5-(新-戊基)海因 | 110072-96-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 5-(新-戊基)海因
• 英文名称: 5-(1-ethylpropyl)imidazolidine-2,4-dione
• 英文别名: 5-(1-ethyl-propyl)-imidazolidine-2,4-dione；5-(1-Aethyl-propyl)-imidazolidin-2,4-dion；5--hydantoin；5-(neo-Pentyl)hydantoin；5-pentan-3-ylimidazolidine-2,4-dione
• CAS: 110072-96-3
• 化学式: C₈H₁₄N₂O₂
• 分子量: 170.211
• InChiKey: VZJBLSZIXFZMPD-UHFFFAOYSA-N

物化性质

• 熔点：
  178-180°C
• 密度：
  1.071±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(新-戊基)海因 在 三氟甲磺酸 、 氢溴酸 、 sodium hydride 、 sodium hydroxide 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 mineral oil 为溶剂， 反应 71.17h， 生成 ethyl 5-benzyloxycarbonylamino-6-ethyl-2-methyl-4-oxo-octanoate
  参考文献：
  名称：

  Pyrrolo[1,2-b]pyridazines, pyrrolo[2,1-f]triazin-4(3H)-ones, and related compounds as novel corticotropin-releasing factor 1 (CRF1) receptor antagonists

  摘要：

  To identify structurally novel corticotropin-releasing factor 1 (CRF1) receptor antagonists, a series of bicyclic core analogs pyrrolo[1,2-b]pyridazines and pyrrolo[2,1-f]triazin-4(3H)-ones, which were designed based on a monocyclic core antagonist, was synthesized and evaluated. Among the compounds tested, 2-difluoromethoxy-4-methylpyridin-5-yl analog 27 was found to show efficacy in a dose-dependent manner in an elevated plus maze test in rats. The discovery process and structure-activity relationship is presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.015
• 作为产物：
  描述：

  5-pentan-3-ylideneimidazolidine-2,4-dione 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以96%的产率得到5-(新-戊基)海因
  参考文献：
  名称：

  吡唑类化合物及其制备方法与用途

  摘要：

  本发明提供了一种具有神经氨酸酶抑制活性的吡唑类化合物及其制备方法和在药学上的用途。具体涉及式(Ⅰ)所示化合物、其药学上可接受的盐、异构体和前药，其中各基团的定义如说明书中所述。本发明还涉及这些化合物药物制剂、药物组合物及其在治疗流感病毒感染引起的疾病的用途。本发明的吡唑类化合物对H1N1甲型流感病毒感染细胞具有良好的的抑制作用。

  公开号：

  CN110183433B

文献信息

• Heterocyclic sulfonamide inhibitors of beta amyloid production
  申请人：ArQule

  公开号：US20020183361A1

  公开（公告）日：2002-12-05

  Compounds of Formula (I), 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , T, W, X, Y and Z are as defined herein are provided, together with pharmaceutically acceptable salt, hydrates and/or prodrugs thereof. Methods of using these compounds for inhibiting beta amyloid production and for treatment of Alzheimer's Disease and Down's syndrome are described

  提供了符合以下定义的化合物（I）的化合物，其中R1、R2、R3、R4、R5、R6、T、W、X、Y和Z的定义如下，以及其药用盐、水合物和/或前药。描述了使用这些化合物抑制β淀粉样蛋白产生以及治疗阿尔茨海默病和唐氏综合征的方法。
• Production of chirally pure &agr;-amino acids and N-sulfonyl &agr;-amino acids
  申请人：Wyeth

  公开号：US06657070B2

  公开（公告）日：2003-12-02

  Methods for production of chirally pure &agr;-amino acids and N-sulfonyl &agr;-amino acids are described. An aldehyde and a cyanide salt are reacted with an &agr;-methylbenzylamine to afford product. The product reacts with a strong acid, neutralized, and extracted. The resulting product is hydrolyzed to provide a product which is dissolved in a strong acid to provide a salt of a chirally pure &agr;-amino acid, which is reacted to provide the chirally pure &agr;-amino acid. Another method involves mixing ephedrine hemihydrate and an N-sulfonyl &agr;-ethylnorvaline in ethanol at a molar ratio of 1:1; heating the mixture to dissolve the solids; cooling to allow formation of a precipitate; washing with an organic solvent to give diastereomeric salt; recrystallizing the salt; dissolving the recrystallized salt in an organic solvent and strong aqueous acid, separating the layers; washing the organic extract; drying and concentrating to provide chirally pure N-sulfonyl &agr;-amino acid.

  描述了生产手性纯&agr;-氨基酸和N-磺酰基&agr;-氨基酸的方法。一种醛和氰化盐与&agr;-甲基苄胺反应，生成产物。产物与强酸反应，中和，并提取。所得产物被水解以提供溶解在强酸中的产物，从而提供手性纯&agr;-氨基酸的盐，再反应以提供手性纯&agr;-氨基酸。另一种方法涉及在乙醇中以摩尔比1:1混合麻黄碱半水合物和N-磺酰基&agr;-乙基异戊酸，加热混合物以溶解固体，冷却以允许沉淀形成，用有机溶剂洗涤以得到对映异构盐，再结晶盐，将再结晶盐溶解在有机溶剂和强酸中，分离层，洗涤有机提取物，干燥和浓缩以提供手性纯N-磺酰基&agr;-氨基酸。
• Production of chirally pure alpha-amino acids and N-sulfonyl alpha-amino acids
  申请人：——

  公开号：US20030013892A1

  公开（公告）日：2003-01-16

  Methods for production of chirally pure &agr;-amino acids and N-sulfonyl &agr;-amino acids are described. An aldehyde and a cyanide salt are reacted with an &agr;-methylbenzylamine to afford product. The product reacts with a strong acid, neutralized, and extracted. The resulting product is hydrolyzed to provide a product which is dissolved in a strong acid to provide a salt of a chirally pure &agr;-amino acid, which is reacted to provide the chirally pure a-amino acid. Another method involves mixing ephedrine hemihydrate and an N-sulfonyl &agr;-ethylnorvaline in ethanol at a molar ratio of 1:1; heating the mixture to dissolve the solids; cooling to allow formation of a precipitate; washing with an organic solvent to give diastereomeric salt; recrystallizing the salt; dissolving the recrystallized salt in an organic solvent and strong aqueous acid, separating the layers; washing the organic extract; drying and concentrating to provide chirally pure N-sulfonyl a-amino acid.

  本文介绍了制备手性纯&agr;-氨基酸和N-磺酰基&agr;-氨基酸的方法。将醛和氰盐与&agr;-甲基苄胺反应，得到产物。产物与强酸反应，中和并提取。所得产物水解后，在强酸中溶解，得到手性纯&agr;-氨基酸的盐，反应得到手性纯a-氨基酸。另一种方法是将麻黄碱半水合物和N-磺酰基&agr;-乙基异戊氨酸以1:1的摩尔比例混合于乙醇中；加热混合物以溶解固体；冷却使其沉淀；用有机溶剂洗涤以得到对映异构体盐；重结晶盐；将重结晶盐在有机溶剂和强酸中溶解，分离层；洗涤有机提取物；干燥浓缩得到手性纯N-磺酰基&agr;-氨基酸。
• HETEROCYCLIC SULFONAMIDE INHIBITORS OF BETA AMYLOID PRODUCTION
  申请人：Kreft Anthony F.

  公开号：US20100022594A1

  公开（公告）日：2010-01-28

  Compounds of Formula (I), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , T, W, X, Y and Z are as defined herein are provided, together with pharmaceutically acceptable salt, hydrates and/or prodrugs thereof. Methods of using these compounds for inhibiting beta amyloid production and for treatment of Alzheimer's disease and Down's syndrome are described.

  提供式(I)的化合物，其中R1、R2、R3、R4、R5、R6、T、W、X、Y和Z的定义如本文所述，以及其药学上可接受的盐、水合物和/或前药。描述了使用这些化合物抑制β淀粉样蛋白产生和治疗阿尔茨海默病和唐氏综合症的方法。
• Heterocyclic sulfonamide inhibitors of β amyloid production
  申请人：Wyeth

  公开号：US07691884B2

  公开（公告）日：2010-04-06

  Compounds of Formula (I), wherein R1, R2, R3, R4, R5, R6, T, W, X, Y and Z are as defined herein are provided, together with pharmaceutically acceptable salt, hydrates and/or prodrugs thereof. Methods of using these compounds for determining β-amyloid levels in a subject are described.

  本发明提供了化学式（I）的化合物，其中R1，R2，R3，R4，R5，R6，T，W，X，Y和Z的定义如本文所述，并提供其药学上可接受的盐，水合物和/或前药。还描述了使用这些化合物在受试者中确定β-淀粉样蛋白水平的方法。