2-(3,5-Dioxopiperazin-1-ium-1-yl)acetate

• 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: 2-(3,5-Dioxopiperazin-1-ium-1-yl)acetate
• 化学式: C₆H₈N₂O₄
• mdl: MFCD00218956
• 分子量: 172.141
• InChiKey: FKJYBACGKOHVIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  86.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S)-N'-hydroxy-4-methoxyimino-1-(4-phenylbenzoyl)pyrrolidine-2-carboximidamide 、 2-(3,5-Dioxopiperazin-1-ium-1-yl)acetate 以the title compound was obtained in 55% yield (99.0% purity by HPLC)的产率得到4-({3-[(2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-4-(methoxyimino)-pyrrolidinyl]-1,2,4-oxadiazol-5-yl}methyl)-2,6-piperazinedione
  参考文献：
  名称：

  Pyrrolidine oxadiazole-and thiadiazole oxime derivatives being oxytocin receptor antagonists

  摘要：

  本发明涉及吡咯烷氧噻二唑和噻二唑衍生物，用作药物活性化合物，以及包含此类吡咯烷氧噻二唑衍生物的制药配方。所述吡咯烷衍生物在治疗和/或预防早产、早产和痛经方面具有用途。特别是，本发明涉及显示出 oxytocin 受体的重要调节作用，特别是拮抗剂活性的吡咯烷衍生物。更具体地说，所述化合物在治疗和/或预防由 oxytocin 介导的疾病状态方面具有用途，包括早产、早产和痛经。本发明还涉及新的吡咯烷衍生物以及它们的制备方法。B 是一个氧噻二唑或噻二唑基团。

  公开号：

  US20060229343A1
• 作为产物：
  描述：

  次氮基三乙酸 在 甲酸铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 以46.5%的产率得到2-(3,5-Dioxopiperazin-1-ium-1-yl)acetate
  参考文献：
  名称：

  Cyclization of N-diacetic amino acids

  摘要：

  DOI：

  10.1007/bf02319499

文献信息

• Pyrrolidine oxadiazole-and thiadiazole derivatives
  申请人：——

  公开号：US20040220238A1

  公开（公告）日：2004-11-04

  The present invention is related to pyrrolidine oxadiazole and thiadiazole derivatives for use as pharmaceutically active compounds, as well as pharmaceutical formulations containing such pyrrolidine oxadiazole derivatives. Said pyrrolidine derivatives are useful in the treatment and/or prevention of preterm labor, premature birth and dysmenorrhea. In particular, the present invention is related to pyrrolidine derivatives displaying a substantial modulatory, notably an antagonist activity of the oxytocin receptor. More preferably, said compounds are useful in the treatment and/or prevention of disease states mediated by oxytocin, including preterm labor, premature birth and dysmenorrhea. The present invention is furthermore related to novel pyrrolidine derivatives as well as to methods of their preparation. (I) B is a oxadiazole or thiadiazole group. 1

  本发明涉及吡咯烷氧二唑和噻二唑衍生物，用作药物活性化合物，以及含有此类吡咯烷氧二唑衍生物的制药配方。所述吡咯烷衍生物在治疗和/或预防早产、早产和痛经方面具有用途。特别地，本发明涉及显示出显著调节活性，特别是催产素受体拮抗剂活性的吡咯烷衍生物。更具体地，这些化合物在治疗和/或预防由催产素介导的疾病状态方面具有用途，包括早产、早产和痛经。本发明还涉及新型吡咯烷衍生物及其制备方法。(I) B是氧代二唑或噻二唑基团。
• Pyrrolidine oxadiazole- and thiadiazole oxime derivatives being oxytocin receptor antagonists
  申请人：Applied Research Systems ARS Holding N.V.

  公开号：US07115639B2

  公开（公告）日：2006-10-03

  The present invention is related to pyrrolidine oxadiazole and thiadiazole derivatives for use as pharmaceutically active compounds, as well as pharmaceutical formulations containing such pyrrolidine oxadiazole derivatives. Said pyrrolidine derivatives are useful in the treatment and/or prevention of preterm labor, premature birth and dysmenorrhea. In particular, the present invention is related to pyrrolidine derivatives displaying a substantial modulatory, notably an antagonist activity of the oxytocin receptor. More preferably, said compounds are useful in the treatment and/or prevention of disease states mediated by oxytocin, including preterm labor, premature birth and dysmenorrhea. The present invention is furthermore related to novel pyrrolidine derivatives as well as to methods of their preparation. (I) B is a oxadiazole or thiadiazole group

  本发明涉及吡咯烷噁唑和噻唑衍生物，用作药物活性化合物，以及含有此类吡咯烷噁唑衍生物的制药配方。所述吡咯烷衍生物在治疗和/或预防早产、早产和痛经方面有用。特别地，本发明涉及显示 oxytocin 受体的显著调节作用，特别是拮抗剂活性的吡咯烷衍生物。更优选地，这些化合物在治疗和/或预防由 oxytocin 介导的疾病状态，包括早产、早产和痛经方面有用。本发明还涉及新型吡咯烷衍生物以及它们的制备方法。(I) B 是噁唑或噻唑基团。
• METHOD FOR THE SYNTHESIS OF N-PHOSPHONOMETHYLIMINODIACETIC ACID
  申请人：STRAITMARK HOLDING AG

  公开号：US20150166584A1

  公开（公告）日：2015-06-18

  A method for synthesis of N-phosphonoalkyliminodiacetic acid or derivatives thereof by: 1) forming a reaction mixture having an acid catalyst, a compound having the general formula R 1 —CH 2 —NX—CH 2 —R 2 and a compound having one or more P—O—P anhydride moieties, to form a compound having the general formula R 1 —CH 2 —N—CH 2 (PO 3 H 2 )—CH 2 —R 2 , its dehydrated forms or their derivatives, wherein the compound of the formula R 1 —CH 2 —NX—CH 2 —R 2 is characterized in that: X is —CH 2 —OH or —CH 2 —COOH; and R 1 and R 2 are independently selected from the group consisting of nitrile, C 1 -C 4 alkyl carboxylate, or are both carbonyl groups linked by a hydrogen substituted nitrogen atom or a C 1 -C 4 -akyl substituted nitrogen atom; the P—O—P anhydride compound is characterized in that the anhydride moieties have one P atom at the oxidation state (+III) and one P atom at the oxidation state (+III) or (+V); and 2) hydrolysing the reaction mixture to form N-phosphonomethyliminodiacetic acid or one of its derivatives.

  一种合成N-磷酸脂肪基亚乙酸或其衍生物的方法，包括以下步骤：1）形成反应混合物，其中包括酸性催化剂、具有一般式R1-CH2-NX- -R2的化合物和具有一个或多个P-O-P酸酐基团的化合物，以形成具有一般式R1- -N- (PO3H2)- -R2的化合物、其脱水形式或其衍生物，其中一般式R1- -NX- -R2的化合物的特点在于：X为- -OH或- -COOH；R1和R2分别选自氰基、C1-C4烷基羧酸酯的群或由氢代替的氮原子或C1-C4烷基取代的氮原子连接的两个羰基基团；P-O-P酸酐化合物的特点在于酸酐基团具有一个P原子在氧化态(+III)，一个P原子在氧化态(+III)或(+V)；2）水解反应混合物，以形成N-磷酸甲基亚乙酸或其衍生物之一。
• Method for the synthesis of N-phosphonomethyliminodiacetic acid
  申请人：MONSANTO TECHNOLOGY LLC

  公开号：US10364262B2

  公开（公告）日：2019-07-30

  A method for synthesis of N-phosphonoalkyliminodiacetic acid or derivatives thereof by forming a reaction mixture having an acid catalyst, a compound of the following general formula R1—CH2—NX—CH2—R2 and a compound having one or more P—O—P anhydride moieties to form a compound having a formula R1—CH2—N(—CH2PO3R32)(—CH2—R2) wherein in R1—CH2—NX—CH2—R2: X is —CH2—OH or —CH2—COOH; R1 and R2 are independently selected from the group consisting of nitrile, C1-C4 alkyl carboxylate, and carboxylic acid for when X is —CH2—OH, or R1 and R2 are both carbonyl groups linked by a hydrogen substituted nitrogen atom or a C1-C4-alkyl substituted nitrogen atom; and R3 is H, an alkyl group, or an aryl group; the anhydride moieties in the P—O—P anhydride compound have one P atom at the oxidation state (+III) and one P atom at the oxidation state (+III) or (+V); and 2) hydrolyzing the mixture to form N-phosphonomethyliminodiacetic acid or one of its derivatives.

  一种合成N-膦酰基亚烷基二醋酸或其衍生物的方法，通过形成一种反应混合物，该混合物具有酸催化剂、下通式R1-CH2-NX- -R2的化合物和具有一个或多个P-O-P酸酐分子的化合物，以形成具有式R1- -N(- PO3R32)(- -R2)的化合物，其中在R1- -NX- -R2中，X是- -OH或- -COOH；R1和R2独立地选自由腈、C1-C4烷基羧酸盐和羧酸组成的组：X为- -OH或- -COOH；当X为- -OH时，R1和R2独立地选自腈、C1-C4烷基羧酸酯和羧酸组成的组，或者R1和R2都是由氢取代的氮原子或C1-C4烷基取代的氮原子连接的羰基；和 R3 是 H、烷基或芳基；P-O-P 酸酐化合物中的酸酐分子有一个 P 原子处于氧化态 (+III)，一个 P 原子处于氧化态 (+III) 或 (+V)；和 2）水解混合物以形成 N-膦酰甲基亚氨基二乙酸或其衍生物之一。
• PYRROLIDINE OXADIAZOLE- AND THIADIAZOLE OXIME DERIVATIVES BEING OXYTOCIN RECEPTOR ANTAGONISTS.
  申请人：Applied Research Systems ARS Holding N.V.

  公开号：EP1444225A2

  公开（公告）日：2004-08-11