5-羟基甲基异噁唑-3-羧酸 | 139297-56-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-羟基甲基异噁唑-3-羧酸
• 英文名称: 5-(hydroxymethyl)isoxazole-3-carboxylic acid
• 英文别名: 5-(hydroxymethyl)-1,2-oxazole-3-carboxylic acid
• CAS: 139297-56-6
• 化学式: C₅H₅NO₄
• mdl: MFCD08234958
• 分子量: 143.099
• InChiKey: MZEMFJMDJPVEDB-UHFFFAOYSA-N

物化性质

• 沸点：
  441.8±35.0 °C(Predicted)
• 密度：
  1.558±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-羟基甲基异噁唑-3-羧酸 在 四溴化碳 、 N,N-二异丙基乙胺 、 三苯基膦 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(bromomethyl)-N-(2-(5-chloro-1H-indol-3-yl)ethyl)isoxazole-3-carboxamide
  参考文献：
  名称：

  [EN] INDOLE AMIDE DERIVATIVES AND RELATED COMPOUNDS FOR USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES
  [FR] DÉRIVÉS D'INDOLAMIDE ET COMPOSÉS ASSOCIÉS DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT DES MALADIES NEURODÉGÉNÉRATIVES

  摘要：

  本发明提供了新型化合物，以及这些新型化合物作为药物的使用，特别是用于预防或治疗神经退行性疾病，更具体地是一些神经系统疾病，例如统称为tauopathies的疾病，以及以细胞毒性α-突触核蛋白淀粉样蛋白生成为特征的疾病。本发明还涉及将所述新型化合物用于制造用于治疗此类神经退行性疾病的药物。本发明还涉及包括所述新型化合物的药物组合物，以及制备所述新型化合物的方法。

  公开号：

  WO2010142801A1
• 作为产物：
  描述：

  甲基5-(羟基甲基)-1,2-恶唑-3-羧酸酯 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以95%的产率得到5-羟基甲基异噁唑-3-羧酸
  参考文献：
  名称：

  New N-aryl isoxazolecarboxamides and N-isoxazolylbenzamides as anticonvulsant agents

  摘要：

  We prepared a series of N-aryl isoxazolecarboxamide, N-isoxazolylbenzamide compounds and derivatives and studied their anticonvulsant action in MES and MMS tests. Some of these reveal considerable activity, especially with respect to MES test. The disubstitution in the 2.6-position on the phenyl ring by two methyl groups would appear to be of primary importance for the activity. The amide bridge between the phenyl and isoxazolic rings, whether of the anilide or benzamide type, seems to show similar anticonvulsant behavior. We have selected the derivatives 8 (N-(2.6-dimethylphenyl)-5-methyl-3-isoxazolecarboxamide, 12 (N-(2,6-dimethylphenyl)-5-hydroxymethyl-3-isoxazolecarboxamide) and 51 (N-(5-methyl-3-isoxazolyl)-2.6-dimethylbenzamide) which are presently being studied in more extended pharmacological tests.

  DOI：

  10.1016/0223-5234(92)90137-p

文献信息

• Substances for treatment or relief of pain
  申请人：Zhang Xu

  公开号：US20150374705A1

  公开（公告）日：2015-12-31

  Disclosed is the use of an inverse agonist for alpha-subunit-containing gamma-aminobutyric acid A receptor in the preparation of a medicine for the prevention, alleviation, or treatment of pain.

  揭示了在制备用于预防、缓解或治疗疼痛的药物中使用逆激动剂对含α亚基的γ-氨基丁酸A受体的用途。
• [EN] COMPOUNDS FOR THE TREATMENT OF EPILEPSY, NEURODEGENERATIVE DISORDERS AND OTHER CNS DISORDERS<br/>[FR] COMPOSÉS POUR LE TRAITEMENT DE L'ÉPILEPSIE, DE TROUBLES NEURODÉGÉNÉRATIFS ET D'AUTRES TROUBLES DU SNC
  申请人：REMYND N V

  公开号：WO2018206760A1

  公开（公告）日：2018-11-15

  The present invention relates to a compound of formula (I) or a tautomer thereof, wherein R1, R2, R3, R4 and R5, have the same meaning as that defined in the claims and the description. The present invention also relates to compositions, in particular pharmaceuticals, comprising such compounds, and to uses of such compounds and compositions for the prevention and/or treatment of epilepsy and/or neurodegenerative diseases.

  本发明涉及化合物的结构式(I)或其互变异构体，其中R1、R2、R3、R4和R5的含义与权利要求书和说明书中定义的相同。本发明还涉及包含这种化合物的组合物，特别是药物组合物，并且涉及这种化合物和组合物用于预防和/或治疗癫痫和/或神经退行性疾病的用途。
• [EN] INHIBITORS OF PDE6DELTA FOR USE IN THE PREVENTION AND/OR TREATMENT OF EPILEPSY AND/OR NEURODEGENERATIVE DISORDERS<br/>[FR] INHIBITEURS DE PDE6DELTA DESTINÉS À ÊTRE UTILISÉS DANS LA PRÉVENTION ET/OU LE TRAITEMENT DE L'ÉPILEPSIE ET/OU DE TROUBLES NEURODÉGÉNÉRATIFS
  申请人：REMYND N V

  公开号：WO2018206757A1

  公开（公告）日：2018-11-15

  The present provides compounds and methods for preventing and/or treating epilepsy and/or neurodegenerative disorders. More particularly, the invention provides inhibitors of PDE6δ for use in the prevention and/or treatment of neurodegenerative disorders and/or epilepsy.

  本发明提供了用于预防和/或治疗癫痫和/或神经退行性疾病的化合物和方法。更具体地说，该发明提供了用于预防和/或治疗神经退行性疾病和/或癫痫的PDE6δ抑制剂。
• Novel 1β-methylcarbapenems with isoxazoloethenyl moieties containing carboxylic acid sodium salt
  作者：Kyung Seok Lee、Yong Koo Kang、Kyung Ho Yoo、Dong Chan Kim、Kye Jung Shin、Young-Sook Paik、Dong Jin Kim

  DOI：10.1016/j.bmcl.2004.09.092

  日期：2005.1

  synthesis of novel 1beta-methylcarbapenems 1a,b having sodium 5-(3- and 5-carboxylic acid)isoxazoloethenyl moieties at C-5 position of pyrrolidine ring and their biological evaluation are described. Both compounds showed potent and well-balanced antibacterial activity as well as high stability to DHP-I. The selected sodium 3-carboxylic acid derivative 1a possessed excellent DHP-I stability and advanced pharmacokinetic

  描述了在吡咯烷环的C-5位上具有5-（3-和5-羧酸）异恶唑基乙烯基部分的新型1beta-甲基碳烯化合物1a，b的合成及其生物学评估。两种化合物均显示出有效且均衡的抗菌活性以及对DHP-1的高稳定性。所选择的3-羧酸钠衍生物1a与2和美罗培南相比具有出色的DHP-1稳定性和先进的药代动力学参数。
• INDOLE AMIDE DERIVATIVES AND RELATED COMPOUNDS FOR USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES
  申请人：Griffioen Gerard

  公开号：US20120083475A1

  公开（公告）日：2012-04-05

  This invention provides novel compounds and the novel compounds for use as a medicine, more in particular for the prevention or treatment of neurodegenerative disorders, more specifically certain neurological disorders, such as disorders collectively known as tauopathies, and disorders characterised by cytotoxic α-synuclein amyloidogenesis. The present invention also relates to the use of said novel compounds for the manufacture of medicaments useful for treating such neurodegenerative disorders. The present invention further relates to pharmaceutical compositions including said novel compounds and to methods for the preparation of said novel compounds.

  该发明提供了新型化合物，以及这些新型化合物用作药物，特别是用于预防或治疗神经退行性疾病，更具体地说是某些神经系统疾病，例如被统称为tau病理学的疾病，以及由细胞毒性α-突触蛋白淀积所特征的疾病。本发明还涉及使用这些新型化合物制备治疗这种神经退行性疾病的药物。本发明还涉及包括这些新型化合物的制药组合物，以及制备这些新型化合物的方法。