(2S)-N-(2-amino-2-oxoethyl)-2-[[2-(methylamino)acetyl]amino]-4-methylsulfanylbutanamide

• 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)-N-(2-amino-2-oxoethyl)-2-[[2-(methylamino)acetyl]amino]-4-methylsulfanylbutanamide
• 化学式: C₁₀H₂₀N₄O₃S
• 分子量: 276.36
• InChiKey: YEBKVBBIXOQQMV-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  139
• 氢给体数：
  4
• 氢受体数：
  5

文献信息

• [EN] PEPTIDES AS OXYTOCIN AGONISTS<br/>[FR] PEPTIDES UTILISÉS EN TANT QU'AGONISTES D'OXYTOCINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2015185467A1

  公开（公告）日：2015-12-10

  The invention relates to compounds of formula (I), wherein R1 is hydrogen, lower alkyl or cycloalkyl; R2 is hydrogen or R1 and R 2 may form together with the N and C atom to which they are attached a pyrrolidine ring optionally substituted by one or two F-atoms or by hydroxy, or may form an azetidine or a piperazine ring; R3 is hydrogen, lower alkyl, lower alkyl substituted by hydroxy, -(CH2)2C(O)NH2, benzyl, phenyl, -CH2-five membered aromatic heterocyclic group, CH2-indolyl, -CH2-cycloalkyl, cycloalkyl or -(CH2)2-S-lower alkyl; R3' is hydrogen or lower alkyl; or X is -C(0)-CHR4-CHR4 -C(0)-NH-CH2- R4/R4 are hydrogen or one of R4 or R4 is amino: o is 0 or 1; or to pharmaceutically acceptable acid addition salt, to a racemic mixture or to its corresponding enantiomer and/or optical isomers thereof. It has been found that the present compounds are oxytocin receptor agonists for the treatment of autism, stress, including post traumatic stress disorder, anxiety, including anxiety disorders and depression, schizophrenia, psychiatric disorders and memory loss, alcohol withdrawel, drug addiction and for the treatment of Prader-Willi Syndrom.

  该发明涉及化合物的结构式(I)，其中R1为氢、较低的烷基或环烷基；R2为氢或者R1和R2可以与它们连接的N和C原子一起形成一个可选由一个或两个F原子或羟基取代的吡咯烷环，或者可以形成一个氮杂环或一个哌嗪环；R3为氢、较低的烷基、羟基取代的较低烷基、-(CH2)2C(O)NH2、苄基、苯基、- -五元芳香杂环基、 -吲哚基、- -环烷基、环烷基或-( )2-S-较低烷基；R3'为氢或较低的烷基；或X为-C(0)-CHR4-CHR4 -C(0)-NH- -，R4/R4为氢或R4或R4中的一个为氨基；o为0或1；或其药学上可接受的酸盐、消旋混合物或其相应的对映体和/或光学异构体。已发现这些化合物是催产素受体激动剂，用于治疗自闭症、压力，包括创伤后应激障碍、焦虑症，包括焦虑症和抑郁症、精神分裂症、精神障碍和记忆丧失、酒精戒断、药物成瘾以及普拉德-威利综合症的治疗。
• [EN] PEPTIDES AS OXYTOCIN AGONISTS<br/>[FR] PEPTIDES EN TANT QU'AGONISTES DE L'OXYTOCINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014095773A1

  公开（公告）日：2014-06-26

  The invention relates to compounds of formula (I) wherein R1 is hydroxy or amino; R2 is sec-butyl or isobutyl; R3 is lower alkyl, lower alkyl substituted by hydroxy, -(CH2)2C(O)-NH2, -(CH2)3-NH2 or -CH2-five membered aromatic heterocyclic group; R4 is hydrogen or lower alkyl; R5 is hydrogen or lower alkyl; or R4 and R5 may form together with the N and C atom to which they are attached a pyrrolidine ring optionally substituted by hydroxy or halogen, a piperidine ring or an azetidine ring; R6 is hydrogen, lower alkyl, lower alkyl substituted by hydroxy, -(CH2)2C(O)OH, -(CH2)2C(O)NH2, benzyl optionally substituted by amino or hydroxy, -CH2-five membered aromatic heterocyclic group, indolyl, -CH2-cycloalkyl, cycloalkyl, -(CH2)2-S- lower alkyl or is -(CH2)1-4-NH2; R6' is hydrogen or lower alkyl; or R6 and R6' are together cycloalkyl; X is -C(O)-CHR-NR'-C(O)-; R/R' are independently from each other hydrogen or lower alkyl; m is 2; O is 0 or 1; or a to pharmaceutically acceptable acid addition salt, to a racemic mixture or to its corresponding enantiomer and/or optical isomers thereof. It has been found that the present compounds are oxytocin receptor agonists for the treatment of autism, stress, including post traumatic stress disorder, anxiety, including anxiety disorders and depression, schizophrenia, psychiatric disorders and memory loss, alcohol withdrawel, drug addiction and for the treatment of Prader-Willi Syndrom.