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URB-597

URB-597

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?URB-597名称


















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

3′-Carbamoyl-[1,1'-biphenyl]-3-yl cyclohexylcarbamate
中文别名


东凌草素




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3′-胺甲酰基联苯-3-基环己基氨基甲酸甲酯




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3′-胺甲酰基联苯-3-基环己基氨基甲酸酯




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N-环己基氨基甲酸 3′-(氨基甲酰基)[1,1'-联苯]-3-基酯



英文别名
更多





?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






溶解度

体外:

DMSO:≥100mg / mL(295.51 mM)

H 2 O:<0.1 mg / mL(不溶)

* “≥”表示可溶,但饱和度未知。

体内:1。逐个添加每种溶剂:10%DMSO 90%玉米油溶解度:≥2.5mg / mL(7.39 mM);澄清溶液2.逐个加入各溶剂:10%DMSO 90%(20%SBE-β-CD在盐水中)溶解度:≥2.5mg/ mL(7.39mM);明确解决方案

储备液

1 mM 2.9551 mL 14.7754 mL 29.5508 mL
5 mM 0.5910 mL 2.9551 mL 5.9102 mL
10 mM 0.2955 mL 1.4775 mL 2.9551 mL


存储

粉末 -20℃下 3年
4℃下 2年
在溶剂中 -80℃下 6个月
-20℃下 1个月


运输

室温;可能会有所不同
SMILES

O=C(OC1=CC(C2=CC=CC(C(N)=O)=C2)=CC=C1)NC3CCCCC3
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




6-氨基-3-甲基嘌呤



|

4-[5-(4-氟苯基)-2-[4-(甲基磺酰基)苯基]-1H-咪唑-4-基]-吡啶



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2,3-双[氨基[(2-氨基苯基)硫]亚甲基]丁二腈乙醇盐



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阿卡地辛



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布雷菲德菌素A



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坦螺旋霉素



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白藜芦醇



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褪黑素



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姜黄素



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盐霉素



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2-乙基-3-甲基戊酰胺



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槲皮素



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雷公藤红素



|

血晶素



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Torkinib






?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








?URB-597安全信息




































符号

GHS07

GHS09


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39

更多文献














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…









?URB-597英文别名




































cyclohexyl carbamic acid 3′-carbamoylbiphenyl-3-yl ester


URB597


3′-Carbamoyl-3-biphenylyl cyclohexylcarbamate


Carbamic acid, N-cyclohexyl-, 3′-(aminocarbonyl)[1,1'-biphenyl]-3-yl ester


3′-Carbamoylbiphenyl-3-yl cyclohexylcarbamate


Cyclohexyl-carbamic acid 3′-carbamoyl-biphenyl-3-yl ester


[3-(3-carbamoylphenyl)phenyl] N-cyclohexylcarbamate


3′-(aminocarbonyl)-1,1′-biphenyl-3-yl cyclohexylcarbamate


URB-597








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