHFUPYCA
AB-FUBINACA
AB-PICA
ADB-CHMINACA
ADB-FUBINACA
ADB-PINACA
ADBICA
APICA
APINACA
MDMB-CHMICA
PX-3

参考文献

[1]
AB-PINACA. Cayman Chemical. [25 June 2015]. （原始内容存档于2015-06-26）.
[2]
Patent WO/2009/106980 - Indazole derivatives. [2023-01-26]. （原始内容存档于2016-05-27）.
[3]
Uchiyama N, Matsuda S, Wakana D, Kikura-Hanajiri R, Goda Y. New cannabimimetic indazole derivatives, N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-pentyl-1H-indazole-3-carboxamide (AB-PINACA) and N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indazole-3-carboxamide (AB-FUBINACA) identified as designer drugs in illegal products. Forensic Toxicology. 2012, 31: 93–100. S2CID 25242453. doi:10.1007/s11419-012-0171-4.
[4]
Banister SD, Moir M, Stuart J, Kevin RC, Wood KE, Longworth M, et al. Pharmacology of Indole and Indazole Synthetic Cannabinoid Designer Drugs AB-FUBINACA, ADB-FUBINACA, AB-PINACA, ADB-PINACA, 5F-AB-PINACA, 5F-ADB-PINACA, ADBICA, and 5F-ADBICA. ACS Chemical Neuroscience. September 2015, 6 (9): 1546–59. PMID 26134475. doi:10.1021/acschemneuro.5b00112.
[5]
Wiley JL, Marusich JA, Lefever TW, Antonazzo KR, Wallgren MT, Cortes RA, et al. AB-CHMINACA, AB-PINACA, and FUBIMINA: Affinity and Potency of Novel Synthetic Cannabinoids in Producing Δ9-Tetrahydrocannabinol-Like Effects in Mice. The Journal of Pharmacology and Experimental Therapeutics. September 2015, 354 (3): 328–39 [2023-01-26]. PMC 4538877 . PMID 26105953. doi:10.1124/jpet.115.225326. （原始内容存档于2023-01-30）.
[6]
Trecki J, Gerona RR, Schwartz MD. Synthetic Cannabinoid-Related Illnesses and Deaths. The New England Journal of Medicine. July 2015, 373 (2): 103–7. PMID 26154784. doi:10.1056/NEJMp1505328.

[1] [1]
AB-PINACA. Cayman Chemical. [25 June 2015]. （原始内容存档于2015-06-26）.

[2] [2]
Patent WO/2009/106980 - Indazole derivatives. [2023-01-26]. （原始内容存档于2016-05-27）.

[3] [3]
Uchiyama N, Matsuda S, Wakana D, Kikura-Hanajiri R, Goda Y. New cannabimimetic indazole derivatives, N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-pentyl-1H-indazole-3-carboxamide (AB-PINACA) and N-(1-amino-3-methyl-1-oxobutan-2-yl)-1-(4-fluorobenzyl)-1H-indazole-3-carboxamide (AB-FUBINACA) identified as designer drugs in illegal products. Forensic Toxicology. 2012, 31: 93–100. S2CID 25242453. doi:10.1007/s11419-012-0171-4.

[4] [4]
Banister SD, Moir M, Stuart J, Kevin RC, Wood KE, Longworth M, et al. Pharmacology of Indole and Indazole Synthetic Cannabinoid Designer Drugs AB-FUBINACA, ADB-FUBINACA, AB-PINACA, ADB-PINACA, 5F-AB-PINACA, 5F-ADB-PINACA, ADBICA, and 5F-ADBICA. ACS Chemical Neuroscience. September 2015, 6 (9): 1546–59. PMID 26134475. doi:10.1021/acschemneuro.5b00112.

[5] [5]
Wiley JL, Marusich JA, Lefever TW, Antonazzo KR, Wallgren MT, Cortes RA, et al. AB-CHMINACA, AB-PINACA, and FUBIMINA: Affinity and Potency of Novel Synthetic Cannabinoids in Producing Δ9-Tetrahydrocannabinol-Like Effects in Mice. The Journal of Pharmacology and Experimental Therapeutics. September 2015, 354 (3): 328–39 [2023-01-26]. PMC 4538877 . PMID 26105953. doi:10.1124/jpet.115.225326. （原始内容存档于2023-01-30）.

[6] [6]
Trecki J, Gerona RR, Schwartz MD. Synthetic Cannabinoid-Related Illnesses and Deaths. The New England Journal of Medicine. July 2015, 373 (2): 103–7. PMID 26154784. doi:10.1056/NEJMp1505328.

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