2-(4-chlorophenyl)-4-methoxycarbonylmethylthiazole-5-carboxylic acid | 1035219-71-6

• 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-(4-chlorophenyl)-4-methoxycarbonylmethylthiazole-5-carboxylic acid
• 英文别名: 2-(4-Chloro-phenyl)-4-methoxycarbonylmethyl-thiazole-5-carboxylic acid；2-(4-chlorophenyl)-4-(2-methoxy-2-oxoethyl)-1,3-thiazole-5-carboxylic acid
• CAS: 1035219-71-6
• 化学式: C₁₃H₁₀ClNO₄S
• 分子量: 311.746
• InChiKey: HRQNKWVWVCJGNO-UHFFFAOYSA-N

物化性质

• 沸点：
  486.9±55.0 °C(Predicted)
• 密度：
  1.451±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(4-氨基-2-甲氧基苯氧基)氮杂丁烷-1-羧酸叔丁酯 、 2-(4-chlorophenyl)-4-methoxycarbonylmethylthiazole-5-carboxylic acid 在 N-甲基吗啉 、 1-丙基磷酸酐 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 16.25h， 以90%的产率得到3-(4-{[2-(4-chlorophenyl)-4-methoxycarbonylmethylthiazole-5-carbonyl]amino}-2-methoxyphenoxy)azetidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  WO2008/76562

  摘要：

  公开号：
• 作为产物：
  描述：

  甲醇 、 4-carboxymethyl-2-(4-chlorophenyl)thiazole-5-carboxylic acid 在 硫酸 作用下， 生成 2-(4-chlorophenyl)-4-methoxycarbonylmethylthiazole-5-carboxylic acid
  参考文献：
  名称：

  WO2008/76562

  摘要：

  公开号：

文献信息

• 5- [4-(AZETIDIN-3-YLOXY)-PHENYL]-2-PHENYL-5H-THIAZOLO[5,4-C] PYRIDIN-4-ONE DERIVATIVES AND THEIR USE AS MCH RECEPTOR ANTAGONISTS
  申请人：Gardinier Kevin Matthew

  公开号：US20100069352A1

  公开（公告）日：2010-03-18

  The present invention relates to a melanin concentrating hormone antagonist compound of formula I: wherein “ - - - ” is absent or is optionally a bond; q is 1 or 2; R 1 is independently selected from hydrogen, —C 1 -C 2 alkyl, halo, hydroxy, —C 1 -C 2 haloalkyl, —C 1 -C 3 alkoxy, cyano, —O—C 3 -C 4 cycloalkyl, and —OC 1 -C 2 haloalkyl; R 2 is selected from the group consisting of hydrogen, —C 1 -C 3 alkyl, hydroxy, —C 1 -C 3 alkoxy, cyano, —C 1 -C 2 haloalkyl, —OC 1 -C 2 haloalkyl, and halo; R 3 is selected from the group consisting of hydrogen, —C 1 -C 4 alkyl, —C 2 -C 4 haloalkyl, —C 2 -C 4 alkylOH, —C 3 -C 6 cycloalkyl, —CH 2 C 3 -C 6 cycloalkyl, —C 2 -C 4 alkyl-O—C 1 -C 4 alkyl, —C(O)C 1 -C 4 alkyl, —C(O)C 1 -C 4 haloalkyl, —CH 2 -thiazole, phenyl, benzyl, tetrahydrothiopyranyl, and tetrahydropyranyl, wherein the cycloalkyl, tetrahydrothiopyranyl, tetrahydropyranyl and thiazolyl group is optionally substituted with one or two groups independently selected from the group consisting of halo, hydroxy, C 1 -C 2 alkyl, and —C 1 -C 2 haloalkyl; or a pharmaceutically acceptable salt, enantiomer, diastereomer or mixture thereof, useful in the treating, preventing or ameliorating of symptoms associated with obesity and related diseases.

  本发明涉及一种公式I的黑色素浓集激素拮抗剂化合物：其中“- - -”不存在或者可选为一根键；q为1或2；R1独立选择自氢、—C1-C2烷基、卤素、羟基、—C1-C2卤代烷基、—C1-C3烷氧基、氰基、—O—C3-C4环烷基和—OC1-C2卤代烷基；R2选择自氢、—C1-C3烷基、羟基、—C1-C3烷氧基、氰基、—C1-C2卤代烷基、—OC1-C2卤代烷基和卤素的群；R3选择自氢、—C1-C4烷基、—C2-C4卤代烷基、—C2-C4烷基羟基、—C3-C6环烷基、— C3-C6环烷基、—C2-C4烷氧基—C1-C4烷基、—C（O）C1-C4烷基、—C（O）C1-C4卤代烷基、—CH2-噻唑基、苯基、苄基、四氢噻吩基和四氢吡喃基，其中环烷基、四氢噻吩基、四氢吡喃基和噻唑基可选地被一到两个独立选择自卤素、羟基、C1-C2烷基和—C1-C2卤代烷基的基团取代；或其药学上可接受的盐、对映异构体、非对映异构体或其混合物，用于治疗、预防或缓解与肥胖和相关疾病相关的症状。
• 5- [4-(azetidin-3-yloxy)-phenyl]-2-phenyl-5H-thiazolo[5,4-C] pyridin-4-one derivatives and their use as MCH receptor antagonists
  申请人：Eli Lilly and Company

  公开号：US08049013B2

  公开（公告）日：2011-11-01

  The present invention relates to a melanin concentrating hormone antagonist compound of formula I: wherein “-----” is absent or is optionally a bond; q is 1 or 2; R1 is independently selected from hydrogen, —C1-C2 alkyl, halo, hydroxy, —C1-C2 haloalkyl, —C1-C3 alkoxy, cyano, —O—C3-C4 cycloalkyl, and —OC1-C2 haloalkyl; R2 is selected from the group consisting of hydrogen, —C1-C3 alkyl, hydroxy, —C1-C3 alkoxy, cyano, —C1-C2 haloalkyl, —OC1-C2 haloalkyl, and halo; R3 is selected from the group consisting of hydrogen, —C1-C4 alkyl, —C2-C4 haloalkyl, —C2-C4 alkylOH, —C3-C6 cycloalkyl, —CH2C3-C6 cycloalkyl, —C2-C4 alkyl-O—C1-C4 alkyl, —C(O)C1-C4 alkyl, —C(O)C1-C4 haloalkyl, —CH2-thiazole, phenyl, benzyl, tetrahydrothiopyranyl, and tetrahydropyranyl, wherein the cycloalkyl, tetrahydrothiopyranyl, tetrahydropyranyl and thiazolyl group is optionally substituted with one or two groups independently selected from the group consisting of halo, hydroxy, C1-C2 alkyl, and —C1-C2 haloalkyl; or a pharmaceutically acceptable salt, enantiomer, diastereomer or mixture thereof, useful in the treating, preventing or ameliorating of symptoms associated with obesity and related diseases.

  本发明涉及一种公式I的黑素浓集素拮抗剂化合物：其中“-----”不存在或可选为键；q为1或2；R1独立选择自氢、—C1-C2烷基、卤素、羟基、—C1-C2卤代烷基、—C1-C3烷氧基、氰基、—O—C3-C4环烷基和—OC1-C2卤代烷基；R2选择自羟基、—C1-C3烷基、—C1-C3烷氧基、氰基、—C1-C2卤代烷基、—OC1-C2卤代烷基和卤素的群；R3选择自氢、—C1-C4烷基、—C2-C4卤代烷基、—C2-C4烷基羟基、—C3-C6环烷基、— C3-C6环烷基、—C2-C4烷氧基—C1-C4烷基、—C(O)C1-C4烷基、—C(O)C1-C4卤代烷基、—CH2-噻唑基、苯基、苄基、四氢噻吩基和四氢吡喃基，其中环烷基、四氢噻吩基、四氢吡喃基和噻唑基可选地用一个或两个从卤素，羟基，C1-C2烷基和—C1-C2卤代烷基中独立选择的基取代；或其药学上可接受的盐、对映异构体、顺反异构体或混合物，用于治疗、预防或缓解与肥胖和相关疾病相关的症状。
• 5- [4- (AZETIDIN-3-YL0XY) -PHENYL]-2-PHENYL-5H-THIAZ0L0 [5,4-C]PYRIDIN-4-0NE DERIVATIVES AND THEIR USE AS MCH RECEPTOR ANTAGONISTS
  申请人：Eli Lilly & Company

  公开号：EP2089397B1

  公开（公告）日：2012-08-29
• US8049013B2
  申请人：——

  公开号：US8049013B2

  公开（公告）日：2011-11-01
• [EN] 5- [4- (AZETIDIN-3-YL0XY) -PHENYL] -2-PHENYL-5H-THIAZ0L0 [5,4-C] PYRIDIN-4-0NE DERIVATIVES AND THEIR USE AS MCH RECEPTOR ANTAGONISTS<br/>[FR] DÉRIVÉS DE 5-[4-(AZÉTIDIN-3-YLOXY)-PHÉNYL]-2-PHÉNYL-5H-THIAZOLO[5,4-C] PYRIDIN-4-ONE ET LEUR UTILISATION COMME ANTAGONISTES DU RÉCEPTEUR DE MCH
  申请人：LILLY CO ELI

  公开号：WO2008076562A1

  公开（公告）日：2008-06-26

  [EN] The present invention relates to a melanin concentrating hormone antagonist compound of formula I: wherein "-----" is absent or is optionally a bond; q is 1 or 2; R¹ is independently selected from hydrogen, -C₁-C₂ alkyl, halo, hydroxy, -C₁-C₂ haloalkyl, -C₁-C₃ alkoxy, cyano, -O-C₃-C₄ cycloalkyl, and -OC₁-C₂ haloalkyl; R² is selected from the group consisting of hydrogen, -C₁-C₃ alkyl, hydroxy, -C₁-C₃ alkoxy, cyano, -C₁-C₂ haloalkyl, -OC₁-C₂ haloalkyl, and halo; R³ is selected from the group consisting of hydrogen, -C₁-C₄ alkyl, -C₂-C₄ haloalkyl, -C₂-C₄ alkylOH, -C₃-C₆ cycloalkyl, -CH₂C₃-C₆ cyxloalkyl, -C₂-C₄ alkyl-O-C₁-C₄ alkyl, -C(O)C₁-C₄ alkyl, -C(O)C₁-C₄ haloalkyl, -CH₂-thiazole, phenyl, benzyl, tetrahydrothiopyranyl, and tetrahydropyranyl, wherein the cycloalkyl, tetrahydrothiopyranyl, tetrahydropyranyl and thiazolyl group is optionally substituted with one or two groups independently selected from the group consisting of halo, hydroxy, C₁-C₂ alkyl, and -C₁-C₂ haloalkyl; or a pharmaceutically acceptable salt, enantiomer, diastereomer or mixture thereof,, useful in the treating, preventing or ameliorating of symptoms associated with obesity and related diseases.
  [FR] L'invention concerne un composé antagoniste de l'hormone concentrant la mélanine représenté par la formule I dans laquelle '-----' est absent ou est facultativement une liaison; q est 1 ou 2; R¹ est indépendamment choisi parmi un atome d'hydrogène, un groupe alkyle en C₁-C₂, halogéno, hydroxy, halogénoalkyle en C₁-C₂, alcoxy en C₁-C₃, cyano, -O-cycloalkyle en C₃-C₄ et -O-halogénalyle en C₁-C₂; R² est choisi dans le groupe consistant en un atome d'hydrogène, un groupe alkyle en C₁-C₃, hydroxy, alcoxy en C₁-C₃, cyano, halogénoalkyle en C₁-C₂, -O-halogénoalkyle en C₁-C₂ et halogéno; R³ est choisi dans le groupe consistant en un atome d'hydrogène, un groupe alkyle en C₁-C₄, halogénoalkyle en C₂-C₄, alkyle en C₂-C₄-OH, cycloalkyle en C₃-C₆, -CH₂-cycloalkyle en C₃-C₆, alkyle en C₂-C₄-O-alkyle en C₁-C₄, -C(O)alkyle en C₁-C₄, -C(O)halogénoalkyle en C₁-C₄, -CH₂-thiazole, phényle, benzyle, tétrahydrothiopyranyle, et tétrahydropyranyle, le groupe cycloalkyle, tétrahydrothiopyranyle, tétrahydropyranyle et thiazolyle étant facultativement substitué par un ou deux groupes indépendamment choisis dans le groupe consistant en un groupe halogéno, hydroxy, alkyle en C₁-C₂ et halogénoalkyle en C₁-C₂; ou un sel, énantiomère, diastéréoisomère ou mélange pharmaceutiquement acceptable de ceux-ci, utile dans le traitement, la prévention ou l'amélioration des symptômes associés à l'obésité et à des maladies apparentées.