5-cyano-6-chloro-2-(methylthio)-4-(m-nitrophenyl)pyrimidine | 405891-23-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-cyano-6-chloro-2-(methylthio)-4-(m-nitrophenyl)pyrimidine
• 英文别名: 6-chloro-5-cyano-4-(3-nitrophenyl)-2-methylthio-pyrimidine；4-Chloro-2-methylthio-6-(3-nitrophenyl)pyrimidine-5-carbonitrile；4-chloro-2-methylsulfanyl-6-(3-nitrophenyl)pyrimidine-5-carbonitrile
• CAS: 405891-23-8
• 化学式: C₁₂H₇ClN₄O₂S
• 分子量: 306.732
• InChiKey: AHEJTRNLCOGEEL-UHFFFAOYSA-N

物化性质

• 沸点：
  541.2±50.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-cyano-6-chloro-2-(methylthio)-4-(m-nitrophenyl)pyrimidine 在 Ammonium hydroxide 作用下， 以 水 为溶剂， 生成 4-amino-6-(3-nitrophenyl)-2-(methylthio)pyrimidine-5-carbonitrile
  参考文献：
  名称：

  Bicyclic heteroaromatic compounds

  摘要：

  根据通用式(I)，提供一个双环杂芳化合物，或其药学上可接受的盐，其中R1为(3-8C)环烷基，(2-7C)杂环烷基，(6-14C)芳基或(4-13C)杂芳基；均可选择地取代一个或多个取代基；R2为(1-4C)烷基，(2-4C)烯基，(2-4C)炔基，(6-14C)芳基或(4-13C)杂芳基；R3为(1-8C)烷基，(3-8C)环烷基，(2-7C)杂环烷基，(6-14C)芳基或(4-13C)杂芳基；Y为CH或N；Z为NH2或OH；A为S，N(H)，N(R)，O或一个键，B为N(H)，O或一个键；X1-X2为C═C，C(O)—NH，NH—C(O)，C(O)—O，O—C(O)，C═N，N═C或S或O。该发明的化合物可用于生育调节疗法。

  公开号：

  US20030225113A1
• 作为产物：
  描述：

  间硝基苯甲醛 在 potassium carbonate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 5-cyano-6-chloro-2-(methylthio)-4-(m-nitrophenyl)pyrimidine
  参考文献：
  名称：

  Synthesis, antiplasmodial activity and mechanistic studies of pyrimidine-5-carbonitrile and quinoline hybrids

  摘要：

  A series of hybrids comprising of 5-cyanopyrimidine and quinoline moiety were synthesized and tested for in vitro antiplasmodial activity against NF54 and Dd2 strains of Plasmodium falciparum. Hybrid bearing m-nitrophenyl substituent at C-4 of pyrimidine displayed the highest antiplasmodial activity [IC50 = 56 nM] against the CQ(R) (Dd2) strain, which is four fold greater than CQ. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.06.024

文献信息

• [EN] BICYCLIC HETEROAROMATIC COMPOUNDS<br/>[FR] COMPOSÉS HÉTÉROAROMATIQUE BICYCLIQUE
  申请人：AKZO NOBEL NV

  公开号：WO2002024703A1

  公开（公告）日：2002-03-28

  A bicyclic heteroaromatic compound according to general formula (I), or a pharmaceutically acceptable salt thereof, wherein R1 is (3-8C)cycloalkyl, (2-7C)heterocycloalkyl, (6-14C)aryl or (4-13C)heteroaryl; all optionally substituted with one or more substituents; R2 is (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, (6-14C)aryl or (4-13C)heteroaryl; R3 is (1-8C)alkyl, (3-8C)cycloalkyl, (2-7C)heterocycloalkyl, (6-14C)aryl or (4-13C)heteroaryl; Y is CH or N; Z is NH¿2? or OH; A is S, N(H), N(R), O or a bond and B is N(H), O or a bond; X1-X2 is C=C, C(O)-NH, NH-C(O), C(O)-O, O-C(O), C=N, N=C or S or O. The compounds of the invention can be used in fertility regulation therapies.

  根据一般式（I），或其药学上可接受的盐，其中R1是（3-8C）环烷基，（2-7C）杂环烷基，（6-14C）芳基或（4-13C）杂芳基；均可选用一个或多个取代基；R2是（1-4C）烷基，（2-4C）烯基，（2-4C）炔基，（6-14C）芳基或（4-13C）杂芳基；R3是（1-8C）烷基，（3-8C）环烷基，（2-7C）杂环烷基，（6-14C）芳基或（4-13C）杂芳基；Y是CH或N；Z是NH2或OH；A是S，N（H），N（R），O或键；B是N（H），O或键；X1-X2是C=C，C（O）-NH，NH-C（O），C（O）-O，O-C（O），C=N，N=C或S或O。本发明的化合物可用于生育调节治疗。
• Glycine-substituted thieno&lcub;2,3-d&rcub;pyrimidines with combined lh and fsh agonistic activity
  申请人：——

  公开号：US20040180907A1

  公开（公告）日：2004-09-16

  The present invention resides in glycine substituted thieno[2,3-d]pyrimidine derivatives according to general formula I, 1 or a pharmaceutically acceptable salt thereof, wherein X is O or H,H A is S, NH, N(R 6 ), O or a bond; R 1 is (1-4C)alkyl, (2-4C)alkenyl, phenyl or (2-5C)heteroaryl, the phenyl or heteroaryl ring optionally being substituted with one or more of the group of substituents: hydroxy, halogen, nitro, trifluoromethyl, cyano, amino or (1-4C)(di)alkylamino and R 2 is H, (1-4C)alkyl, (1-4C)alkoxy(2-4C)alkyl or hydroxy(2-4C)alkyl; R 3 and R 4 can be independently selected from H and hydroxy(1-4C)alkyl; R 5 is H or (1-4C)alkyl; R 6 can be selected from the same groups as described for R 1 . The compounds of the invention have LH as well as FSH receptor activating activity and can be used in fertility regulating therapies.

  本发明涉及按照通用式I，1或其药学上可接受的盐，具有甘氨酸取代的噻吩[2,3-d]嘧啶衍生物，其中X为O或H，HA为S，NH，N（R6），O或键；R1为（1-4C）烷基，（2-4C）烯基，苯基或（2-5C）杂环芳基，苯基或杂环芳基环上可以选择地被取代为以下一种或多种取代基：羟基，卤素，硝基，三氟甲基，氰基，氨基或（1-4C）（双）烷基氨基，R2为H，（1-4C）烷基，（1-4C）烷氧基（2-4C）烷基或羟基（2-4C）烷基；R3和R4可以独立选择为H和羟基（1-4C）烷基；R5为H或（1-4C）烷基；R6可以选择与R1所述相同的基团。本发明的化合物具有LH和FSH受体激活活性，可用于调节生育的治疗。
• Inhibitors of TNFalpha, PDE4 and B-RAF, compositions thereof and methods of use therewith
  申请人：McKenna M. Jeffrey

  公开号：US20080004271A1

  公开（公告）日：2008-01-03

  Provided herein are compounds having TNFα and/or PDE4 and/or B-RAF inhibitory activity, and compositions thereof. In particular, provided herein are compounds of the formula I: and pharmaceutically acceptable salts, solvates, hydrates, clathrates, stereoisomers, polymorphs and prodrugs thereof, wherein Ar, R 1 , R 2 , R 3 , R 4 , n and Z are as described herein. Further provided herein are methods for treating or preventing various diseases and disorders by administering to a patient one or more TNFα and/or PDE4 and/or B-RAF inhibitors. In particular, provided herein are methods for preventing or treating cancer, inflammatory disorders, cognition and memory disorders and autoimmune disorders, or one or more symptoms thereof by administering to a patient one or more TNFα and/or PDE4 and/or B-RAF inhibitors.

  本文提供具有TNFα和/或PDE4和/或B-RAF抑制活性的化合物及其组合物。特别地，本文提供了式I的化合物：以及其药学上可接受的盐、溶剂化合物、水合物、包合物、立体异构体、多晶形和前药，其中Ar、R1、R2、R3、R4、n和Z如本文所述。此外，本文提供了通过向患者给予一种或多种TNFα和/或PDE4和/或B-RAF抑制剂来治疗或预防各种疾病和疾病的方法。特别地，本文提供了通过向患者给予一种或多种TNFα和/或PDE4和/或B-RAF抑制剂来预防或治疗癌症、炎症性疾病、认知和记忆障碍和自身免疫性疾病或其一种或多种症状的方法。
• Bicyclic heteroaromatic compound
  申请人：N.V. Organon

  公开号：EP1886999A2

  公开（公告）日：2008-02-13

  A bicyclic heteroaromatic compound according to general formula I, or a pharmaceutically acceptable salt thereof, wherein R1 is (6 -14C)aryl optionally substituted with one or more substituents; R2 is (1-4C)alkyl,; R3 is (1-8C)alkyl; Y is N; Z is NH2 or OH; A is S and B is N(H) or O; X1-X2 is C=C, S or O. The compounds of the invention can be used in fertility regulation therapies.

  符合通式 I 的双环杂芳香族化合物或其药学上可接受的盐、 其中 R1是任选被一个或多个取代基取代的(6-14C)芳基；R2是(1-4C)烷基；R3是(1-8C)烷基；Y是N；Z是NH2或OH；A是S，B是N(H)或O；X1-X2是C=C、S或O。 本发明的化合物可用于生育力调节疗法。
• Thieno&lcub;2,3-d&rcub;pyrimidines with combined lh and fsh agonistic activity
  申请人：——

  公开号：US20040180873A1

  公开（公告）日：2004-09-16

  The invention relates to thieno[2,3-d]pyrimidine derivatives according to general formula I, or a pharmaceutically acceptable salt thereof, 1 wherein N(R1)R2 are joined in a (2-6C)heterocycloalkyl ring. The compounds of the invention have LH as well as FSH receptor activating activity and can be used in fertility regulating therapies.

  本发明涉及符合通式 I 的噻吩[2,3-d]嘧啶衍生物或其药学上可接受的盐、 1 其中N(R1)R2连接在一个(2-6C)杂环上。本发明的化合物具有激活 LH 和 FSH 受体的活性，可用于生育调节疗法。