Arachidonylcyclopropylamide (ACPA) CAS: 229021-64-1
MF: C23H37NO
MW: 343.55
A cannabinoid CB1 receptor agonist.

Arachidonylcyclopropylamide (ACPA) (CAS 229021-64-1)

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同义词: (5Z,8Z,11Z,14Z)-N-Cyclopropylicosa-5,8,11,14-tetraenamide
应用; A cannabinoid CB1 receptor agonist
CAS号码: 229021-64-1
纯度: >98%
分子量: 343.55
分子式: C23H37NO
* 参考分析证明 大量特定数据 (包括水 含量).
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Arachidonylcyclopropylamide (ACPA) is an analog of N-arachidonylethanolamine and a selective agonist of the CB1 (cannabinoid receptor1) (Ki = 2.2 nM). The compound has displayed marked selectivity for the CB1 receptor over the CB2 receptor by 325 fold. ACPA is described to inhibit forskolin-induced accumulation of cAMP in hamster ovary cells, and to increase cerebellar membrane binding of [35S]GTPγS. APCA is also described to produce a dose-dependent increase in microglial BV-2 cell migration. Agonism of the CB1 receptor by ACPA shows effects on GABAergic inhibitory neurotransmission, demonstrating an inhibition of GABAergic synaptic transmission onto superficial and deep medial entorhinal neurons.


参考文献

1. Hillard, C.J., et al. 1999. J. Pharmacol. Exp. Ther. 289: 1427-1433. PMID: 10336536
2. Franklin, A., et al. 2003. Eur. J. Pharmacol. 474: 195-198. PMID: 12921861
3. Shafaroodi, H., et al. 2004. Neuropharmacology. 47: 390-400. PMID: 15275828
4. Morgan, N.H., et al. 2008. Neural Plast. 2008: 808564. PMID: 19079598
5. Pertwee, R.G. 1999. Curr. Med. Chem. 6: 635-664. PMID: 10469884

物理状态 :
Liquid
溶解度 :
Soluble in DMSO (25 mg/mL), ethanol (25 mg/mL), DMF (~10 mg/mL), and a 1:1 solution of ethanol:PBS (pH 7.2) (1 mg/mL). Insoluble in water.
保存 :
Desiccate at -20° C
沸点 :
502.39° C at 760 mmHg (Predicted)
密度 :
0.94 g/mL (Predicted)
折射率 :
n20D 1.51 (Predicted)
Ki 数据 :
the cannabinoid CB1 receptor: Ki= 2.2 nM; the cannbinoid CB2 receptor: Ki= 0.7 µM
仅供科研使用。不可用于诊断或治疗。
德国水公害等级 :
3
MDL 号码 :
MFCD02683582
SMILES :
C(CCCC(N(C1CC1)[H])=O)=CCC=CCC=CCC=CCCCCC

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引用1 - 66

PMID: # 19506935  Huerta, M. et al. 2009. J. Membr. Biol. 229: 91-99.

PMID: # 18322861  Jafari, MR. et al. 2008. Int. J. Neurosci. 118: 531-543.

PMID: # 18797248  Zarrindast, MR. et al. 2008. Behav Pharmacol. 19: 716-723.

PMID: # 17595216  Herling, AW. et al. 2007. Am. J. Physiol. Endocrinol. Metab. 293: E826-E832.

PMID: # 11828716  Hayase, T. et al. 2001. Nihon Arukoru Yakubutsu Igakkai Zasshi. 36: 596-608.

PMID: # 10336536  Hillard, CJ. et al. 1999. J. Pharmacol. Exp. Ther. 289: 1427-1433.

引用1 - 66
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