2-氨基-4-氯-5-硝基苯甲酸甲酯 | 78795-16-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基-4-氯-5-硝基苯甲酸甲酯
• 英文名称: methyl 2-amino-4-chloro-5-nitrobenzoate
• 英文别名: 2-amino-4-chloro-5-nitrobenzoic acid methyl ester
• CAS: 78795-16-1
• 化学式: C₈H₇ClN₂O₄
• 分子量: 230.608
• InChiKey: SVKISRAJLSOKLR-UHFFFAOYSA-N

物化性质

• 沸点：
  407.0±40.0 °C(Predicted)
• 密度：
  1.503±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  98.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-氨基-4-氯-5-硝基苯甲酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 sodium hexamethyldisilazane 、 三苯基膦 、 偶氮二甲酸二乙酯 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 1,2-二氯乙烷 为溶剂， 生成 2-{2-[3-(3-Bromomethyl-5-methyl-phenyl)-7-chloro-6-nitro-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Quinolones as gonadotropin releasing hormone (GnRH) antagonists: simultaneous optimization of the C(3)-aryl and C(6)-substituents

  摘要：

  A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to he optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00318-8
• 作为产物：
  描述：

  甲基2-胺-4-氯苯酚酯 在 硫酸 、 硝酸 作用下， 生成 2-氨基-4-氯-5-硝基苯甲酸甲酯
  参考文献：
  名称：

  Quinolones as gonadotropin releasing hormone (GnRH) antagonists: simultaneous optimization of the C(3)-aryl and C(6)-substituents

  摘要：

  A series of 3-arylquinolones was prepared and evaluated for their ability to act as gonadotropin releasing hormone (GnRH) antagonists. A variety of substitution patterns of the 3-aryl substituent are described. The 3,4,5-trimethylphenyl substituent (23h) was found to he optimal. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00318-8

文献信息

• Antagonists of gonadotropin releasing hormone
  申请人：Merck & Co., Inc.

  公开号：US06150352A1

  公开（公告）日：2000-11-21

  There are disclosed compounds of formula (I) ##STR1## and pharmaceutically acceptable salts thereof which are useful as antagonists of GnRH and as such may be useful for the treatment of a variety of sex-hormone related conditions in both men and women.

  已披露了化合物的结构式（I）##STR1##及其药用盐，这些化合物可用作GnRH拮抗剂，因此可能有助于治疗男性和女性的各种性激素相关疾病。
• Identification and initial structure-activity relationships of a novel non-peptide quinolone GnRH receptor antagonist
  作者：Robert J. DeVita、Darius D. Hollings、Mark T. Goulet、Matthew J. Wyvratt、Michael H. Fisher、Jane-L. Lo、Yi Tien Yang、Kang Cheng、Roy G. Smith

  DOI：10.1016/s0960-894x(99)00446-1

  日期：1999.9

  Screening of the Merck sample collection for non-peptide compounds with binding affinity for the rat GnRH receptor led to the identification of the substituted quinolone (1) as a lead compound in the search for a non-peptide GnRH receptor antagonist. Substantial improvements in potency (similar to 300 fold) were achieved by addition of an alkyl amine at the 4-position, a 3,5-dimethylphenyl group at the 3-position and 6-nitro-7-chloro-substitution of the 1H-quinolone core. (C) 1999 Elsevier Science Ltd. All rights reserved.
• 3-Aryl-4-hydroxyquinolin-2(1H)-one derivatives as type I fatty acid synthase inhibitors
  作者：Alexey Rivkin、Yoona R. Kim、Mark T. Goulet、Nathan Bays、Armetta D. Hill、Ilona Kariv、Stefan Krauss、Nicole Ginanni、Peter R. Strack、Nancy E. Kohl、Christine C. Chung、Jeffrey P. Varnerin、Paul N. Goudreau、Amy Chang、Michael R. Tota、Benito Munoz

  DOI：10.1016/j.bmcl.2006.06.014

  日期：2006.9

  A series of 3-aryl-4-hydroxyquinolin-2(1H)-ones with fatty acid synthase inhibitory activity was prepared. Starting from a derivative with an IC50 = 1.4 mu M, SAR studies led to compounds with more than 70-fold increase in potency (IC50 < 20 nM). (c) 2006 Elsevier Ltd. All rights reserved.
• Schneller, Stewart W.; Christ, William J., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 539 - 542
  作者：Schneller, Stewart W.、Christ, William J.

  DOI：——

  日期：——
• ANTAGONISTS OF GONADOTROPIN RELEASING HORMONE
  申请人：MERCK & CO., INC.

  公开号：EP0901471A1

  公开（公告）日：1999-03-17