2-bromothiazole-4-carboxylic acid-tert-butylamide | 135298-43-0

• 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-bromothiazole-4-carboxylic acid-tert-butylamide
• 英文别名: 2-Bromo-4-t-butylaminocarbonylthiazole；2-bromo-N-tert-butyl-1,3-thiazole-4-carboxamide
• CAS: 135298-43-0
• 化学式: C₈H₁₁BrN₂OS
• 分子量: 263.158
• InChiKey: SBBIRVVZOPLXKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromothiazole-4-carboxylic acid-tert-butylamide 在 bis-triphenylphosphine-palladium(II) chloride 、 三氯乙酸 溴 、 六甲基二锡 作用下， 以 1,4-二氧六环 、 氯仿 、 甲苯 为溶剂， 反应 2.0h， 生成 2'-[5-(4-tert-Butylcarbamoyl-thiazol-2-yl)-6-(2,2-dimethyl-propionylamino)-pyridin-2-yl]-[2,4']bithiazolyl-4-carboxylic acid tert-butylamide
  参考文献：
  名称：

  Synthesis of micrococcinic acid

  摘要：

  DOI：

  10.1016/s0040-4039(00)92144-0
• 作为产物：
  描述：

  N-tert-butyl-2-trimethylsilyl-1,3-thiazole-4-carboxamide 在 三氯乙酸 溴 作用下， 以 氯仿 为溶剂， 以47%的产率得到2-bromothiazole-4-carboxylic acid-tert-butylamide
  参考文献：
  名称：

  Synthesis of micrococcinic acid

  摘要：

  DOI：

  10.1016/s0040-4039(00)92144-0

文献信息

• Thiazole cardiovascular agents
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04001421A1

  公开（公告）日：1977-01-04

  1-Amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and/or substituted amino derivatives thereof; 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropane and 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and/or N- and/or 2-substituted oxazolidine derivatives thereof, are methods of making such compounds. The compounds are characterized by an aminocarbonyl or carbonylamino type substituent at the 5- or 4-position on the thiazole ring. The above 1-amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and derivatives exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropanes are useful as intermediates for the aforementioned cardiovascular agents. The 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and derivatives are intermediates for the aforementioned cardiovascular agents and further exhibit cardiovascular activity and thus are useful in the treatment of abnormal heart conditions in mammals. The 1-amino-3-(4-or 5-substituted thiazol-2-oxy)-2-propanol and derivatives can be prepared by base or acid hydrolysis of the corresponding 5-(4- or 5-aminocarbonylthiazol-2-oxymethylene)-oxazolidine or derivative; or by treatment of the corresponding 3-(4- or 5-substituted thiazol-2-oxy)-2,3-epoxypropane or derivative with the desired amine or amine derivative.

  1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其取代氨基衍生物；3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷和5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷和/或其N-和/或2-取代噁唑烷衍生物的制备方法。这些化合物的噻唑环上的5-或4-位上具有氨基甲酰或甲酰氨基类型的取代基。上述1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物表现出心血管活性，适用于治疗哺乳动物的心脏异常病症。3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷可用作上述心血管药物的中间体。5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷及其衍生物是上述心血管药物的中间体，并且还表现出心血管活性，因此适用于治疗哺乳动物的心脏异常病症。1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物可通过碱或酸水解相应的5-(4-或5-氨基甲酰基噻唑-2-氧甲基)-噁唑烷或其衍生物；或通过用所需的胺或胺衍生物处理相应的3-(4-或5-取代噻唑-2-氧基)-2,3-环氧丙烷或其衍生物来制备。
• Oxazole- and thiazolecarboxamides
  申请人：BASF Aktiengesellschaft

  公开号：US05244867A1

  公开（公告）日：1993-09-14

  Oxazole- and thiazolecarboxamides of the formulae Ia and Ib ##STR1## where the substituents have the following meanings: X oxygen or sulfur; R.sup.2 formyl, 4,5-dihydrooxazol-2-yl or --COYR.sup.5 ; Y oxygen or sulfur; and R.sup.4 is methyl and herbicidal agents containing compounds of the formulae Ia or Ib as active ingredients.

  公式Ia和Ib的噁唑和噻唑羧酰胺，其中取代基具有以下含义：X为氧或硫；R.sup.2为甲酰基，4,5-二氢噁唑-2-基或--COYR.sup.5；Y为氧或硫；R.sup.4为甲基。含有公式Ia或Ib化合物作为活性成分的除草剂。
• Oxazole-and thiazolecarboxyamides as herbicides
  申请人：BASF Aktiengesellschaft

  公开号：US05256633A1

  公开（公告）日：1993-10-26

  Oxazole- and thiazolecarboxamides of the formulae Ia and Ib ##STR1## where the substituents have the following meanings: oxygen or sulfur; hydrogen; halogen; substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, benzyl, cycloalkyl, alkenyl, alkynyl, phenyl, phenoxy or phenylthio; alkoxy; alkylthio; haloalkoxy; haloalkylthio; or a substituted or unsubstituted 5- or 6-membered heterocyclic radical; formyl, 4,5-dihydrooxazol-2-yl or --COYR.sup.5 ; oxygen or sulfur; hydrogen; cycloalkyl; substituted or unsubstituted alkyl, phenyl, benzyl, alkenyl, cycloalkenyl or alkynyl; a substituted or unsubstituted 5- or 6-membered heterocyclic radical; phthalimido; tetrahydrophthalimido; succinimido; maleiimido; one equivalent of a cation; or --N.dbd.CR.sup.6 R.sup.7 ; R.sup.6, R.sup.7 hydrogen; alkyl; cycloalkyl; phenyl; furyl or together a methylene chain or 4 to 7 members; hydrogen or substituted or unsubstituted alkyl or cycloalkyl; R.sup.4 hydroxy; alkoxy; substituted or unsubstituted alkyl, cycloalkyl, alkenyl, alkynyl, phenyl or naphthyl; a substituted or unsubstituted 5- or 6-membered heterocyclic radical; or R.sup.3 and R.sup.4 together are --(CH.sub.2).sub.n --Y.sub.p --(CH.sub.2).sub.q --, where n and q are 1, 2 or 3, p is 0 or 1 and Y is oxygen, sulfur or N-methyl, or form a radical of the formula --(CH.sub.2).sub.3 --CO--, and their environmentally tolerated salts, X is formula Ib not being sulfur when R.sup.1 is 3-pyridyl, R.sup.2 is CO.sub.2 CH.sub.2 CH.sub.3 or R.sup.3 is hydrogen, and X in formula Ia X not being sulfur and R.sup.1 not being thien-2-yl when YR.sup.5 is OH, R.sup.3 is hydrogen and R.sup.4 is methyl, processes for manufacturing such compounds and herbicidal agents containing compounds of the formula Ia or Ib as active ingredients.

  Ia和Ib式的噁唑和噻唑羧酰胺，其中取代基具有以下含义：氧或硫；氢；卤素；取代或未取代的C.sub.1-C.sub.6烷基，苄基，环烷基，烯基，炔基，苯基，苯氧基或苯硫基；烷氧基；烷基硫基；卤代烷氧基；卤代烷基硫基；或取代或未取代的5-或6-成员杂环基；甲酰基，4,5-二氢噁唑-2-基或--COYR.sup.5；氧或硫；氢；环烷基；取代或未取代的烷基，苯基，苄基，烯基，环烷烯基或炔基；取代或未取代的5-或6-成员杂环基；邻苯二甲酰亚胺基；四氢邻苯二甲酰亚胺基；琥珀酰亚胺基；马来酰亚胺基；一个阳离子当量；或--N.dbd.CR.sup.6R.sup.7；R.sup.6，R.sup.7氢；烷基；环烷基；苯基；呋喃基或一起的亚甲基链或4到7个成员；氢或取代或未取代的烷基或环烷基；R.sup.4羟基；烷氧基；取代或未取代的烷基，环烷基，烯基，炔基，苯基或萘基；取代或未取代的5-或6-成员杂环基；或R.sup.3和R.sup.4一起是--(CH.sub.2).sub.n--Y.sub.p--(CH.sub.2).sub.q--，其中n和q为1、2或3，p为0或1，Y为氧、硫或N-甲基，或形成式的基团--(CH.sub.2).sub.3--CO--，以及它们的环境可耐受盐，当R.sup.1为3-吡啶基，R.sup.2为CO.sub.2CH.sub.2CH.sub.3或当YR.sup.5为OH，R.sup.3为氢，R.sup.4为甲基时，公式Ib的X不是硫，公式Ia的X不是硫且R.sup.1不是噻吩-2-基，用于制造这种化合物的过程和包含Ia或Ib式化合物作为活性成分的除草剂。
• Certain thiazole compounds
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04089865A1

  公开（公告）日：1978-05-16

  1-Amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and/or substituted amino derivatives thereof; 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropane and 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and/or N- and/or 2-substituted oxazolidine derivatives thereof, and methods of making such compounds. The compounds are characterized by an aminocarbonyl or carbonylamino type substituent at the 5- or 4-position on the thiazole ring. The above 1-amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and derivatives exhibit cardiovascular activity and are useful in the treatment of abnormal heart conditions in mammals. The 3-(4- or 5-substituted thiazol-2-oxy)-1,2-epoxypropanes are useful as intermediates for the aforementioned cardiovascular agents. The 5-(4- or 5-substituted thiazol-2-oxymethylene)-oxazolidine and derivatives are intermediates for the aforementioned cardiovascular agents and further exhibit cardiovascular activity and thus are useful in the treatment of abnormal heart conditions in mammals. The 1-amino-3-(4- or 5-substituted thiazol-2-oxy)-2-propanol and derivatives can be prepared by base or acid hydrolysis of the corresponding 5-(4- or 5-aminocarbonylthiazol-2-oxymethylene)-oxazolidine or derivative; or by treatment of the corresponding 3-(4- or 5-substituted thiazol-2-oxy)-2,3-epoxypropane or derivative with the desired amine or amine derivative.

  1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其取代氨基衍生物；3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷和5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷及其N-和/或2-取代噻唑烷衍生物的制备方法。这些化合物的特点是噻唑环上的5-或4-位上有氨基甲酰或甲酰氨基类取代基。上述1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物具有心血管活性，可用于治疗哺乳动物的异常心脏病症。3-(4-或5-取代噻唑-2-氧基)-1,2-环氧丙烷可用作上述心血管药物的中间体。5-(4-或5-取代噻唑-2-氧甲基)-噁唑烷及其衍生物是上述心血管药物的中间体，具有心血管活性，因此可用于治疗哺乳动物的异常心脏病症。1-氨基-3-(4-或5-取代噻唑-2-氧基)-2-丙醇及其衍生物可通过对应的5-(4-或5-氨基甲酰基噻唑-2-氧甲基)-噁唑烷或衍生物的碱性或酸性水解制备；或通过用所需的胺或胺衍生物处理对应的3-(4-或5-取代噻唑-2-氧基)-2,3-环氧丙烷或衍生物来制备。
• Cyclic Inhibitors Of 11Beta-Hydroxysteroid Dehydrogenase 1
  申请人：Claremon David A.

  公开号：US20110263584A1

  公开（公告）日：2011-10-27

  This invention relates to novel compounds of the Formula I, Ik, Iq 1-21 , Ir 1-21 , Is 1-21 , It 1-7 , pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, which are useful for the therapeutic treatment of diseases associated with the modulation or inhibition of 11 β-HSD1 in mammals. The invention further relates to pharmaceutical compositions of the novel compounds and methods for their use in the reduction or control of the production of cortisol in a cell or the inhibition of the conversion of cortisone to cortisol in a cell.

  本发明涉及一种新型化合物I、Ik、Iq1-21、Ir1-21、Is1-21、It1-7，其药学上可接受的盐以及其制备的药物组合物。该化合物可用于治疗与哺乳动物中11β-HSD1的调节或抑制有关的疾病。本发明还涉及该新型化合物的药物组合物以及它们在细胞中降低或控制皮质醇的产生或抑制皮质酮转化为皮质醇的方法。