(2S)-2-氨基-N-乙基丙酰胺 | 71773-95-0

• 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-N-乙基丙酰胺
• 英文名称: L-alanine ethylamide
• 英文别名: Ala-ethylamide；(2S)-2-amino-N-ethylpropanamide
• CAS: 71773-95-0
• 化学式: C₅H₁₂N₂O
• 分子量: 116.163
• InChiKey: SKPCTMWFLGENTL-BYPYZUCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-2-氨基-N-乙基丙酰胺 在 盐酸 、 sodium cyanoborohydride 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-{(S)-1-[((S)-1-Ethylcarbamoyl-ethylamino)-methyl]-2-phenyl-ethyl}-N'-[(R)-1-(4-fluoro-phenyl)-ethyl]-5-(methanesulfonyl-methyl-amino)-isophthalamide
  参考文献：
  名称：

  BACE-1 inhibition by a series of ψ[CH2NH] reduced amide isosteres

  摘要：

  A series of beta-site amyloid precursor protein cleaving enzyme (BACE-1) inhibitors containing a psi(CH2NH) reduced amide bond were synthesized. Incorporation of this reduced amide isostere as a non-cleavable peptide surrogate afforded inhibitors possessing low nanomolar potencies in both an enzymatic and cell-based assay.

  DOI：

  10.1016/j.bmcl.2006.04.076
• 作为产物：
  描述：

  (S)-2-(tert-butoxycarbonylamino)-N-ethylpropanamide 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 生成 (2S)-2-氨基-N-乙基丙酰胺
  参考文献：
  名称：

  BACE-1 inhibition by a series of ψ[CH2NH] reduced amide isosteres

  摘要：

  A series of beta-site amyloid precursor protein cleaving enzyme (BACE-1) inhibitors containing a psi(CH2NH) reduced amide bond were synthesized. Incorporation of this reduced amide isostere as a non-cleavable peptide surrogate afforded inhibitors possessing low nanomolar potencies in both an enzymatic and cell-based assay.

  DOI：

  10.1016/j.bmcl.2006.04.076

文献信息

• Amino acids and peptides. III. Synthesis of stereoisomeric alanine containing peptide derivatives and their effects on germination of Bacillus thiaminolyticus spores. 2.
  作者：YOSHIO OKADA、SHIN IGUCHI、MIYUKI OKINAKA、MASAMI YAGYU、KEIJI SANO、MIEKO OTANI

  DOI：10.1248/cpb.26.3588

  日期：——

  Stereoisomeric alanine containing peptides were synthesized to study not only the relationship between the structure of alanine containing peptides and their effects on germination of Bacillus thiaminolyticus spores but also their antibacterial activity. The peptides obtained did not show any effect on germination. They did not exhibit any antibacterial activity against Staphylococcus aureus, Sarcina lutea, Pseudomonas aeruginosa and Escherichia coli.

  合成了立体异构的含丙氨酸肽，以研究含丙氨酸的肽的结构与其对巴氏芽孢杆菌（Bacillus thiaminolyticus）孢子萌发的影响之间的关系，以及它们的抗菌活性。获得的肽对孢子的萌发没有任何影响。它们对金黄色葡萄球菌（Staphylococcus aureus）、黄球菌（Sarcina lutea）、铜绿假单胞菌（Pseudomonas aeruginosa）和大肠杆菌（Escherichia coli）也没有表现出任何抗菌活性。
• Substituted hydroxyethylamines
  申请人：John Varghese

  公开号：US20060106256A1

  公开（公告）日：2006-05-18

  This invention relates to prodrugs of a class of amine compounds which are useful in the treatment of Alzheimer's disease and similar diseases.

  本发明涉及一类氨基化合物的前药，该类化合物在治疗阿尔茨海默病和类似疾病方面具有用途。
• Biologically active tripeptide and tetrapeptide alkylamides, and method
  申请人：SPOFA, spojene podniky pro zdravotnickou vyrobu

  公开号：US04528133A1

  公开（公告）日：1985-07-09

  This invention relates to biologically active tripeptide and tetrapeptide alkylamides of the general formula ##STR1## wherein R.sup.1 is an alkyl with 1 to 5 carbon atoms, A is a peptidically bound alanine or proline residue, B is a peptidically bound glycine, alanine or proline residue, n is an integer of 1 or 2, and R.sup.2 is an alkylcarbonylamino group with 2 to 12 carbon atoms, an alkenyl with 6 to 12 carbon atoms or a benzyloxycarbonylamino group. The compounds effectively inhibit the enzymatic activity of pancreatic and leucocytal elastase and are expected to find use in the treatment of acute pancreatitis, chronic obstructive pulmonary disease, pulmonary emphysema, and certain forms of arthritis. The invention also relates to processes for the preparation of the title compounds and to pharmaceutical compositions containing them.

  本发明涉及一种具有生物活性的三肽和四肽烷基酰胺，其一般式为##STR1## 其中，R1是1至5个碳原子的烷基，A是肽键连接的丙氨酸或脯氨酸残基，B是肽键连接的甘氨酸、丙氨酸或脯氨酸残基，n是1或2的整数，R2是具有2至12个碳原子的烷基羰基氨基、具有6至12个碳原子的烯烃基或苄氧羰基氨基。这些化合物有效地抑制胰腺和白细胞弹性蛋白酶的酶活性，并预计用于治疗急性胰腺炎、慢性阻塞性肺疾病、肺气肿和某些形式的关节炎。本发明还涉及制备所述化合物的方法和含有它们的制药组合物。
• Alkylamides of carboxyalkanoyl peptides and method for preparation
  申请人：Spofa, Spojene podniky pro zdravotnickou vyrobu

  公开号：US04554100A1

  公开（公告）日：1985-11-19

  A method is described for the preparation of novel alkylamides of carboxyalkanoyl peptides of the formula ##STR1## wherein R is an aralky or an alkyl group of 1-5 carbon atoms, A is a residue of peptidically bound proline or alanine, B is a straight bond or a residue of peptidically bound proline or alanine and X is a CH.dbd.CH group or a methylene group of 1-3 carbon atoms. The described compounds are capable of inhibiting elastase.

  本文描述了一种制备新型卡羧基肽烷基酰胺的方法，其化学式为##STR1##其中，R为1-5个碳原子的芳基或烷基，A为肽键连接的脯氨酸或丙氨酸残基，B为直链键或肽键连接的脯氨酸或丙氨酸残基，X为CH.dbd.CH基团或1-3个碳原子的亚甲基基团。所述化合物能够抑制弹性蛋白酶。
• Compounds to treat alzheimer's disease
  申请人：——

  公开号：US20020128255A1

  公开（公告）日：2002-09-12

  The present invention is substituted amines of formula (X) 1 and of the formula (X′) 2 useful in treating Alzheimer's disease and other similar diseases.

  本发明提供的公式（X）1和公式（X'）2的取代胺在治疗阿尔茨海默病和其他类似疾病中有用。