2-(5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)acetic acid | 57658-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)acetic acid
• 英文别名: (5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-acetic acid；2-(5-sulfanylidene-1,2-dihydro-1,2,4-triazol-3-yl)acetic acid
• CAS: 57658-74-9
• 化学式: C₄H₅N₃O₂S
• 分子量: 159.169
• InChiKey: OYLWNIRWHSRRDC-UHFFFAOYSA-N

物化性质

• 熔点：
  226-227 °C
• 沸点：
  312.3±44.0 °C(Predicted)
• 密度：
  1.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)acetic acid 以35%的产率得到
  参考文献：
  名称：

  JACOBSEN N. W.; MCCARTHY B. L.; SMITH S., AUSTRAL. J. CHEM., 1979, 32, NO 1, 161-165

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (5-mercapto-1H-1,2,4-triazol-3-yl)acetate 在 sodium hydroxide 作用下， 生成 2-(5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)acetic acid
  参考文献：
  名称：

  3-Aminoalkyl-1,2,4-triazoles

  摘要：

  DOI：

  10.1021/ja01651a014

文献信息

• Cephalosporin-type antibiotics and process for producing the same
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：US04113944A1

  公开（公告）日：1978-09-12

  A cephalosporin compound represented by the formula (I) or (I') ##STR1## wherein R.sup.1 represents a phenyl group, a 2-thienyl group or a phenoxy group; R.sup.2 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may be substituted with a phenyl group, an alkoxy group having 1 to 4 carbon atoms or a halogen atom, or a phenyl group which may be substituted with one or two groups selected from the group consisting of a halogen atom, a nitro group, an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms; R.sup.3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may be substituted with a monoalkylamino group having 1 to 4 carbon atoms in the alkyl moiety thereof, a dialkylamino group having 1 to 4 carbon atoms in each alkyl moiety thereof, a halogen atom or a phenyl group which may be substituted with one to three groups selected from the group consisting of a halogen atom, a nitro group, an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms; R.sup.4 represents an alkyl group having 1 to 4 carbon atoms; A has up to 15 carbon atoms and represents a straight or branched chain alkylene group, a straight or branched chain alkenylene group, a straight or branched chain alkadienylene group or a phenylene group, and n is 0 or 1; or the salt thereof; and a process for preparing the same.

  化合物I或I'的头孢菌素化合物，其中R.sup.1代表苯基、2-噻吩基或苯氧基；R.sup.2代表氢原子、具有1至4个碳原子的烷基基团，该基团可被取代为苯基、具有1至4个碳原子的烷氧基或卤素原子，或苯基，其可被取代为来自卤素原子、硝基基团、具有1至4个碳原子的烷基基团和具有1至4个碳原子的烷氧基中的一种或两种基团；R.sup.3代表氢原子或具有1至4个碳原子的烷基基团，该基团可被取代为烷基氨基基团，该烷基氨基基团具有1至4个碳原子，二烷基氨基基团，每个烷基基团中有1至4个碳原子，卤素原子或苯基，其可被取代为来自卤素原子、硝基基团、具有1至4个碳原子的烷基基团和具有1至4个碳原子的烷氧基中的一种至三种基团；R.sup.4代表具有1至4个碳原子的烷基基团；A含有最多15个碳原子，代表直链或支链烷基基团、直链或支链烯基基团、直链或支链烷二烯基团或苯基团，n为0或1；或其盐；以及制备该化合物的方法。
• Cephalosporin derivatives
  申请人：Meiji Seika Kaisha Ltd.

  公开号：US04258184A1

  公开（公告）日：1981-03-24

  Novel cephalosporin derivatives having formulae (V) and (III): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.8 and A are defined as in the specification.

  具有以下式子（V）和（III）的新型头孢菌素衍生物： ##STR1## 其中R.sup.1，R.sup.2，R.sup.3，R.sup.4，R.sup.8和A的定义如规范中所述。
• 7-Aminophenylacetamido-.DELTA..sup.3 -cephem antibacterial agents and
  申请人：Pfizer Inc.

  公开号：US04183925A1

  公开（公告）日：1980-01-15

  A series of novel 7-(D-.alpha.-aminophenylacetamido)- and 7-(D-.alpha.-hydroxyphenylacetamido)-.DELTA..sup.3 -cephem derivatives have been prepared wherein a heterocyclic thiomethyl moiety is located at the 3-position of the molecule. These compounds are useful as antibacterial agents for the treatment of diseases caused by Gram-positive and Gram-negative bacteria. Preferred members include 7-(D-.alpha.-hydroxyphenylacetamido)-3-(3-carbamoyl-1,2,4-triazol-5-yl)thi omethylceph-3-em-4-carboxylic acid and 7-(D-.alpha.-hydroxyphenylacetamido)-3-(2-carboxymethoxy-methyl-1,3,4-thia diazol-5-yl)thiomethylceph-3-em-4-carboxylic acid. Alternative methods of preparation are provided for these compounds, including various synthetic routes leading to the required novel heterocyclic thiol intermediates.

  一系列新型7-(D-.alpha.-氨基苯乙酰胺基)-和7-(D-.alpha.-羟基苯乙酰胺基)-.DELTA..sup.3-头孢菌素衍生物已制备，其中杂环硫甲基基团位于分子的3-位置。这些化合物可用作治疗由革兰氏阳性和革兰氏阴性细菌引起的疾病的抗菌剂。首选成员包括7-(D-.alpha.-羟基苯乙酰胺基)-3-(3-氨基甲酰基-1,2,4-三唑-5-基)硫甲基头孢-3-酰基-4-羧酸和7-(D-.alpha.-羟基苯乙酰胺基)-3-(2-羧甲氧基甲基-1,3,4-噻二唑-5-基)硫甲基头孢-3-酰基-4-羧酸。提供了这些化合物的替代制备方法，包括导致所需新型杂环硫醇中间体的各种合成路线。
• 7-Acyl-3-(substituted triazolyl thiomethyl)cephalosporins
  申请人：SmithKline Corporation

  公开号：US03989694A1

  公开（公告）日：1976-11-02

  The compounds of this invention are cephalosporins having various acyl substituents at the 7-position and a substituted triazolyl thiomethyl group at the 3-position of the cephem nucleus and intermediates for the preparation thereof. The 7-acylated compounds have antibacterial activity.

  本发明的化合物是头孢菌素，其在7位具有各种酰基取代基，并且在头孢菌素核的3位具有取代的三唑基硫甲基基团，以及其制备的中间体。7-酰基化合物具有抗菌活性。
• 3,5-di-tertiary-butyl-4-hydroxyphenyl-1,3,4-thiadiazoles, and
  申请人：Warner-Lambert Company

  公开号：US05256680A1

  公开（公告）日：1993-10-26

  The present invention is novel compounds which are 3,5-di-tertiary-butyl-4-hydroxyphenyl substituted 1,2,4- and 1,3,4-thiadazoles and oxadiazoles, and 1,2,4-triazoles, and pharmaceutically acceptable additions and base salts thereof, pharmaceutical compositions and methods of use therefor. The invention compounds are now found to have activity as inhibitors of 5-lipoxygenase and/or cyclooxygenase providing treatment of conditions advantageously affected by such inhibition including inflammation, arthritis, pain, fever, and the like.

  本发明涉及一类新型化合物，它们是3,5-叔丁基-4-羟基苯基取代的1,2,4-和1,3,4-噻二唑、噁二唑以及1,2,4-三唑，以及它们的药学上可接受的加合物和碱盐、制药组合物和使用方法。该发明化合物现已发现具有作为5-脂氧合酶和/或环氧合酶抑制剂的活性，可用于治疗因此类抑制而受益的疾病，包括炎症、关节炎、疼痛、发热等。