3-(甲氧基羰基)氨基-beta-咔啉 | 91985-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3-(甲氧基羰基)氨基-beta-咔啉
• 英文名称: 3-[(methoxycarbonyl)amino]-β-carboline
• 英文别名: 3-(Methoxycarbonyl)amino-beta-carboline；methyl N-(9H-pyrido[3,4-b]indol-3-yl)carbamate
• CAS: 91985-74-9
• 化学式: C₁₃H₁₁N₃O₂
• 分子量: 241.249
• InChiKey: WCNHWQATGLIDEY-UHFFFAOYSA-N

物化性质

• 熔点：
  180-182 °C(Solv: ethanol (64-17-5))
• 沸点：
  440.1±25.0 °C(Predicted)
• 密度：
  1.430±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  9H-pyrido[3,4-b]indole-3-carbohydrazide 在 盐酸 、 sodium nitrite 作用下， 反应 6.33h， 生成 3-(甲氧基羰基)氨基-beta-咔啉
  参考文献：
  名称：

  3-Amino-.beta.-carboline derivatives and the benzodiazepine receptor. Synthesis of a selective antagonist of the sedative action of diazepam

  摘要：

  Seven 3-N-substituted derivatives of 3-amino-beta-carboline were synthesized and their affinities for the benzodiazepine receptor were assessed in vitro. Two compounds, 3-(ethylamino)-beta-carboline and 3-[(methoxycarbonyl)amino]-beta-carboline (beta-CMC), showing IC50 values of 460 and 71 nM, respectively, were selected for in vivo studies. The former compound showed long-lasting proconvulsant activity in Papio papio baboons while beta-CMC was shown in mice to selectively antagonize the sedative effects of diazepam without exhibiting convulsant, proconvulsant, or anxiogenic activity by itself.

  DOI：

  10.1021/jm00383a024

文献信息

• Harmine derivatives, intermediates used in their preparations, preparation processes and use therefo
  申请人：Wu Jialin

  公开号：US20090227619A1

  公开（公告）日：2009-09-10

  This invention relates to compounds of general formula (I), wherein R 1 , R 2 , R 3 , R 4 and R 5 are as defined in the specification; intermediates used in their preparation, preparation processes and use thereof. The present invention produces new harmine derivatives with enhanced antitumour activity and lower nervous system toxicity by structurally modification of the parent structure of β-carboline of harmines at position 1, 2, 3, 7 and 9. The compounds of the present invention can be prepared easily with high yield. They can be used in manufacture of a variety of antitumour medicines and medicines used in treatment of tumour diseases in combination of light or radiation therapy.

  本发明涉及一般式（I）的化合物，其中R1、R2、R3、R4和R5如规范中所定义；用于它们的制备的中间体，制备方法和使用。本发明通过在β-噻吩类似物的母体结构的1、2、3、7和9位进行结构修饰，产生具有增强抗肿瘤活性和较低神经系统毒性的新的harmine衍生物。本发明的化合物可以轻松高产制备。它们可以用于制造各种抗肿瘤药物和用于结合光或放射治疗治疗肿瘤疾病的药物。
• HARMINE DERIVATIVES, INTERMEDIATES USED IN THEIR PREPARATION, PREPARATION PROCESSES AND USE THEREOF
  申请人：Xinjiang Huashidan Pharmaceutical Research Co., Ltd.

  公开号：EP1634881B1

  公开（公告）日：2011-07-27
• DODD, R. H.;OUANNES, C.;CARVALHO, L. P. DE;VALIN, A.;VENAULT, P.;CHAPOUTH+, J. MED. CHEM., 1985, 28, N 6, 824-828
  作者：DODD, R. H.、OUANNES, C.、CARVALHO, L. P. DE、VALIN, A.、VENAULT, P.、CHAPOUTH+

  DOI：——

  日期：——
• US4731358A
  申请人：——

  公开号：US4731358A

  公开（公告）日：1988-03-15
• US8772311B2
  申请人：——

  公开号：US8772311B2

  公开（公告）日：2014-07-08