CAS: 1032229-33-6; 4-(2-Chlorophenoxy)-N-(3-(Methylcarbamoyl)Phenyl)Piperidine-1-Carboxamide

该化合物是一种合成有机化合物,其结构复杂,结构复杂,包括一个管状环,一个碳本甲胺功能组和一个氯苯氧协会,该化合物一般被归类为药物中间体或潜在药物候选体,因为它是可能与生物目标发生相互作用的功能组的独特安排.管状环的存在表明潜在的...

英文名称4-(2-Chlorophenoxy)-N-(3-(Methylcarbamoyl)Phenyl)Piperidine-1-Carboxamide
中文名称4-(2-氯苯氧基)-N-[3-[(甲基氨基)羰基]苯基]-1-哌啶甲酰胺
IUPAC名称4-(2-chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide
其它别名1-Piperidinecarboxamide,4-(2-Chlorophenoxy)-N-[3-[(Methylamino)Carbonyl]Phenyl]-; Scd Inhibitor; Stearoyl-C
CAS编号1032229-33-6
MFCD编号:MFCD10698997
分子式:C20H22ClN3O3分子量:387.87
产品CID: 66112
产品分类生物化工 → 生化试剂 → 激动剂抑制剂

相似结构搜索
InChIKey: DPYTYQFYDLYWHZ-UHFFFAOYSA-N
InChI=1S/C20H22ClN3O3/c1-22-19(25)14-5-4-6-15(13-14)23-20(26)24-11-9-16(10-12-24)27-18-8-3-2-7-17(18)21/h2-8,13,16H,9-12H2,1H3,(H,22,25)(H,23,26)
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数4.0

物理性质

沸点633.5 °C at 760 mmHg
闪点336.9 °C
密度1.302 g/cm3
pKa:13.65±0.70(预测)
PSA:70.67
LogP:4.1767
溶解性Insoluble In H2O; ≥17.15 mg/mL In DMSO; ≥2.5 mg/mL In Etoh With Ultrasonic
外观形态白色至类白色固体
储存条件储存在 -20°C
产品应用该化合物是一种对SCD1(MSCD 1)和人类SCD1-SCD-1(HSCD1). 分别具有 < 4 NM和37 NM 的IC50 值的强力口服活性抑制剂.

合成工艺路线路线简述

25900-61-2 = 1032229-33-6
反应条件:1.1R:Pph3,R:N2(Co2Chme2)2,S:Thf2.1R:HCL,S:Dioxane,2 H,Rt3.1R:Etn(Pr-I)2,S:Thf,2 Min,Rt3.2R:Etn(Pr-I)2,S:Mecn,30 Min,Rt
标题:Discovery Of Piperidine-Aryl Urea-Based Stearoyl-Coa Desaturase 1 Inhibitors
作者:By Xin,Zhili Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2008 卷标:18(15) 页码:4298-4302

📜4-(2-Chlorophenoxy)Piperidine Hydrochloride,3-Isocyanato-N-Methylbenzamide置于n,N-二异丙基乙胺体系中,用乙腈用作溶剂,化学反应 0.5H,反应生成4-(2-氯苯氧基)-N-[3-[(甲基氨基)羰基]苯基]-1-哌啶甲酰胺
参考文献:Discovery Of Piperidine-Aryl Urea-Based Stearoyl-Coa Desaturase 1 Inhibitors
标题:Discovery Of Piperidine-Aryl Urea-Based Stearoyl-Coa Desaturase 1 Inhibitors
摘要:A Series Of Structurally Novel Stearoyl-Coa Desaturase1 (Scd1) Inhibitors Has Been Identified Via Molecular Scaffold Manipulation. Preliminary Structure-Activity Relationship (Sar) Studies Led To The Discovery Of Potent,And Orally Bioavailable Piperidine-Aryl Urea-Based Scd1 Inhibitors. 4-(2-Chlorophenoxy)-N-[3-(Methyl Carbamoyl)Phenyl]Piperidine-1-Carboxamide 4C Exhibited Robust In Vivo Activity With Dose-Dependent Desaturation Index Lowering Effects. (C) 2008 Elsevier Ltd. All Rights Reserved.
Doi:10.1016/j.Bmcl.2008.06.088

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供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

1: She K, Fang S, Du W, Fan X, He J, Pan H, Huang L, He P, Huang J. SCD1 is required for EGFR-targeting cancer therapy of lung cancer via re-activation of EGFR/PI3K/AKT signals. Cancer Cell Int. 2019 Apr 18;19:103. doi: 10.1186/s12935-019-0809-y.
2: Piao C, Cui X, Zhan B, Li J, Li Z, Li Z, Liu X, Bi J, Zhang Z, Kong C. Inhibition of stearoyl CoA desaturase-1 activity suppresses tumour progression and improves prognosis in human bladder cancer. J Cell Mol Med. 2019 Mar;23(3):2064-2076. doi: 10.1111/jcmm.14114. Epub 2018 Dec 27.
3: Skrypek K, Balog S, Eriguchi Y, Asahina K. Inhibition of Stearoyl-CoA Desaturase Induces the Unfolded Protein Response in Pancreatic Tumors and Suppresses Their Growth. Pancreas. 2021 Feb 1;50(2):219-226. doi: 10.1097/MPA.0000000000001737.

合成参考文献

参考文献:10.1016/j.bmcl.2012.11.075
摘要:Deng Y, Yang Z, Shipps GW, Lo S, West R, Hwa J, Zheng S, Farley C, Lachowicz J, van Heek M, Bass AS, Sinha DP, Mahon CR, Cartwright ME. Discovery of liver-targeted inhibitors of stearoyl-CoA desaturase (SCD1). Bioorganic & Medicinal Chemistry Letters. 2013 Feb;23(3):791–6. doi: 10.1016/j.bmcl.2012.11.075.