苯并咪唑-5-甲酸甲酯

methyl 1H-1,3-benzodiazole-5-carboxylate

HCID 2779733CAS 26663-77-4

子结构检索查找相似结构

基本信息

标准SMILES: COC(=O)c1ccc2nc[nH]c2c1
InChIKey: WJHHIVYNOVTVGY-UHFFFAOYSA-N
分子式: C9H8N2O2
平均分子量: 176.17 g/mol
单同位素质量: 176.0585775

名称与标识

首选名称: methyl 1H-1,3-benzodiazole-5-carboxylate
IUPAC: methyl 3H-benzimidazole-5-carboxylate
中文名: 苯并咪唑-5-甲酸甲酯
英文名: Methyl Benzimidazole-5-carboxylate
分子式: C9H8N2O2
分子量: 176.17

名称与别名

methyl 1H-1,3-benzodiazole-5-carboxylateRefChem:812809849-255-726663-77-4METHYL BENZIMIDAZOLE-5-CARBOXYLATEMethyl 1H-benzimidazole-5-carboxylateMETHYL 1H-BENZO[D]IMIDAZOLE-5-CARBOXYLATE1H-Benzimidazole-5-carboxylic acid methyl estermethyl 3H-benzimidazole-5-carboxylateMFCD03407310methyl 1H-benzo[d]imidazole-6-carboxylate1H-Benzimidazole-5-carboxylicacidmethylester

展开更多名称

甲酯苯咪唑-5-羧酸苯并咪唑-5-羧酸甲酯苯并咪唑-5-甲酸甲酯5-(甲氧羰基)苯并咪唑苯并[D]咪唑-5 - 羧酸甲酯苯并咪唑-5-甲酸甲酯(CAS号:26663-77-4)AKOS BBS-00000245Benzimidazole-5-methyl formate5-(Methoxycarbonyl)benziMidazoleMethyl 5-BenziMidazolecarboxylateMethylBenzimidazole-5-carboxylate>METHYL 1H-BENZIMIDAZOLE-5-CARBOXYLATE

1H-Benzimidazole-5-carboxylic acid, methyl esterMaybridge4_0026831H-benzoimidazole-5-carboxylic acid methyl ester5-MethoxycarbonylbenzimidazoleSCHEMBL1379298SCHEMBL1379300SCHEMBL28305969SCHEMBL29465824

数据库标识

CAS: 26663-77-4
PubChem CID: 2779733
DTXSID: DTXSID80381526
EC Number: 849-255-7
Nikkaji: J582.740J

性质

结构计算性质

XLogP: 1.7
极性表面积: 55 Å²
氢键供体: 1
氢键受体: 3
可旋转键: 2
重原子: 13
形式电荷: 0
复杂度: 208

物理化学性质

熔点: 139 °C · 139 °C
沸点: 416.2 · 416.2±18.0 °C(Predicted)
密度: 1.324 · 1.324±0.06 g/cm3(Predicted)
储存条件: Inert atmosphere,Room Temperature
形态: powder to crystal
酸度系数(pKa): 11.67 · 11.67±0.10(Predicted)
颜色: White to Light yellow to Light orange
InChI: InChI=1S/C9H8N2O2/c1-13-9(12)6-2-3-7-8(4-6)11-5-10-7/h2-5H,1H3,(H,10,11)
InChIKey: WJHHIVYNOVTVGY-UHFFFAOYSA-N
SMILES: C1NC2=CC(C(OC)=O)=CC=C2N=1

安全与法规

GHS分类

GHS Classification · 4 条

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危害信息

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全数据

hazard_note: Irritant
海关编码: 2933998090
危险品标志: Xi

化学与工业

制备方法 · 1 条

生产方法以甲醇和1H-苯并咪唑-5-羧酸为原料合成苯并咪唑-5-甲酸甲酯的一般步骤：（a）甲基1H-苯并咪唑-5-羧酸酯的合成将亚硫酰氯（0.135 mL，1.85 mmol）缓慢滴加到1H-苯并咪唑-5-羧酸（0.300 g，1.85 mmol）的甲醇（50.0 mL）溶液中。将反应混合物回流12小时。反应完成后，将混合物倒入饱和碳酸氢钠水溶液中，充分搅拌。分离有机层，水层用乙酸乙酯（3×15 mL）萃取。合并有机层，用无水硫酸镁干燥，过滤，减压浓缩，得到紫色固体产物，收率为90%。粗产物无需进一步纯化即可用于后续反应。[MS (ES+) m/e 177 [M + H]+]。参考文献：[1] Patent: WO2005/82901, 2005, A1. Location in patent: Page/Page column 91[2] Patent: WO2013/26914, 2013, A1. Location in patent: Page/Page column 125[3] Patent: WO2007/103755, 2007, A2. Location in patent: Page/Page column 111[4] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 20, p. 2925 - 2930[5] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 24, p. 3161 - 3164

上下游产品信息

上游原料

甲醇 1H-苯并咪唑-5-羧酸

下游产品

1-苄基苯并咪唑-5-羧酸甲酯

试剂价格

M2582 · 1g: 苯并咪唑-5-甲酸甲酯Methyl Benzimidazole-5-carboxylate — 160元
XW266637743 · 25G: 苯并咪唑-5-甲酸甲酯methyl benzimidazole-5-carboxylate;methyl 1h-benzimidazole-5-carboxylate;benzimidazole-5-carboxylic acid methyl ester;1h-benzimidazole-6-carboxylic acid methyl ester — 737元