3-amino-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one-1-acetic acid | 164336-12-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3-amino-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one-1-acetic acid
• 英文别名: 2-(3-amino-2-oxo-5-phenyl-3H-1,4-benzodiazepin-1-yl)acetic acid
• CAS: 164336-12-3
• 化学式: C₁₇H₁₅N₃O₃
• 分子量: 309.324
• InChiKey: JSHAWYXCZFQGDX-UHFFFAOYSA-N

物化性质

• 沸点：
  597.0±50.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  96
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-amino-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one-1-acetic acid 、 二碳酸二叔丁酯 在 三乙胺 、 柠檬酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-(tert-butoxycarbonyl)methylamino-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one-1-acetic acid
  参考文献：
  名称：

  Ras farnesyl transferase inhibitors

  摘要：

  下面结构代表的苯二氮卓衍生物被披露为有效的 ras 泛莫基蛋白转移酶抑制剂。含有这些苯二氮卓衍生物的药物组合物用于治疗需要抑制 ras 泛莫基蛋白转移酶的疾病。

  公开号：

  US05843941A1
• 作为产物：
  描述：

  1,3-二氢-5-苯基-1,4-苯并二氮杂卓-2-酮 在 aluminum nickel potassium tert-butylate 、 caesium carbonate 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 、 溶剂黄146 、 三氟乙酸 为溶剂， 生成 3-amino-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one-1-acetic acid
  参考文献：
  名称：

  Ras farnesyl transferase inhibitors

  摘要：

  下面结构代表的苯二氮卓衍生物被披露为有效的 ras 泛莫基蛋白转移酶抑制剂。含有这些苯二氮卓衍生物的药物组合物用于治疗需要抑制 ras 泛莫基蛋白转移酶的疾病。

  公开号：

  US05843941A1

文献信息

• PEPTIDES AND PEPTIDOMIMETIC COMPOUNDS, THE MANUFACTURING THEREOF AS WELL AS THEIR USE FOR PREPARING A THERAPEUTICALLY AND/OR PREVENTIVELY ACTIVE PHARMACEUTICAL COMPOSITION
  申请人：PETZELBAUER Peter

  公开号：US20100081787A1

  公开（公告）日：2010-04-01

  Peptides, peptidomimetics and derivatives thereof of the general formula I: H 2 N-GHRPX 1 - β -X 4 X 5 X 6 X 7 X 8 X 9 X 10 -X 11 (I), in which X 1 -X 10 denote one of the 20 genetically coded amino acids, wherein X 8 , X 9 and X 10 may also denote a single chemical bond; X 11 denotes OR 1 in which R 1 equals hydrogen or (C 1 -C 10 ) alkyl NR 2 R 3 with R 2 and R 3 are equal or different and denote hydrogen, (C 1 -C 10 ) alkyl, or a residue —W-PEG 5-60K , in which the PEG residue is attached via a suitable spacer W to the N-atom, or a residue NH—Y-Z-PEG 5-60K , in which Y denotes a chemical bond or a genetically coded amino acids from the group S, C, K or R and Z denotes a spacer, via which a polyethylene glycol (PEG)-residue can be attached, and their physiologically acceptable salts, and β denotes an amino acid, or a peptidomimetic element, which induces a bend or turn in the peptide backbone.

  通用公式I：H2N-GHRPX1-β-X4X5X6X7X8X9X10-X11(I)中的肽、肽类似物和衍生物，其中X1-X10表示20种遗传编码的氨基酸之一，其中X8、X9和X10也可以表示单一化学键；X11表示OR1，其中R1等于氢或(C1-C10)烷基NR2R3，其中R2和R3相同或不同，表示氢、(C1-C10)烷基，或者残基—W-PEG5-60K，其中PEG残基通过适当的间隔物W连接到N-原子，或者残基NH—Y-Z-PEG5-60K，其中Y表示化学键或来自S、C、K或R组的遗传编码氨基酸，Z表示间隔物，通过该间隔物可以连接聚乙二醇（PEG）残基，并且它们的生理上可接受的盐，β表示氨基酸或诱导肽骨架中弯曲或转弯的肽类或肽类似元素。
• Benzodiazepine analogs
  申请人：Merck & Co., Inc.

  公开号：EP0284256A1

  公开（公告）日：1988-09-28

  Benzodiazepin analogs of the formula: are disclosed which are antagonists of gastrin and cholecystokinin (CCK).

  式中的苯二氮卓类似物： 公开了胃泌素和胆囊收缩素（CCK）的拮抗剂。
• Non-peptidyl Ras farnesyl transferase inhibitors
  申请人：GENENTECH, INC.

  公开号：EP0763537A2

  公开（公告）日：1997-03-19

  Benzodiazepine derivatives are disclosed that act as potent inhibitors of ras farnesyl:protein transferase. Pharmaceutical compositions containing these benzodiazepines are provided for treatment of diseases for which inhibition of the ras farnesyl:protein transferase is indicated.

  本研究公开了苯并二氮杂卓衍生物，它们是ras法尼酰：蛋白转移酶的强效抑制剂。含有这些苯并二氮杂卓的药物组合物可用于治疗需要抑制ras法尼基转移酶的疾病。
• PREPARATION OF N-CYANODITHIOIMINO-CARBONATES AND 3-MERCAPTO-5-AMINO-1H-1,2,4-TRIAZOLE
  申请人：GENENTECH, INC.

  公开号：EP0698015A1

  公开（公告）日：1996-02-28
• PEPTIDES, PEPTIDOMIMETICS AND DERIVATIVES THEREOF, THE MANUFACTURING THEREOF AS WELL AS THEIR USE FOR PREPARING A THERAPEUTICALLY AND/OR PREVENTIVELY ACTIVE PHARMACEUTICAL COMPOSITION
  申请人：PETZELBAUER Peter

  公开号：US20090286739A1

  公开（公告）日：2009-11-19

  Peptides, peptidomimetics and derivatives thereof of the following general formula I: (SEQ ID NO: 1) (I) H 2 N-GHRPX 1 X 2 X 3 - β -X 4 X 5 X 6 X 7 X 8 X 9 X 10 -X 11 , in which X 1 -X 10 denote one of the 20 genetically coded amino acids, wherein X 8 , X 9 and X 10 individually or jointly may also denote a single chemical bond X 11 denotes OR 1 in which R 1 equals hydrogen or (C 1 -C 10 )alkyl NR 2 R 3 with R 2 and R 3 are equal or different and denote hydrogen, (C 1 -C 10 )alkyl or a residue —W-PEG 5-60K , in which the PEG residue is attached via a suitable spacer W to the N-atom, or a residue NH—Y-Z-PEG 5-60K , in which Y denotes a single chemical bond or a genetically coded amino acids from the group S, C, K or R and in which Z denotes a spacer, via which a polyethylene glycol (PEG)-residue can be attached, as well as their physiologically acceptable salts, and in which additionally β denotes an amino acid, whether genetically coded or not, or a peptidomimetic element, which have the additional property of inducing a bend or turn in the peptide backbone. Such amino acids include without limitation L-proline, D-proline, L-hydroxyproline, D-hydroxyproline, L-(O-benzyl)-hydroxyproline, D-(O-benzyl)-hydroxyproline, L-(O-tert. butyl)-hydroxyproline, 4-(O-2-naphtyl)-hydroxyproline, 4-(O-2-naphtyl-methyl)-hydroxyproline, 4-(O-phenyl)-hydroxyproline, 4-(4-phenyl-benzyl)-proline, cis-3-phenyl-proline, cis-4-phenyl-proline, trans-4-phenyl-proline, cis-5-phenyl-proline, trans-5-phenyl-proline, 4-benzyl-proline, 4-bromobenzyl-proline, 4-cyclohexyl-proline, 4-fluor-proline, L-tetrahydroisoquinoline-2-carboxylic acid (L-Tic), all diastereomers of octahydro-indole-2-carboxylic acid (Oic), and all diastereomers of 1-aza-bicyclo[3,3,0]octane-2-carboxylic acid or a residue selected from a group of peptidomimetic residues.