(2S)-2-(氨基甲酰氨基)-3-苯丙酸酯 | 37534-65-9

• 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
• 中文名称: (2S)-2-(氨基甲酰氨基)-3-苯丙酸酯
• 英文名称: D-2-carbamoylamino-3-phenylpropionic acid
• 英文别名: N-carbamoyl-DL-phenylalanine；N-carbamyl-DL-phenylalanine；N-carbamyl-DL-phenylalnine；N-carbamoylphenylalanine；D-β-phenyl-α-ureidopropionic acid；N-carbamylphenylalanine；2-[(Aminocarbonyl)amino]-3-phenylpropanoic acid；2-(carbamoylamino)-3-phenylpropanoic acid
• CAS: 37534-65-9；173243-89-5
• 化学式: C₁₀H₁₂N₂O₃
• mdl: MFCD00057654
• 分子量: 208.217
• InChiKey: IPWQOZCSQLTKOI-UHFFFAOYSA-N

物化性质

• 溶解度：
  0.01 M

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  (2S)-2-(氨基甲酰氨基)-3-苯丙酸酯 在 氧气 、 氧化亚氮 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 生成 4-苄基噁唑烷-2,5-二酮
  参考文献：
  名称：

  A new simple and quantitative synthesis of α-aminoacid-N-carboxyanhydrides (oxazolidines-2,5-dione)

  摘要：

  Nitrosation of chiral N-cartarnoylaminoacids with a mixture of NO and O-2 gives, with the same con figuration and in quantitative yield the corresponding alpha-aminoacid-N-carboxyanhydrides (NCA), well known precursors of peptides. The by products of this reaction are N-2 and H2O. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)01974-0
• 作为产物：
  描述：

  5-苯基海因 在 sodium hydroxide 作用下， 生成 (2S)-2-(氨基甲酰氨基)-3-苯丙酸酯
  参考文献：
  名称：

  Wheeler; Hoffman, American Chemical Journal, 1911, vol. 45, p. 374

  摘要：

  DOI：

文献信息

• Novel thiophene amidines, compositions thereof, and methods of treating complement-mediated diseases and conditions
  申请人：3-Dimensional Pharmaceuticals, Inc.

  公开号：US20040009995A1

  公开（公告）日：2004-01-15

  Disclosed is a method for treating the symptoms of an acute or chronic disorder mediated by the classical pathway of the complement cascade, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula I 1 or a solvate, hydrate or pharmaceutically acceptable salt thereof; wherein R 1 , R 2 , R 3 , R 4 and R 7 are defined in the specification, Z is SO or SO 2 , and Ar is an aromatic or heteroaromatic group as defined herein.

  揭示了一种治疗急性或慢性疾病症状的方法，该方法通过补体级联的经典途径介导，包括向需要此类治疗的哺乳动物施用公式I的化合物的治疗有效量或其溶剂化合物、水合物或药用可接受盐；其中在规范中定义了R1、R2、R3、R4和R7，Z为SO或SO2，Ar为本文中定义的芳香族或杂环芳基。
• <i>N</i>-Carbamyl-<scp>L</scp>-Amino Acid Amidohydrolase of<i>Pseudomonas</i>sp. Strain NS671: Purification and Some Properties of the Enzyme Expressed in<i>Escherichia coli</i>
  作者：Takahiro Ishikawa、Ken Watabe、Yukuo Mukohara、Hiroaki Nakamura

  DOI：10.1271/bbb.60.612

  日期：1996.1

  An N-carbamyl-L-amino acid amidohydrolase was purified from cells of Escherichia coli in which the gene for N-carbamyl-L-amino acid amidohydrolase of Pseudomonas sp. strain NS671 was expressed. The purified enzyme was homogeneous by the criterion of SDS–polyacrvlamide gel electrophoresis. The results of gel filtration chromatography and SDS–polyacrylamide gel electrophoresis suggested that the enzyme was a dimeric protein with 45-kDa identical subunits. The enzyme required Mn2+ ion (above 1 mM) for the activity. The optimal pH and temperature were 7.5 and around 40°C, respectively, with N-carbamyl-L-methionine as the substrate. The enzyme activity was inhibited by ATP and was iost completely with p-chloromercuribenzoate (1 mM). The enzyme was strictly L-specific and showed a broad substrate specificity for N-carbamyl-L-α-amino acids.

  从表达铜绿假单胞菌NS671菌株N-氨甲酰-L-氨基酸酰胺水解酶基因的Escherichia coli细胞中纯化出N-氨甲酰-L-氨基酸酰胺水解酶。通过SDS-聚丙烯酰胺凝胶电泳判断，纯化后的酶是均质的。凝胶过滤层析和SDS-聚丙烯酰胺凝胶电泳的结果表明，该酶是一种具有45 kDa相同亚基的二聚体蛋白。该酶需要Mn2+离子（大于1 mM）才能发挥活性。以N-氨甲酰-L-蛋氨酸为底物，最佳pH和温度分别为7.5和大约40°C。该酶活性被ATP抑制，并且完全被对氯汞苯甲酸（1 mM）抑制。该酶对L-氨基酸具有严格的特异性，并对N-氨甲酰-L-α-氨基酸表现出广泛的底物特异性。
• 2-Substitute
  申请人：Pfizer Inc.

  公开号：US04224329A1

  公开（公告）日：1980-09-23

  2-Substituted-5-aryl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indoles of the formula (I): ##STR1## and the pharmaceutically-acceptable salts thereof, wherein the hydrogen atoms in the 4a position and 9b positions are in a trans relationship to each other and the 5-aryl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole moiety is dextrorotatory; X.sub.1 and Y.sub.1 are the same or different and are each hydrogen or fluoro; Z.sub.1 is hydrogen, fluoro or methoxy; M is a member selected from the group consisting of ##STR2## a mixture thereof and C.dbd.O and n is 3 or 4; their use as tranquilizing agents, pharmaceutical compositions containing them and a process for their production.

  2-取代-5-芳基-2,3,4,4a,5,9b-六氢-1H-吡啶并[4,3-b]吲哚的化学式(I)如下：##STR1##及其药用可接受的盐，其中4a位置和9b位置的氢原子相对于彼此是反式的，而5-芳基-2,3,4,4a,5,9b-六氢-1H-吡啶并[4,3-b]吲哚基团是右旋的；X.sub.1和Y.sub.1相同或不同，分别是氢或氟；Z.sub.1是氢、氟或甲氧基；M是从下列组中选择的成员之一##STR2##或其混合物和C.dbd.O，n为3或4；它们作为镇静剂的用途，含有它们的药物组合物以及它们的生产方法。
• A practically simple, catalyst free and scalable synthesis of <i>N</i>-substituted ureas in water
  作者：Lata Tiwari、Varun Kumar、Bhuvesh Kumar、Dinesh Mahajan

  DOI：10.1039/c8ra03761b

  日期：——

  A practically simple, mild and efficient method is developed for the synthesis of N-substituted ureas by nucleophilic addition of amines to potassium isocyanate in water without organic co-solvent. Using this methodology, a variety of N-substituted ureas (mono-, di- and cyclic-) were synthesized in good to excellent yields with high chemical purity by applying simple filtration or routine extraction

  开发了一种实用简单、温和且高效的方法，通过胺与异氰酸钾在水中的亲核加成合成N-取代脲，无需有机共溶剂。使用这种方法，通过应用简单的过滤或常规萃取程序避免硅胶纯化，以良好到优异的产率合成了各种N-取代脲（单、双和环），具有高化学纯度。还发现所开发的方法适用于具有大量商业应用的分子的克级合成。发现所确定的反应条件可以促进两种胺混合物的独特底物选择性。
• N-(Hydroxyaminocarbonyl)phenylalanine
  作者：Sang J. Chung、Dong H. Kim

  DOI：10.1016/s0968-0896(00)00235-2

  日期：2001.1

  N-(Hydroxyaminocarbonyl)phenylalanine (1) was designed rationally as a new type of inhibitor for carboxypeptidase A (CPA). The designed inhibitor was readily prepared from phenylalnine benzyl ester in two steps and evaluated to find that rac-1 inhibits CPA in a competitive fashion with the Ki value of 2.09 microM. Surprisingly, inhibitor 1 having the D-configuration is more potent (Ki = 1.54 microM)

  N-（羟基氨基羰基）苯丙氨酸（1）被合理设计为羧肽酶A（CPA）的新型抑制剂。设计的抑制剂可以很容易地从苯丙氨酸苄基酯分两步制备，并进行评估以发现rac-1以竞争性方式抑制CPA，Ki值为2.09 microM。令人惊讶地，具有D-构型的抑制剂1比其对映体更有效（Ki ＝1.54μM）约3倍。提出了在用1抑制CPA中观察到的立体化学的可能解释。