(R)-Methanandamide CAS: 157182-49-5
MF: C23H39NO2
MW: 361.57
A potent CB1 agonist and VR agonist.

(R)-Methanandamide (CAS 157182-49-5)

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同义词: N-(1R-methyl-2-hydroxy-ethyl) arachidonoyl amine
应用; A potent CB1 agonist and VR agonist
CAS号码: 157182-49-5
纯度: 98%
分子量: 361.57
分子式: C23H39NO2
* 参考分析证明 大量特定数据 (包括水 含量).
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(R)-Methanandamide is a derivative of Anandamide (sc-200790) with a stereodefined methyl group introduced on the hydroxyethylamine moiety of the parent compound. (R)-Methanandamide demonstrates higher affinity at the cannabinoid CB1 receptor (Ki = 20 nM) than Anandamide itself (Ki = 78 nM). (R)-Methanandamide is described to be markedly stable to aminopeptidase hydrolysis as compared to Anandamide. Low concentrations of (R)-Methanandamide, preferentially activating the CB1 receptors, are demonstrated to produce antinociception, while high concentrations of (R)-Methanandamide preferentially activate the VR(vanilloid receptors) and produce pronociceptive effects. (R)-Methanandamide is an activator of CB2.


参考文献

1. Abadji, V., et al. 1994. J. Med. Chem. 37: 1889-1893. PMID: 8021930
2. Khanolkar, A.D., et al. 1996. J. Med. Chem. 39: 4515-4519. PMID: 8893848
3. Romero, J., et al. 1996. Life Sci. 58: 1249-1257. PMID: 8614278
4. Fischer, M.J. and Messlinger, K. 2007. Cephalalgia. 27: 422-428. PMID: 17448180
5. Rasmussen, B.A., et al. 2010. Eur. J. Pharmacol. 627: 150-155. PMID: 19879869

外观 :
Oil
物理状态 :
Liquid
溶解度 :
Soluble in ethanol, and DMSO (10 mg/ml).
保存 :
Store at -20° C
沸点 :
529.03° C at 760 mmHg (Predicted)
密度 :
0.94 g/mL (Predicted)
折射率 :
n20D 1.50 (Predicted)
光学活性 :
α20/D 8.7°, c = 4 in chloroform
Ki 数据 :
CB1 receptor: Ki= 20 nM; CB2 receptor: Ki= 815 nM; TRPV1: Ki= 4.67 µM
仅供科研使用。不可用于诊断或治疗。
德国水公害等级 :
1
PubChem CID :
6321351
MDL 号码 :
MFCD00467914
SMILES :
CCCCC/C=C\\C/C=C\\C/C=C\\C/C=C\\CCCC(=O)N[[email protected]](C)CO

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PMID: # 19401177  Rasmussen, BA. et al. 2009. Brain Res. -.

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