1-oxo-1H-isothiochromene-3-carboxylic acid | 4361-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异硫色烯
• 英文名称: 1-oxo-1H-isothiochromene-3-carboxylic acid
• 英文别名: 1-oxo-1H-isothiochromene-3-carboxylic acid；1-Oxo-1H-isothiochromen-3-carbonsaeure；1-oxo-1H-2-benzothiopyran-3-carboxylic acid；2-Thiaisocoumarin-3-carboxylic acid；1-oxoisothiochromene-3-carboxylic acid
• CAS: 4361-85-7
• 化学式: C₁₀H₆O₃S
• mdl: MFCD04066444
• 分子量: 206.222
• InChiKey: MFYRORXZDLTDBJ-UHFFFAOYSA-N

物化性质

• 熔点：
  261-263 °C
• 沸点：
  369.7±42.0 °C(Predicted)
• 密度：
  1.518±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-oxo-1H-isothiochromene-3-carboxylic acid 在 氯化亚砜 、 溶剂黄146 作用下， 反应 1.5h， 生成 [(1-oxo-1H-isothiochromene-3-carbonyl)amino]aceticacid
  参考文献：
  名称：

  Isothiocoumarin-3-carboxylic acid derivatives: Synthesis, anticancer and antitrypanosomal activity evaluation

  摘要：

  A series of new isothiocoumarin-3-carboxylic acids derivatives had been obtained based on the 5-arylidenerhodanines hydrolysis. Anticancer activity screening allowed identification of 7,8-dimethoxyl-oxo-1H-isothiochromene-3-carboxylic acid (4-phenylthiazol-2-yl)-amide (30) with the highest level of antimitotic activity (GI(50) NCI-H322MINSC Lung Cancer = 1.28 mu M). Evaluation of the antitrypanosomal activity against Trypanosoma brucei brucei showed that investigated compounds did not exhibit significant antiparasitic effects. Additionally, the most pharmacologically attractive compounds were nontoxic and well tolerated by the experimental animals. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.028
• 作为产物：
  描述：

  2-(4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-benzoic acid 在 sodium hydroxide 作用下， 生成 1-oxo-1H-isothiochromene-3-carboxylic acid
  参考文献：
  名称：

  271. 1：2-二氢-2-噻吩衍生物。第一部分：1：2-二氢-1-酮-2-噻吩萘的制备和反应

  摘要：

  DOI：

  10.1039/jr9510001213

文献信息

• 1-Oxo-1H-2-benzothiopyran-3-carboxylic acid derivatives
  申请人：Richardson-Merrell Inc.

  公开号：US03960892A1

  公开（公告）日：1976-06-01

  The method comprises administering to an animal a novel pharmaceutical composition containing a substituted-1-oxo-1H-2-benzothiopyran-3-carboxylic acid to inhibit antigen-antibody reaction in said animal. Representative of the compounds that can be used in the method are: 1-Oxo-1H-2-benzothiopyran-3-carboxylic acid, and Sodium 6-methoxy-1-oxo-1H-2-benzothiopyran-3-carboxylate.

  该方法包括向动物施用一种新的药物组合物，该组合物含有一种取代-1-氧代-1H-2-苯并噻吩-3-羧酸，以抑制该动物体内的抗原-抗体反应。可用于该方法的化合物代表包括：1-氧代-1H-2-苯并噻吩-3-羧酸和6-甲氧基-1-氧代-1H-2-苯并噻吩-3-羧酸钠。
• Anti-allergic-3-carboxy-isocoumarin compositions and methods of use
  申请人：Beecham Group Limited

  公开号：US03975535A1

  公开（公告）日：1976-08-17

  3-Carboxyisocoumarins, 2-thiaisocoumarins and related isocarbostyrils are useful anti-allergic agents. Several of these compounds are novel, and a process for their preparation is provided.

  3-羧基异香豆素，2-硫异香豆素及相关的异羧基苯乙烯类化合物是有用的抗过敏剂。其中几种化合物是新颖的，并提供了它们的制备过程。
• Pharmaceutical compositions and methods of treatment with
  申请人：Richardson-Merrell Inc.

  公开号：US04018891A1

  公开（公告）日：1977-04-19

  The method comprises administering to an animal a novel pharmaceutical composition containing a substituted-1-oxo-1H-2-benzothiopyran-3-carboxylic acid to inhibit antigen-antibody reaction in said animal. Representative of the compounds that can be used in the method are: 1-Oxo-1H-2-benzothiopyran-3-carboxylic acid, and Sodium 6-methoxy-1-oxo-1H-2-benzothiopyran-3-carboxylate.

  该方法包括向动物施用一种新的药物组合物，该组合物包含一种取代-1-氧代-1H-2-苯并硫杂吡喃-3-羧酸，以抑制该动物的抗原-抗体反应。可以用于该方法的化合物代表包括：1-氧代-1H-2-苯并硫杂吡喃-3-羧酸和6-甲氧基-1-氧代-1H-2-苯并硫杂吡喃-3-羧酸钠。
• Isocarbostyril-3-carboxylic acid derivatives for the prophylaxis of
  申请人：Beecham Group Limited

  公开号：US04036964A1

  公开（公告）日：1977-07-19

  3-Carboxyisocoumarins, 2-thiaisocoumarins and related isocarbostyrils are useful anti-allergic agents. Several of these compounds are novel, and a process for their preparation is provided.

  3-羧基异香豆素、2-硫代异香豆素及相关的异羧基苯乙烯衍生物是有用的抗过敏药物。其中几种化合物是新颖的，并提供了它们的制备方法。
• Tumor radiosensitization and/or chemopotentiation using isocoumarin derivatives
  申请人：——

  公开号：US20020019366A1

  公开（公告）日：2002-02-14

  A method for enhancing the efficacy of chemotherapy and/or radiation in the treatment of cancer in animals, particularly humans, is provided wherein certain isocoumarin derivatives which exhibit unique radiosensitization activity and/or chemopotentiation properties are employed in a combination treatment with ionizing radiation and/or chemotherapy.

  提供了一种提高化疗和/或放疗在治疗动物，特别是人类癌症中疗效的方法，其中在与电离辐射和/或化疗的联合治疗中使用了某些具有独特放射增敏活性和/或化学增效特性的异香豆素衍生物。