6-methoxycarbonyl-1,3-dimethylpyrido<3,4-d>pyrimidine-2,4(1H,3H)-dione

• 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: 6-methoxycarbonyl-1,3-dimethylpyrido<3,4-d>pyrimidine-2,4(1H,3H)-dione
• 英文别名: Methyl 1,3-dimethyl-2,4-dioxopyrido[3,4-d]pyrimidine-6-carboxylate
• 化学式: C₁₁H₁₁N₃O₄
• 分子量: 249.226
• InChiKey: AOGNQHGVUZOWTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  79.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-dimethyluracil-6-carboxaldehyde dimethylhydrazone 在 palladium diacetate 、 溶剂黄146 作用下， 以 氯苯 、 乙腈 为溶剂， 反应 4.0h， 生成 6-methoxycarbonyl-1,3-dimethylpyrido<3,4-d>pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Novel Synthesis of Pyrido[3,4-d]pyrimidines, Pyrido[2,3-d]pyrimidines, and Quinazolines via Palladium-catalyzed Oxidative Coupling

  摘要：

  Oxidative-coupling of 6-azavinyl(or vinyl)-1,3-dimethyluracil derivatives (1, 5, and 7) with electron-deficient olefins in the presence of palladium acetate led to the formation of the corresponding 6-substituted pyrido[3,4-d]pyrimidines (4), pyrido[2,3-d]pyrimidines (6), and quinazolines (8 and 9), respectively, via an intermediacy of azatriene.

  DOI：

  10.3987/com-93-s99

文献信息

• Quinazolines as MMP-13 inhibitors
  申请人：——

  公开号：US20020193377A1

  公开（公告）日：2002-12-19

  A compound selected from those of formula (I): 1 in which: R 1 represents a group selected from hydrogen, amino, alkyl, alkenyl, aminoalkyl, aryl, arylalkyl, heterocycle, and cycloalkylalkyl, optionally substituted, W represents oxygen, sulfhur, or ═N—R′, in which R′ is as defined in the description, X 1 , X 2 and X 3 represent nitrogen or —C—R 6 in which R 6 is as defined in the description, Y represents oxygen, sulfhur, —NH, or —N(C 1 -C 6 )alkyl, Z represents oxygen, sulfhur, —NR 7 in which R 7 is as defined in the description, and 59 optionally carbon atom, n is an integer from 1 to 8 inclusive, Z 1 represents —CR 8 R 9 wherein R 8 and R 9 are as defined in the description, A represents aromatic or non-aromatic, heterocyclic or non-heterocyclic ring system, m is an integer from 0 to 7 inclusive, the group(s) R 2 is (are) is as defined in the description, R 3 represents hydrogen, alkyl, alkenyl, alkynyl, ot a group of formula: 2 in which Z 2 , B, R 5 , P and q are as defined in the description, optionally, the racemic forms thereof, isomers thereof, N-oxydes thereof, and the pharmaceutically acceptable salts thereof, and medicinal products containing the same are useful as specific inhibitors of type-13 matrix metalloprotease.

  从以下化学式（I）中选择的一种化合物： 其中： R1代表从氢、氨基、烷基、烯基、氨基烷基、芳基、芳基烷基、杂环和环烷基烷基中选择的基团，可选择取代； W代表氧、硫或═N—R′，其中R′如描述中定义； X1、X2和X3代表氮或—C—R6，其中R6如描述中定义； Y代表氧、硫、—NH或—N（C1-C6）烷基； Z代表氧、硫、—NR7，其中R7如描述中定义，且可选地是碳原子； n为1到8之间的整数； Z1代表—CR8R9，其中R8和R9如描述中定义； A代表芳香或非芳香、杂环或非杂环环系统； m为0到7之间的整数； R2代表如描述中定义的基团； R3代表氢、烷基、烯基、炔基或化学式2中的基团： 其中Z2、B、R5、P和q如描述中定义； 可选地，它们的外消旋体、异构体、N-氧化物和药学上可接受的盐，以及含有它们的药物制剂，可用作特异性抑制剂13型基质金属蛋白酶。
• Hirota Kosaku, Kuki Hideki, Maki Yoshifumi, Heterocycles, 37 (1994) N 1, S 563-570
  作者：Hirota Kosaku, Kuki Hideki, Maki Yoshifumi

  DOI：——

  日期：——
• QUINAZOLINES AS MMP-13 INHIBITORS
  申请人：Warner-Lambert Company LLC

  公开号：EP1368324A1

  公开（公告）日：2003-12-10
• [EN] QUINAZOLINES AS MMP-13 INHIBITORS<br/>[FR] QUINAZOLINES UTILISEES COMME INHIBITEURS DE LA MMP-13
  申请人：WARNER LAMBERT CO

  公开号：WO2002064572A1

  公开（公告）日：2002-08-22

  A compound selected from those of formula (I): in which: R1 represents a group selected from hydrogen, amino, alkyl, alkenyl, aminoalkyl, aryl, arylalkyl, heterocycle, and cycloalkylalkyl, optionally substituted, W represents oxygen, sulphur, or =N-R', in which R' is as defined in the description, X1, X2 and X3 represent nitrogen or -C-R6 in which R6 is as defined in the description, Y represents oxygen, sulphur, -NH, or -N(C1-C6)alkyl, Z represents oxygen, sulphur, -NR7 in which R7 is as defined in the description, and optionally carbon atom, n is an integer from 1 to 8 inclusive, Z1 represents -CR8R9 wherein R8 and R9 are as defined in the description, A represents aromatic or non-aromatic, heterocyclic or non-heterocyclic ring system, m is an integer from 0 to 7 inclusive, the group(s) R2 is (are) is as defined in the description, R3 represents hydrogen, alkyl, alkenyl, alkynyl, or a group of formula: in which Z2, B, R5, P and q are as defined in the description, optionally, the racemic forms thereof, isomers thereof, N-oxydes thereof, and the pharmaceutically acceptable salts thereof, and medicinal products containing the same are useful as specific inhibitors of type-13 matrix metalloprotease.
• Novel Synthesis of Pyrido[3,4-d]pyrimidines, Pyrido[2,3-d]pyrimidines, and Quinazolines via Palladium-catalyzed Oxidative Coupling
  作者：Kosaku Hirota、Hideki Kuki、Yoshifumi Maki

  DOI：10.3987/com-93-s99

  日期：——

  Oxidative-coupling of 6-azavinyl(or vinyl)-1,3-dimethyluracil derivatives (1, 5, and 7) with electron-deficient olefins in the presence of palladium acetate led to the formation of the corresponding 6-substituted pyrido[3,4-d]pyrimidines (4), pyrido[2,3-d]pyrimidines (6), and quinazolines (8 and 9), respectively, via an intermediacy of azatriene.