7-amino-6,7-dihydro[5H]benzocycloheptene | 62819-83-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7-amino-6,7-dihydro[5H]benzocycloheptene
• 英文别名: 7-amino-6,7-dihydro [5H] benzocycloheptene；8,9-dihydro-7H-benzo[7]annulen-7-amine
• CAS: 62819-83-4
• 化学式: C₁₁H₁₃N
• 分子量: 159.231
• InChiKey: UIJUEIRTWJCHCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-amino-6,7-dihydro[5H]benzocycloheptene 在 盐酸 、 copper(I) bromide dimethylsulfide complex 、 5%-palladium/activated carbon 、 氢气 、 sodium carbonate 、 戴斯-马丁氧化剂 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 45.75h， 生成 trans-5-(2-phenylethyl)-7-amino-5,7,8,9-tetrahydrobenzocyclohepten-6-one hydrochloride
  参考文献：
  名称：

  Rapid and efficient synthesis of a novel series of substituted aminobenzosuberone derivatives as potent, selective, non-peptidic neutral aminopeptidase inhibitors

  摘要：

  Racemic 5-substituted 7-aminobenzocyclohepten-6-one were synthesized and evaluated for their ability to inhibit metalloaminopeptidase activities. Unexpectedly, 5-thio substituted compounds showed enhanced inhibition potency with K-i values in the nanomolar range against the 'one zinc' aminopeptidases from the M1 family, while most of them were rather poor inhibitors of the 'two zincs' enzymes from the M17 family. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.041
• 作为产物：
  描述：

  5,6,8,9-四氢-苯并环庚烯-7-酮 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 、 三氟甲磺酸三甲基硅酯 、 氨 、 三乙胺 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 10.0h， 生成 7-amino-6,7-dihydro[5H]benzocycloheptene
  参考文献：
  名称：

  Rapid and efficient synthesis of a novel series of substituted aminobenzosuberone derivatives as potent, selective, non-peptidic neutral aminopeptidase inhibitors

  摘要：

  Racemic 5-substituted 7-aminobenzocyclohepten-6-one were synthesized and evaluated for their ability to inhibit metalloaminopeptidase activities. Unexpectedly, 5-thio substituted compounds showed enhanced inhibition potency with K-i values in the nanomolar range against the 'one zinc' aminopeptidases from the M1 family, while most of them were rather poor inhibitors of the 'two zincs' enzymes from the M17 family. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.041

文献信息

• AMINOBENZOCYCLOHEPTENE DERIVATIVES, METHODS FOR PREPARING THE SAME AND USES THEREOF IN THERAPY
  申请人：Tarnus-Rondeau Céline

  公开号：US20100069504A1

  公开（公告）日：2010-03-18

  A compound of the general formula (I) as an active principle for treating cancer, specifically tumors, in particular diseases involving inhibition of metalloproteases, such as Aminopeptidase-N. Pharmaceutical compositions comprising the compound of general formula (I). Methods of treatment using the compound of general formula (I).

  一种具有一般化学式（I）的化合物作为治疗癌症的活性成分，特别是肿瘤，特别是涉及金属蛋白酶抑制的疾病，如氨基肽酶-N。包括具有一般化学式（I）的化合物的药物组合物。使用一般化学式（I）的化合物进行治疗的方法。
• 7-Amino-6,7-dihydro [5H]benzocycloheptene derivatives
  申请人：Roussel Uclaf

  公开号：US04148919A1

  公开（公告）日：1979-04-10

  7-AMINO-6,7-DIHYDRO [5H] benzocycloheptenes of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, chlorine, bromine and iodine in 2- or 4- position of the ring when halogen and R is selected from the group consisting of hydrogen and phenyl alkyl of 7 to 10 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive activity and a process for their preparation and novel intermediates.

  该公式表示为：##STR1## 其中X在卤素时为环的2-或4-位置，可选择氢、氯、溴和碘，R可选择氢和7至10个碳原子的苯基烷基，以及具有抗抑郁活性的非毒性、药学上可接受的酸盐加成物及其制备方法和新的中间体。
• US4148919A
  申请人：——

  公开号：US4148919A

  公开（公告）日：1979-04-10
• Rapid and efficient synthesis of a novel series of substituted aminobenzosuberone derivatives as potent, selective, non-peptidic neutral aminopeptidase inhibitors
  作者：Sébastien Albrecht、Emmanuel Salomon、Albert Defoin、Céline Tarnus

  DOI：10.1016/j.bmc.2012.06.041

  日期：2012.8

  Racemic 5-substituted 7-aminobenzocyclohepten-6-one were synthesized and evaluated for their ability to inhibit metalloaminopeptidase activities. Unexpectedly, 5-thio substituted compounds showed enhanced inhibition potency with K-i values in the nanomolar range against the 'one zinc' aminopeptidases from the M1 family, while most of them were rather poor inhibitors of the 'two zincs' enzymes from the M17 family. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc. (C) 2012 Elsevier Ltd. All rights reserved.