3,4-diacetoxyphenyl isocyanate | 118708-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3,4-diacetoxyphenyl isocyanate
• 英文别名: 3,4-bis(acetyloxy)phenylisocyanate；(2-Acetyloxy-4-isocyanatophenyl) acetate
• CAS: 118708-55-7
• 化学式: C₁₁H₉NO₅
• 分子量: 235.196
• InChiKey: FDFGOGYYJZBQHA-UHFFFAOYSA-N

物化性质

• 沸点：
  358.8±37.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  82
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diphenylmethyl (6 R ,7 R)-7-[(R)-2-(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino-2-phenylacetamido]-7-formamido-3-hydroxymethylceph-3-em-4-carboxylate 、 3,4-diacetoxyphenyl isocyanate 生成 Diphenylmethyl (6R,7R)-3-[(3,4-Diacetoxyphenyl)carbamoyloxymethyl]-7-[(R)-2-(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino-2-phenylacetamido]-7-formamidoceph-3-em-4-carboxylate
  参考文献：
  名称：

  Cephalosporins, processes for their preparation and pharmaceutical compositions containing them

  摘要：

  抗菌剂的化学式为（Ia），或者是其药用可接受的盐或体内水解酯： 其中R¹是酰基，特别是抗菌活性头孢菌素的酰基；R²是氢、甲氧基或甲酰胺基；Y是S、SO、SO₂、O或CH₂；X是氧、硫或-NH-，R⁴是化学式CO Z R⁵的基团，其中Z是-CH=CH-、-(CH₂)n-或-NH-；n为0、1或2；R⁵是： 其中R⁶和R⁷相同或不同，分别代表羟基或保护羟基，R⁸是羟基、氨基、卤素或羧基。该化合物的使用和其制备的中间体也被披露。

  公开号：

  EP0265185A3
• 作为产物：
  描述：

  3,4-(diacetyloxy)benzoyl chloride 在 叠氮基三甲基硅烷 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以100%的产率得到3,4-diacetoxyphenyl isocyanate
  参考文献：
  名称：

  Synthesis and structure-activity relationships of cephalosporins with C-3' catechol-containing residues

  摘要：

  Cephalosporins with new catechol substituents at C-3' have been synthesized, including novel compounds with C-3' carbon-carbon bonds. Many of these compounds have high potency against Gram-negative bacteria, in particular against resistant strains like Pseudomonas aeruginosa. Structure-activity relationships are discussed in terms of their dependence on the pK(a) of the C-3' catechol and also in terms of steric and conformational factors of the C-3' substituent. The best overall properties were found in compounds with a bulky and/or conformationally restricted acidic C-3' catechol.

  DOI：

  10.1021/jm00092a014

文献信息

• Antibiotic C-3 di-hydroxyphenyl substituted cephalosporin compounds,
  申请人：Bristol-Myers Squibb Company

  公开号：US05143911A1

  公开（公告）日：1992-09-01

  The present invention relates to new cephalosporins of the Formula ##STR1## wherein Y is N or CH; R.sup.1 is hydrogen, a straight, branched, or cyclic lower alkyl group having up to six carbon atoms or a radical of the formula ##STR2## in which R.sup.3 and R.sup.4 are each independently hydrogen, methyl, or ethyl, or R.sup.3 and R.sup.4 taken together with the carbon atom to which they are attached, may be a cycloalkylidene ring containing from 3 to 5 carbon atoms; R.sup.2 is a radical selected from the group consisting of ##STR3## in which R.sup.5 is hydrogen or acetyl. In another aspect, this invention relates to processes for the preparation of the compounds of Formula I, to pharmaceutical compositions containing at least one compound of Formula I, and to intermediates in their preparation.

  本发明涉及具有以下结构的新头孢菌素：其中Y为N或CH；R1为氢，具有最多六个碳原子的直链、支链或环状低碳基团，或者为以下结构的基团：其中R3和R4分别独立地为氢、甲基或乙基，或者R3和R4与它们连接的碳原子一起，可以是含有3至5个碳原子的环烷亚甲基环；R2为从以下组成的基团中选择的基团：其中R5为氢或乙酰基。另一方面，本发明涉及制备式I化合物的方法，含有至少一种式I化合物的药物组合物，以及其制备过程中的中间体。
• Antibacterial cephalosporin compounds
  申请人：Hoffmann La Roche Inc.

  公开号：US05189157A1

  公开（公告）日：1993-02-23

  There are presented antibacterial cephalosporins having broad antimicrobial activity as well as intermediates for their formation, such compounds having the formula ##STR1## wherein X is ##STR2## R is hydrogen or a carboxylic acid protecting group; R.sub.1 is hydrogen or an acyl group; R.sub.2 is hydrogen or lower alkoxy; and R.sub.3 is carbocyclic aryl or alkyl carbocyclic aryl substituted on the ring with two or more of hydroxy and/or lower alkanoyl ester groups, with halogen being an optional additional ring substituent; as well as the corresponding readily hydrolyzable esters, pharmaceutically acceptable salts and hydrates of these compounds where R is hydrogen.

  提供了具有广谱抗微生物活性的抗菌头孢菌素以及它们的中间体，这些化合物具有以下式子：## STR1 ## 其中X是## STR2 ## R是氢或羧酸保护基；R.sub.1是氢或酰基；R.sub.2是氢或低级烷氧基；而R.sub.3是环状芳基或烷基环状芳基，环上带有两个或更多的羟基和/或低级烷酰基酯基取代，卤素是可选的额外环取代基；以及这些化合物的相应易水解酯，药学上可接受的盐和水合物，其中R是氢。
• Antibiotic C-3 di-hydroxyphenyl substituted cephalosporin compounds, compositions and use thereof
  申请人：Bristol-Myers Squibb Company

  公开号：EP0475150A1

  公开（公告）日：1992-03-18

  The present invention relates to new cephalosporins of the Formula wherein    Y is N or CH;    R¹ is hydrogen, a straight, branched, or cyclic lower alkyl group having up to six carbon atoms or a radical of the formula in which R³ and R⁴ are each independently hydrogen, methyl, or ethyl, or R³ and R⁴ taken together with the carbon atom to which they are attached, may be a cycloalkylidene ring containing from 3 to 5 carbon atoms;    R² is a radical selected from the group consisting of in which R⁵ is hydrogen or acetyl. In another aspect, this invention relates to processes for the preparation of the compounds of Formula I, to pharmaceutical compositions containing at least one compound of Formula I, and to intermediates in their preparation.

  本发明涉及新的头孢菌素，其分子式为 式中 Y 是 N 或 CH； R¹ 是氢、具有最多六个碳原子的直链、支链或环状低级烷基或式中的基团 其中 R³ 和 R⁴ 各自独立地为氢、甲基或乙基，或 R³ 和 R⁴ 连同其所连接的碳原子可为含有 3 至 5 个碳原子的亚环烷基环； R² 是选自以下组成的基团 其中 R⁵ 是氢或乙酰基。 另一方面，本发明涉及式 I 化合物的制备工艺、含有至少一种式 I 化合物的药物组合物及其制备过程中的中间体。
• US5143911A
  申请人：——

  公开号：US5143911A

  公开（公告）日：1992-09-01
• US5189157A
  申请人：——

  公开号：US5189157A

  公开（公告）日：1993-02-23