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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Synonym: (5Z,8Z,11Z,14Z)-N-Cyclopropylicosa-5,8,11,14-tetraenamide
Application A cannabinoid CB1 receptor agonist
CAS 등록번호: 229021-64-1
순도: >98%
분자량: 343.55
분자식: C23H37NO
* 참조분석증명서대량의 측정 데이터(함수량포함).
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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.


References

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
용해도 :
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.
저장 :
Desiccate at -20° C
비등점 :
502.39° C at 760 mmHg (Predicted)
밀도 :
0.94 g/mL (Predicted)
굴절률 :
n20D 1.51 (Predicted)
Ki 데이타 :
the cannabinoid CB1 receptor: Ki= 2.2 nM; the cannbinoid CB2 receptor: Ki= 0.7 µM
연구용으로만 사용가능합니다. 진단이나 치료용으로 사용불가합니다.
WGK Germany :
3
MDL Number :
MFCD02683582
SMILES :
C(CCCC(N(C1CC1)[H])=O)=CCC=CCC=CCC=CCCCCC

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분석증명서

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Arachidonylcyclopropylamide (ACPA)  논문정보

다른 사용자의 Arachidonylcyclopropylamide (ACPA)사용법보기. 클릭하여 PubMed entry보기 .

Citations 1 to 6 of {3} 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 {3} total
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