N-acetyl iminodiacetic acid | 86607-56-9

• 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-acetyl iminodiacetic acid
• 英文别名: N-acetyliminodiacetic acid；2-[acetyl(carboxymethyl)amino]acetic acid
• CAS: 86607-56-9
• 化学式: C₆H₉NO₅
• 分子量: 175.141
• InChiKey: ULRFBIKSYXNUND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  94.9
• 氢给体数：
  2
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  N-甲基亚氨二乙酸	N-methyliminodiacetic acid	4408-64-4	C5H9NO4	147.131
  N-乙酰甘氨酸	N-acetyl-gly	543-24-8	C4H7NO3	117.104

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2,5-piperazinedione-1,4-diacetic acid	77752-64-8	C8H10N2O6	230.177

反应信息

• 作为反应物：
  描述：

  N-acetyl iminodiacetic acid 在 盐酸 作用下， 生成 imidodiacetic acid hydrochloride
  参考文献：
  名称：

  Method of preparing amino carboxylic acids

  摘要：

  通过羧甲基化反应制备N-酰基氨基羧酸的过程。在这个反应中，形成了一个反应混合物，其中包含一个碱基对、一氧化碳、氢气和一个醛，其中碱基对包括一个氨基甲酰化合物和一个羧甲基化催化剂前体。在一个首选实施例中，选择氨基甲酰化合物和醛以产生一种容易转化为N-(磷酸甲基)甘氨酸或其盐或酯的N-酰基氨基羧酸。

  公开号：

  US06153753A1
• 作为产物：
  描述：

  N-乙酰甘氨酸 在 Co₂(CO)8 、 palladium-carbon H2 、 CO 、 溶剂黄146 、 paraformaldehyde 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 N-acetyl iminodiacetic acid
  参考文献：
  名称：

  Preparation of N-acyl amino carboxylic acids, amino carboxylic acids and their derivatives by metal-catalyzed carboxymethylation in the presence of a promoter

  摘要：

  提供了一种通过在存在羧甲基化催化剂前体和促进剂的情况下，通过羧甲基化酰胺、酰胺前体或酰胺源化合物的羧甲基化制备氨基羧酸、N-酰基氨基羧酸或其衍生物的方法。通过将促进剂、酰胺、酰胺前体或酰胺源化合物、一氧化碳、氢气、醛或醛源化合物以及羧甲基化催化剂前体引入羧甲基化反应区域形成羧甲基化反应混合物。在一种首选实施例中，促进剂是支持的贵金属促进剂。在另一种首选实施例中，所选的酰胺化合物和醛可产生一种易于转化为N-磷酸甲基)甘氨酸或其盐或酯的N-酰基氨基羧酸。

  公开号：

  US20020058834A1

文献信息

• [EN] METHOD FOR THE SYNTHESIS OF N-PHOSPHONOMETHYLIMINODIACETIC ACID<br/>[FR] PROCÉDÉ DE SYNTHÈSE D'ACIDE N-PHOSPHONOMÉTHYLIMINODIACÉTIQUE
  申请人：STRAITMARK HOLDING AG

  公开号：WO2014012986A1

  公开（公告）日：2014-01-23

  The present invention is related to a method for the synthesis of N- phosphonoalkyliminodiacetic acid or derivatives thereof comprising the steps of: a) forming a reaction mixture comprising an acid catalyst, a compound having the general formula R1 -CH2-NX-CH2-R2 and a compound having one or more P-O-P anhydride moieties, to form a compound having the general formula R1 - CH2-N-CH2(P03H2)-CH2-R2, its dehydrated forms or their derivatives, wherein - the compound of the formula R1 -CH2-NX-CH2-R2 is characterized in that: - X is -CH2-OH or -CH2-COOH; - R1 and R2 are independently selected from the group consisting of nitrile, C1 -C4 alkyl carboxylate, or are both carbonyl groups linked by means of a hydrogen substituted nitrogen atom or a C1 -C4- akyl substituted nitrogen atom; - the P-O-P anhydride comprising compound is characterized in that said anhydride moieties comprise one P atom at the oxidation state (+I II ) and one P atom at the oxidation state (+I II ) or (+V); and b) hydrolysing the reaction mixture to form N- phosphonomethyliminodiacetic acid or one of its derivatives.

  本发明涉及一种合成N-磷酸基烷基亚乙酸或其衍生物的方法，包括以下步骤：a）形成反应混合物，包括酸催化剂、具有一般式R1-CH2-NX- -R2的化合物和具有一个或多个P-O-P酐基团的化合物，以形成一般式R1- -N- (P03H2)- -R2的化合物、其脱水形式或其衍生物，其中-具有一般式R1- -NX- -R2的化合物的特点是：-X为- -OH或- -COOH；-R1和R2独立地选自由氰基、C1-C4烷基羧酸酯组成的群，或通过氢代氮原子或C1-C4烷基取代的氮原子连接的两个羰基基团；-包含P-O-P酐基团的化合物的特点是，所述酐基团包括一个氧化态为(+I II)的P原子和一个氧化态为(+I II)或(+V)的P原子；b）水解反应混合物以形成N-磷酸基甲基亚乙酸或其衍生物之一。
• [EN] METHOD FOR THE SYNTHESIS OF N-(PHOSPHONOMETHYL)GLYCINE<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE N- (PHOSPHONOMÉTHYL)GLYCINE
  申请人：STRAITMARK HOLDING AG

  公开号：WO2014012988A1

  公开（公告）日：2014-01-23

  The present invention is related to a new method for the synthesis of N- (phosphonomethyl)glycine or one of its derivatives selected from the group consisting of its salts, its phosphonate esters and its phosphonate ester salts, comprising the steps of: a) forming a reaction mixture comprising an acid catalyst, Ν,Ν'- bis(carboxymethyl)-2,5-diketopiperazine and a compound comprising one or more P-O-P anhydride moieties, wherein said moieties comprise one P atom at the oxidation state (+111) and the other P atom at the oxidation state (+111) or (+V), to form N,N'-bis(phosphonomethyl)-2,5- diketopiperazine, its dehydrated forms or their phosphonate esters; b) hydrolyzing the reaction mixture to form N-(phosphonomethyl)glycine or one of its derivatives selected from the group consisting of its salts, its phosphonate esters and its phosphonate ester salts.

  本发明涉及一种合成N-(磷酸甲基)甘氨酸或其盐、磷酸酯或磷酸酯盐衍生物的新方法，包括以下步骤：a)形成反应混合物，其中包括酸催化剂、N,N'-双(羧甲基)-2,5-二酮哌嗪和含有一个或多个P-O-P酐基团的化合物，其中该酐基团包括一个P原子在氧化态(+111)，另一个P原子在氧化态(+111)或(+V)，以形成N,N'-双(磷酸甲基)-2,5-二酮哌嗪、其脱水形式或其磷酸酯；b)水解反应混合物，以形成N-(磷酸甲基)甘氨酸或其盐、磷酸酯或磷酸酯盐衍生物中的一种。
• Novel 4-(2-furoyl) aminopiperidines, intermediates in synthesizing the same, process for producing the same and medicinal use of the same
  申请人：Fukutomi Ryuuta

  公开号：US20050085508A1

  公开（公告）日：2005-04-21

  There are provided novel 4-(2-furoyl)aminopiperidines represented by the general formula (I), their synthetic intermediates, processes for their preparation and medicaments containing them. In the above formula, X is CH or N, and Y is a group of the following general formula (II), formula (II-a) or formula (III): wherein a, b and c are each an integer of 0-6; Z is CH 2 or NH; W is O or S; T is O or N—R 15 wherein R 15 is H, a C1-C6 alkyl group, a benzyl group or a phenethyl group; and R 1 is H, a C1-C6 alkoxycarbonyl group, a benzyloxycarbonyl group, or the like. The 4-(2-furoyl)aminopiperidine derivatives according to this invention possess opioid μ antagonistic activity and are useful for the treatment or prevention of side effects which are caused by μ receptors agonist and which are selected from constipation, nausea/emesis or itch, or for the treatment or prevention of idiopathic constipation, postoperative ileus, paralytic ileus, irritable bowel syndrome or chronic pruritus.

  提供了一种新的4-(2-呋喃酰基)氨基哌啶化合物，其通式表示为(I)，以及它们的合成中间体、制备过程和含有它们的药物。 在上述式中，X为CH或N，Y为以下通式(II)、式(II-a)或式(III)的基团： 其中a、b和c均为0-6的整数；Z为CH2或NH；W为O或S；T为O或N—R15，其中R15为H、C1-C6烷基、苄基或苯乙基；R1为H、C1-C6烷氧羰基、苄氧羰基或类似基团。本发明所述的4-(2-呋喃酰基)氨基哌啶衍生物具有阿片μ受体拮抗活性，可用于治疗或预防由μ受体激动剂引起的副作用，包括便秘、恶心/呕吐或瘙痒，或用于治疗或预防特发性便秘、术后肠梗阻、麻痹性肠梗阻、肠易激综合征或慢性瘙痒。
• METHOD FOR THE MANUFACTURE OF PHOSPHONOALKYL IMINODIACETIC ACID
  申请人：Notté Patrick

  公开号：US20130102808A1

  公开（公告）日：2013-04-25

  An improved method for the manufacture of phosphonoalkyl iminodiacetic acid M 2 PO 3 —X—N—(CH 2 COOM) 2 wherein X is a C 1-6 linear or branched alkyl group; and M is selected from hydrogen, alkali, earth-alkali, ammonium and protonated amine is disclosed. The iminodiacetic acid starting material is reacted with a substantially stoichiometric amount of phosphorous acid, in the presence of a large excess of phosphoric acid to thereby yield a reaction medium insoluble reaction product (PAI-DA) which can be separated from the reaction medium. In a particularly preferred approach, the phosphorous acid is prepared in situ starting from liquid P 4 O 6 .

  本发明公开了一种改进的制备磷酸基烷基亚胺二乙酸M2PO3—X—N—(CH2COOM)2的方法，其中X是C1-6线性或支链烷基；M选自氢、碱金属、碱土金属、铵和质子化胺。将亚胺二乙酸起始物与相当量的磷酸反应，在大量过量的磷酸存在下，得到不溶于反应介质的反应产物(PAI-DA)，可以从反应介质中分离。在一种特别优选的方法中，磷酸酸是从液态P4O6开始原位制备的。
• 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。