5-[7-(4-ethoxycarbonylphenoxy)heptyl]-3-methylisoxazole | 91945-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[7-(4-ethoxycarbonylphenoxy)heptyl]-3-methylisoxazole
• 英文别名: ethyl 4-{[7-(3-methyl-5-isoxazolyl)heptyl]oxy}benzoate；Benzoic acid, 4-((7-(3-methyl-5-isoxazolyl)heptyl)oxy)-, ethyl ester；ethyl 4-[7-(3-methyl-1,2-oxazol-5-yl)heptoxy]benzoate
• CAS: 91945-23-2
• 化学式: C₂₀H₂₇NO₄
• 分子量: 345.439
• InChiKey: AEYKNJRIATYHEF-UHFFFAOYSA-N

物化性质

• 熔点：
  60-61 °C(Solv: ethanol (64-17-5))
• 沸点：
  496.8±40.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[7-(4-ethoxycarbonylphenoxy)heptyl]-3-methylisoxazole 、 一水合肼 反应 6.0h， 以to give 2.6 g of 5-[7-(4-hydrazinocarbonylphenoxy)heptyl]-3-methylisoxazole, m.p. 121°-122° C., MIC vs的产率得到4-[7-(3-Methylisoxazol-5-yl)heptoxy]benzohydrazide
  参考文献：
  名称：

  Isoxazoles as antiviral agents

  摘要：

  公式：##STR1## 其中R是烷基，X是O或CH.sub.2，n是4到8之间的整数，Ar是苯或取代苯。这些化合物可用作抗病毒剂，特别是对抗小肠病毒。

  公开号：

  US04451476A1
• 作为产物：
  描述：

  3,5-二甲基异唑 在 正丁基锂 、 硫酸 作用下， 反应 6.5h， 生成 5-[7-(4-ethoxycarbonylphenoxy)heptyl]-3-methylisoxazole
  参考文献：
  名称：

  Ellipticine derivatives with an affinity to the estrogen receptor. An approach to develop intercalating drugs with a specific effect on the hormone-dependent breast cancer

  摘要：

  In order to obtain breast tumor directed agents, we have prepared mixed compounds using estradiol or (E)-clomiphene as specific vectors of the breast tissue and a DNA intercalator from the ellipticine series as the cytotoxic agent. Among the newly synthesized ellipticine derivatives, only the 2-[3-aza-5-(3,17 beta-dihydroxy-1,3,5-estratrien-17 alpha-yl)-4-oxopentamethylene]ellipticinium bromide shows the desired properties, DNA intercalation and affinity for estrogen receptor. Competition experiments with estradiol on the hormone-dependent human MCF-7 breast cancer cell line demonstrate that a transport by the estrogen receptor system is not involved in the antitumor activity of derivative 24.

  DOI：

  10.1021/jm00383a011

文献信息

• Isoxazoles, useful as antiviral agents, and preparation thereof
  申请人：STERLING DRUG INC.

  公开号：EP0111345A2

  公开（公告）日：1984-06-20

  Compounds of the Formulas I or II (herein) wherein R is alkyl, X is 0 or CH2, n is an integer from 4 to 8, and Ar is phenyl or substituted phenyl, useful as antiviral agents especially against picornaviruses. Said compounds are prepared by: a) reacting an alkali metal derivative of 3-R-5-methylisoxazole with a compound of the formula Hal-(CH2)n-X-AR' where Hal is bromine or iodine, and Ar' is phenyl or phenyl substituted by one or two halogen, lower-alkyl, lower-alkoxy, nitro or cyano substituents to produce a compound of the Formula (I) wherein Ar is phenyl or phenyl substituted by one or two substituents which are halogen, lower-alkyl, lower-alkoxy, cyano or tertiary-butyloxy-carbonyl; or b) reacting a compound of the formula where Hal is bromine or iodine, with an alkali metal salt of a compound of the formula where Ar' has the meaning given above, followed by optimal conversions of the phenyl substituents of Ar.

  式 I 或式 II（此处）的化合物，其中 R 为烷基，X 为 0 或 CH2，n 为 4 至 8 的整数，Ar 为苯基或取代苯基，可用作抗病毒剂，特别是抗皮卡病毒剂。上述化合物的制备方法如下 a) 将 3-R-5-甲基异噁唑的碱金属衍生物与式 Hal-(CH2)n-X-AR' 的化合物反应，其中 Hal 是溴或碘，Ar' 是苯基或被一个或两个卤素、低级烷基、低级烷氧基、硝基或氰基取代基取代的苯基，生成式 (I) 的化合物，其中 Ar 是苯基或被一个或两个卤素、低级烷基、低级烷氧基、氰基或叔丁氧基羰基取代的苯基；或 b) 式中化合物发生反应 式中 Hal 为溴或碘的化合物与式中化合物的碱金属盐反应 其中 Ar'具有上述含义，然后对 Ar 的苯基取代基进行最佳转化。
• DIANA, G. D.;MCKINLAY, M. A.;BRISSON, C. J.;ZALAY, E. S.;MIRALLES, J. V.;+, J. MED. CHEM., 1985, 28, N 6, 748-752
  作者：DIANA, G. D.、MCKINLAY, M. A.、BRISSON, C. J.、ZALAY, E. S.、MIRALLES, J. V.、+

  DOI：——

  日期：——
• US4451476A
  申请人：——

  公开号：US4451476A

  公开（公告）日：1984-05-29
• Ellipticine derivatives with an affinity to the estrogen receptor. An approach to develop intercalating drugs with a specific effect on the hormone-dependent breast cancer
  作者：Alain Delbarre、Robert Oberlin、Bernard P. Roques、Jean Louis Borgna、Henri Rochefort、Jean Bernard Le Pecq、Alain Jacquemin-Sablon

  DOI：10.1021/jm00383a011

  日期：1985.6

  In order to obtain breast tumor directed agents, we have prepared mixed compounds using estradiol or (E)-clomiphene as specific vectors of the breast tissue and a DNA intercalator from the ellipticine series as the cytotoxic agent. Among the newly synthesized ellipticine derivatives, only the 2-[3-aza-5-(3,17 beta-dihydroxy-1,3,5-estratrien-17 alpha-yl)-4-oxopentamethylene]ellipticinium bromide shows the desired properties, DNA intercalation and affinity for estrogen receptor. Competition experiments with estradiol on the hormone-dependent human MCF-7 breast cancer cell line demonstrate that a transport by the estrogen receptor system is not involved in the antitumor activity of derivative 24.
• Isoxazoles as antiviral agents
  申请人：Sterling Drug Inc.

  公开号：US04451476A1

  公开（公告）日：1984-05-29

  Compounds of the formulas: ##STR1## wherein R is alkyl, X is O or CH.sub.2, n is an integer from 4 to 8, and Ar is phenyl or substituted phenyl are useful as antiviral agents especially against picornaviruses.

  公式：##STR1## 其中R是烷基，X是O或CH.sub.2，n是4到8之间的整数，Ar是苯或取代苯。这些化合物可用作抗病毒剂，特别是对抗小肠病毒。