N',N'-bis(prop-2-enyl)oxamide | 1257542-01-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N',N'-bis(prop-2-enyl)oxamide
• CAS: 1257542-01-0
• 化学式: C₈H₁₂N₂O₂
• 分子量: 168.195
• InChiKey: BUMXQSVCTVFXBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N',N'-bis(prop-2-enyl)oxamide 在 溶剂黄146 作用下， 以 乙酸乙酯 、 异丙醇 为溶剂， 反应 4.0h， 生成 2-(3-methylphenyl)-N,N-bis(prop-2-enyl)-1,2,4-triazole-3-carboxamide
  参考文献：
  名称：

  Practical Synthesis of Functionalized 1,5-Disubstituted 1,2,4-Triazole Derivatives

  摘要：

  A general approach for the synthesis of 1,5-disubstituted-1,2,4-triazole compounds is described. A series of new oxamide-derived amidine reagents can be accessed in excellent yield with minimal purification necessary. Typically, these amidine reagents are stable crystalline solids and in certain cases were found to exist in a cyclic form as determined by NMR spectroscopy. Under optimized conditions, the direct reaction of these prepared reagents with various hydrazine hydrochloride salts efficiently generates the target triazoles. Both aromatic and aliphatic hydrazines react readily with the amidine reagents under very mild reaction conditions, delivering desired 1,5-disubstituted-1,2,4-triazole derivatives in good yields.

  DOI：

  10.1021/jo1017603
• 作为产物：
  描述：

  二烯丙基胺 在 氨 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 生成 N',N'-bis(prop-2-enyl)oxamide
  参考文献：
  名称：

  Practical Synthesis of Functionalized 1,5-Disubstituted 1,2,4-Triazole Derivatives

  摘要：

  A general approach for the synthesis of 1,5-disubstituted-1,2,4-triazole compounds is described. A series of new oxamide-derived amidine reagents can be accessed in excellent yield with minimal purification necessary. Typically, these amidine reagents are stable crystalline solids and in certain cases were found to exist in a cyclic form as determined by NMR spectroscopy. Under optimized conditions, the direct reaction of these prepared reagents with various hydrazine hydrochloride salts efficiently generates the target triazoles. Both aromatic and aliphatic hydrazines react readily with the amidine reagents under very mild reaction conditions, delivering desired 1,5-disubstituted-1,2,4-triazole derivatives in good yields.

  DOI：

  10.1021/jo1017603

文献信息

• Pyrimidine A2B selective antagonist compounds, their synthesis and use
  申请人：Castelhano Arlindo

  公开号：US20050119271A1

  公开（公告）日：2005-06-02

  The subject invention provides compounds having the structure: wherein R 1 is substituted or unsubstituted phenyl or a 5-6 membered heterocyclic or heteroaromatic ring containing from 1 to 5 heteroatoms; R 2 is hydrogen, or a substituted or unsubstituted alkyl, —C(O)-alkyl, —C(O)-O-alkyl, alkoxy, cycloalkyl, alkenyl, monocyclic or bicyclic aryl, heteroaryl or heterocyclic moiety; R 3 is hydrogen, or a substituted or unsubstituted alkyl, —C(O)-alkyl, —C(O)-O-alkyl, alkoxy, cycloalkyl, alkenyl, monocyclic or bicyclic aryl, heteroaryl or heterocyclic moiety, or R 2 and R 3 are joined to form a heterocyclic ring; wherein the dashed line represents a second bond which may be present or absent, and when present R 3 is oxygen; R 4 and R 5 are each independently substituted or unsubstituted alkyl, —C(O)-alkyl, —C(O)-O-alkyl, alkoxy, cycloalkyl, alkenyl, monocyclic or bicyclic aryl, heteroaryl or heterocyclic moiety, or R 4 NR 5 together form a substituted or unsubstituted monocyclic or bicyclic, heterocyclic or heteroaryl moiety containing from 1 to 6 heteroatoms; R 12 is hydrogen, alkyl, halogen or cyano; and n is 0, 1, 2, 3 or 4, or an enantiomer, or a specific tautomer, or a pharmaceutically acceptable salt thereof and a method for treating a disease associated with the A 2b adenosine receptor by administering a therapeutically effective amount of the compounds of the invention.

  本发明提供具有以下结构的化合物： 其中，R1是取代或未取代的苯基或含有1至5个杂原子的5-6元杂环或杂芳基环；R2是氢，或取代或未取代的烷基，-C(O)-烷基，-C(O)-O-烷基，烷氧基，环烷基，烯基，单环或双环芳基，杂芳基或杂环基；R3是氢，或取代或未取代的烷基，-C(O)-烷基，-C(O)-O-烷基，烷氧基，环烷基，烯基，单环或双环芳基，杂芳基或杂环基；或R2和R3结合形成杂环环；其中虚线表示第二键可能存在或不存在，当存在时，R3是氧；R4和R5分别是取代或未取代的烷基，-C(O)-烷基，-C(O)-O-烷基，烷氧基，环烷基，烯基，单环或双环芳基，杂芳基或杂环基；或R4NR5一起形成含有1至6个杂原子的取代或未取代的单环或双环，杂环或杂芳基；R12是氢，烷基，卤素或氰基；n为0、1、2、3或4，或其对映异构体，或其特定互变异构体，或其药学上可接受的盐，并提供了一种通过给予本发明化合物的治疗有效量来治疗与A2b腺苷受体相关的疾病的方法。
• Polymers of self- and hydroxyl reactive formaldehyde-free cyclic hemiamidal and hemiamide ketal crosslinking monomers
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0211432A2

  公开（公告）日：1987-02-25

  A compound represented by the following formula: wherein R is a C3-C21 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable, R' is hydrogen or a C1-C4 alkyl radical, or R and R' together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R2 and R3 are hydrogen, a C1-C4 alkyl or acyl radical, or R2 and R3 together are a C2-C4 alkylene group, R4 is hydrogen or a C1-C4 alkyl, acyl, ester, amide or acid group, and n is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R2 and R3 are methyl and R' and R4 are hydrogen. Under acidic conditions the above compounds in which R' is hydrogen afford cyclic hemiamidals and hemiamide ketals of the following formula: The dialkyl acetal and ketal compounds and the cyclic hemiamidal and hemiamide ketal compounds can be homopolymerized or polymerized with other copolymerizable monomers.

  下式所代表的化合物： 其中 R 是 C3-C21 烯烃不饱和有机基，具有使氮原子缺电子的官能度，烯烃不饱和官能度可聚合、 R' 是氢或 C1-C4 烷基，或 R 和 R'与氮原子一起可形成烯烃不饱和 5 至 7 元环，该环具有使氮原子缺电子的官能度，且烯烃不饱和官能度可聚合、 R2 和 R3 是氢、C1-C4 烷基或酰基，或 R2 和 R3 合在一起是一个 C2-C4 烯基、 R4 是氢或 C1-C4 烷基、酰基、酯基、酰胺基或酸基，以及 n 是 1 到 10 的整数，但当 R 是（甲基）丙烯酰基、R2 和 R3 是甲基、R'和 R4 是氢时，n 不是 1。 在酸性条件下，R'为氢的上述化合物可生成下式的环半酰胺和半酰胺酮： 二烷基缩醛和缩酮化合物以及环半酰胺和半酰胺缩酮化合物可以均聚或与其他可共聚单体聚合。
• Polymers of self- and diol reactive formaldehyde-free crosslinking monomers
  申请人：AIR PRODUCTS AND CHEMICALS, INC.

  公开号：EP0218827A2

  公开（公告）日：1987-04-22

  A compound represented by the following formula: wherein R is a C3-C24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable. R' is hydrogen or a C,-C4 alkyl radical, or R and R' together with the nitrogen atom can form an olefinically unsaturated 5 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable, R2 and R3 are hydrogen, a C1-C4 alkyl or acyl radical, or R2 and R3 together are a C2-C4 alkylene group, R4 is hydrogen or a C,-C4 alkyl, acyl, ester, amide or acid group. and n is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R2 and R3 are methyl and R' and R4 are hydrogen. Under acidic conditions the above compounds in which R' is hydrogen afford cyclic hemiamidals and hemiamide ketals of the following formula: The dialkyl acetal and ketal compounds and the cyclic hemiamidal and hemiamide ketal compounds can be homopolymerized or polymerized with other copolymerizable monomers.

  下式所代表的化合物： 其中 R 是 C3-C24 烯烃不饱和有机基，具有使氮原子缺电子的官能团，烯烃不饱和官能团可聚合。 R' 是氢或 C，-C4 烷基，或 R 和 R'与氮原子一起可形成一个烯烃不饱和 5-7 元环，该环具有使氮原子缺电子的官能度，且烯烃不饱和官能度可聚合、 R2 和 R3 是氢、C1-C4 烷基或酰基，或 R2 和 R3 合在一起是 C2-C4 烯基、 R4 是氢或 C,-C4烷基、酰基、酯基、酰胺基或酸基。 n 是 1 到 10 的整数，但当 R 是（甲基）丙烯酰基，R2 和 R3 是甲基，R'和 R4 是氢时，n 不是 1。 在酸性条件下，R'为氢的上述化合物可生成下式的环半酰胺和半酰胺酮： 二烷基缩醛和缩酮化合物以及环半酰胺和半酰胺缩酮化合物可以均聚或与其他可共聚单体聚合。
• PYRIMIDINE A2B SELECTIVE ANTAGONIST COMPOUNDS, THEIR SYNTHESIS AND USE
  申请人：OSI Pharmaceuticals, Inc.

  公开号：EP1465631A2

  公开（公告）日：2004-10-13
• EP1465631A4
  申请人：——

  公开号：EP1465631A4

  公开（公告）日：2005-03-30