1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid | 86129-64-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid
• 英文别名: 6-methyl-2-oxo-4-phenylsulfanyl-1H-pyridine-3-carboxylic acid
• CAS: 86129-64-8
• 化学式: C₁₃H₁₁NO₃S
• 分子量: 261.301
• InChiKey: QPLJOVDYDIFKFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid 在 PPA 、 三氯氧磷 作用下， 反应 2.5h， 生成 1-chloro-3-methyl-10H-<1>benzothiopyrano<3,2-c>pyridin-10-one
  参考文献：
  名称：

  Aza analogs of lucanthone: synthesis and antitumor and bactericidal properties

  摘要：

  Three types of aza analogues of lucanthone were synthesized for evaluation as antitumor drugs. None of the compounds was found to have significant cytotoxic effects either on Friend tumor cells or on L1210 leukemia cells. However, one of the target compounds, 5,10-dihydro-10-oxo-1-[[3-(diethylamino)propyl]amino]-3-methylpyrido [4,3-b]quinoline, was shown to have noticeable antibiotic properties.

  DOI：

  10.1021/jm00363a022
• 作为产物：
  描述：

  ethyl 2,4-dihydroxy-6-methylnicotinate 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 25.0h， 生成 1,2-dihydro-2-oxo-4-(phenylthio)-6-methylpyridine-3-carboxylic acid
  参考文献：
  名称：

  Aza analogs of lucanthone: synthesis and antitumor and bactericidal properties

  摘要：

  Three types of aza analogues of lucanthone were synthesized for evaluation as antitumor drugs. None of the compounds was found to have significant cytotoxic effects either on Friend tumor cells or on L1210 leukemia cells. However, one of the target compounds, 5,10-dihydro-10-oxo-1-[[3-(diethylamino)propyl]amino]-3-methylpyrido [4,3-b]quinoline, was shown to have noticeable antibiotic properties.

  DOI：

  10.1021/jm00363a022

文献信息

• Pyridinone and pyridinethione derivatives having hiv inhibiting properties
  申请人：——

  公开号：US20040229847A1

  公开（公告）日：2004-11-18

  The present invention is concerned among others with compounds of formula (I), the N-oxides, the pharmaceutically acceptable addition salts, the quaternary amines and stereochemically isomeric forms thereof, wherein Q is halo, C 1-6 alkyl or C 2-6 alkenyl; X is (a-2) with q and r being O and Z being O, S or SO; R 1 is aryl; R 2 is selected from formyl; C 1-6 alkyloxycarbonylalkyl; Het 2 ; Het 2 C 1-6 alkyl, C 1-6 alkylthio; C 1-6 alkyl optionally substituted with one or two substituents each independently selected from hydroxy, and halo; R 3 is selected from formyl; C 1-6 alkyl optionally substituted with one or two C 1-6 alkyloxy; R 1 is hydrogen, with HTV inhibiting properties. 1

  本发明涉及式(I)的化合物，其N-氧化物，药学上可接受的加成盐，季铵盐和立体化学异构体形式，其中Q是卤素，C1-6烷基或C2-6烯基; X为(a-2)，其中q和r为O，Z为O，S或SO; R1为芳基; R2选自甲酰基; C1-6烷氧羰基烷基; Het2; Het2C1-6烷基，C1-6烷基硫醚; C1-6烷基，可选用一个或两个取代基，独立地选自羟基和卤素; R3选自甲酰基; C1-6烷基，可选用一个或两个C1-6烷氧基; R1为氢，具有HTV抑制性能。
• PYRIDINONE AND PYRIDINETHIONE DERIVATIVES HAVING HIV INHIBITING PROPERTIES
  申请人：CENTRE NATIONAL DELA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：EP1318995A2

  公开（公告）日：2003-06-18
• US7115608B2
  申请人：——

  公开号：US7115608B2

  公开（公告）日：2006-10-03
• [EN] PYRIDINONE AND PYRIDINETHIONE DERIVATIVES HAVING HIV INHIBITING PROPERTIES<br/>[FR] DERIVES DE PYRIDINONE ET DE PYRIDINETHIONE PRESENTANT DES PROPRIETES INHIBITRICES DU VIH
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2002024650A2

  公开（公告）日：2002-03-28

  The present invention is concerned among others with compounds of formula (1), the N-oxides, the pharmaceutically acceptable addition salts, the quaternary amines and stereochemically isomeric forms thereof, wherein Q is halo, C1-6 alkyl or C2-6 alkenyl; X is (a-2) with q and r being O and Z being O, S or SO; R1 is aryl; R2 is selected from formyl; C1-6alkyloxycarbonylalkyl; Het?2; Het2C¿1-6alkyl, C1-6alkylthio; C1-6alkyl optionally substituted with one or two substituents each independently selected from hydroxy, and halo; R3 is selected from formyl; C1-6alkyl optionally substituted with one or two C1-6alkyloxy; R4 is hydrogen, with HIV inhibiting properties.
• Aza analogs of lucanthone: synthesis and antitumor and bactericidal properties
  作者：Martine Croisy-Delcey、Emile Bisagni

  DOI：10.1021/jm00363a022

  日期：1983.9

  Three types of aza analogues of lucanthone were synthesized for evaluation as antitumor drugs. None of the compounds was found to have significant cytotoxic effects either on Friend tumor cells or on L1210 leukemia cells. However, one of the target compounds, 5,10-dihydro-10-oxo-1-[[3-(diethylamino)propyl]amino]-3-methylpyrido [4,3-b]quinoline, was shown to have noticeable antibiotic properties.