5-(4-Hydroxy-benzyl)-2-imino-thiazolidin-4-one | 474558-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-(4-Hydroxy-benzyl)-2-imino-thiazolidin-4-one
• 英文别名: 5-[(4-Hydroxyphenyl)methyl]-2-imino-1,3-thiazolidin-4-one；5-[(4-hydroxyphenyl)methyl]-2-imino-1,3-thiazolidin-4-one
• CAS: 474558-85-5
• 化学式: C₁₀H₁₀N₂O₂S
• 分子量: 222.268
• InChiKey: RIRRGYRTKRVWEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-Hydroxy-benzyl)-2-imino-thiazolidin-4-one 在 盐酸 作用下， 生成 5-(4-羟基苄基)噻唑烷-2,4-二酮
  参考文献：
  名称：

  Kumar; Reddy; Eswaraiah, Pharmazie, 2004, vol. 59, # 11, p. 836 - 839

  摘要：

  DOI：
• 作为产物：
  描述：

  对氨基苯酚 在 氢溴酸 、 sodium nitrite 作用下， 生成 5-(4-Hydroxy-benzyl)-2-imino-thiazolidin-4-one
  参考文献：
  名称：

  Kumar; Reddy; Eswaraiah, Pharmazie, 2004, vol. 59, # 11, p. 836 - 839

  摘要：

  DOI：

文献信息

• Method for obtaining pioglitazone as an antidiabetic agent
  申请人：Halama Ales

  公开号：US20050043360A1

  公开（公告）日：2005-02-24

  A method for obtaining antidiabetic of formula (I), wherein the method comprises condensing of a 4-derivatized phenol or phenolate of general formula (II), wherein R is an amino group-containing organic residue, selected from the group comprising a residue of the following formula —NHR 3 , wherein R 3 is hydrogen or a protecting group, which is removed before further treatment, and a residue of general formula (A), wherein R b represents a carboxy group either in the free acid form or in the form of a salt or ester or another functional derivative or the nitrile group CN, and M represents a hydrogen or alkali metal atom, with a pyridine base of general formula (III, wherein Z is a leaving group other than a halogen, wherein, before or after carrying out the condensation, the following operations are carried out: (a) diazotizing the amino group present in organic residue R; (b) converting the diazotised residue R into a derivative of 2-halopropionate or 2-halopropionitrile of formula (B), wherein R b is as defined above and X is a halogen; (c) cyclizing the derivative of 2-halopropionate or 2-halopropionitrile with thiourea; (d) hydrolysing the resulting imine thus giving pioglitazone of formula (I).

  一种获得式(I)抗糖尿病药物的方法，其中该方法包括将通式(II)的4-取代酚或酚酸盐与通式(III)的吡啶碱缩合，其中R是含有氨基的有机残基，所选残基包括以下公式的残基：—NHR3，其中R3是氢或保护基，在进一步处理之前去除；以及通式(A)的残基，其中Rb表示自由酸形式或盐或酯或其他官能衍生物形式的羧基，或者是腈基CN，M表示氢或碱金属原子，Z表示离去基，不是卤素，缩合前或缩合后进行以下操作：(a)重氮化有机残基R中存在的氨基；(b)将重氮化的残基R转化为2-卤代丙酸酯或2-卤代丙腈的衍生物(B)，其中Rb如上定义，X为卤素；(c)与硫脲环化2-卤代丙酸酯或2-卤代丙腈的衍生物；(d)水解得到式(I)的吡格列酮。
• METHOD FOR OBTAINING PIOGLITAZONE AS AN ANTIDIABETIC AGENT
  申请人：Zentiva, a.s.

  公开号：EP1387843B1

  公开（公告）日：2007-02-28
• US7009057B2
  申请人：——

  公开号：US7009057B2

  公开（公告）日：2006-03-07
• [EN] METHOD FOR OBTAINING PIOGLITAZONE AS AN ANTIDIABETIC AGENT<br/>[FR] PROCEDE DE PRODUCTION D'UN ANTIDIABETIQUE
  申请人：LECIVA A S

  公开号：WO2002088120A1

  公开（公告）日：2002-11-07

  A method for obtaining antidiabetic of formula (I), wherein the method comprises condensing of a 4-derivatized phenol or phenolate of general formula (II), wherein R is an amino group-containing organic residue, selected from the group comprising a residue of the following formula -NHR3, wherein R3 is hydrogen or a protecting group, which is removed before further treatment, and a residue of general formula (A), wherein Rb represents a carboxy group either in the free acid form or in the form of a salt or ester or another functional derivative or the nitrile group CN, and M represents a hydrogen or alkali metal atom, with a pyridine base of general formula (III), wherein Z is a leaving group other than a halogen, wherein, before or after carrying out the condensation, the following operations are carried out: (a) diazotizing the amino group present in organic residue R; (b) converting the diazotised residue R into a derivative of 2-halopropionate or 2-halopropionitrile of formula (B), wherein Rb is as defined above and X is a halogen; (c) cyclizing the derivative of 2-halopropionate or 2-halopropionitrile with thiourea; (d) hydrolysing the resulting imine thus giving pioglitazone of formula (I).