5-chloro-3-methyl-1,3-benzthiazol-2(3H)-one | 2786-28-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 5-chloro-3-methyl-1,3-benzthiazol-2(3H)-one
• 英文别名: 5-chloro-N-methyl-2(3H)-benzothiazolone；5-chloro-3-methyl-3H-benzothiazol-2-one；5-Chlor-3-methyl-3H-benzothiazol-2-on；5-chloro-3-methyl-1,3-benzothiazol-2(3H)-one；5-chloro-3-methyl-2-benzothiazolinone；5-Chlor-3-methyl-benzothiazolin-2-on；5-Chloro-3-methylbenzo[d]thiazol-2(3H)-one；5-chloro-3-methyl-1,3-benzothiazol-2-one
• CAS: 2786-28-9
• 化学式: C₈H₆ClNOS
• 分子量: 199.661
• InChiKey: VRAWIDGVBVJBIU-UHFFFAOYSA-N

物化性质

• 熔点：
  102 °C
• 沸点：
  347.8±44.0 °C(Predicted)
• 密度：
  1.452±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934200090

反应信息

• 作为反应物：
  描述：

  5-chloro-3-methyl-1,3-benzthiazol-2(3H)-one 生成 6-chloro-4-methyl-2H-1,4-benzothiazine-3(4H)-one
  参考文献：
  名称：

  SAKO, MAGOICHI;MITSUMORI, NAOMICHI;MAEDA, SADAYUKI;TAKAYA, MASAHIRO

  摘要：

  DOI：
• 作为产物：
  描述：

  5-chloro-2-(methylsulfonyl)benzothiazole 在 sodium methylate 作用下， 生成 5-chloro-3-methyl-1,3-benzthiazol-2(3H)-one
  参考文献：
  名称：

  692.一些2-甲磺酰基-苯并恶唑的制备和反应活性

  摘要：

  DOI：

  10.1039/jr9490003311

文献信息

• Certain (2S)-N-[(1S)-1-cyano-2-phenylethyl]-1,4-oxazepane-2-carboxamides as dipeptidyl peptidase 1 inhibitors
  申请人：ASTRAZENECA AB

  公开号：US09522894B2

  公开（公告）日：2016-12-20

  The present disclosure relates to certain (2S)—N-[(1S)-1-cyano-2-phenylethyl]-1,4-oxazepane-2-carboxamide compounds (including pharmaceutically acceptable salts thereof), that inhibit dipeptidyl peptidase 1 (DPP1) activity, to their utility in treating and/or preventing clinical conditions including respiratory diseases, such as asthma and chronic obstructive pulmonary disease (COPD), to their use in therapy, to pharmaceutical compositions containing them and to processes for preparing such compounds.

  本公开涉及特定（2S）-N-[(1S)-1-氰基-2-苯乙基]-1,4-噁唑烷-2-甲酰胺化合物（包括其药用盐），其抑制二肽基肽酶1（DPP1）活性，以及它们在治疗和/或预防包括哮喘和慢性阻塞性肺病（COPD）在内的临床疾病中的用途，它们在治疗中的应用，含有它们的药物组合物以及制备这类化合物的方法。
• CERTAIN (2S)-N-[(1S)-1-CYANO-2-PHENYLETHYL]-1,4-OXAZEPANE-2-CARBOXAMIDES AS DIPEPTIDYL PEPTIDASE 1 INHIBITORS
  申请人：ASTRAZENECA AB

  公开号：US20150210655A1

  公开（公告）日：2015-07-30

  The present disclosure relates to certain (2S)-N-[(1S)-1-cyano-2-phenylethyl]-1,4-oxazepane-2-carboxamide compounds (including pharmaceutically acceptable salts thereof), that inhibit dipeptidyl peptidase 1 (DPP1) activity, to their utility in treating and/or preventing clinical conditions including respiratory diseases, such as asthma and chronic obstructive pulmonary disease (COPD), to their use in therapy, to pharmaceutical compositions containing them and to processes for preparing such compounds.

  本公开涉及某些（2S）-N-[(1S)-1-氰基-2-苯乙基]-1,4-噁唑烷-2-羧酰胺化合物（包括其药用盐），其抑制二肽基肽酶1（DPP1）活性，用于治疗和/或预防包括哮喘和慢性阻塞性肺病（COPD）在内的临床疾病，以及它们在治疗中的用途，含有它们的药物组合物以及制备这类化合物的方法。
• An Improved Method for Preparation of<i>N</i>-Alkyl-2(3<i>H</i>)-benzothiazolone Analogs
  作者：Yoo Tanabe、Takayuki Okabe、Akiko Kakimizu、Nobuo Ohno、Hirosuke Yoshioka

  DOI：10.1246/bcsj.56.1255

  日期：1983.4

  A number of N-alkyl-2(3H)-benzothiazolone analogs could be prepared from N-monosubstituted aniline and chlorocarbonylsulfenyl chloride. The new method consists of carbamoylation of aniline and successive Friedel-Crafts type ring closure of an intermediate carbamoylsulfenyl chloride in the presence of suitable Lewis or protic acid catalyst.

  一些 N-烷基-2(3H)-苯并噻唑酮类似物可以从 N-单取代苯胺和氯甲酰亚磺酰氯中制备出来。新方法包括苯胺的氨基甲酰化，以及在适当的路易斯酸或质酸催化剂存在下，中间产物氨基甲酰磺酰氯的连续弗里德尔-卡夫斯型闭环反应。
• Copper catalyzed three-component synthesis of benzothiazolones from o-iodoanilines, DMF, and potassium sulfide
  作者：Yuan Yang、Xiaoyun Zhang、Weilan Zeng、Hui Huang、Yun Liang

  DOI：10.1039/c3ra46803h

  日期：——

  A copper catalyzed three-component reaction was developed for the synthesis of benzothiazolones. In the presence of CuBr2, the reaction of o-iodoanilines and K2S with DMF proceeded smoothly and generated the corresponding benzothiazolones with good isolated yields. DMF functioned both as the carbon monoxide source and as the reaction medium in this reaction.

  开发了一种铜催化的三组分反应，用于合成苯并噻唑酮。在CuBr2的存在下，o-碘苯胺和K2S与DMF的反应顺利进行，生成了相应的苯并噻唑酮，收率良好。DMF在该反应中既作为一氧化碳源，又作为反应介质。
• 1,5-Benzothiazepine derivatives and production thereof
  申请人：Hamari Chemicals, Ltd.

  公开号：US04490292A1

  公开（公告）日：1984-12-25

  Novel 1,5-benzothiazepine derivatives having the formula; ##STR1## (wherein R.sub.1, R.sub.2 and R.sub.3 each denotes hydrogen, a halogen, a lower alkyl group, a lower alkoxy group or a hydroxy group; R.sub.4 denotes a lower alkyl group, an allyl group, a lower alkoxyalkyl group, a lower alkyl group substituted with a hydroxy group or a halogen, a lower alkylaminoalkyl group or a morpholino lower alkyl group; X denotes a halogen or hydrogen) are produced from corresponding 1,4-benzothiazine by a ring expansion reaction with trimethylhalosilane, hydrogen peroxide and water. The derivatives have analgesic, antipyretic and antiarrythmic activities.

  具有以下结构式的1,5-苯并噻唑衍生物；##STR1##（其中R.sub.1，R.sub.2和R.sub.3分别表示氢，卤素，较低的烷基，较低的烷氧基或羟基；R.sub.4表示较低的烷基，丙烯基，较低的烷氧基烷基，用羟基或卤素取代的较低的烷基，较低的烷基氨基烷基或吗啡环较低的烷基；X表示卤素或氢）通过与三甲基卤硅烷，过氧化氢和水的环扩张反应从相应的1,4-苯并噻嗪中产生。这些衍生物具有镇痛，退热和抗心律失常活性。