1,2-Dihydropyrido[3,4-b]pyrazine | 83269-34-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,2-Dihydropyrido[3,4-b]pyrazine
• CAS: 83269-34-5
• 化学式: C₇H₇N₃
• mdl: MFCD13175760
• 分子量: 133.15
• InChiKey: ILZWGWOJNKERQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• Novel 1,2-dihydropyrido(3,4-b)-pyrazines and method for preparing same
  申请人：Southern Research Institute

  公开号：EP0061178A2

  公开（公告）日：1982-09-29

  1,2-pihydropyrido[3,4-b]pyrazines are provided which possess antifungal and anticancer activity. The compounds have the structure: wherein x has a value of 1, 2 or 3; R1 is a lower alkyl group, R2 has the meaning as defined in the description and R3 and R4 are either both hydrogen or one is hydrogen and the other is a lower alkyl group. Processes and intermediates for the preparation of compounds of formula I are disclosed as well as pharmaceutical compositions containing compounds of formula I.

  本研究提供了具有抗真菌和抗癌活性的 1,2-二氢吡啶并[3,4-b]吡嗪类化合物。这些化合物具有如下结构 其中 x 的值为 1、2 或 3；R1 为低级烷基，R2 的含义如描述中所定义，R3 和 R4 要么都是氢，要么一个是氢，另一个是低级烷基。 本发明公开了制备式 I 化合物的工艺和中间体，以及含有式 I 化合物的药物组合物。
• Novel 1,2-dihydropyrido-(3,4-b)pyrazines
  申请人：Southern Research Institute

  公开号：EP0090681A2

  公开（公告）日：1983-10-05

  1,2-Dihydropyrido[3,4-b]pyrazines are provided which possess anticancer activity. The compounds have the structure: wherein x has a value of 1, 2 or 3; Y is CH2 or N(CH3); R1is a lower alkyl group; e.g., an alkyl group containing up to six carbon atoms such as methyl, ethyl, propyl, butyl, etc.; R2 is a member selected from the group consisting of hydrogen, alkyl radicals having from about one to about 12 carbon atoms, preferably from about one to about 6 carbon atoms; alkenyl radicals having from about two to about 15 carbon atoms, preferably from about two to about 10 carbon atoms; cycloalkyl radi- cads having from about three to about 20 carbon atoms, preferably from about three to about 15 carbon atoms; aralkyl and alkaryl radicals having from about six to about 20 carbon atoms, preferably from about six to about 15 carbon atoms; a halogen radical, e.g., chlorine, fluorine, bromine and iodine; a hydroxyl group; an amino group; an alkoxy or aryloxy group; an alkylthio group or an arylthio group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; a sulfonic acid group or alkyl- or arylsulfonyl group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; an alkyl- or arylsulfinyl group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; an alkyl- or aryl mono- or diamino group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; a hydrocarbyl group, such as defined above, carrying halogen, hydroxyl; amino, alkoxy or aryloxy; and, when taken together with the aromatic ring to which it is attached , a fused ring structure such as naphthyl; and R3 and R4 are either both hydrogen or one is hydrogen and the other is a lower alkyl group; provided that when each of R2, R3 and R4 are hydrogen, Y is CH2.

  本研究提供了具有抗癌活性的 1,2-二氢吡啶并[3,4-b]吡嗪类化合物。这些化合物具有如下结构 其中 x 的值为 1、2 或 3；Y 为 CH2 或 N(CH3)；R1 为低级烷基；例如R1 是低级烷基；例如，含有多达六个碳原子的烷基，如甲基、乙基、丙基、丁基等； R2 是选自下列化合物的成员R2 是选自以下组别的成员：氢、具有约 1 至约 12 个碳原子，最好是约 1 至约 6 个碳原子的烷基；具有约 2 至约 15 个碳原子，最好是约 2 至约 10 个碳原子的烯基；具有约 3 至约 20 个碳原子，最好是约 3 至约 15 个碳原子的环烷基；具有约 6 至约 20 个碳原子，最好是约 6 至约 15 个碳原子的芳烷基和烷芳基；卤素基，例如：氯、氟、溴、烷基、烯烷基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、炔烃基、羟基；氨基；烷氧基或芳氧基；烷硫基或芳硫基，具有约 1 至约 20 个碳原子，最好是约 1 至约 15 个碳原子；磺酸基或烷基或芳基磺酰基，具有约 1 至约 20 个碳原子，最好是约 1 至约 15 个碳原子；烷基或芳基亚磺酰基，具有约 1 至约 20 个碳原子，最好是约 1 至约 15 个碳原子；具有约 1 至约 20 个碳原子，最好是约 1 至约 15 个碳原子的烷基或芳基一元或二元基团； 如上定义的烃基，带有卤素、羟基、氨基、烷氧基或芳氧基；当与所连接的芳环一起时，为融合环结构，如萘基；以及 R3 和 R4 要么都是氢，要么一个是氢，另一个是低级烷基；条件是当 R2、R3 和 R4 都是氢时，Y 为 CH2。
• Pyrido(4,3-b)(1,4) oxazines and pyrido(4,3-b) (1,4)thiazines
  申请人：Southern Research Institute

  公开号：EP0107130A1

  公开（公告）日：1984-05-02

  There are disclosed certain 2H-pyrido[4,3-b]-[1,4]oxazines and 2H-pyrido[4,3-b][1,4]thiazines which posses biological activity. The compounds have the structure: wherein n has a value of 1,2 or 3; X is oxygen or sulfur; R, is a lower alkyl group, e.g., an alkyl group containing up to six carbon atoms such as methyl, ethyl, propyl, butyl, etc.; R2 is a member selected from the group consisting of hydrogen, alkyl radicals having from about one to about 12 carbon atoms, preferably from about one to about six carbon atoms; alkenyl radicals having from about two to about 15 carbon atoms, preferably from about two to about 10 carbon atoms; cycloalkyl radicals having from about three to about 20 carbon atoms, preferably from about three to about 15 carbon atoms: aryl, aralkyl and alkaryl radicals having from about six to about 20 carbon atoms, preferably from about six to about 15 carbon atoms; a halogen radical, e.g., chlorine, fluorine, bromine and iodine; a hydroxyl group; an amino group; a nitro group; an alkoxy or aryloxy group; a carboxyl group or an alkylcarboxyl group having from about one to about 10 carbon atoms, preferably from about one to about five carbon atoms; an alkylthio group or an arylthio group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; a sulfonic acid group or alkyl- or arylsulfonyl group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; an alkyl- or arylsulfinyl group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; an alkyl- or aryl mono- or diamino group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; a hydrocarbyl group, such as defined above, carrying halogen, hydroxyl, amino, alkoxy or aryloxy; when taken together with the aromatic ring to which it is attached, a fused ring structure such as naphthyl; and, when taken together with R., an alkylene radical containing from about one to about 12 carbon atoms, preferably from about one to about six carbon atoms; R3 is hydrogen, methyl, phenyl or, when taken with R2, an alkylene radical as previously defined; R4 is hydrogen or methyl: R3 and R4, when taken together are the radical = 0; and R5 and R6 are both hydrogen, or one is hydrogen and the other is the radical or where taken together are the radical = CHN(CH3)2-

  已公开的某些 2H-吡啶并[4,3-b]-[1,4]噁嗪和 2H-吡啶并[4,3-b][1,4]噻嗪具有生物活性。这些化合物的结构如下 其中 n 的值为 1、2 或 3；X 为氧或硫；R 为低级烷基，例如R，是低级烷基，例如，含有最多六个碳原子的烷基，如甲基、乙基、丙基、丁基等； R2 是选自下列化合物的成员R2 是选自以下组别的成员：氢、具有约 1 至约 12 个碳原子，最好是约 1 至约 6 个碳原子的烷基；具有约 2 至约 15 个碳原子，最好是约 2 至约 10 个碳原子的烯基；具有约 3 至约 20 个碳原子，最好是约 3 至约 15 个碳原子的环烷基；具有约 6 至约 20 个碳原子，最好是约 6 至约 15 个碳原子的芳基、芳烷基和烷芳基；卤素基，例如：氯、氟、溴、氨、醚、醚、醚、醚、醚、醚、醚、醚、醚、醚、醚、醚、醚、醚、羟基；氨基；硝基；烷氧基或芳氧基；羧基或烷基羧基，具有约 1 至约 10 个碳原子，最好是约 1 至约 5 个碳原子；具有约 1 至约 20 个碳原子，最好是 1 至约 15 个碳原子的烷硫基或芳硫基； 具有约 1 至约 20 个碳原子，最好是 1 至约 15 个碳原子的磺酸基或烷基或芳基磺酰基；具有约 1 至约 20 个碳原子，最好是约 1 至约 15 个碳原子的烷基或芳基亚磺酰基； 具有约 1 至约 20 个碳原子，最好是约 1 至约 15 个碳原子的烷基或芳基单氨基或二氨基； 如上定义的烃基，带有卤素、羟基、氨基、烷氧基或芳氧基；当与所连接的芳环一起时，为融合环结构，如萘基；当与 R.,R3 是氢、甲基、苯基，或当与 R2 结合时，是如前定义的亚烷基；R4 是氢或甲基：R3 和 R4 合在一起时是基=0；R5 和 R6 都是氢，或一个是氢，另一个是基 或 R5 和 R6 同为基时 = CHN(CH3)2-
• Novel intermediates in a process for making novel 1,2-dihydropyrido(3,4-b)-pyrazines
  申请人：Southern Research Institute

  公开号：EP0151765A2

  公开（公告）日：1985-08-21

  The invention relates to compounds of the general formulae in which R1, R2, R3, R4 and x have the meaning defined in the specification. These compounds are valuable novel intermediates for the preparation of novel 1,2-dihydropyrido[3,4-b]-pyrazines.

  本发明涉及通式如下的化合物 其中 R1、R2、R3、R4 和 x 具有说明书中定义的含义。这些化合物是制备新型 1,2-二氢吡啶并[3,4-b]-吡嗪的重要新型中间体。
• [EN] 1,2-DIHYDROPYRIDO(3,4-B)PYRAZINES AS FUNGICIDES
  申请人：SOUTHERN RESEARCH INSTITUTE

  公开号：WO1992020680A1

  公开（公告）日：1992-11-26

  (EN) 1,2-dihydropyrido[3,4-b]pyrazines are provided which possess antimitotic activity. The compounds have structure (I) wherein R is a lower alkyl group and OR1 is a member selected from the group consisting of aryl-alkyl ethers having from seven to about 20 carbon atoms, alkyl carbamates having from one to about 12 carbon atoms, the alkyl portion of which may be substituted with a halogen atom, e.g., chlorine, fluorine, bromine or iodine; aryl-alkyl carbamates having from about seven to about 20 carbon atoms, aryl carbamates having from about six to about 20 carbon atoms, aryl-alkyl esters having from about seven to about 20 carbon atoms, aryl esters having from about six to about 20 carbon atoms, alkylthiocarbamates having from about one to about 12 carbon atoms, aryl-alkylthiocarbamates having from about seven to about 20 carbon atoms, and arylthiocarbamates having from about six to about 20 carbon atoms.(FR) L'invention se rapporte à 1,2-dihydropyrido [3,4-b]pyrazines possédant une activité antimitotique. Les composés représentent la structure de la formule (I) dans laquelle R est un groupe alkyle inférieur et OR1 est un élément choisi dans le groupe constitué par des éthers aryle-alkyle possédant 7 à environ 20 atomes de carbone, par des carbamates alkyle possédant 1 à environ 12 atomes de carbone dont la partie alkyle peut être remplacée par un atome halogène, par exemple, du chlore, du fluore, du brome ou de l'iode; par des carbamates aryle-alkyle possédant environ sept à environ 20 atomes de carbone, par des carbamates aryle possédant environ six à environ 20 atomes de carbone, par des esters aryle-alkyle possédant environ 7 à environ 20 atomes de carbone, par des esters aryle possédant environ six à environ 20 atomes de carbone, par des alkylthiocarbamates possédant environ un à environ 12 atomes de carbone, par des aryle-alkylthiocarbamates possédant environ sept à environ 20 atomes de carbone, et par des arylthiocarbamates possédant environ six à environ 20 atomes de carbone.

  Les 1,2-dihydropyrido[3,4-b]pyrazines à antimitotivité sont établis. Les compounds s'affichent dans la structure(I) où R est un groupe alkyl modérément branché et OR1 est un élément choisi dans le groupe formé par les éthylènes-refin-xylés comprenant 7 à environ 20 atomes de carbone, par les carbamates alkylés comprenant 1 à environ 12 atomes de carbone dont la partie alkyle peut être remplacée par un atome halogène, comme le chloro, le fluore, le bromo ou l'iodo ; par les carbamates alkylés-xylés comprenant environ 7 à environ 20 atomes de carbone, par les carbamates xylés comprenant environ 6 à environ 20 atomes de carbone, par les esters alkylés-xylés comprenant environ 7 à environ 20 atomes de carbone, par les esters xylés comprenant environ 6 à environ 20 atomes de carbone, par les alkylthiocarbamates comprenant environ un à environ 12 atomes de carbone, par les aryl-alkylthiocarbamates comprenant environ 7 à environ 20 atomes de carbone, et par les arylthiocarbamates comprenant environ six à environ 20 atomes de carbone.