(3R,4R)-4-methoxycarbonylmethylthio-3-tritylamino-2-oxoazetidine | 66260-44-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (3R,4R)-4-methoxycarbonylmethylthio-3-tritylamino-2-oxoazetidine
• 英文别名: methyl 2-[(2R,3R)-4-oxo-3-(tritylamino)azetidin-2-yl]sulfanylacetate
• CAS: 66260-44-4
• 化学式: C₂₅H₂₄N₂O₃S
• 分子量: 432.543
• InChiKey: BHPBDGORZAUFAL-ISKFKSNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3R,4R)-4-methoxycarbonylmethylthio-3-tritylamino-2-oxoazetidine 生成 (3R,4R)-4-[[(aminocarbonyl)methyl]thio]-3-tritylamino-2-azetidinone
  参考文献：
  名称：

  MATSUO, TAISUKE;OCHIAI, MICHIHIKO

  摘要：

  DOI：
• 作为产物：
  描述：

  (3R,4R)-methylsulphonyl-3-triphenylmethylaminoazetidin-2-one 生成 (3R,4R)-4-methoxycarbonylmethylthio-3-tritylamino-2-oxoazetidine
  参考文献：
  名称：

  MATSUO, TAISUKE;OCHIAI, MICHIHIKO

  摘要：

  DOI：

文献信息

• 1-Sulfo-2-oxoazetidine derivatives and their production
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04550105A1

  公开（公告）日：1985-10-29

  Disclosed are compounds of the general formula: ##STR1## wherein R.sub.1 is amino, an acylated amino or a protected amino group, X is hydrogen or methoxy, and R' is hydrogen, R or R.sup.4 wherein R is an organic residue attached to the azetidine ring through a carbon atom therein and R.sub.4 is azido, a halogen, an amino group which may optionally be acylated or a group of the formula --OR.sub.5, ##STR2## or --S--S--R.sub.5 wherein R.sub.5 is an organic residue and n is 0, 1 or 2, and pharmaceutically acceptable salts and esters thereof. The compounds have antimicrobial and/or .beta.-lactamase-inhibitory activity and are of value as drugs for human beings and domesticated animals.

  揭示了一般式为：其中R₁为氨基、酰化氨基或保护氨基，X为氢或甲氧基，R'为氢、R或R⁴，其中R为有机残基，通过其中的碳原子连接到氮杂环上，R⁴为叠氮基、卤素、氨基（可选地酰化）或具有如下结构的基团--OR₅，或--S--S--R₅，其中R₅为有机残基，n为0、1或2，以及其药学上可接受的盐和酯。这些化合物具有抗微生物和/或β-内酰胺酶抑制活性，并且作为人类和驯养动物的药物具有价值。
• 1-sulfo-2-oxoazetidine derivatives and their production
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04675397A1

  公开（公告）日：1987-06-23

  Disclosed are compounds of the general formula: ##STR1## wherein R.sub.1 is amino, an acylated amino or a protected amino group, X is hydrogen or methoxy, and R' is hydrogen, R or R.sup.4 wherein R is an organic residue attached to the azetidine ring through a carbon atom therein and R.sub.4 is azido, a halogen, an amino group which may optionally be acylated or a group of the formula --OR.sub.5, ##STR2## or --S--S--R.sub.5 wherein R.sub.5 is an organic residue and n is 0, 1 or 2, and pharmaceutically acceptable salts and esters thereof. The compounds have antimicrobial and/or .beta.-lactamase-inhibitory activity and are of value as drugs for human beings and domesticated animals.

  本发明涉及一般公式为：## STR1 ## 的化合物，其中R.sub.1是氨基，酰化氨基或保护氨基基团，X是氢或甲氧基，R'是氢，R或R.sup.4，其中R是连接到氮杂环上的碳原子上的有机残基，R.sub.4是偶氮基，卤素，氨基基团（可以选择性地酰化）或式为--OR.sub.5，## STR2 ## 或--S--S--R.sub.5的基团，其中R.sub.5是有机残基，n为0，1或2，以及其药学上可接受的盐和酯。这些化合物具有抗微生物和/或β-内酰胺酶抑制活性，并且作为人类和家畜的药物具有价值。
• 2-oxozetidinone derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04771045A1

  公开（公告）日：1988-09-13

  Novel 1-sulfo-2-oxoazetidine derivatives and their production and use. These 1-sulfo-2-oxoazetidine derivatives exhibit excellent antimicrobial activity against gram-positive and gram-negative bacteria, and .beta.-lactamase inhibitory activity, thus being of value as a prophylactic or therapeutic agent for infectious diseases in mammals.

  1-磺酸基-2-氧代氮杂环戊二烯衍生物及其制备和用途。这些1-磺酸基-2-氧代氮杂环戊二烯衍生物对革兰氏阳性和革兰氏阴性细菌表现出优异的抗菌活性，并且具有β-内酰胺酶抑制活性，因此在哺乳动物感染性疾病的预防或治疗剂方面具有价值。
• 1-sulfo-2-oxozetidine derivatives and their product ion
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04822788A1

  公开（公告）日：1989-04-18

  Disclosed are compounds of the general formula: ##STR1## wherein R.sub.1 is amino, an acylated amino or a protected amino group, X is hydrogen or methoxy, and R' is hydrogen, R or R.sup.4 wherein R is an organic residue attached to the azetidine ring through a carbon atom therein and R.sub.4 is azido, a halogen, an amino group which may optionally be acylated or a group of the formula ##STR2## wherein R.sub.5 is an organic residue and n is 0, 1 or 2, and pharmeceutically acceptable salts and esters thereof. The compounds have antimicrobial and/or .beta.-lactamase-inhibitory activity and are of value as drugs for human beings and domesticated animals.

  本发明涉及一般式为：##STR1##的化合物，其中R.sub.1是氨基，酰化氨基或保护氨基基团，X是氢或甲氧基，R'是氢，R或R.sup.4，其中R是通过其中的一个碳原子连接到氮杂四元环上的有机残基，R.sub.4是偶氮基，卤素，氨基（可以选择性地酰化）或式子##STR2##中的基团，其中R.sub.5是有机残基，n为0、1或2，以及其药学上可接受的盐和酯。这些化合物具有抗微生物和/或β-内酰胺酶抑制活性，是人类和家畜的有价值的药物。
• 2-Oxoazetidine derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0053815A1

  公开（公告）日：1982-06-16

  1-Sulfo-2-oxoazetidine derivatives of the general formula (I) wherein R1 is amino group which may optionally be acyiated or protected, X is hydrogen or methoxy, and R4 is azido, a haiogen, amino group which may optionally be acylated or a group of the formula -OR5, or -S-S-R5 in which Rs is an organic residue and n is 0,1 or 2, or a pharmaceutically acceptable salt thereof, or an ester thereof as well as methods of production in accordance with the following schemes: wherein R2 is an acylated or protected amino group, R3 is an acylated amino group, and R1 and R4 are as above defined. The compounds [I] have antimicrobial and β-lactamase inhibitory activity.

  通式(I)的 1-磺酸基-2-氧代氮杂环丁烷衍生物 其中 R1 是可选择酰化或保护的氨基，X 是氢或甲氧基，R4 是叠氮、海因、可选择酰化的氨基或式 -OR5 的基团、 或-S-S-R5，其中 Rs 是有机残基，n 是 0、1 或 2，或其药学上可接受的盐，或其酯，以及按照下列方案的生产方法： 其中 R2 是酰化的或受保护的氨基，R3 是酰化的氨基，R1 和 R4 如上定义。化合物[I]具有抗菌和抑制β-内酰胺酶的活性。