(2S)-2-amino-3-carbamimidamidopropanoic acid | 14191-91-4

• 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: (2S)-2-amino-3-carbamimidamidopropanoic acid
• 英文别名: 2-Amino-3-guanidino-propionic acid；(2S)-2-amino-3-(diaminomethylideneamino)propanoic acid
• CAS: 14191-91-4
• 化学式: C₄H₁₀N₄O₂
• mdl: MFCD00069181
• 分子量: 146.149
• InChiKey: XNBJHKABANTVCP-REOHCLBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.9
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  128
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acid 、 (2S)-2-amino-3-carbamimidamidopropanoic acid 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以35 mg的产率得到(S)-2-(4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzamido)-3-guanidinopropanoic acid
  参考文献：
  名称：

  [EN] GUANIDINE DERIVATIVES FOR THE TREATMENT OF HEPATITIS C
  [FR] DÉRIVÉS DE GUANIDINE POUR LE TRAITEMENT DE L'HÉPATITE C

  摘要：

  公式I的化合物，包括其药用盐，以及使用这些化合物的组合物和方法，已经列出。这些化合物对丙型肝炎病毒（HCV）具有活性，可能对感染HCV的患者有治疗作用。

  公开号：

  WO2014116768A1
• 作为产物：
  描述：

  β-Guanidino-L-α-tosylamino-propionsaeure 在 氢溴酸 、 苯酚 作用下， 以 溶剂黄146 为溶剂， 生成 (2S)-2-amino-3-carbamimidamidopropanoic acid
  参考文献：
  名称：

  Rudinger,J. et al., Collection of Czechoslovak Chemical Communications, 1960, vol. 25, p. 2022 - 2028

  摘要：

  DOI：

文献信息

• [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF BACTERIAL INFECTIONS<br/>[FR] COMPOSÉS ET MÉTHODES POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：CIDARA THERAPEUTICS INC

  公开号：WO2018006063A1

  公开（公告）日：2018-01-04

  Compositions and methods for the treatment of bacterial infections include compounds containing dimers of cyclic heptapeptides conjugated to one or more monosaccharide or oligosaccharide moieties. In particular, compounds can be used in the treatment of bacterial infections caused by Gram-negative bacteria.

  用于治疗细菌感染的组合物和方法包括含有环七肽二聚体与一个或多个单糖或寡糖基团结合的化合物。特别是，这些化合物可用于治疗由革兰氏阴性细菌引起的细菌感染。
• [EN] CXCR3 RECEPTOR AGONISTS<br/>[FR] AGONISTES DU RÉCEPTEUR CXCR3
  申请人：CELGENE INT II SARL

  公开号：WO2018045246A1

  公开（公告）日：2018-03-08

  Compounds are provided having the structure of the following Formula I: where R, R1, R2, R3a and R3b are as defined herein. Pharmaceutical compositions comprising such compounds, as well as methods related to their manufacture and use, are also provided.

  提供具有以下式I结构的化合物：其中R、R1、R2、R3a和R3b如本文所述定义。还提供了包含这些化合物的药物组合物，以及与它们的制造和使用相关的方法。
• Rudinger,J. et al., Collection of Czechoslovak Chemical Communications, 1960, vol. 25, p. 2022 - 2028
  作者：Rudinger,J. et al.

  DOI：——

  日期：——
• [EN] GUANIDINE DERIVATIVES FOR THE TREATMENT OF HEPATITIS C<br/>[FR] DÉRIVÉS DE GUANIDINE POUR LE TRAITEMENT DE L'HÉPATITE C
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2014116768A1

  公开（公告）日：2014-07-31

  Compounds of Formula I, including pharmaceutically acceptable salts thereof, are set forth, in addition to compositions and methods of using these compounds. The compounds have activity against hepatitis C virus (HCV) and may be useful in treating those infected with HCV.

  公式I的化合物，包括其药用盐，以及使用这些化合物的组合物和方法，已经列出。这些化合物对丙型肝炎病毒（HCV）具有活性，可能对感染HCV的患者有治疗作用。
• Effects of Arginine Homologues and other Guanidino Compounds on the ATP Level and Glucose Oxidation in Isolated Fat Cells
  作者：Friedemann Schwegler、Wieland Stock

  DOI：10.1515/bchm2.1975.356.s1.839

  日期：1975.1

  The arginine homologues 2-amino-3-guanidinopropionic acid, 2-amino-4-guanidino-butyric acid and 2-amino-6-guanidinocaproic acid (= homoarginine) were synthesized and transformed into their methyl esters. The latter, together with arginine methyl esters. The latter, together with arginine methyl ester, arginine diethylamide and some guanidino compounds without the arginyl structure (agmatine, isopentyl-guanidine and n-butylbiguanide) were examined with regard to their behaviour on isolated fat cells, concerning the adrenalin-induced depression of the ATP level and the stimulation of glucose oxidation. The homoarginyl and arginyl derivatives counteracted the effect of adrenalin by re-elevating the ATP level, and thus they exerted an insulin-like activity. The esters were slightly active, whereas the arginine diethylamide and agmatine had a marked effect. The shorter homologues of arginine were totally inactive. However isopentyl-guanidine and butylbiguanide followed the effect of adrenalin: they additionally lowered the ATP level and therefore they acted in opposition to insulin. For comparative reasons the same compounds were tested with regard to their effects on glucose oxidation. The results were consistent with those quoted above: the homoarginyl and arginyl derivatives (agmatine included) forced the glucose oxidation similarly to insulin, the shorter homologues were inactive, isopentylguanidine and butylbiguanide decreased it.