N-(p-aminobenzoyl)-L-phenylalanine | 58332-26-6

• 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-(p-aminobenzoyl)-L-phenylalanine
• 英文别名: p-aminobenzoyl-D,L-phenylalanine；p-aminobenzoyl-phenylalanine；(2S)-2-[(4-aminobenzoyl)amino]-3-phenylpropanoic acid
• CAS: 58332-26-6
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: RZHDOMOYHYFIEJ-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(p-aminobenzoyl)-L-phenylalanine 在 N-甲基吗啉 、 potassium carbonate 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 N-(N-(4-(pyrrolidin-1-yl)acetamidobenzoyl)-L-phenylalanyl)-L-phenylalanine methyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of Matijing-Su derivatives as potent anti-HBV agents

  摘要：

  A series of Matijing-Su (MTS, N-(N-benzoyl-L-phenylalanyl)-O-acetyl-L-phenylalanol) derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity in 2.2.15 cells. The IC50 of compounds 14a (0.71 mu M), 13c (2.85 mu M), 13b (4.37 mu M), etc. and the selective index of 13g (161.01), 13c (90.45), 13a (85.09) etc. of the inhibition on the replication of HBV DNA were better than those of the positive control lamivudine (IC50: 82.42 mu M, SI: 41.59). Compounds 13o, 13p, and 16a also exhibited significant anti-HBV activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.001
• 作为产物：
  描述：

  L-苯丙氨酸甲酯盐酸盐 在 N-甲基吗啉 、 sodium hydroxide 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 N-(p-aminobenzoyl)-L-phenylalanine
  参考文献：
  名称：

  Synthesis and biological evaluation of Matijing-Su derivatives as potent anti-HBV agents

  摘要：

  A series of Matijing-Su (MTS, N-(N-benzoyl-L-phenylalanyl)-O-acetyl-L-phenylalanol) derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity in 2.2.15 cells. The IC50 of compounds 14a (0.71 mu M), 13c (2.85 mu M), 13b (4.37 mu M), etc. and the selective index of 13g (161.01), 13c (90.45), 13a (85.09) etc. of the inhibition on the replication of HBV DNA were better than those of the positive control lamivudine (IC50: 82.42 mu M, SI: 41.59). Compounds 13o, 13p, and 16a also exhibited significant anti-HBV activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.001

文献信息

• Composition containing a penem or carbapenem antibiotic
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0178911A2

  公开（公告）日：1986-04-23

  57 Administration of an N-acylated amino acid (ornithine, lysine, phenylglycine or phenylalanine) in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially. A pharmaceutical composition may be prepared simply by mixing the two components.

  57 将 N-酰化氨基酸（鸟氨酸、赖氨酸、苯甘氨酸或苯丙氨酸）与培南类或碳青霉烯类抗生素联合给药，可缓解或消除与单独给药抗生素相关的肾脏问题。 氨基酸和抗生素可一起配制成组合物，也可同时或依次单独给药。 只需将两种成分混合即可制备成药物组合物。
• Pyrimidine compounds and their use as pharmaceuticals
  申请人：Beiersdorf-Lilly GmbH

  公开号：EP0628559A1

  公开（公告）日：1994-12-14

  Pharmaceutical compounds which are azolo-fused pyrimidine compounds having the formula in which =A―B- together with the pyrimidine ring forms a) a pyrazolo[1,5-a]pyrimidine of formula (A), b) a [1,2,4]triazolo[1,5-a]pyrimidine of formula (B), c) an imidazo[1,5-a]pyrimidine of formula (C), or d) an imidazo[1,2-a]pyrimidine of formula (D),

  属于偶氮唑融合嘧啶化合物的药物化合物，其式为 其中 =A-B- 与嘧啶环一起形成 a) 式（A）的吡唑并[1,5-a]嘧啶、 b) 式（B）的[1,2,4]三唑并[1,5-a]嘧啶、 c) 式（C）的咪唑并[1,5-a]嘧啶、 或 d) 式（D）的咪唑并[1,2-a]嘧啶、
• Biocidal peptide and preparation based thereon
  申请人：“VERTA RESEARCH-PRODUCTION COMPANY” LTD

  公开号：US11059860B2

  公开（公告）日：2021-07-13

  The invention discloses peptides having biocidal properties, more particularly antibacterial, antifungal, and antiviral properties, and preparations based thereon. A biocidal peptide of general formula Y-Ile-Leu-Pro-X-Lys-X-Pro-X-X-Pro-X-Arg-Arg-NH2, where X is 4-nitrophenylalanine; 4-chlorophenylalanine; 4-methoxyphenylalanine; D-phenylalanine; 4-aminophenylalanine; 4-aminobenzoylphenylalanine; homophenylalanine; 4-tertbutylphenylalanine; 2-methylphenylalanine; 4-fluorophenyl alanine; pentafluorophenylalanine; or 2-trifluoromethylphenylalanine; and Y is H or palmitoyl or aminoundecanoyl, and a preparation in the form of a gel with biocidal properties, containing, as an active substance, the peptide at a concentration of 0.001 to 0.1 wt %. The peptides demonstrate biocidal properties towards bacteria, including spore-forming bacteria, mold fungi, and viruses. The peptide-based gels can be used for treating bacterial and viral infectious diseases and infectious comorbidities.

  本发明公开了具有杀菌特性，特别是抗菌、抗真菌和抗病毒特性的肽及其制剂。一种通式为Y-Ile-Leu-Pro-X-Lys-X-Pro-X-X-Pro-X-Arg-Arg-NH2的杀菌肽，其中X为4-硝基苯丙氨酸；4-氯苯丙氨酸；4-甲氧基苯丙氨酸；D-苯丙氨酸；4-氨基苯丙氨酸；4-氨基苯甲酰基苯丙氨酸；均苯丙氨酸；4-叔丁基苯丙氨酸；2-甲基苯丙氨酸；4-氟苯丙氨酸；五氟苯丙氨酸；或 2-三氟甲基苯丙氨酸；和 Y 是 H 或棕榈酰基或氨基十一酰基，以及具有杀生物特性的凝胶形式的制剂，该制剂作为活性物质含有浓度为 0.001 至 0.1 wt %。多肽对细菌（包括孢子形成细菌、霉菌和病毒）具有杀菌特性。肽基凝胶可用于治疗细菌和病毒感染性疾病以及传染性合并症。
• BIOCIDAL PEPTIDE AND PREPARATION BASED THEREON
  申请人："VERTA RESEARCH-PRODUCTION COMPANY" LTD

  公开号：US20200071358A1

  公开（公告）日：2020-03-05

  The invention relates to the field of medicine, in particular to novel peptides having biocidal properties, more particularly antibacterial, antifungal and antiviral properties, and preparations based thereon. Proposed are a biocidal peptide of general formula Y-Ile-Leu-Pro-X-Lys-X-Pro-X-X-Pro-X-Arg-Arg-NH2, where X is 4-nitrophenylalanine; 4-chlorophenylalanine; 4-methoxyphenylalanine; D-phenylalanine; 4-aminophenylalanine; 4-aminobenzoylphenylalanine; homophenylalanine; 4-tertbutylphenylalanine; 2-methylphenylalanine; 4-fluorophenyl alanine; pentafluorophenylalanine; or 2-trifluoromethylphenylalanine; and Y is H or palmitoyl or aminodecanoyl, and a preparation in the form of a gel with biocidal properties, containing, as an active substance, said peptide at a concentration of 0.001 to 0.1 wt %. The claimed peptides demonstrate biocidal properties towards bacteria, including spore-forming bacteria, mould fungi, and also viruses. The peptide-based gels can be used for treating bacterial and viral infectious diseases and infectious comorbidities.
• US4757066A
  申请人：——

  公开号：US4757066A

  公开（公告）日：1988-07-12