N-(tert-Butoxycarbonyl)alanyl-alpha-glutamine | 18814-50-1

• 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-(tert-Butoxycarbonyl)alanyl-alpha-glutamine
• 英文别名: 5-amino-4-[2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]-5-oxopentanoic acid
• CAS: 18814-50-1
• 化学式: C₁₃H₂₃N₃O₆
• 分子量: 317.34
• InChiKey: HQRBWYFVNGVLSK-UHFFFAOYSA-N

物化性质

• 熔点：
  94-98 °C
• 沸点：
  636.3±55.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  148
• 氢给体数：
  4
• 氢受体数：
  6

文献信息

• NOVEL MURAMYL PEPTIDE DERIVATIVE COMPOUND, SYNTHESIS AND USES THEREOF
  申请人：BHARAT BIOTECH INTERNATIONAL LIMITED

  公开号：US20180360957A1

  公开（公告）日：2018-12-20

  The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof; wherein R 1 and R 2 both are hydrogen; or R 1 is hydrogen and R 2 is alkyl or aryl; or R 1 is alkyl or aryl and R 2 is hydrogen; or R 1 and R 2 both are alkyl or aryl (same or different groups); wherein alkyl group constitute C1-C6 alkyl or higher (both linear and branched) with or without heteroatoms; and aryl group constitute phenyl, substituted phenyl, heteraryl, arylalkyl and polynuclear aromatics. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.

  该发明涉及结构式-VIII的新型Muramyl二肽（MDP）衍生物化合物，以及用于合成的过程、合成中使用的中间体和其用途；其中R1和R2均为氢；或者R1为氢且R2为烷基或芳基；或者R1为烷基或芳基且R2为氢；或者R1和R2均为烷基或芳基（相同或不同基团）；其中烷基基团包括C1-C6烷基或更高碳数（线性和支链）且可能含有杂原子；芳基基团包括苯基、取代苯基、杂芳基、芳基烷基和多核芳香族。这些化合物具有出色的药理特性，特别是作为疫苗配方中的辅助免疫调节剂的用途。这些化合物在疫苗中作为辅助剂特别有用。
• [EN] NOVEL MURAMYL PEPTIDE DERIVATIVE COMPOUND, SYNTHESIS AND USES THEREOF<br/>[FR] NOUVEAU COMPOSÉ DÉRIVÉ DE MURAMYLE, SYNTHÈSE ET UTILISATIONS ASSOCIÉES
  申请人：BHARAT BIOTECH INT LTD

  公开号：WO2017098529A1

  公开（公告）日：2017-06-15

  The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof. R = alkyl (both linear and branched), aryl, substituted aryl, alkoxy alkyl Wherein, R can be both linear and branched alkyl, aryl, substituted aryl and alkoxy alkyl. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.

  这项发明涉及结构式-VIII的新型Muramyl Dipeptide（MDP）衍生物化合物，以及用于合成的过程、合成中使用的中间体和其用途。其中，R = 烷基（线性和支链）、芳基、取代芳基、烷氧基烷基。其中，R可以是线性和支链烷基、芳基、取代芳基和烷氧基烷基。这些化合物具有出色的药理特性，特别是作为疫苗配方中的辅助免疫调节特性。这些化合物在疫苗中特别有用作为辅助剂。
• Muramyl peptide derivative compound, synthesis and uses thereof
  申请人：BHARAT BIOTECH INTERNATIONAL LIMITED

  公开号：US10576147B2

  公开（公告）日：2020-03-03

  The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof; wherein R1 and R2 both are hydrogen; or R1 is hydrogen and R2 is alkyl or aryl; or R1 is alkyl or aryl and R2 is hydrogen; or R1 and R2 both are alkyl or aryl (same or different groups); wherein alkyl group constitute C1-C6 alkyl or higher (both linear and branched) with or without heteroatoms; and aryl group constitute phenyl, substituted phenyl, heteraryl, arylalkyl and polynuclear aromatics. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.

  本发明涉及结构式-VIII 的新型 Muramyl 二肽 (MDP) 衍生物化合物、合成工艺、合成中使用的中间体及其用途； 其中 R1 和 R2 均为氢；或 R1 为氢，R2 为烷基或芳基；或 R1 为烷基或芳基，R2 为氢；或 R1 和 R2 均为烷基或芳基（相同或不同基团）；其中烷基为 C1-C6 烷基或更高的烷基（包括直链和支链），含或不含杂原子；芳基为苯基、取代苯基、杂芳基、芳烷基和多核芳烃。这些化合物具有优异的药理特性，特别是免疫调节特性，可用作疫苗制剂中的佐剂。这些化合物尤其可用作疫苗佐剂。
• Muramyl Peptide Derivatives
  申请人：Bharat Biotech International Limited

  公开号：US20220056080A1

  公开（公告）日：2022-02-24

  The invention is directed to Muramyl Dipeptide (MDP) derivative compounds of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof: wherein, R can be a linear or branched alkyl, an aryl, a substituted aryl, or an alkoxy alkyl. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are particularly useful as adjuvants in vaccines.
• [EN] NOVEL MURAMYL PEPTIDE DERIVATIVE COMPOUND, SYNTHESIS AND USES THEREOF<br/>[FR] NOUVEAU COMPOSÉ DÉRIVÉ DES PEPTIDES DE MURAMYLE, SA SYNTHÈSE ET SES UTILISATIONS
  申请人：BHARAT BIOTECH INT LTD

  公开号：WO2017103944A1

  公开（公告）日：2017-06-22

  The invention relates to novel Muramyl Dipeptide (MDP) derivative compound of structural Formula-VIII, a process for synthesis, intermediates used in the synthesis and use thereof; (Formula VIII) wherein R1 and R2 both are hydrogen; or R1 is hydrogen and R2 is alkyl or aryl; or R1 is alkyl or aryl and R2 is hydrogen; or R1 and R2 both are alkyl or aryl (same or different groups); wherein alkyl group constitute C1-C6 alkyl or higher (both linear and branched) with or without heteroatoms; and aryl group constitute phenyl, substituted phenyl, heteraryl, arylalkyl and polynuclear aromatics. These compounds possess excellent pharmacological properties, in particular immunomodulating properties for use as adjuvant in vaccine formulations. These compounds are, particularly useful as adjuvants in vaccines.