5-Amino-6-methoxychinoxalin | 62471-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-Amino-6-methoxychinoxalin
• 英文别名: 6-Methoxyquinoxalin-5-amine
• CAS: 62471-84-5
• 化学式: C₉H₉N₃O
• 分子量: 175.19
• InChiKey: RFISOTMSBVCIHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  61
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-Amino-6-methoxychinoxalin 以48%的产率得到
  参考文献：
  名称：

  TSIZIN YU. S.; CHERNYAK S. A., XIMIYA GETEROTSIKL. SOEDIN. , 1975, HO 5, 714

  摘要：

  DOI：
• 作为产物：
  描述：

  6-甲氧基喹喔啉 在 甲醇 、 palladium on activated charcoal 、 硫酸 、 potassium nitrate 作用下， 生成 5-Amino-6-methoxychinoxalin
  参考文献：
  名称：

  Otomasu; Nakajima, Chemical and pharmaceutical bulletin, 1958, vol. 6, p. 566,569

  摘要：

  DOI：

文献信息

• Substituted 4-phenylaminothiazoles, their process of preparation and the
  申请人：Sanofi

  公开号：US05880135A1

  公开（公告）日：1999-03-09

  A compound, as well as its stereoisomers and addition salts, possssing antagonist activity with respect to corticotropin releasing hormone (CRF) has the formula: ##STR1## in which R.sub.1, and R.sub.21 which are identical or different, are independently selected from a halogen atom; a (C.sub.1 -C.sub.5)hydroxyalkyl radical; a (C.sub.1 -C.sub.5)alkyl; a (C.sub.7 -C.sub.10)aralkyl; a (C.sub.1 -C.sub.5)alkoxy; a trifluoromethyl; a nitro; a nitrile; an --SR group in which R is selected from hydrogen, a (C.sub.1 -C.sub.5)alkyl radical and a (C.sub.7 -C.sub.10)aralkyl radical; an --S--CO--R group in which R is selected from a (C.sub.1 -C.sub.5)alkyl radical and an aralkyl radical in which the aryl part is (C.sub.6 -C.sub.8) and the alkyl part is (C.sub.1 -C.sub.4); a --COOR' group in which R' is selected from hydrogen and a (C.sub.1 -C.sub.5)alkyl; a --CONR--R'R" group with R' and R" as defined above for R'; an --NR'R" group with R' and R" as defined above for R'; a --CONRaRb or --NRaRb group in which Ra and Rb constitute, with the nitrogen atom to which they are bonded, a 5- to 7-membered heterocycle; and an --NHCO--NR'R" group with R' and R" as defined above for R'; R.sub.3 represents hydrogen or is as defined above for R.sub.1 and R.sub.2 ; R.sub.4 is selected from a hydrogen atom; a (C.sub.1 -C.sub.5)alkyl; a halogen, a hydroxymethyl group; and a formyl group; R.sub.5 is selected from a (C.sub.1 -C.sub.5)alkyl; a (C.sub.3 -C.sub.7)cycloalkyl group; a cycloalkylalkyl group in which the cycloalkyl part is (C.sub.3 -C.sub.7) and the alkyl part is (C.sub.1 -C.sub.5); and alkenyl containing 5 to 6 carbon atoms; n represents zero or one; R.sub.6 is selected from a (C.sub.1 -C.sub.5)alkyl; an alkoxyalkyl in which the alkyl parts are (C.sub.1 -C.sub.5); a (C.sub.3 -C.sub.7)cycloalkyl; a cycloalkylalkyl group in which the cycloalkyl part is (C.sub.3 -C.sub.7) and the alkyl part is (C.sub.1 -C.sub.5); a cycloalkyloxyalkyl radical in which the cycloalkyl is (C.sub.3 -C.sub.7) and the alkyl part is (C.sub.1 -C.sub.4); a hydroxyalkyloxyalkyl radical in which the alkyls are (C.sub.2 -C.sub.10); and an alkoxyalkyloxyalkyl radical in which the alkyls are (C.sub.3 -C.sub.12); Z represents an optionally substituted bi- or tricyclic aromatic or heteroaromatic group.

  一种化合物及其立体异构体和加成盐，具有相对于促肾上腺皮质激素释放激素（CRF）的拮抗活性，其化学式为：##STR1## 其中，R.sub.1和R.sub.2，它们相同或不同，独立地选择自卤素原子；（C.sub.1-C.sub.5）羟基烷基基团；（C.sub.1-C.sub.5）烷基；（C.sub.7-C.sub.10）芳基烷基；（C.sub.1-C.sub.5）烷氧基；三氟甲基；硝基；腈；--SR基团，其中R从氢，（C.sub.1-C.sub.5）烷基基团和（C.sub.7-C.sub.10）芳基烷基基团中选择；--S--CO--R基团，其中R从（C.sub.1-C.sub.5）烷基基团和芳基烷基基团中选择，其中芳基部分为（C.sub.6-C.sub.8），烷基部分为（C.sub.1-C.sub.4）；--COOR'基团，其中R'从氢和（C.sub.1-C.sub.5）烷基中选择；--CONR--R"基团，其中R'和R"如上所述；--NR'R"基团，其中R'和R"如上所述；--CONRaRb或--NRaRb基团，其中Ra和Rb与它们所结合的氮原子构成5-至7-成员杂环；--NHCO--NR'R"基团，其中R'和R"如上所述；R.sub.3代表氢或如上所述的R.sub.1和R.sub.2；R.sub.4选择自氢原子；（C.sub.1-C.sub.5）烷基；卤素，羟甲基基团；和甲酰基；R.sub.5选择自（C.sub.1-C.sub.5）烷基；（C.sub.3-C.sub.7）环烷基基团；环烷基烷基基团，其中环烷基部分为（C.sub.3-C.sub.7），烷基部分为（C.sub.1-C.sub.5）；和含有5至6个碳原子的烯基；n代表零或一；R.sub.6选择自（C.sub.1-C.sub.5）烷基；烷氧基烷基，其中烷基部分为（C.sub.1-C.sub.5）；（C.sub.3-C.sub.7）环烷基；环烷基烷基基团，其中环烷基部分为（C.sub.3-C.sub.7），烷基部分为（C.sub.1-C.sub.5）；环烷氧基烷基基团，其中环烷基为（C.sub.3-C.sub.7），烷基部分为（C.sub.1-C.sub.4）；羟基烷氧基烷基基团，其中烷基为（C.sub.2-C.sub.10）；和烷氧基烷氧基烷基基团，其中烷基为（C.sub.3-C.sub.12）；Z代表可选取代的双环或三环芳香或杂芳基团。
• DERIVES DE 4-PHENYLAMINOTHIAZOLE, LEUR PROCEDE DE PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：SANOFI

  公开号：EP0833822A1

  公开（公告）日：1998-04-08
• US4218369A
  申请人：——

  公开号：US4218369A

  公开（公告）日：1980-08-19
• US5880135A
  申请人：——

  公开号：US5880135A

  公开（公告）日：1999-03-09
• [EN] 4-PHENYLAMINOTHIAZOLE DERIVATIVES, METHOD FOR PREPARING SAME, AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAID DERIVATIVES<br/>[FR] DERIVES DE 4-PHENYLAMINOTHIAZOLE, LEUR PROCEDE DE PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：SANOFI

  公开号：WO1997000868A1

  公开（公告）日：1997-01-09

  (EN) Aminothiazole derivatives of formula (I), wherein each of R1 and R2 is independently a halogen atom; a C1-5 hydroxyalkyl radical; C1-5 alkyl; C7-10 aralkyl; C1-5 alkoxy; trifluoromethyl; nitro; nitrile; a group -SR where R is hydrogen, a C1-5 alkyl radical or a C7-10 aralkyl radical; a group S-CO-R where R is a C1-5 alkyl radical or aralkyl in which the aryl portion is C6-8 and the alkyl portion is C1-4; a group -COOR' where R' is hydrogen or C1-5 alkyl; a group -CONR'R' where R' and R' are as defined above for R'; a group -NR'R' where R' and R' are as previously defined for R'; a group -CONRaRb or -NRaRb, where Ra and Rb, taken together with the nitrogen atom to which they are attached, form a 5- to 7-membered heterocyclic ring; or a group -NHCO-NR'R', where R' and R' are as defined above for R'; R3 is hydrogen or as defined above for R1 and R2; R4 is a hydrogen atom; C1-5 alkyl; halogen; a hydroxymethyl group; or a formyl group; R5 is C1-5 alkyl; a C3-7 cycloalkyl group; a cycloalkylalkyl group in which the cycloalkyl portion is C3-7 and the alkyl portion is C1-5; or C5-6 alkenyl; n is 0 or 1; R6 is C1-5 alkyl; alkoxyalkyl in which the alkyl portions are C1-5; C3-7 cycloalkyl; a cycloalkylalkyl group in which the cycloalkyl portion is C3-7 and the alkyl portion is C1-5; a cycloalkyloxyalkyl radical in which the cycloalkyl is C3-7 and the alkyl is C1-4; a hydroxyalkyloxyalkyl radical in which the alkyls are C2-10; or an alkoxyalkyloxyalkyl radical in which the alkyls are C3-12; and Z is an optionally substituted bi- or tricyclic aromatic or heteroaromatic group; and stereoisomers and/or addition salts thereof.(FR) L'invention concerne des dérivés d'aminothiazole de formule (I) dans laquelle R1 et R2 identiques ou différents représentent chacun indépendamment un atome d'halogène; un radical hydroxyalkyle en C1-C5; un alkyle en C1-C5; un aralkyle en C7-C10; un alcoxy en C1-C5; un trifluorométhyle; un nitro; un nitrile; un groupe -SR dans lequel R représente l'hydrogène, un radical alkyle en C1-C5 ou un radical aralkyle en C7-C10; un groupe S-CO-R dans lequel R représente un radical alkyle en C1-C5 ou aralkyle dans lequel la partie aryle est en C6-C8 et la partie alkyle est en C1-C4; un groupe -COOR' dans lequel R' représente l'hydrogène ou un alkyle en C1-C5; un groupe -CONR'R' avec R' et R' tels que définis ci-dessus pour R'; un groupe -NR'R' avec R' et R' tels que définis précédemment pour R'; un groupe -CONRaRb ou -NRaRb dans lesquels Ra et Rb constituent avec l'atome d'azote auquel ils sont liés un hétérocycle de 5 à 7 chaînons; ou un groupe -NHCO-NR'R' avec R' et R' tels que définis ci-dessus pour R'; R3 représente l'hydrogène ou est tel que défini ci-dessus pour R1 et R2; R4 représente un atome d'hydrogène; un alkyle en C1-C5; un halogène; un groupe hydroxyméthyle; ou un groupe formyle; R5 représente un alkyle en C1-C5; un groupe cycloalkyle en C3-C7; un groupe cycloalkylalkyle dans lequel la partie cycloalkyle est en C3-C7 et la partie alkyle en C1-C5; ou un alcényle de 5 à 6 atomes de carbone; n représente zéro ou un; R6 représente un alkyle en C1-C5; un alcoxyalkyle dans lequel les parties alkyles sont en C1-C5; un cycloalkyle en C3-C7; un groupe cycloalkylalkyle dans lequel la partie cycloalkyle est en C3-C7 et la partie alkyle en C1-C5; un radical cycloalkyloxyalkyle dans lequel le cycloalkyle est en C3-C7 et la partie alkyle en C1-C4; un radical hydroxyalkyloxyalkyle dans lequel les alkyles sont en C2-C10; ou un radical alcoxyalkyloxyalkyle dans lequel les alkyles sont en C3-C12; Z représente un groupe aromatique ou hétéroaromatique bi- ou tricyclique éventuellement substitué; ses stéréoisomères et/ou ses sels d'addition.