N-(叔丁氧羰基)-3-甲氧基-1,4-苯二胺 | 487065-22-5

• 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: N-(叔丁氧羰基)-3-甲氧基-1,4-苯二胺
• 英文名称: N-(tert-butoxycarbonyl)-3-methoxy-1,4-phenylenediamine
• 英文别名: tert-butyl 4-amino-3-methoxy-phenyl-carbamate；4-amino-3-methoxy-phenyl-carbamic acid tert-butyl ester；tert-Butyl(4-amino-3-methoxyphenyl)carbamate；tert-butyl N-(4-amino-3-methoxyphenyl)carbamate
• CAS: 487065-22-5
• 化学式: C₁₂H₁₈N₂O₃
• 分子量: 238.287
• InChiKey: IESQPNBJTPEJSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(叔丁氧羰基)-3-甲氧基-1,4-苯二胺 在 吡啶 、 三氯化铝 、 对叔丁基邻苯二酚 、 碘 、 magnesium sulfate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 1-acetyl-6-amino-8-methoxy-4-phenyl-1,2,3,4-tetrahydro-2,2,4,7-tetramethylquinoline
  参考文献：
  名称：

  Identification of Substituted 6-Amino-4-phenyltetrahydroquinoline Derivatives:  Potent Antagonists for the Follicle-Stimulating Hormone Receptor

  摘要：

  Substituted 6-amino-4-phenyl-tetrahydroquinoline derivatives are described that are antagonists for the G(s)-protein-coupled human follicle-stimulating hormone (FSH) receptor. These compounds show high antagonistic efficacy in vitro using a CHO cell line expressing the human FSH receptor. Antagonist 10 also showed a submicromolar IC50 in a more physiologically relevant rat granulosa cell assay and was found to significantly inhibit follicle growth and ovulation in an ex vivo mouse model. This compound class may open the way toward a novel, nonsteroidal approach for contraception.

  DOI：

  10.1021/jm049676l
• 作为产物：
  描述：

  tert-butyl (3-methoxy-4-nitrophenyl)-carbamate 在 palladium 10% on activated carbon 氢气 作用下， 以 乙醇 为溶剂， 生成 N-(叔丁氧羰基)-3-甲氧基-1,4-苯二胺
  参考文献：
  名称：

  [DE] DIHYDROPTERIDINONDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS ARZNEIMITTEL
  [EN] DIHYDROPTERIDINONE DERIVATIVES, METHODS FOR THE PRODUCTION THEREOF AND THEIR USE AS MEDICAMENTS
  [FR] DERIVES DE DIHYDROPTERIDINONE, PROCEDE POUR LES PRODUIRE ET UTILISATION DE CEUX-CI COMME MEDICAMENTS

  摘要：

  本发明涉及新的一般式(I)的二氢喋啶酮，其中残基L、R1、R2、R3、R4和R5具有权利要求和说明中提到的含义，以及这些二氢喋啶酮的异构体，其制备方法以及它们作为药物的用途。

  公开号：

  WO2006021378A1

文献信息

• New dihydropteridione derivatives, process for their manufacture and their use as medicament
  申请人：Grauert Matthias

  公开号：US20060046989A1

  公开（公告）日：2006-03-02

  Disclosed are new dihydropteridinones of the formula (I) wherein the groups L, R 1 , R 2 , R 3 , R 4 and R 5 have the meanings provided herein, the isomers thereof, processes for preparing these dihydropteridinones and their use as pharmaceutical compositions.

  揭示了具有以下结构式（I）的新二氢叶酸酮，其中基团L、R1、R2、R3、R4和R5的含义如下所述，它们的异构体，制备这些二氢叶酸酮的方法以及它们作为药物组合物的用途。
• Tetrahydroquinoline derivatives
  申请人：——

  公开号：US20040236109A1

  公开（公告）日：2004-11-25

  The present invention relates to tetrahydroquinoline derivatives having general formula (I) or a pharmaceutically acceptable salt thereof, wherein R 1 is formyl, (1-6C)alkylcarbonyl or (1-6C)alkylsulfonyl; R 2 and R 3 are H or (1-4C)alkyl; R 4 is phenyl; R 5 is (1-4C)alkyl; Y—X is (CO)—O, (SO) 2 —O, NHC(O)—O, NHC(S)—O, OC(O)—O, bond-O, C(O)—NH, S(O) 2 —NH, NHC(O)—NH, NHC(S)—NH, OC(O)—NH, bond-NH, NH—C(O), O—C(O), NH—S(O) 2 , or O—S(O) 2 or Y—X is a bond; R 6 is H, trifluormethyl, (1-6C)alkyl, 1- or 2-adamantyl(1-4C)alkyl, (2-6C)alkenyl, (3-9C)heteroaryl, (3-6C)cycloalkyl, (2-6C)heterocycloalkyl, (1-4C)alkylthio(1-4C)alkyl, (6-10C)aryl(1-4C)alkyl, (3-9C)heteroaryl(1-4C)alkyl, (3-6C)cycloalkyl(1-4C)alkyl, (2-6C)heterocycloalkyl(1-4C)alkyl, R 8 , R 9 -aminocarbonyl(1-4C)alkyl, R 8 , R 9 -amino(1-4C)alkyl, R 8 -oxycarbonyl(1-4C)alkyl, R 8 -oxy(1-4C)alkyl, R 8 -carbonyl(1-4C)alkyl or (6-10C)aryl; R 7 is H, (1-4C)alkyl, (1-4C)alkoxy, halogen, trifluoromethyl, cyano, nitro hydroxyl; and R 8 and/or R 9 is H, (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, (6-10C)aryl, (3-9C)heteroaryl, (6-10C)aryl(1-4C)alkyl, (3-9C)heteroaryl(1-4C)alkyl, (3-6C)cycloalkyl(1-4C)alkyl, (2-6C)heterocycloalkyl(1-4C)alkyl, (1-4C)(di)alkylamino(1-4C)alkyl, (1-4C)alkoxy(1-4C)alkyl, (1-4C)alkylthio(1-4C)alkyl, (1-4C)alkylcarbonylamino(1-4C)alkyl, (1-4C)alkoxycarbonyl(1-4C)alkyl, (1-4C)alkoxycarbonylamino(1-4C)alkyl, (3-6C)cycloalkyl, (2-6C)heterocycloylkyl, or R 8 and R 9 may be joined in a (2-6C)heterocycloalkyl ring. The present invention also relates to pharmaceutical compositions comprising said derivatives and the use of these derivatives to control fertility. 1

  本发明涉及具有一般式（I）或其药学上可接受的盐的四氢喹啉衍生物，其中R1是甲酰基，（1-6C）烷基羰基或（1-6C）烷基磺酰基; R2和R3是H或（1-4C）烷基; R4是苯基; R5是（1-4C）烷基; Y-X是（CO）-O，（SO）2-O，NHC（O）-O，NHC（S）-O，OC（O）-O，键-O，C（O）-NH，S（O）2-NH，NHC（O）-NH，NHC（S）-NH，OC（O）-NH，键-NH，NH-C（O），O-C（O），NH-S（O）2或O-S（O）2，或Y-X是键; R6是H，三氟甲基，（1-6C）烷基，1-或2-金刚烷基（1-4C）烷基，（2-6C）烯基，（3-9C）杂环芳基，（3-6C）环烷基，（2-6C）杂环环烷基，（1-4C）烷基硫（1-4C）烷基，（6-10C）芳基（1-4C）烷基，（3-9C）杂环芳基（1-4C）烷基，（3-6C）环烷基（1-4C）烷基，（2-6C）杂环环烷基（1-4C）烷基，R8，R9-氨基羰基（1-4C）烷基，R8，R9-氨基（1-4C）烷基，R8-氧羰基（1-4C）烷基，R8-氧（1-4C）烷基，R8-羰基（1-4C）烷基或（6-10C）芳基; R7是H，（1-4C）烷基，（1-4C）烷氧基，卤素，三氟甲基，氰基，硝基羟基; R8和/或R9是H，（1-4C）烷基，（2-4C）烯基，（2-4C）炔基，（6-10C）芳基，（3-9C）杂环芳基，（6-10C）芳基（1-4C）烷基，（3-9C）杂环芳基（1-4C）烷基，（3-6C）环烷基（1-4C）烷基，（2-6C）杂环环烷基（1-4C）烷基，（1-4C）（二）烷基氨基（1-4C）烷基，（1-4C）烷氧基（1-4C）烷基，（1-4C）烷基硫（1-4C）烷基，（1-4C）烷基羰基氨基（1-4C）烷基，（1-4C）烷氧基羰基（1-4C）烷基，（1-4C）烷氧基羰基氨基（1-4C）烷基，（3-6C）环烷基，（2-6C）杂环环烷基，或R8和R9可以连接在（2-6C）杂环环烷基环中。本发明还涉及包含所述衍生物的制药组合物以及使用这些衍生物控制生育的方法。
• TETRAHYDROQUINOLINE DERIVATIVES
  申请人：Van Straten Nicole Corine Renée

  公开号：US20120202996A1

  公开（公告）日：2012-08-09

  The present invention relates to tetrahydroquinoline derivatives having general formula I: or a pharmaceutically acceptable salt thereof, wherein R1 is formyl, (1-6C)alkylcarbonyl or (1-6C)alkylsulfonyl; R2 and R3 are H or (1-4C)alkyl; R4 is phenyl; R5 is (1-4C)alkyl; Y—X is C(O)—O, S(O)2-O, NHC(O)—O, NHC(S)—O, OC(O)—O, bond-O, C(O)—NH, S(O)2-NH, NHC(O)—NH, NHC(S)—NH, OC(O)—NH, bond-NH, NH—C(O), O—C(O), NH—S(O)2, or O—S(O)2 or Y—X is a bond; R6 is H, trifluoromethyl, (1-6C)alkyl, 1- or 2-adamantyl(1-4C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl, (3-9C)heteroaryl, (3-6C)cycloalkyl, (2-6C)heterocycloalkyl, (1-4C)alkylthio(1-4C)alkyl, (6-10C)aryl(1-4C)alkyl, (3-9C)heteroaryl(1-4C)alkyl, (3-6C)cycloalkyl(1-4C)alkyl, (2-6C)heterocycloalkyl(1-4C)alkyl, R8,R9-aminocarbonyl(1-4C)alkyl, R8,R9-amino(1-4C)alkyl, R8-oxycarbonyl(1-4C)alkyl, R8-oxy(1-4C)alkyl, R8-carbonyl(1-4C)alkyl or (6-10C)aryl; R7 is H, (1-4C)alkyl, (1-4C)alkoxy, halogen, trifluoromethyl, cyano, nitro, hydroxyl; and R8 and/or R9 is H, (1-4C)alkyl, (2-4C)alkenyl, (2-4C)alkynyl, (6-10C)aryl, (3-9C)heteroaryl, (6-10C)aryl(1-4C)alkyl, (3-9C)heteroaryl(1-4C)alkyl, (3-6C)cycloalkyl(1-4C)alkyl, (2-6C)heterocycloalkyl(1-4C)alkyl, (1-4C)(di)alkylamino(1-4C)alkyl, (1-4C)alkoxy(1-4C)alkyl, (1-4C)alkylthio(1-4C)alkyl, (1-4C)alkylcarbonylamino(1-4C)alkyl, (1-4C)alkoxycarbonyl(1-4C)alkyl, (1-4C)alkoxycarbonylamino(1-4C)alkyl, (3-6C)cycloalkyl, (2-6C)heterocycloalkyl, or R8 and R9 may be joined in a (2-6C)heterocycloalkyl ring. The present invention also relates to pharmaceutical compositions comprising said derivatives and the use of these derivatives to control fertility.

  本发明涉及通式I的四氢喹啉衍生物或其药学上可接受的盐，其中R1为甲酰基，(1-6C)烷基羰基或(1-6C)烷基磺酰基; R2和R3为H或(1-4C)烷基; R4为苯基; R5为(1-4C)烷基; Y-X为C(O)-O、S(O)2-O、NHC(O)-O、NHC(S)-O、OC(O)-O、键-O、C(O)-NH、S(O)2-NH、NHC(O)-NH、NHC(S)-NH、OC(O)-NH、键-NH、NH-C(O)、O-C(O)、NH-S(O)2或O-S(O)2，或Y-X为键; R6为H、三氟甲基、(1-6C)烷基、1-或2-金刚烷基(1-4C)烷基、(2-6C)烯基、(2-6C)炔基、(3-9C)杂环芳基、(3-6C)环烷基、(2-6C)杂环环烷基、(1-4C)烷基硫(1-4C)烷基、(6-10C)芳基(1-4C)烷基、(3-9C)杂环芳基(1-4C)烷基、(3-6C)环烷基(1-4C)烷基、(2-6C)杂环环烷基(1-4C)烷基、R8，R9-氨基羰基(1-4C)烷基、R8，R9-氨基(1-4C)烷基、R8-氧羰基(1-4C)烷基、R8-氧(1-4C)烷基、R8-羰基(1-4C)烷基或(6-10C)芳基; R7为H、(1-4C)烷基、(1-4C)烷氧基、卤素、三氟甲基、氰基、硝基、羟基; R8和/或R9为H、(1-4C)烷基、(2-4C)烯基、(2-4C)炔基、(6-10C)芳基、(3-9C)杂环芳基、(6-10C)芳基(1-4C)烷基、(3-9C)杂环芳基(1-4C)烷基、(3-6C)环烷基(1-4C)烷基、(2-6C)杂环环烷基(1-4C)烷基、(1-4C)(二)烷基氨基(1-4C)烷基、(1-4C)烷氧基(1-4C)烷基、(1-4C)硫基(1-4C)烷基、(1-4C)烷基羰基氨基(1-4C)烷基、(1-4C)烷氧羰基(1-4C)烷基、(1-4C)烷氧羰基氨基(1-4C)烷基、(3-6C)环烷基、(2-6C)杂环环烷基，或R8和R9可以在一个(2-6C)杂环环烷基环中连接。本发明还涉及包含所述衍生物的制药组合物以及使用这些衍生物控制生育的方法。
• TETRAHYDROQUINOLINE DERIVATIVES
  申请人：Akzo Nobel N.V.

  公开号：EP1406628B1

  公开（公告）日：2006-03-08
• DIHYDROPTERIDINONDERIVATE, VERFAHREN ZU DEREN HERSTELLUNG UND DEREN VERWENDUNG ALS ARZNEIMITTEL
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP1786819B1

  公开（公告）日：2011-01-26