CAS: 91076-93-6; Methyl 3-Amino-5-(4-Chlorophenyl)Thiophene-2-Carboxylate

该化合物是一种有机化合物,其特征为硫苯环结构,由五人组成,含有硫磺的芳香热循环循环为五人,该化合物具有氨基化合物组和碳箱酸酯,有助于各种溶剂的潜在再活动性和溶性;四氯苯基替代成分的存在可增强该物质的电子特性,有可能影响其生物活动和相互作用;甲基三氨基-5-(4-氯苯基)硫苯-2-碳箱酸酯可能具有有趣的药理特性,使其对药用化学感兴趣;其结构特征表明它可参与各种化学反应,包括核循环替代和组合反应;此外,化合物的稳定性,溶解性和再活性可能受到现有功能组的影响,使其在有机合成和药物开发中成为多用途建筑块.

英文名称Methyl 3-Amino-5-(4-Chlorophenyl)Thiophene-2-Carboxylate
中文名称3-氨基-5-(4-氯苯基)噻吩-2-甲酸甲酯
IUPAC名称methyl 3-amino-5-(4-chlorophenyl)thiophene-2-carboxylate
其它别名3-Amino-5-(4-chlorophenyl)thiophene-2-carboxylicacid methyl ester; Methyl 3-amino-5-(4-chlorophenyl)thiophene-2-carboxylate
CAS编号91076-93-6
MFCD编号:MFCD00052591
EINECS号:673-106-3
分子式:C12H10ClNO2S
分子量:267.74
产品CID: 1945470
产品分类医药中间体 → 噻吩类化合物

相似结构搜索
InChIKey: MELGGDOYSMRBGA-UHFFFAOYSA-N
InChI=1S/C12H10ClNO2S/c1-16-12(15)11-9(14)6-10(17-11)7-2-4-8(13)5-3-7/h2-6H,14H2,1H3…
计算化学: 氢键受体数4.0氢键供体数1.0可旋转键数3.0

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别急性毒性类别4(吸入)
急性毒性类别4(经皮)
急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
严重眼刺激类别2
警示词Warning(警告)
危险描述H332 |吸入有害.
H312 |皮肤接触有害.
H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P271-P260-P280
危险品标志Xi,Xn
风险等级Irritant
安全声明22-26-36/37/39-24/25
危险类别码20/21/22-36/37/38-22

欧盟法规

C&L通报

上下游产品

(E)-3-Chloro-3-(4-chloro-phenyl)-acrylonitrile Methyl thioglycolate para-chloroacetophenone N,N-dimethyl-formamidemethyl 5-(4-chlorophenyl)-3-{[(1E)-(dimethylamino)methylidene]amino}-2-thiophenecarboxylate methyl 3-(6-chloro-7-methyl-1,1-dioxo-1,4,2-benzothiazin-3-ylamino)-5-(4-chlorophenyl)thiophene-2-carboxylate 2-[6-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-ylmethyl]benzoic acid 3-amino-5-(4-chlorophenyl)-N-[2-(dimethylamino)-1-methyl-1H-benzimidazol-6-yl]thiophene-2-carboxamide

合成工艺路线路线简述

107818-55-3 + 1679-18-1 = 91076-93-6
反应条件:1.1 Reagents: Sodium Carbonate Catalysts: Triphenylphosphine,Palladium Diacetate Solvents: 1,4-Dioxane,Water; Rt; 3 - 3.5 H,80 °C
标题:Solid-Phase Synthetic Method For N-Alkyl-4-Alkylamino-6-Arylthieno[3,2-D]Pyrimidine-2-Carboxamide Derivatives
作者:Ahn,Seohyeon; Jeon,Moon-Kook
参考文献:Tetrahedron 日期:2021 卷标:91]

2365-48-2 + 78583-86-5 = 91076-93-6
反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; 30 Min,0 °C; 3 H,Reflux1.2 Reagents: Acetic Acid Solvents: Water; Neutralized,Cooled
标题:One-Pot Synthesis Of 2-Substituted Thieno[3,2-B]Indoles From 3-Aminothiophene-2-Carboxylates Through In Situ Generated 3-Aminothiophenes
作者:Irgashev,Roman A.; Steparuk,Alexander S.; Rusinov,Gennady L.
参考文献:Tetrahedron Letters 日期:2019 卷标:60(43)]

2365-48-2 + 49748-63-2 = 91076-93-6
反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 2 H,100 °C
标题:Access To 5-Substituted 3-Aminofuran/thiophene-2-Carboxylates From Bifunctional Alkynenitriles
作者:Kumari,Chandresh; Goswami,Avijit
参考文献:Advanced Synthesis & Catalysis 日期:2022 卷标:364(13) 页码:2254-2259]

2365-48-2 + 78583-86-5 = 91076-93-6 [标题:Reaction Conditions
标题:Product Class 10: Thiophenes,Thiophene 1,1-Dioxides,And Thiophene 1-Oxides
作者:Schatz,J.
参考文献:Science Of Synthesis 日期:2002 卷标:9 页码:287-422]

2365-48-2 + 78583-86-5 = 91076-93-6
反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; 1 H,Rt1.2 Solvents: Dimethylformamide; 10 Min,Rt; 2 H,60 °C1.3 Reagents: Sodium Methoxide Solvents: Methanol; Rt; 2 H,60 °C
标题:2-Alkoxycarbonyl-3-Arylamino-5-Substituted Thiophenes As A Novel Class Of Antimicrotubule Agents: Design,Synthesis,Cell Growth And Tubulin Polymerization Inhibition
作者:Romagnoli,Romeo; Kimatrai Salvador,Maria; Schiaffino Ortega,Santiago; Baraldi,Pier Giovanni; Oliva,Paola; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2018 卷标:143 页码:683-698]

2365-48-2 + 78583-86-5 = 91076-93-6
反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; 1 H,Rt1.2 Solvents: Dimethylformamide; 15 Min,Rt; 2 H,60 °C1.3 Solvents: Methanol; Rt; 3 H,60 °C
标题:Design,Synthesis,And Biological Evaluation Of 6-Substituted Thieno[3,2-D]Pyrimidine Analogues As Dual Epidermal Growth Factor Receptor Kinase And Microtubule Inhibitors
作者:Romagnoli,Romeo; Prencipe,Filippo; Oliva,Paola; Baraldi,Stefania; Baraldi,Pier Giovanni; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2019 卷标:62(3) 页码:1274-1290]

2365-48-2 + 78583-86-5 = 91076-93-6
反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; Reflux
标题:Expanding The Scaffold For Bacterial Rna Polymerase Inhibitors: Design,Synthesis And Structure-Activity Relationships Of Ureido-Heterocyclic-Carboxylic Acids
作者:Elgaher,Walid A. M.; Fruth,Martina; Groh,Matthias; Haupenthal,Joerg; Hartmann,Rolf W.
参考文献:Rsc Advances 日期:2014 卷标:4(5) 页码:2177-2194]

2365-48-2 + 99-91-2 = 91076-93-6
反应条件:1.1 Reagents: Phosphorus Oxychloride; Rt1.2 Reagents: Hydroxyamine Hydrochloride; 0 °C -> 100 °C1.3 Reagents: Sodium Methoxide Solvents: Dimethylformamide; 0 °C
标题:Potent,Selective,And Orally Efficacious Antagonists Of Melanin-Concentrating Hormone Receptor 1
作者:Tavares,Francis X.; Al-Barazanji,Kamal A.; Bigham,Eric C.; Bishop,Michael J.; Britt,Christy S.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2006 卷标:49(24) 页码:7095-7107

5-溴-3-(2,2,2-三氟-乙酰基氨基)-噻吩-2-羧酸甲酯置于水,Palladium Diacetate,Sodium Carbonate,Potassium Carbonate,三苯基膦体系中,用 1,4-二氧六环,甲醇,水作为反应溶剂,化学反应 2.0H,反应生成 3-氨基-5-(4-氯苯基)噻吩-2-羧酸甲酯
参考文献:N-烷基-4-烷基氨基-6-芳基噻吩并[3,2-D]嘧啶-2-甲酰胺衍生物的固相合成方法
标题:N-烷基-4-烷基氨基-6-芳基噻吩并[3,2-D]嘧啶-2-甲酰胺衍生物的固相合成方法
摘要:在此,我们描述了一种用于合成n-烷基-4-烷基氨基-6-芳基噻吩并[3,2-D]嘧啶-2-甲酰胺衍生物的固相合成方法.这些衍生物由具有生物活性的 6-苯基噻吩并[3,2-D]嘧啶支架组成.模板介导的合成策略涉及 3-氨基-5-溴噻吩-2-羧酸甲酯和芳基硼酸之间的 Suzuki 偶联反应,得到 3-氨基-5-芳基噻吩-2-羧酸甲酯.涉及 3-氨基-5-芳基噻吩-2-羧酸甲酯和氰基甲酸甲酯的环缩合反应反应生成酯,当进行水解反应时反应生成 6-芳基-4-氧代-3,4-二氢噻吩[3,2-D]嘧啶-2-羧酸(模板化合物).这些羧酸模板与负载伯烷基胺的酸敏感甲氧基苯甲醛 (Ameba) 树脂偶联.酰胺偶联反应之后是由苯并三唑-1-基氧基三(二甲氨基)鏻六氟磷酸盐 (Bop) 介导的直接胺化反应.随后将化合物从固体载体上裂解下来,使用反相高效液相色谱技术 (Rp-HPLC) 进行纯化,然后通过用水预处理的强阴离子交换
DOI:10.1016/j.Tet.2021.132247