(5S)-5-异丁基-3-吗啉酮 | 101250-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: (5S)-5-异丁基-3-吗啉酮
• 英文名称: (S)-5-isobutylmorpholin-3-one
• 英文别名: (S)-5-(2-methylpropyl)-3-morpholinone；(5S)-5-(2-methylpropyl)morpholin-3-one
• CAS: 101250-44-6
• 化学式: C₈H₁₅NO₂
• 分子量: 157.213
• InChiKey: DEWNYTYFDBHKCT-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5S)-5-异丁基-3-吗啉酮 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 硫酸 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 84.75h， 生成 *,R^*)>-phenylmethyl 2-<<<1-<<2-(1,1-dimethylethoxy)-oxoethoxy>methyl>-3-methylbutyl>amino>carbonyl>-1-pyrrolidinecarboxylate
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012
• 作为产物：
  描述：

  (S)-2-chloro-N-<1-(hydroxymethyl)-3-methylbutyl>acetamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以24%的产率得到(5S)-5-异丁基-3-吗啉酮
  参考文献：
  名称：

  Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agents

  摘要：

  A number of peptides and modified peptides were synthesized and studied for their ability to reverse electroconvulsive shock-induced amnesia in rodents. A few of these peptides were selected for secondary evaluation in tests of short-term memory in rats and aged rhesus monkeys. A number of the peptides and modified peptides were active in the amnesia reversal test. In selected secondary tests, however, the chosen compounds failed to show significant activity in enhancing memory. New methods for preparing methyleneamino and methyleneoxy isosteres of peptides are reported. Other modified peptides also included methylenethio, methylenesulfonyl, and ethylene isosteres in place of the normal peptide amide bond.

  DOI：

  10.1021/jm00156a012

文献信息

• 2-AMINOBENZOXAZOLE CARBOXAMIDES AS 5HT3 MODULATORS
  申请人：Yang Zhicai

  公开号：US20080255114A1

  公开（公告）日：2008-10-16

  Compounds of formulae I, II and III: are disclosed as 5-HT3 inhibitors. The compounds are useful in treating CINV, IBS-D and other diseases and conditions.

  化学式I、II和III的化合物被披露为5-HT3受体拮抗剂。这些化合物在治疗化疗诱发恶心呕吐综合征（CINV）、腹泻型肠易激综合征（IBS-D）和其他疾病和症状中很有用。
• Modified tripeptides
  申请人：Warner-Lambert Company

  公开号：US04596819A1

  公开（公告）日：1986-06-24

  Modified oxytocin-vasopressin di- or tri-peptides wherein an amide group is replaced by a group selected from ##STR1## --CH.sub.2 NH--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 SO--, --CH.sub.2 SO.sub.2 --, --CH.sub.2 CH.sub.2 -- and --CH.dbd.CH-- are described as well as methods for their manufacture, pharmaceutical compositions and methods for treatment, especially of cognitive disorders, depression, morphine dependency and parkinsonism by adjunctive therapy.

  修改后的催产素-加压素二肽或三肽，其中酰胺基团被选择自##STR1## --CH.sub.2 NH--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 SO--, --CH.sub.2 SO.sub.2 --, --CH.sub.2 CH.sub.2 -- 和 --CH.dbd.CH--的基团替代，以及它们的制备方法、药物组合物和治疗方法，特别是通过辅助疗法治疗认知障碍、抑郁症、吗啡依赖症和帕金森症。
• Stereoselective synthesis of novel methylene ether dipeptide isosteres
  作者：Bryan H. Norman、Julian S. Kroin

  DOI：10.1016/0040-4039(95)00712-l

  日期：1995.6

  We have developed a versatile new synthesis of the Ψ[CH2O] pseudopeptides from N-protected 5-substituted morpholin-3-ones. This approach focuses on a stereoselective alkylation of the morpholin-3-ones. The resulting alkylation products were used in the synthesis of some previously unavailable Ψ[CH2O] dipeptides.

  我们已经开发了一种由N保护的5-取代的吗啉-3-酮合成Ψ[CH 2 O]假肽的通用新方法。该方法集中于吗啉-3-酮的立体选择性烷基化。所得的烷基化产物用于合成某些先前无法获得的Ψ[CH 2 O]二肽。
• Quinazoline Derivatives Having Tyrosine Kinase Inhibitory Activity
  申请人：Kume Masaharu

  公开号：US20090143414A1

  公开（公告）日：2009-06-04

  A compound which inhibits both of EGF receptor tyrosine kinase and HER2 tyrosine kinase is provided. A compound represented by the general formula (I): wherein R X is a group represented by the formula: wherein R 1 is a hydrogen atom, optionally substituted alkyl, etc.; Z is —O—, —N(R 10 )—, etc.; R 10 is a hydrogen atom, alkyl, etc.; R 2 is a hydrogen atom, optionally substituted alkyl, etc.; R 18 is a hydrogen atom, optionally substituted alkyl, etc.; R 19 is optionally substituted alkyl, etc.; W 1 is an optionally substituted non-aromatic nitrogen-containing group; R 17 is a hydrogen atom, optionally substituted alkyl, etc.; R 3 and R 4 are independently a hydrogen atom, optionally substituted alkyl, etc.; X is —O—, —S—, or —N(R 12 )—, etc.; R 12 is a hydrogen atom, alkyl, etc.; and A is phenyl optionally having a substituent, etc., its pharmaceutically acceptable salt, or a solvate thereof.

  提供了一种抑制EGF受体酪氨酸激酶和HER2酪氨酸激酶的化合物。该化合物由通式（I）表示：其中RX是由以下式子表示的基团：其中R1是氢原子，可选取代烷基等；Z是—O—，—N（R10）—等；R10是氢原子，烷基等；R2是氢原子，可选取代烷基等；R18是氢原子，可选取代烷基等；R19是可选取代烷基等；W1是可选取代非芳香族含氮基团；R17是氢原子，可选取代烷基等；R3和R4分别是氢原子，可选取代烷基等；X是—O—，—S—或—N（R12）—等；R12是氢原子，烷基等；A是苯基，可选取代基等，其药物可接受的盐或其溶剂化合物。
• 2-aminobenzoxazole carboxamides as 5HT3 modulators
  申请人：Albany Molecular Research, Inc.

  公开号：US07863271B2

  公开（公告）日：2011-01-04

  Compounds of formulae I, II and III: are disclosed as 5-HT3 inhibitors. The compounds are useful in treating CINV, IBS-D and other diseases and conditions.

  公式I、II和III的化合物被披露为5-HT3抑制剂。这些化合物在治疗化疗诱导恶心和呕吐、腹泻型肠易激综合征和其他疾病和病况方面有用。