5,6-dihydroxy-2-methylisoindoline | 105358-74-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 5,6-dihydroxy-2-methylisoindoline
• 英文别名: 5,6-dihydroxy-N-methylisoindoline；2-Methylisoindoline-5,6-diol；2-methyl-1,3-dihydroisoindole-5,6-diol
• CAS: 105358-74-5
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: CDONILBQFJJVFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  312.7±42.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-[2-(2-Aminothiazol-4-yl)-2-((Z)-1-carboxy-1-methylethoxyimino)acetamido]-3-acetoxymethylceph-3-em-4-carboxylic acid 、 5,6-dihydroxy-2-methylisoindoline 生成 (6R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(2-carboxypropan-2-yloxyimino)acetyl]amino]-3-[(5,6-dihydroxy-2-methyl-1,3-dihydroisoindol-2-ium-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  参考文献：
  名称：

  NAKAGAVA, SUSUMU;OTAKEH, KEHNITI;USIDZIMA, JOSISUXEH

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 甲烷 、 5,6-dihydroxyisoindoline hydrobromide 在 sodium formate 作用下， 以 甲酸 、 水 为溶剂， 以72.3%的产率得到5,6-dihydroxy-2-methylisoindoline
  参考文献：
  名称：

  Isoindoline derivatives and processes for their preparation

  摘要：

  一种具有以下化学式的化合物：##STR1## 其中R是氢原子、低碳烷基基团、烷酰基、芳基烷基基团、烷基磺酰基或芳基磺酰基，R.sup.1是氢原子或羟基的保护基，或其盐。

  公开号：

  US04987235A1

文献信息

• Cephem Compounds with Latent Reactive Groups
  申请人：Gladius Pharmaceuticals, Inc.

  公开号：US20190100534A1

  公开（公告）日：2019-04-04

  Cephem and penem compounds having a styrylmethylene moiety at the 3-position in the cephem or penem ring to which a positively charged leaving group is bonded and wherein the leaving group contains a vicinal diol or is bonded to a unsubstituted or substituted catechol. The leaving group can be a positively charge nitrogen leaving group. Cephems include cephalosporins, cephamycins, carbacephems, and oxacephems. Penems include penems, carbapenems and oxapenems. Preferred cephems are cephalosporins. Preferred penems are carbapenems. Compounds exhibit antibiotic activity against Gram-negative bacteria and/or Gram-positive bacteria. Compounds exhibit antibiotic activity against bacteria which exhibit multi-drug resistance. Compounds of the invention exhibit antibiotic activity against bacterial strains which produce extended spectrum beta-lactamases (ESBL), which produce AmpC beta-lactamases or which produce a carbapenemase. Pharmaceutical compositions comprising one or more cephems or penems or methods of treatment of bacterial infections with such compounds and compositions.

  具有在头孢菌素或青霉烷素环中3位处具有苯乙烯亚甲基基团的头孢菌素和青霉烷素化合物，其中正电离子离去基团与离去基团中含有邻二醇或连接到未取代或取代过的邻苯二酚。离去基团可以是正电离子离去基团。头孢菌素包括头孢菌素、头孢菌烷、卡巴头孢菌素和氧头孢菌素。青霉烷素包括青霉烷素、碳青霉烷素和氧青霉烷素。首选头孢菌素是头孢菌素。首选青霉烷素是碳青霉烷素。化合物对革兰氏阴性细菌和/或革兰氏阳性细菌表现出抗生素活性。化合物对表现出多重耐药性的细菌表现出抗生素活性。本发明的化合物表现出抗生素活性，对产生扩展谱β-内酰胺酶（ESBL）、产生AmpCβ-内酰胺酶或产生碳青霉烷酶的细菌菌株表现出抗生素活性。包括一种或多种头孢菌素或青霉烷素的制药组合物或使用这些化合物和组合物治疗细菌感染的方法。
• Cephalosporin derivatives
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0186187A2

  公开（公告）日：1986-07-02

  A compound having the formula: wherein R' is a straight chain, branched chain or cyclic lower alkyl group which may be substituted by a carboxyl group, and each of R2 and R3 which may be the same or different, is a hydrogen atom, a hydroxyl group, a methoxy group or an acetoxy group, and R4 is a hydroxyl group, a methoxy group or an acetoxy group; or a pharmaceutically acceptable salt, physiologically hydrolyzable ester or solvate thereof.

  一种化合物，其式如下： 其中 R' 是可被羧基取代的直链、支链或环状低级烷基，R2 和 R3 可相同或不同，各自是氢原子、羟基、甲氧基或乙酰氧基，R4 是羟基、甲氧基或乙酰氧基；或其药学上可接受的盐、生理上可水解的酯或溶液。
• 7-Amino-3-(substituted isoindolinium)methyl-3-cephem derivatives and process for their production
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：EP0271064A2

  公开（公告）日：1988-06-15

  A compound having the formula: wherein R¹ is an amino group or a protected amino group, R² is a hydrogen atom or a protecting group for a hydroxyl group, R³ represents negative charge, a hydrogen atom or a protecting group for a carboxyl group, and n is 0 or 1, and a salt thereof.

  一种化合物，其式如下： 其中 R¹ 是氨基或受保护的氨基，R² 是氢原子或羟基的保护基团，R³ 代表负电荷、氢原子或羧基的保护基团，n 是 0 或 1 及其盐。
• Process for the production of isoindoline derivatives, novel intermediates and process for their production
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：EP0275064A2

  公开（公告）日：1988-07-20

  A process for producing a compound of the formula: wherein R¹ is a hydrogen atom, a lower alkyl group or an aralkyl group, and R² is a hydrogen atom or a hydroxyl-protecting group, or a salt thereof, which comprises removing from a compound of the formula: wherein R³ is a hydrogen atom or a hydroxyl-protecting group, R⁴ and R⁵ which may be the same or different are N-protecting groups selected from the group consisting of lower alkyl groups and aralkyl groups, and X⊖ is an anion, the N-protecting group(s), if necessary, together with the hydroxyl-protecting group.

  一种生产式化合物的工艺： 其中R¹为氢原子、低级烷基或芳烷基，R²为氢原子或羟基保护基，或其盐的工艺，包括从式化合物中除去 其中 R³ 是氢原子或羟基保护基团，R⁴ 和 R⁵ 可以相同或不同，是选自由低级烷基和芳烷基组成的组的 N 保护基团，X⊖ 是阴离子。
• CRYSTALLINE CEPHALOSPORIN COMPOUNDS, PROCESS FOR THEIR PREPARATION, AND INTERMEDIATES FOR THEIR PREPARATION
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0321562A1

  公开（公告）日：1989-06-28

  Stable crystalline sulfate of (6R, 7R)-7-[(Z)-2-(2-amino- thiazol-4-yl)-2-(1-carboxy-1-methylethoxyimino)-acetamido]-3-(5,6-dihydroxy-2-methyl-2-isoindolinium)-methyl-3-cephem-4-carboxylate and its hydrate, process for their preparation, and starting materials useful for preparing these compounds, i.e., hydrochloride of (6R, 7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-(1-carboxy-1-methyl-ethoxyimino)acetamido]-3-(5,6-dihydroxy-2-methyl-2-isoindolinium)methyl-3-cephem-4-carboxylate and its hydrate are disclosed.

  (6R,7R)-7-[(Z)-2-(2-氨基-噻唑-4-基)-2-(1-羧基-1-甲基乙氧亚氨基)-乙酰氨基]-3-(5,6-二羟基-2-甲基-2-异吲哚啉)-甲基-3-头孢-4-羧酸盐及其水合物的稳定结晶硫酸盐、其制备工艺以及用于制备这些化合物的起始材料，即、公开了 (6R，7R)-7-[(Z)-2-(2-氨基噻唑-4-基)-2-(1-羧基-1-甲基乙氧亚氨基)乙酰氨基]-3-(5,6-二羟基-2-甲基-2-异吲哚啉鎓)甲基-3-头孢-4-羧酸盐酸盐及其水合物。