7,8-dihydro-2,4-dimethyl-7-oxopyrido[2,3-d]pyrimidine | 83410-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 7,8-dihydro-2,4-dimethyl-7-oxopyrido[2,3-d]pyrimidine
• 英文别名: 2,4-dimethyl-8H-pyrido[2,3-d]pyrimidin-7-one
• CAS: 83410-23-5
• 化学式: C₉H₉N₃O
• mdl: MFCD18762134
• 分子量: 175.19
• InChiKey: HCPWFBPLGLXDIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  54.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7,8-dihydro-2,4-dimethyl-7-oxopyrido[2,3-d]pyrimidine 在 sodium azide 、 三丁基氯化锡 、 sodium hydride 作用下， 以 xylene 为溶剂， 反应 54.0h， 生成 2,4-dimethyl-8-[[2'-(1H-tetrazol-5-yl)[1,1-biphenyl]-4-yl]methyl]-7H-pyrido[2,3-d]pyrimidin-7-one
  参考文献：
  名称：

  Metabolites of the Angiotensin II Antagonist Tasosartan:  The Importance of a Second Acidic Group

  摘要：

  Described in this paper is the synthesis and pharmacological activity of five metabolites of the angiotensin II antagonist tasosartan (1). Of particular interest is the effect of the additional acidic group of the enol metabolite (8) on activity. As suggested by the structural-activity relationship of other angiotensin II antagonist series, a second acidic group can improve receptor binding activity but decrease in vivo activity after oral dosing. The metabolic introduction of a second acidic group in tasosartan bypasses this problem and contributes to the excellent profile of the compound. A molecular modeling study provides a rationale for the role of the enol group of 8 in AT(1) receptor binding.

  DOI：

  10.1021/jm970690q
• 作为产物：
  描述：

  4-氯-5-碘-2,6-二甲基嘧啶 在 palladium dichloride 氨 、 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 37.0h， 生成 7,8-dihydro-2,4-dimethyl-7-oxopyrido[2,3-d]pyrimidine
  参考文献：
  名称：

  Studies on pyrimidine derivatives. XXVIII. Synthesis of pyridopyrimidine derivatives by cross-coupling of halopyrimidines with olefins and acetylenes.

  摘要：

  由适当的嘧啶衍生物合成了三种吡啶嘧啶。4-amino-5-iodopyrimidines 与 α, β-unsaturated carboxylic esters 发生交叉偶联，然后进行闭环反应，得到吡啶并[2, 3-d] 嘧啶。4- 乙氧羰基-5-苯基乙炔基和 5- 乙氧羰基-4-苯基乙炔基嘧啶通过相应的卤代嘧啶与苯乙炔的交叉偶联得到了吡啶并[3，4-d]嘧啶和吡啶并[4，3-d]嘧啶。

  DOI：

  10.1248/cpb.30.2410

文献信息

• Substituted pyridopyrimidines useful as antgiotensin II antagonists
  申请人：American Home Products Corporation

  公开号：US05149699A1

  公开（公告）日：1992-09-22

  This invention relates to pyrrolo-, pyrido-, azepino-, and azocinopyrimidines of the general formula I ##STR1## useful for treating hypertension and congestive heart failure, to pharmaceutical compositions, and to methods for production thereof.

  本发明涉及一般式I的吡咯基、吡啶基、氮杂七元环和氮杂环丙嘧啶类化合物，对治疗高血压和充血性心力衰竭有用，还涉及制药组合物及其生产方法。
• Substituted pyrrolopyrimidines, azepinopyrimidines and pyridopyrimidines
  申请人：American Home Products Corporation

  公开号：US05256654A1

  公开（公告）日：1993-10-26

  This invention relates to pyrrolo-, pyrido-, azepino-, and azocinopyrimidines of the general formula I ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently H, lower alkyl containing 1 to 6 carbon atoms, or perfluoroalkyl containing 1 to 6 carbon atoms; R.sup.5 is H or when n is 1 R.sup.5 taken together with R.sup.3 comprises a double bond; n is 0 to 1; p is 0 to 2; m is 0 to 3; Ar.sup.1 is ##STR2## wherein W is H, lower alkyl containing 1 to 6 carbon atoms, halogen, hydroxy, or lower alkoxy containing 1 to 6 carbon atoms; Ar.sup.2 is ##STR3## wherein X is ##STR4## wherein R.sup.6 is H, tert-butyl, tri-n-butylstannyl, or triphenylmethyl; and the pharmaceutically acceptable salts thereof which by virtue of their ability to antagonize angiotensin II are useful for the treatment of hypertension, congestive heart failure, and restenosis. The compounds are also useful for reducing lipid levels in the blood plasma and are thus useful for treating hyperlipidemia and hypercholesterolemia. Also disclosed are processes for the production of said compounds and pharmaceutical compositions containing said compounds.

  这项发明涉及一般式I的吡咯烯、吡啶烯、氮杂七元环和氮杂七元杂环嘧啶类化合物，其中R.sup.1、R.sup.2、R.sup.3和R.sup.4分别独立地为H、含有1至6个碳原子的较低烷基，或含有1至6个碳原子的全氟烷基；R.sup.5为H，当n为1时，R.sup.5与R.sup.3一起构成双键；n为0至1；p为0至2；m为0至3；Ar.sup.1为##STR2##其中W为H、含有1至6个碳原子的较低烷基、卤素、羟基或含有1至6个碳原子的较低烷氧基；Ar.sup.2为##STR3##其中X为##STR4##其中R.sup.6为H、叔丁基、三正丁基锡基或三苯甲基；以及它们的药用可接受盐，由于它们具有拮抗血管紧张素II的能力，因此可用于治疗高血压、充血性心力衰竭和再狭窄。这些化合物还可用于降低血浆中的脂质水平，因此可用于治疗高脂血症和高胆固醇血症。还公开了生产这些化合物的方法和含有这些化合物的药物组合物。
• Condensed pyrimidine derivatives and their use as angiotensine II antagonists
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0539086A2

  公开（公告）日：1993-04-28

  This invention relates to pyrrolo-, pyrido-, azepino-, and azocinopyrimidines of the general formula I useful for treating hypertension or congestive heart failure and for preventing or treating restenosis following angioplasty, to pharmaceutical compositions, and to methods for production thereof.

  本发明涉及通式 I 的吡咯并嘧啶、吡啶并嘧啶、氮杂环庚并嘧啶和氮杂环辛并嘧啶。 用于治疗高血压或充血性心力衰竭以及预防或治疗血管成形术后的再狭窄、药物组合物及其生产方法。
• US5149699A
  申请人：——

  公开号：US5149699A

  公开（公告）日：1992-09-22
• US5256654A
  申请人：——

  公开号：US5256654A

  公开（公告）日：1993-10-26