Methyl 5-(methylamino)thiazole-4-carboxylate | 84636-33-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 5-(methylamino)thiazole-4-carboxylate
• 英文别名: methyl 5-(methylamino)-1,3-thiazole-4-carboxylate
• CAS: 84636-33-9
• 化学式: C₆H₈N₂O₂S
• 分子量: 172.208
• InChiKey: INQFUFJEKDAJER-UHFFFAOYSA-N

物化性质

• 熔点：
  105-107 °C
• 沸点：
  285.9±20.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 5-(methylamino)thiazole-4-carboxylate 在 sodium methylate 作用下， 以 甲醇 、 1,2-二氯乙烷 为溶剂， 生成 Methyl 7-hydroxy-4-methyl-5-oxo-thiazolo[5,4-b]pyridine-6-carboxylate
  参考文献：
  名称：

  Synthesis and HIV-integrase strand transfer inhibition activity of 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-ones

  摘要：

  An efficient synthesis of methyl 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-one-6-carboxylates (8-10 and 16) and 6-carboxamides (17-20) is described. Sub-micromolar enzyme inhibition of HIV integrase was achieved with several carboxamide analogs which were superior to their carboxylic ester congeners. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.007
• 作为产物：
  描述：

  异腈基乙酸甲酯 、 异硫氰酸甲酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成 Methyl 5-(methylamino)thiazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and HIV-integrase strand transfer inhibition activity of 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-ones

  摘要：

  An efficient synthesis of methyl 7-hydroxy[1,3]thiazolo[5,4-b]pyridin-5(4H)-one-6-carboxylates (8-10 and 16) and 6-carboxamides (17-20) is described. Sub-micromolar enzyme inhibition of HIV integrase was achieved with several carboxamide analogs which were superior to their carboxylic ester congeners. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.007

文献信息

• [EN] 2-(1H-INDOLE-3-CARBONYL)-THIAZOLE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS<br/>[FR] DÉRIVÉS DE 2-(1H-INDOLE-3-CARBONYL)-THIAZOLE-4-CARBOXAMIDE ET COMPOSÉS CORRESPONDANTS UTILISÉS EN TANQUE QUE AGONISTES DU RÉCEPTEUR D'HYDROCARBURE ARYLE (AHR) UTILISÉS POUR LE TRAITEMENT DE, P.EX., DE L'ANGIOGENÈSE IMPLIQUÉE OU DE TROUBLES INFLAMMATOIRES
  申请人：IKENA ONCOLOGY INC

  公开号：WO2021127302A1

  公开（公告）日：2021-06-24

  2-(1H-lndole-3-carbonyl)-thiazole-4-carboxamide derivatives and the corresponding imidazole, oxazole and thiophene derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders. The present description discloses the synthesis and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 27 to 32 and 59 to 219; examples 1 to 8; compounds 1-1 to 1-97; tables 1-a, 2 and 3).

  2-(1H-吲哚-3-甲酰基)-噻唑-4-羧酰胺衍生物及相应的咪唑、噁唑和噻吩衍生物以及相关化合物作为芳香烃受体（AHR）激动剂，用于治疗涉及血管生成的疾病，例如视网膜病变、银屑病、类风湿性关节炎、肥胖和癌症，或炎症性疾病。本说明书揭示了示例化合物的合成和表征以及其药理数据（例如第27至32页和59至219页；示例1至8；化合物1-1至1-97；表1-a、2和3）。
• NOVEL INDOLE DERIVATIVES EXHIBITING CHYMASE-INHIBITORY ACTIVITIES AND PROCESS FOR PREPARATION THEREOF
  申请人：Meiji Seika Kaisha, Ltd.

  公开号：EP1284266A1

  公开（公告）日：2003-02-19

  According to this invention, there is provided an indole derivative having the general formula (I) wherein A is an oxygen atom or a nitrogen atom which nitrogen atom is optionally substituted with an alkyl group, and (i) R1 and R2 each stand for a hydrogen atom or an alkyl group, independently, or (ii) R1 and R2 as taken together form a cycloalkyl group or an aromatic ring, or (iii) R1 and R2 as taken together form a heterocyclic ring, and R3 is a hydrogen atom, a (C1-C10)alkyl group or others, R4 is a substituted alkyl group and R5 is a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group and so on, as novel compounds by a novel chemical synthetic process. The indole derivative of formula (I) exhibits a useful chymase inhibitory activity.

  根据本发明，提供了具有通式(I)的吲哚衍生物 其中 A 是氧原子或氮原子，氮原子任选被烷基取代，(i) R1 和 R2 分别独立地代表氢原子或烷基，或 (ii) R1 和 R2 共同形成环烷基或芳环、或(iii) R1 和 R2 合在一起形成杂环，R3 为氢原子、(C1-C10)烷基或其他，R4 为取代的烷基，R5 为氢原子、卤素原子、烷基或烷氧基等，通过新型化学合成工艺制成新型化合物。式（I）的吲哚衍生物具有有效的糜蛋白酶抑制活性。
• Novel indole derivatives exhibiting chymase-inhibitory activities and process for preparation thereof
  申请人：——

  公开号：US20040058963A1

  公开（公告）日：2004-03-25

  According to this invention, there is provided an indole derivative having the general formula (I) 1 wherein A is an oxygen atom or a nitrogen atom which nitrogen atom is optionally substituted with an alkyl group, and (i) R 1 and R 2 each stand for a hydrogen atom or an alkyl group, independently, or (ii) R 1 and R 2 as taken together form a cycloalkyl group or an aromatic ring, or (iii) R 1 and R 2 as taken together form a heterocyclic ring, and R 3 is a hydrogen atom, a (C 1 -C 10 )alkyl group or others, R 4 is a substituted alkyl group and R 5 is a hydrogen atom, a halogen atom, an alkyl group or an alkoxy group and so on, as novel compounds by a novel chemical synthetic process. The indole derivative of formula (I) exhibits a useful chymase inhibitory activity.

  根据本发明，提供了一种具有通式 (I) 的吲哚衍生物 1 其中 A 是氧原子或氮原子，氮原子任选被烷基取代，以及 (i) R 1 和 R 2 分别代表氢原子或烷基，或 (ii) R 1 和 R 2 共同形成一个环烷基或一个芳香环，或 (iii) R 1 和 R 2 共同形成一个杂环，而 R 3 是氢原子 1 -C 10 烷基或其他 4 是取代的烷基，R 5 是氢原子、卤素原子、烷基或烷氧基等，通过新型化学合成工艺制成的新型化合物。式（I）的吲哚衍生物具有有效的糜蛋白酶抑制活性。
• A New Convenient Synthesis of 5-Amino-1,3-thiazole-4-carboxylic Acids
  作者：Mamoru Suzuki、Tamon Moriya、Kazuo Matsumoto、Muneji Miyoshi

  DOI：10.1055/s-1982-29983

  日期：——
• US6852734B2
  申请人：——

  公开号：US6852734B2

  公开（公告）日：2005-02-08