2-[5-(2-Fluorophenyl)-9-methyl-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]isoindole-1,3-dione | 188290-77-9

• 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: 2-[5-(2-Fluorophenyl)-9-methyl-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]isoindole-1,3-dione
• CAS: 188290-77-9
• 化学式: C₂₄H₁₆FN₃O₃
• 分子量: 413.408
• InChiKey: FKSAGNYPJFSKQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  78.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[5-(2-Fluorophenyl)-9-methyl-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]isoindole-1,3-dione 在 盐酸 、 sodium hydroxide 、 盐酸羟胺 、 sodium hydride 、 1-羟基苯并三唑 、 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 N-[(3RS)-1-(3-azabicyclo[3.2.2]non-3-yl)carbonylmethyl-2,3-dihydro-9-methyl-5-(2-fluorophenyl)-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-acetylphenyl)urea
  参考文献：
  名称：

  Dual CCK-A and -B receptor antagonists (I) C9-methyl-1,4-benzodiazepines

  摘要：

  A novel series of potent CCK-A and CCK-B dual antagonists has been prepared which incorporate a methyl substituent at the 9 position of a 1,4-benzodiazepine ring system. FR193108 ((+)-11) was selected for further biological evaluation, and is expected to be more efficacious than CCK-A selective antagonists for the treatment of pancreatitis, since it has high and well-balanced affinities for both CCK-A and -B receptors. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00609-9
• 作为产物：
  描述：

  2-氟苯腈 在 盐酸 、 sodium hydroxide 、 三氯化铝 、 盐酸羟胺 、 三氯化硼 、 sodium iodide 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[5-(2-Fluorophenyl)-9-methyl-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl]isoindole-1,3-dione
  参考文献：
  名称：

  Dual CCK-A and -B receptor antagonists (I) C9-methyl-1,4-benzodiazepines

  摘要：

  A novel series of potent CCK-A and CCK-B dual antagonists has been prepared which incorporate a methyl substituent at the 9 position of a 1,4-benzodiazepine ring system. FR193108 ((+)-11) was selected for further biological evaluation, and is expected to be more efficacious than CCK-A selective antagonists for the treatment of pancreatitis, since it has high and well-balanced affinities for both CCK-A and -B receptors. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(96)00609-9

文献信息

• 1,4-benzodiazepinones and their uses as CCK antagonists
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US20020183313A1

  公开（公告）日：2002-12-05

  Benzodiazepine derivatives of the formula: 1 wherein R 1 is heterocyclic(lower)alkyl which may have one or more suitable substituent(s), etc., R 2 is lower alkyl, etc., R 3 is indolyl, etc., R 4 is hydrogen, etc., or a pharmaceutically acceptable salt thereof, which are useful as a medicament.

  公式为1的苯二氮平衍生物，其中R1为杂环（较低）烷基，可以有一个或多个合适的取代基等，R2为较低的烷基等，R3为吲哚基等，R4为氢等，或其药学上可接受的盐，可用作药物。
• 1,4-BENZODIAZEPINONES AND THEIR USES AS CCK ANTAGONISTS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0934282A1

  公开（公告）日：1999-08-11
• US6291452B1
  申请人：——

  公开号：US6291452B1

  公开（公告）日：2001-09-18
• [EN] 1,4-BENZODIAZEPINONES AND THEIR USES AS CCK ANTAGONISTS<br/>[FR] 1,4-BENZODIAZEPINONES ET LEURS UTILISATIONS EN TANT QU'ANTAGONISTES DE CCK
  申请人：——

  公开号：WO1998015535A1

  公开（公告）日：1998-04-16

  [EN] Benzodiazepine derivatives of formula (I) wherein R<2> is alkyl or cycloalkyl-alkyl when R<4> is hydrogen, or R<2> is a variety of specified groups when R<4> is alkyl, halogen or dialkylamino, are useful as cholecystokinin antagonists.
  [FR] L'invention concerne des dérivés de benzodiazépine de formule (I), qui sont utiles en tant qu'antogonistes de la cholécystokinine. Dans la formule (I), R<2> représente alkyle ou cycloalkyle-alkyle lorsque R<4> représente hydrogène, ou R<2> représente divers groupes spécifiés lorsque R<4> représente alkyle, halogène ou dialkylamino.
• Dual CCK-A and -B receptor antagonists (I) C9-methyl-1,4-benzodiazepines
  作者：Seiichiro Tabuchi、Harunobu Ito、Hajime Sogabe、Masako Kuno、Ikuyo Katsumi、Naoko Yamamoto、Hitoshi Mitsui、Yoshinari Satoh

  DOI：10.1016/s0960-894x(96)00609-9

  日期：1997.1

  A novel series of potent CCK-A and CCK-B dual antagonists has been prepared which incorporate a methyl substituent at the 9 position of a 1,4-benzodiazepine ring system. FR193108 ((+)-11) was selected for further biological evaluation, and is expected to be more efficacious than CCK-A selective antagonists for the treatment of pancreatitis, since it has high and well-balanced affinities for both CCK-A and -B receptors. (C) 1997, Elsevier Science Ltd.