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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同義語 (5Z,8Z,11Z,14Z)-N-Cyclopropylicosa-5,8,11,14-tetraenamide
アプリケーション: A cannabinoid CB1 receptor agonist
CAS 番号: 229021-64-1
Purity: >98%
Molecular Weight: 343.55
Molecular Formula: C23H37NO
* Refer to Certificate of Analysis for lot specific data (including water content).
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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

Physical State :
Liquid
Solubility :
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.
保存方法 :
Desiccate at -20° C
Boiling Point :
502.39° C at 760 mmHg (Predicted)
Density :
0.94 g/mL (Predicted)
Refractive Index :
n20D 1.51 (Predicted)
Ki Data :
the cannabinoid CB1 receptor: Ki= 2.2 nM; the cannbinoid CB2 receptor: Ki= 0.7 µM
試験・研究用以外には使用しないでください。 臨床及び体外診断には使用できません。
WGK Germany :
3
MDL Number :
MFCD02683582
SMILES :
C(CCCC(N(C1CC1)[H])=O)=CCC=CCC=CCC=CCCCCC

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Arachidonylcyclopropylamide (ACPA)  参考文献

See how others have used Arachidonylcyclopropylamide (ACPA). Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

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.

Citations 1 to 6 of 6 total
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