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URB-597

URB-597用途

URB597是口服生物相容性的FAAH抑制剂,IC50为4.6 nM,对其它的cannabinoid-相关靶点无活性。

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URB-597名称

[ CAS 号 ]:
546141-08-6

[ 中文名 ]:
3'-氨基甲酰-[1,1'-联苯]-3-基环己基氨基甲酸酯

[ 英文名 ]:
URB597

[中文别名 ]:

[英文别名 ]:

URB597
3'-Carbamoyl-3-biphenylyl cyclohexylcarbamate
3'-Carbamoylbiphenyl-3-yl cyclohexylcarbamate
URB-597

URB-597生物活性

[ 描述 ]:

URB597是口服生物相容性的FAAH抑制剂,IC50为4.6 nM,对其它的cannabinoid-相关靶点无活性。

[ 相关类别 ]:

信号通路 >> 自噬 >> 自噬

信号通路 >> 代谢酶/蛋白酶 >> FAAH

信号通路 >> 神经信号通路 >> FAAH

信号通路 >> 自噬 >> 自噬

研究领域 >> 神经疾病

[参考文献]

[1]. Mor M, et al. Cyclohexylcarbamic acid 3'- or 4'-substituted biphenyl-3-yl esters as fatty acid amide hydrolase inhibitors: synthesis, quantitative structure-activity relationships, and molecular modeling studies. J Med Chem, 2004, 47(21), 4998-5008.

[2]. Tham CS, et al. Inhibition of microglial fatty acid amide hydrolase modulates LPS stimulated release of inflammatory mediators. FEBS Lett, 2007, 581(16), 2899-2904.

[3]. Fegley D, et al. Characterization of the fatty acid amide hydrolase inhibitor cyclohexyl carbamic acid 3'-carbamoyl-biphenyl-3-yl ester (URB597): effects on anandamide and oleoylethanolamide deactivation. J Pharmacol Exp Ther. 2005 Apr;313(1):352-8.

[4]. Jayamanne A, et al. Actions of the FAAH inhibitor URB597 in neuropathic and inflammatory chronic pain models. Br J Pharmacol, 2006, 147(3), 281-288.

[相关活性小分子]

URB-597物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
533.2±50.0 °C at 760 mmHg

[ 分子式 ]:
C₂₀H₂₂N₂O₃

[ 分子量 ]:
338.400

[ 闪点 ]:
276.3±30.1 °C

[ 精确质量 ]:
338.163055

[ PSA ]:
81.42000

[ LogP ]:
3.51

[ 外观性状 ]:
powder | white

[ 蒸汽压 ]:
0.0±1.4 mmHg at 25°C

[ 折射率 ]:
1.618

[ 储存条件 ]:
2-8°C

[ 水溶解性 ]:
DMSO: ~14 mg/mL, soluble

URB-597MSDS

详细MSDS(安全技术说明书)

URB-597安全信息

[ 符号 ]:

GHS07, GHS09

[ 信号词 ]:
Warning

[ 危害声明 ]:
H319-H410

[ 警示性声明 ]:
P273-P305 + P351 + P338-P501

[ 个人防护装备 ]:
Eyeshields;Gloves

[ 危害码 (欧洲) ]:
N

[ 风险声明 (欧洲) ]:
50/53

[ 安全声明 (欧洲) ]:
22-24/25-60-61

[ 危险品运输编码 ]:
UN 3077 9/PG 3

[ WGK德国 ]:
3

[ 海关编码 ]:
2924299090

URB-597海关

[ 海关编码 ]: 2924299090

[ 中文概述 ]:
2924299090. 其他环酰胺（包括环氨基甲酸酯）（包括其衍生物以及他们的盐）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 包装

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

URB-597文献

Activation of PPAR gamma receptors reduces levodopa-induced dyskinesias in 6-OHDA-lesioned rats.

Neurobiol. Dis. 74 , 295-304, (2015)

Long-term administration of l-3,4-dihydroxyphenylalanine (levodopa), the mainstay treatment for Parkinson's disease (PD), is accompanied by fluctuations in its duration of action and motor complicatio...

Endocannabinoids regulate the activity of astrocytic hemichannels and the microglial response against an injury: In vivo studies.

Neurobiol. Dis. 79 , 41-50, (2015)

Anandamide (AEA) is an endocannabinoid (EC) that modulates multiple functions in the CNS and that is released in areas of injury, exerting putative neuroprotective actions. In the present study, we ha...

Correlating FAAH and anandamide cellular uptake inhibition using N-alkylcarbamate inhibitors: from ultrapotent to hyperpotent.

Biochem. Pharmacol. 92(4) , 669-89, (2014)

Besides the suggested role of a putative endocannabinoid membrane transporter mediating the cellular uptake of the endocannabinoid anandamide (AEA), this process is intrinsically coupled to AEA degrad...

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