5-甲基烟酸盐酸盐 | 40473-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 5-甲基烟酸盐酸盐
• 英文名称: 5-methylnicotinic acid hydrochloride
• 英文别名: 5-methylpyridine-3-carboxylic acid;hydrochloride
• CAS: 40473-04-9
• 化学式: C₇H₇NO₂*ClH
• 分子量: 173.599
• InChiKey: PTZNLVRDMVOJLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.51
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  50.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi

反应信息

• 作为反应物：
  描述：

  5-甲基烟酸盐酸盐 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 生成 (5-甲基吡啶-3-基)氯甲醇
  参考文献：
  名称：

  (+)-(2R,5S)-4-[4-Cyano-3-(trifluoromethyl)phenyl]-2,5-dimethyl-N-[6-(trifluoromethyl)pyridin-3- yl]piperazine-1-carboxamide (YM580) as an Orally Potent and Peripherally Selective Nonsteroidal Androgen Receptor Antagonist

  摘要：

  A novel series of trans-N-aryl-2,5-dimethylpiperazine-1-carboxamide derivatives was synthesized and their androgen receptor (AR) antagonist activities and in vivo antiandrogenic effects were evaluated. Pharmacological assays indicated that compound 33 was a potent AR antagonist, and subsequent optical resolution provided (+)-(2R,5S)-4-[4-cyano-3-(trifluoromethyl)phenyl]-2,5-dimethyl-N-[6-(trifluoromethyl)pyridin-3-yl]piperazine-1-carboxamide (33a, YM580) which exhibited the most potent antiandrogenic activity. Unlike bicalutamide, compound 33a decreased the weight of rat ventral prostate in a dose-dependent manner (ED50 = 2.2 mg/kg/day), and induced the maximum antiandrogenic effect, comparable to that of surgical castration, without significantly affecting serum testosterone levels. Compound 33a is a promising clinical candidate for prostate cancer monotherapy.

  DOI：

  10.1021/jm050293c

文献信息

• [EN] SPHINGOSINE-1-PHOSPHATE RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DES RÉCEPTEURS DE SPHINGOSINE-1-PHOSPHATE
  申请人：EXELIXIS INC

  公开号：WO2010045580A1

  公开（公告）日：2010-04-22

  This disclosure relates to sphingosine-1 -phosphate (SlP) receptor antagonists, compositions comprising the SlP receptor antagonists and methods for using and processes for making the SlP receptor antagonists. In particularly, this disclosure relates to sphingosine-1 -phosphate 1 (SlPl) receptor antagonists, compositions comprising the SlPl receptor antagonist and methods for using the SlPl receptor antagonist, such as in the treatment of cancer, and processes for making the SlPl receptor antagonists.

  这项披露涉及神经酰胺-1-磷酸(S1P)受体拮抗剂，包括该S1P受体拮抗剂的组合物以及使用和制备该S1P受体拮抗剂的方法。特别是，这项披露涉及神经酰胺-1-磷酸1(S1P1)受体拮抗剂，包括该S1P1受体拮抗剂的组合物以及使用该S1P1受体拮抗剂的方法，例如在癌症治疗中，并且包括制备该S1P1受体拮抗剂的方法。
• Sphingosine-1-Phosphate Receptor Antagonists
  申请人：Ibrahim Mohamed Abdulkader

  公开号：US20110288076A1

  公开（公告）日：2011-11-24

  This disclosure relates to sphingosine-1-phosphate (S1P) receptor antagonists, compositions comprising the S1P receptor antagonists and methods for using and processes for making the S1P receptor antagonists. In particularly, this disclosure relates to sphingosine-1-phosphate 1 (S1P1) receptor antagonists, compositions comprising the S1P1 receptor antagonist and methods for using the S1P1 receptor antagonist, such as in the treatment of cancer, and processes for making the S1P1 receptor antagonists.

  本公开涉及鞘氨醇-1-磷酸（S1P）受体拮抗剂，包括含有S1P受体拮抗剂的组合物，以及使用和制备S1P受体拮抗剂的方法。特别地，本公开涉及鞘氨醇-1-磷酸1（S1P1）受体拮抗剂，包括含有S1P1受体拮抗剂的组合物，以及使用S1P1受体拮抗剂的方法，例如用于治疗癌症，以及制备S1P1受体拮抗剂的方法。
• SPHINGOSINE-1-PHOSPHATE RECEPTOR ANTAGONISTS
  申请人：Exelixis, Inc.

  公开号：EP2346821A1

  公开（公告）日：2011-07-27
• US8791102B2
  申请人：——

  公开号：US8791102B2

  公开（公告）日：2014-07-29
• (+)-(<i>2R</i>,<i>5S</i>)-4-[4-Cyano-3-(trifluoromethyl)phenyl]-2,5-dimethyl-<i>N</i>-[6-(trifluoromethyl)pyridin-3- yl]piperazine-1-carboxamide (YM580) as an Orally Potent and Peripherally Selective Nonsteroidal Androgen Receptor Antagonist
  作者：Isao Kinoyama、Nobuaki Taniguchi、Akira Toyoshima、Eisuke Nozawa、Takashi Kamikubo、Masakazu Imamura、Akira Matsuhisa、Kiyohiro Samizu、Eiji Kawanimani、Tatsuya Niimi、Noritaka Hamada、Hiroshi Koutoku、Takashi Furutani、Masafumi Kudoh、Minoru Okada、Mitsuaki Ohta、Shin-ichi Tsukamoto

  DOI：10.1021/jm050293c

  日期：2006.1.1

  A novel series of trans-N-aryl-2,5-dimethylpiperazine-1-carboxamide derivatives was synthesized and their androgen receptor (AR) antagonist activities and in vivo antiandrogenic effects were evaluated. Pharmacological assays indicated that compound 33 was a potent AR antagonist, and subsequent optical resolution provided (+)-(2R,5S)-4-[4-cyano-3-(trifluoromethyl)phenyl]-2,5-dimethyl-N-[6-(trifluoromethyl)pyridin-3-yl]piperazine-1-carboxamide (33a, YM580) which exhibited the most potent antiandrogenic activity. Unlike bicalutamide, compound 33a decreased the weight of rat ventral prostate in a dose-dependent manner (ED50 = 2.2 mg/kg/day), and induced the maximum antiandrogenic effect, comparable to that of surgical castration, without significantly affecting serum testosterone levels. Compound 33a is a promising clinical candidate for prostate cancer monotherapy.