2-mercaptobenzimidazole sodium salt

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-mercaptobenzimidazole sodium salt
• 英文别名: 2-thiobenzimidazole sodium salt；sodium 1H-benzoimidazole-2-thiolate；sodium;1H-benzimidazole-2-thiolate
• 化学式: C₇H₅N₂S*Na
• 分子量: 172.186
• InChiKey: AZHSWHMJDBFGBD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.53
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-mercaptobenzimidazole sodium salt 生成 [4-(1H-benzimidazol-2-ylsulfanylmethyl)phenyl] benzoate
  参考文献：
  名称：

  KITAGUCHI, HIROSHI;KATO, MASATOSHI;SATO, KOZO;TAKEUCHI, MASASI;TSUKASE, M+

  摘要：

  DOI：
• 作为产物：
  描述：

  benzimidazole-2-thione 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 2-mercaptobenzimidazole sodium salt
  参考文献：
  名称：

  Poly(vinyl chloride) reactions with sodium and potassium derivatives of heteroaromatic and aromatic NH- and SH-acids in aprotic solvents

  摘要：

  The observed featured and regularities of nucleophilic substitution of chlorine in poly(vinyl chloride) upon its reaction with sodium and potassium derivatives of pyrazole, 3,5-dimethylpyrazole, and 2-thiobenzimidazole, and with sodium thiophenolate have been understood in the frame of hard and soft acids and bases theory.

  DOI：

  10.1134/s1070363213080082

文献信息

• [EN] 2-SULFANYL-BENZOIMIDAZOL-1-YL-ACETIC ACID DERIVATIVES AS CRTH2 ANTAGONISTS<br/>[FR] DERIVES DE L'ACIDE 2-SULFANYL-BENZOIMIDAZOL-1-YL-ACETIQUE EN TANT QU'ANTAGONISTES DE CRTH2
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2006021418A1

  公开（公告）日：2006-03-02

  The invention relates to 2-sulfanyl-benzoimidazol-1-yl-acetic acid derivatives and their use as potent 'chemoattractant receptor-homologous molecule expressed on Th2 cells' antagonists in the treatment of prostaglandin mediated diseases, to pharmaceutical compositions containing these derivatives and to processes for their preparation.

  这项发明涉及2-硫代基苯并咪唑-1-基乙酸衍生物及其在治疗前列腺素介导的疾病中作为强效“趋化受体同源分子在Th2细胞上表达”的拮抗剂的用途，涉及含有这些衍生物的药物组合物以及其制备方法。
• α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. II. A Novel Synthesis of α-Sulfenylated Ketones and α-Sulfenylated Aldehydes from α,β-Epoxy Sulfoxides
  作者：Tsuyoshi Satoh、Takumi Kumagawa、Koji Yamakawa

  DOI：10.1246/bcsj.58.2849

  日期：1985.10

  Treatment of α,β-epoxy sulfoxides, prepared from 1-chloroalkyl phenyl sulfoxides and carbonyl compounds, with various kinds of alkane- or arenethiolates afforded α-sulfenylated ketones in good yields. This method also offered a novel procedure for a synthesis of α-sulfenylated aldehydes.

  用各种烷烃或芳烃硫醇盐处理由 1-氯代烷基苯基亚砜和羰基化合物制备的 α,β-环氧亚砜，可以得到高产率的 α-亚磺酰化酮。该方法还提供了一种合成 α- 磺基化醛的新方法。
• A NOVEL SYNTHESIS OF DIALKYL KETONES AND α-SULFENYLATED CARBONYL COMPOUNDS FROM α,β-EPOXY SULFOXIDES
  作者：Tsuyoshi Satoh、Youhei Kaneko、Takumi Kumagawa、Takao Izawa、Kiichi Sakata、Koji Yamakawa

  DOI：10.1246/cl.1984.1957

  日期：1984.11.5

  Treatment of α,β-epoxy sulfoxides with excess sodium phenylselenide and various kinds of alkylthiolates gave dialkyl ketones and α-sulfenylated carbonyl compounds, respectively, in good yields under mild conditions.

  用过量的苯硒化钠和各种烷基硫醇化物处理 α,β-环氧亚砜，分别在温和条件下以良好的产率得到二烷基酮和 α-亚磺酰化羰基化合物。
• Synthesis, spectroscopic characterization and density functional studies of a bis-benzimidazole derivative and of its complexes with palladium(II) halides
  作者：Naz Mohammed Aghatabay、Ahmet Altun、Mustafa Ulvi Gürbüz、Murat Türkyilmaz

  DOI：10.1016/j.crci.2013.10.016

  日期：2014.9

  Résumé The 2,6-bis(benzimidazol-2′-ylthiomethyl)pyridine (L) ligand and its palladium(II) complexes [Pd(L)X]X (X = Cl, Br, and I) have been synthesized and characterized by spectroscopic data acquisition. The ligand (L) was prepared by conventional heating as well as by microwave irradiation. Microwave irradiation shows additional features, including an easy workup, a much faster reaction and higher yields. The molar conductivity data reveal that the complexes form a 1:1 electrolyte in DMSO. The geometries, ground-state energetics and vibrational spectra of (L) and of its complexes have been elucidated, in terms of quantum chemical calculations. In the mononuclear complexes, the palladium atom is coordinated to three nitrogen atoms and one terminal halogen atom in a slightly distorted square planar arrangement. The present elemental analyses, FT–IR (mid, far), 1H and 13C NMR spectra are in good accordance with the square planar geometry around the Pd ion. The thermal behaviors of the complexes have been assessed by thermal gravimetric and differential thermal analyses.

  摘要 2,6-bis(苯并咪唑-2'-基硫甲基)吡啶（L）配体及其钯(II)络合物[Pd(L)X]X（X = Cl, Br, 和 I）已被合成并通过光谱数据进行表征。该配体（L）通过常规加热以及微波辐射法制备。微波辐射法显示出额外特点，包括易于处理，反应速度更快且产率更高。摩尔电导率数据表明，络合物在DMSO中形成1:1电解质。通过量子化学计算阐明了(L)及其络合物的几何结构、基态能量和振动光谱。在单核络合物中，钯原子与三个氮原子和一个末端卤素原子以略微扭曲的平面方形排列配位。当前的元素分析、FT-IR（中红外和远红外）、1H和13C NMR光谱与Pd离子周围的平面方形几何形状一致。通过热重和差热分析评估了络合物的热行为。
• Vinylpyrrolidinone cephalosporin derivatives
  申请人：Hoffman-La Roche Inc.

  公开号：US06294668B1

  公开（公告）日：2001-09-25

  The present invention relates to cephalosporin derivatives of the general formula where R1 is halogen, lower alkyl, phenyl, benzyl, styryl, naphthyl or heterocyclyl; the lower alkyl, phenyl, benzyl, styryl, naphthyl and heterocyclyl being optionally substituted by at least one of halogen, hydroxy, optionally substituted lower alkyl, optionally substituted lower alkoxy, optionally substituted phenyl, amino, lower alkylamino, di-lower alkylamino, carboxy, lower alkylcarboxy, carbamoyl or lower alkylcarbamoyl; R4, R5 independently are hydrogen, lower alkyl or phenyl; X is S, O, NH or CH2; n is 0,1 or 2; m is 0 or 1; s is 0 or 1; R2 is hydrogen, hydroxy, —CH2—CONHR6, lower alkyl-Qr, cycloalkyl-Qr, lower alkoxy, lower alkenyl, cycloalkenyl-Qr, lower alkynyl, aralkyl-Qr, aryl-Qr, aryloxy, aralkoxy, a heterocyclic ring or a heterocyclyl-Qr, the lower alkyl, cycloalkyl, lower alkoxy, lower alkenyl, cycloalkenyl, lower alkynyl, aralkyl, aryl, aryloxy, aralkoxy and the heterocyclic ring may be substituted with at least one group selected from carboxy, amino, nitro, cyano, —SO2NHR6, optionally fluoro substituted lower alkyl, lower alkoxy, hydroxy, halogen, —CONR6R7, —CH2CONR6R7, —N(R7)COOR8, R7CO—, R7OCO—, R7COO —, —C(R7R9)CO2R8, —C(R7R9)CONR7R10, wherein R6 is hydrogen, lower alkyl, cycloalkyl or aryl; R7 and R9 are independently hydrogen or lower alkyl; R8 is hydrogen, lower alkyl, lower alkenyl or a carboxylic acid protecting group; and R10 is hydrogen, &ohgr;hydroxy-alkyl, phenyl, naphthyl or heterocyclyl, the phenyl, naphthyl or heterocyclyl being unsubstituted or substituted with at least one of the groups of optionally protected hydroxy, halogen, optionally substituted lower alkyl or &ohgr;-hydroxyalkyl, optionally substituted lower alkoxy and/or cyano, or R7 and R10 form together group of formula Q is —CHR—, —CO— or —SO2—; r is 0 or 1; R is hydrogen or lower alkyl; and R3 is hydroxy, —O−, lower-alkoxy, or —OM and M represents an alkali metal; as well as readily hydrolyzable esters thereof, pharmaceutically acceptable salts of said compounds and hydrates of the compounds of formula I and of their esters and salts, as well as the preparation of such compounds, their use for the treatment of infectious diseases and pharmaceutical preparations containing such compounds.

  本发明涉及头孢菌素类化合物，其通式为R1为卤素、较低烷基、苯基、苄基、苯乙烯基、萘基或杂环基；所述较低烷基、苯基、苄基、苯乙烯基、萘基和杂环基可选择地被至少一种卤素、羟基、可选择地被取代的较低烷基、可选择地被取代的较低烷氧基、可选择地被取代的苯基、氨基、较低烷基氨基、二较低烷基氨基、羧基、较低烷基羧基、氨基甲酰基或较低烷基氨基甲酰基取代；R4、R5独立地为氢、较低烷基或苯基；X为S、O、NH或CH2；n为0、1或2；m为0或1；s为0或1；R2为氢、羟基、—CH2—CONHR6、较低烷基-Qr、环烷基-Qr、较低烷氧基、较低烯基、环烯基-Qr、较低炔基、芳基烷基-Qr、芳基-Qr、芳氧基、芳基烷氧基、杂环环或杂环基-Qr，所述较低烷基、环烷基、较低烷氧基、较低烯基、环烯基、较低炔基、芳基烷基、芳基、芳氧基、芳基烷氧基和杂环环可被至少一种羧基、氨基、硝基、氰基、—SO2NHR6、可选择地氟取代的较低烷基、较低烷氧基、羟基、卤素、—CONR6R7、—CH2CONR6R7、—N(R7)COOR8、R7CO—、R7OCO—、R7COO—、—C(R7R9)CO2R8、—C(R7R9)CONR7R10中的至少一种基团取代；其中R6为氢、较低烷基、环烷基或芳基；R7和R9独立地为氢或较低烷基；R8为氢、较低烷基、较低烯基或羧基保护基；R10为氢、ω-羟基烷基、苯基、萘基或杂环基，所述苯基、萘基或杂环基未取代或被至少一种可选择保护的羟基、卤素、可选择取代的较低烷基或ω-羟基烷基、可选择取代的较低烷氧基和/或氰基所取代，或R7和R10共同形成通式Q为—CHR—、—CO—或—SO2—；r为0或1；R为氢或较低烷基；R3为羟基、—O−、较低烷氧基或—OM，M代表碱金属；以及其可容易水解的酯类、所述化合物的药用盐和通式I化合物及其酯和盐的水合物的制备，以及这些化合物用于治疗传染病和含有这些化合物的药物制剂。