3-(3-amino-5-methylpyrazin-2-ylmethyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride hydrochloride | 866561-97-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-(3-amino-5-methylpyrazin-2-ylmethyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride hydrochloride
• 英文别名: 3-(3-Amino-5-methyl-pyrazin-2-ylmethyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride hydrochloride；2-[3-[(3-amino-5-methylpyrazin-2-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol;chloride;hydrochloride
• CAS: 866561-97-9
• 化学式: C₁₂H₁₇N₄OS*ClH*Cl
• 分子量: 337.273
• InChiKey: FVBGSJPRHYPDOH-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.97
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-甲基-5-(beta-羟乙基)噻唑 、 3-chloromethyl-6-methylpyrazin-2-ylamine hydrochloride 反应 0.5h， 以30%的产率得到3-(3-amino-5-methylpyrazin-2-ylmethyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride hydrochloride
  参考文献：
  名称：

  [EN] THIAZOLIUMS AS TRANSKETOLASE INHIBITORS
  [FR] THIAZOLIUMS COMME INHIBITEURS DE LA TRANSCETOLASE

  摘要：

  本发明提供了公式（I）的N-3'-吡啶甲基或N-2'-吡嗪甲基噻唑衍生物，其作为转醛酮酶抑制剂是有用的，其中R1、R2、R3、Y、R5-R9、Ra-Rd、n和X-如本文所定义。本发明还提供了包括公式（I）化合物的药物组合物。该发明提供了抑制转醛酮酶活性、降低细胞核糖-5-磷酸水平、抑制核酸合成、抑制体外和体内细胞增殖和肿瘤细胞生长、刺激肿瘤细胞凋亡以及通过给予公式（I）的化合物或其药物组合物来治疗癌症的方法。

  公开号：

  WO2005095391A1

文献信息

• [EN] THIOALKENEAMIDES AS TRANSKETOLASE INHIBITORS<br/>[FR] THIOALKENEAMIDES TENANT LIEU D'INHIBITEURS DE TRANSKETOLASE
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2005095344A1

  公开（公告）日：2005-10-13

  The present invention provides thioalkeneamides of formula (I) which are useful as transketolase inhibitors: wherein R1, R2, R3, R4, R5, R6, Ra-Rd, n and ring A are as defined herein. The present invention also provides pharmaceutical compositions comprising the compounds of formula (I). The invention provides methods for inhibiting transketolase activity, reducing cellular ribose-5-phosphate levels, inhibiting nucleic acid synthesis, inhibiting cell proliferation and tumor cell growth in vitro and in vivo, stimulating apoptosis in tumor cells and treating cancer by administering a compound of formula (I) or a pharmaceutical composition thereof.

  本发明提供了式(I)的硫代烯酰胺，其可用作转酮醇酶抑制剂：其中R1、R2、R3、R4、R5、R6、Ra-Rd、n和环A如本文所定义。本发明还提供了包括式(I)化合物的药物组合物。该发明提供了抑制转酮醇酶活性、降低细胞核糖-5-磷酸水平、抑制核酸合成、抑制体外和体内细胞增殖和肿瘤细胞生长、刺激肿瘤细胞凋亡以及通过给予式(I)的化合物或其药物组合物来治疗癌症的方法。
• Thioalkeneamides as Transketolase Inhibitors
  申请人：Boyd A. Steven

  公开号：US20070293501A1

  公开（公告）日：2007-12-20

  The present invention provides thioalkeneamides of formula (I) which are useful as transketolase inhibitors: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R a -R d , n and ring A are as defined herein. The present invention also provides pharmaceutical compositions comprising the compounds of formula (I). The invention provides methods for inhibiting transketolase activity, reducing cellular ribose-5-phosphate levels, inhibiting nucleic acid synthesis, inhibiting cell proliferation and tumor cell growth in vitro and in vivo, stimulating apoptosis in tumor cells and treating cancer by administering a compound of formula (I) or a pharmaceutical composition thereof.

  本发明提供了式(I)的硫代烯酰胺，其可用作转酮醇酸酶抑制剂：其中R1、R2、R3、R4、R5、R6、Ra-Rd、n和环A的定义如本文所述。本发明还提供了包括式(I)化合物的药物组合物。本发明提供了通过给予式(I)化合物或其药物组合物来抑制转酮醇酸酶活性、降低细胞核糖-5-磷酸水平、抑制核酸合成、抑制体外和体内细胞增殖和肿瘤细胞生长、刺激肿瘤细胞凋亡和治疗癌症的方法。
• Thiazoliums as transketolase inhibitors
  申请人：Boyd Steven A.

  公开号：US20090209554A1

  公开（公告）日：2009-08-20

  The present invention provides N-3′-pyridyl-methyl or N-2′-pyrazinylmethyl thiazolium derivatives of formula (I) which are useful as transketolase inhibitors wherein R 1 , R 2 , R 3 , Y, R 5 -R 9 , R a -R d , n and X − are as defined herein. The present invention also provides pharmaceutical compositions comprising the compounds of formula (I). The invention provides methods for inhibiting transketolase activity, reducing cellular ribose-5-phosphate levels, inhibiting nucleic acid synthesis, inhibiting cell proliferation and tumor cell growth in vitro and in vivo, stimulating apoptosis in tumor cells and treating cancer by administering a compound of formula (I) or a pharmaceutical composition thereof.

  本发明提供了式（I）的N-3'-吡啶甲基或N-2'-吡嗪甲基噻唑盐衍生物，其作为转酮糖酶抑制剂是有用的，其中R1、R2、R3、Y、R5-R9、Ra-Rd、n和X-如本文所定义。本发明还提供了包含式（I）的化合物的制药组合物。本发明提供了通过给予式（I）的化合物或其制药组合物来抑制转酮糖酶活性、降低细胞核糖-5-磷酸水平、抑制核酸合成、抑制细胞增殖和肿瘤细胞在体内和体外生长、刺激肿瘤细胞凋亡和治疗癌症的方法。
• US7879885B2
  申请人：——

  公开号：US7879885B2

  公开（公告）日：2011-02-01
• [EN] THIAZOLIUMS AS TRANSKETOLASE INHIBITORS<br/>[FR] THIAZOLIUMS COMME INHIBITEURS DE LA TRANSCETOLASE
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2005095391A1

  公开（公告）日：2005-10-13

  The present invention provides N-3'-pyridylmethyl or N-2'-pyrazinylmethyl thiazolium derivatives of formula (I) which are useful as transketolase inhibitors wherein R1, R2, R3, Y, R5-R9, Ra-Rd, n and X- are as defined herein. The present invention also provides pharmaceutical compositions comprising the compounds of formula (I). The invention provides methods for inhibiting transketolase activity, reducing cellular ribose-5-phosphate levels, inhibiting nucleic acid synthesis, inhibiting cell proliferation and tumor cell growth in vitro and in vivo, stimulating apoptosis in tumor cells and treating cancer by administering a compound of formula (I) or a pharmaceutical composition thereof.

  本发明提供了公式（I）的N-3'-吡啶甲基或N-2'-吡嗪甲基噻唑衍生物，其作为转醛酮酶抑制剂是有用的，其中R1、R2、R3、Y、R5-R9、Ra-Rd、n和X-如本文所定义。本发明还提供了包括公式（I）化合物的药物组合物。该发明提供了抑制转醛酮酶活性、降低细胞核糖-5-磷酸水平、抑制核酸合成、抑制体外和体内细胞增殖和肿瘤细胞生长、刺激肿瘤细胞凋亡以及通过给予公式（I）的化合物或其药物组合物来治疗癌症的方法。