N-羟甲基甲酰胺 | 13052-19-2

• 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
• 中文名称: N-羟甲基甲酰胺
• 中文别名: N-羧甲基甲酰胺；N-(羟基甲基)甲酰胺
• 英文名称: N-(hydroxymethyl)formamide
• 英文别名: N-hydroxymethylformamide；C-hydroxymethylformamide；N-methylolformamide；formylamino-methanol；N-hydroxymethyl-formamide；N-Hydroxymethyl-formamid
• CAS: 13052-19-2
• 化学式: C₂H₅NO₂
• 分子量: 75.0672
• InChiKey: MNQOPPDTVHYCEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-羟甲基甲酰胺 在 草酰氯 作用下， 反应 0.5h， 以95%的产率得到Formamino-chlormethan
  参考文献：
  名称：

  一种简单高效的新型甲醛衍生物的制备

  摘要：

  通过短而通用的途径以高收率制备了新的甲醛衍生物。确定了相应的硫代乙酸酯和硫醇的几种晶体结构。在酸性或碱性条件下将硫代乙酸酯裂解，以高收率得到硫醇，从而引入了新的N-巯基甲基烷基甲酰胺类，N-巯基甲基磺酰胺类和烷氧基甲硫醇类物质。 N-巯甲基甲基酰胺-N-巯甲基磺酰胺-甲氧基甲硫醇

  DOI：

  10.1055/s-0028-1083305
• 作为产物：
  描述：

  聚合甲醛 、 甲酰胺 生成 N-羟甲基甲酰胺
  参考文献：
  名称：

  SUBRAMANIAN, N.

  摘要：

  DOI：

文献信息

• Synthesis and some transformations of substituted 5,6-dihydro-4H-1,3-oxazines
  作者：Alan R. Katritzky、Irina V. Shcherbakova、Robert D. Tack、Xue-Qian Dai

  DOI：10.1016/s0040-4020(01)89906-3

  日期：1993.5

  Substituted 5,6-dihydro-4H-1,3-oxazines are prepared by the acid-catalyzed amidoalkylation of the terminal olefins. 5,6-Dihydro-4H-oxazines undergo further transformations involving the hetero-ring and/or the substituent leading to alkyl amino-substituted 5,6-dihydro-4H-1,3-dihydrooxazines and/or to ring-opened products, 3-hydroxypropylamides.

  取代的5，6-二氢-4H-1，3-恶嗪是通过末端烯烃的酸催化的酰胺基烷基化反应制备的。5,6-二氢-4H-恶嗪经历进一步的转化，涉及杂环和/或取代基，导致烷基氨基取代的5,6-二氢-4H-1,3-二氢恶嗪和/或产生开环产物， 3-羟丙基酰胺。
• Imidazo[1,2-b]pyridazines. XXI. Syntheses of some 3-Acylaminomethyl-6-(chloro and iodo)- 2-(substituted phenyl)-imidazo[1,2-b]pyridazines and -imidazo[1,2-a]pyridines and their Interaction with Central and Mitochondrial Benzodiazepine
  作者：Gordon B. Barlin、Les P. Davies、Peter W. Harrison

  DOI：10.1071/c96130

  日期：——

  A series of 3-acylaminomethyl-6-(chloro, iodo and methyl)-2-(phenyl, 4′-t-butylphenyl, 4′-cyclohexyl- phenyl, biphenyl-4′-yl, 4′-chlorophenyl and 4′-iodophenyl)imidazo[1,2-b]pyridazines and imidazo[1,2- a]pyridines has been prepared and examined for interaction with central and mitochondrial (peripheral- type) benzodiazepine receptors. The imidazo[1,2-b]pyridazines were generally more selective for the mitochondrial receptors than the corresponding imidazo[1,2-a]pyridines. Of these compounds, 3- acetamidomethyl-2-(biphenyl-4′-yl)-6-chloroimidazo[1,2-b]pyridazine (9) proved to be the most selective in studies of the displacement of [3H]diazepam from peripheral-type and central benzodiazepine receptors (IC50 2·8 nM and 0% displacement at 1000 nM, respectively).

  4′-叔丁基苯基、4′-环己基苯基、4′-联苯基、 4′-氯苯基和 4′-环己基苯基、4′-联苯基、4′-氯苯基和 4′-碘苯基）咪唑并[1,2-b]哒嗪 和咪唑并[1,2-a]吡啶的相互作用进行了研究。 和咪唑并[1,2-a]吡啶的相互作用进行了研究。 苯并二氮杂卓受体的相互作用。这些 咪唑并[1,2-b]哒嗪对线粒体受体的选择性通常更高。 比相应的咪唑并[1,2-b]哒嗪对线粒体受体的选择性更强。 咪唑并[1,2-a]吡啶对线粒体受体的选择性更强。在这些化合物中 3- 乙酰胺基甲基-2-（联苯-4′-基）-6-氯咪唑并[1,2-b]哒嗪 (9) (9) 在研究[3H]二氮杂卓的位移时被证明是最具选择性的。 [3H]地西泮从外周型和中枢型苯并二氮杂卓受体（IC 的选择性（IC50 2-8 nM 和 0% displacement at 1000 nM）。
• Imidazo[1,2-b]Pyridazines. XXI. Syntheses of Some 3-Acylaminomethyl-6-(chloro, fluoro, methoxy, methylthio, phenoxy and phenylthio)-2-(phenyl, 4-t-butylphenyl, 4-cyclohexylphenyl, β-naphthyl and styryl)imidazo[1,2-b]pyridazines and Their Interaction With Central and Peripheral-Type Benzodiazepine Receptors
  作者：GB Barlin、LP Davies、PW Harrison、SJ Ireland、AC Willis

  DOI：10.1071/ch9960451

  日期：——

  Some 3-(aliphatic and aromatic) acylaminomethyl derivatives of 6-( chloro, fluoro, methoxy, methylthio, phenoxy and phenylthio )-2-(phenyl, 4-t-butylphenyl, 4-cyclohexylphenyl, β- naphthyl and styryl ) imidazo [1,2-b] pyridazines have been prepared and tested for binding to central benzodiazepine receptors present in rat brain membrane, and to peripheral-type (mitochondrial) benzodiazepine receptors present in rat kidney membrane. Some of these compounds which contained 2-(4-t-butylphenyl, 4-cyclohexylphenyl and styryl ) substituents bound strongly and selectively to peripheral-type benzodiazepine receptors. For example, 2-(4′-t-butylphenyl)-6-chloro-2-(4″-fluorobenzamidomethyl) imidazo [1,2-b] pyridazine in tests for the displacement of [3H]diazepam from both peripheral-type and central benzodiazepine receptors gave IC50 <1.0 nM and 9% displacement at 1000 nM , respectively. Steric effects appeared to be more restrictive in the interaction of these ligands with central benzodiazepine receptors rather than with peripheral-type benzodiazepine receptors; X-ray structure analyses of two typical compounds are reported.

  一些6-(氯、氟、甲氧基、甲硫氧基、苯氧基和苯硫氧基)基-2-(苯基、4-叔丁基苯基、4-环己基苯基、β-萘基和芳基)咪唑[1,2-b]吡啶嗪的3-(脂肪和芳香族)酰胺甲基衍生物已制备并测试其与大鼠脑膜中存在的中枢苯二氮卓类受体以及大鼠肾膜中存在的外周型（线粒体）苯二氮卓类受体的结合。其中一些含有2-(4-叔丁基苯基、4-环己基苯基和芳基)取代基的化合物与外周型苯二氮卓类受体结合强烈且具有选择性。例如，在对2-(4'-叔丁基苯基)-6-氯-2-(4''-氟苯甲酰胺基甲基)咪唑[1,2-b]吡啶嗪进行[3H]地西泮从外周型和中枢苯二氮卓类受体的位点上的置换测试时，其IC50 <1.0 nM，分别在1000 nM时分别表现为9%的置换。立体效应似乎在这些配体与中枢苯二氮卓类受体的相互作用中更具限制性，而不是与外周型苯二氮卓类受体的相互作用；报道了两种典型化合物的X射线结构分析结果。
• Method for preparation of N-phosphonomethylglycine
  申请人：Stauffer Chemical Company

  公开号：US04422982A1

  公开（公告）日：1983-12-27

  A method for the production of N-phosphonomethylglycine is disclosed which comprises the steps of: (a) reacting formaldehyde with formamide at a pH of 9-10 to form N-(hydroxymethyl)formamide, (b) reacting N-(hydroxymethylformamide with triethylphosphite to form diethyl, N-(formyl)aminomethylphosphonate, (c) reacting diethyl, N-(formyl)aminomethylphosphonate with methylchloroacetate to form N-(diethylphosphonomethyl), N-(formyl)glycinemethyl ester, and (d) reacting N-(diethylphosphonomethyl), N-(formyl)glycinemethyl ester with hydrochloric acid to form N-phosphonomethylglycine.

  公开了一种生产N-磷酸甲基甘氨酸的方法，其包括以下步骤：(a)在pH为9-10的条件下，将甲醛与甲酰胺反应，形成N-(羟甲基)甲酰胺，(b)将N-(羟甲基)甲酰胺与三乙基膦酸三酯反应，形成二乙酰基，N-(甲酰基)氨甲基膦酸酯，(c)将二乙酰基，N-(甲酰基)氨甲基膦酸酯与氯乙酸甲酯反应，形成N-(二乙基磷酸甲基)，N-(甲酰基)甘氨酸甲酯，(d)将N-(二乙基磷酸甲基)，N-(甲酰基)甘氨酸甲酯与盐酸反应，形成N-磷酸甲基甘氨酸。
• METHOD FOR THE SYNTHESIS OF AMINOALKYLENEPHOSPHONIC ACID
  申请人：STRAITMARK HOLDING AG

  公开号：US20150225431A1

  公开（公告）日：2015-08-13

  A method for the synthesis of an aminoalkylenephosphonic acid or its phosphonate esters including the following steps: a) forming, in the presence of an aldehyde or ketone and an acid catalyst, a reaction mixture by mixing a compound having at least one HNR 1 R 2 moiety or a salt thereof, with a compound having one or more P—O—P anhydride moieties, the moieties having one P atom at the oxidation state (+III) and one P atom at the oxidation state (+III) or (+V), wherein the ratio of moles of aldehyde or ketone to N—H moieties is 1 or more and wherein the ratio of N—H moieties to P—O—P anhydride moieties is 0.3 or more, and b) recovering the resulting aminoalkylenephosphonic acid having compound or its phosphonate esters.

  一种合成氨基烷基膦酸或其膦酸酯的方法，包括以下步骤：a)在醛或酮和酸催化剂存在下，通过将至少具有一个HNR1R2基团或其盐的化合物与具有一个或多个P-O-P酸酐基团的化合物混合而形成反应混合物，其中该基团具有一个P原子在氧化态(+III)，另一个P原子在氧化态(+III)或(+V)，其中醛或酮的摩尔比与N-H基团的摩尔比为1或更多，N-H基团与P-O-P酸酐基团的摩尔比为0.3或更多，b)回收所得的氨基烷基膦酸化合物或其膦酸酯。

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