5-methyl-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester | 4485-99-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 5-methyl-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester
• 英文别名: 5-Methyl-isoxazolin-carbonsaeure-(3)-aethylester；Ethyl 5-methyl-4,5-dihydro-1,2-oxazole-3-carboxylate
• CAS: 4485-99-8
• 化学式: C₇H₁₁NO₃
• 分子量: 157.169
• InChiKey: IFRAAJRINTYECL-UHFFFAOYSA-N

物化性质

• 沸点：
  79 °C(Press: 0.2 Torr)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester 在 sodium tetrahydroborate 、 氯化亚砜 、 肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.0h， 生成 C-(5-Methyl-4,5-dihydro-isoxazol-3-yl)-methylamine
  参考文献：
  名称：

  Anti-influenza Virus Activities of 2-Alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides

  摘要：

  A series of 2-alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides and related compounds were synthesized and their antiviral activities against human influenza A virus were assessed. Studies of the structure-activity relationships revealed the strongest antiviral activity when position-5 of the isoxazoline ring was substituted with a tert-butyl group. When the alkoxyimino moiety was substituted with a methyl, ethyl, isopropyl or allyl group, good antiviral activity was obtained. Among the geometrical isomers at the oxime moiety, the E-isomers were more active than the Z-isomers. Among the compounds examined, (E)-2-allyloxyimino-2-cyano-N-(5-tert-butyl-2-iosaxazolin-3-ylmethyl)acetamide (1j) was the most active inhibitor with an EC50 of 3 mug/mL in vitro. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00362-6
• 作为产物：
  描述：

  ethyl chlorooximidoacetate 、 三聚丙烯 在 碳酸氢钠 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 生成 5-methyl-4,5-dihydro-isoxazole-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Anti-influenza Virus Activities of 2-Alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides

  摘要：

  A series of 2-alkoxyimino-N-(2-isoxazolin-3-ylmethyl)acetamides and related compounds were synthesized and their antiviral activities against human influenza A virus were assessed. Studies of the structure-activity relationships revealed the strongest antiviral activity when position-5 of the isoxazoline ring was substituted with a tert-butyl group. When the alkoxyimino moiety was substituted with a methyl, ethyl, isopropyl or allyl group, good antiviral activity was obtained. Among the geometrical isomers at the oxime moiety, the E-isomers were more active than the Z-isomers. Among the compounds examined, (E)-2-allyloxyimino-2-cyano-N-(5-tert-butyl-2-iosaxazolin-3-ylmethyl)acetamide (1j) was the most active inhibitor with an EC50 of 3 mug/mL in vitro. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00362-6

文献信息

• [EN] FUNGICIDAL HALOMETHYL KETONES AND HYDRATES<br/>[FR] HALOMÉTHYL CÉTONES ET HYDRATES FONGICIDES
  申请人：FMC CORP

  公开号：WO2020056090A1

  公开（公告）日：2020-03-19

  Disclosed are compounds of Formulae 1 and 10 including all geometric and stereoisomers, tautomers, N oxides, and salts thereof, wherein E, L, J, A, T, R1, R2a, R2b, X, Y, R6a, R6b and R29 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.

  揭示了包括所有几何和立体异构体、互变异构体、N 氧化物和盐等在内的化合物的结构式1和10，其中 E、L、J、A、T、R1、R2a、R2b、X、Y、R6a、R6b 和 R29 的定义如披露所述。还披露了含有结构式1的化合物的组合物，以及用于控制由真菌病原体引起的植物病害的方法，包括施用本发明的化合物或组合物的有效量。
• SUBSTITUTED DIAZEPINE SULFONAMIDES AS BOMBESIN RECEPTOR SUBTYPE-1 MODULATORS
  申请人：Baker Robert K.

  公开号：US20100317645A1

  公开（公告）日：2010-12-16

  Certain novel substituted diazepine sulfonamides are ligands of the human bombesin receptor and, in particular, are selective ligands of the human bombesin receptor subtype-3 (BRS-3). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the modulation of BRS-3, such as obesity, and diabetes.

  某些新型取代二氮杂环磺酰胺是人体炸弹素受体的配体，特别是人体炸弹素受体亚型-3（BRS-3）的选择性配体。因此，它们可用于治疗、控制或预防对BRS-3调节敏感的疾病和障碍，如肥胖和糖尿病。
• Drefahl,G.; Hoerhold,H.-H., Chemische Berichte, 1964, vol. 97, p. 159 - 164
  作者：Drefahl,G.、Hoerhold,H.-H.

  DOI：——

  日期：——
• FUNGICIDAL HALOMETHYL KETONES AND HYDRATES
  申请人：FMC CORPORATION

  公开号：US20220030868A1

  公开（公告）日：2022-02-03

  Disclosed are compounds of Formulae 1 and 10 including all geometric and stereoisomers, tautomers, N oxides, and salts thereof, wherein E, L, J, A, T, R1, R2a, R2b, X, Y, R6a, R6b and R29 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.
• US8153626B2
  申请人：——

  公开号：US8153626B2

  公开（公告）日：2012-04-10