2,2-Dichloro-14-phenylsulfinyl-tetradecanoic acid ethyl ester | 178671-37-9

• 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: 2,2-Dichloro-14-phenylsulfinyl-tetradecanoic acid ethyl ester
• 英文别名: Ethyl 14-(benzenesulfinyl)-2,2-dichlorotetradecanoate
• CAS: 178671-37-9
• 化学式: C₂₂H₃₄Cl₂O₃S
• 分子量: 449.482
• InChiKey: NPSOKZSZTJDKOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  28
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-Dichloro-14-phenylsulfinyl-tetradecanoic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以95%的产率得到14-Benzenesulfinyl-2,2-dichloro-tetradecanoic acid
  参考文献：
  名称：

  ω-Substituted alkyl carboxylic acids as antidiabetic and lipid-lowering agents

  摘要：

  In screening experiments certain omega-substituted alkyl carboxylic acids were found to produce an increase in insulin-stimulated C-14-acetate incorporation into triglycerides, which may indicate an improvement in the action of insulin. Antidiabetic and lipid-lowering properties in genetically diabetic ob/ob mice demonstrated the in vivo relevance of the insulin-potentiating effects seen in vitro. The chemical structures of the w-substituted alkyl carboxylic acids with insulin-potentiating effects correspond to the general formula ring-spacer-COOH. A close structure-activity relationship was observed. The most potent compound in ob/ob mice was 3e, which normalized blood glucose as well as hyperinsulinaemia and lowered serum triglycerides and cholesterol by 52% and 37%, respectively. On the basis of these results, omega-substituted alkyl carboxylic acids are interesting as a new class of oral antidiabetic agents with insulin-sensitizing and lipid-lowering activity. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80029-4
• 作为产物：
  描述：

  2,2-Dichloro-14-phenylsulfenyl-tetradecanoic acid ethyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以66%的产率得到2,2-Dichloro-14-phenylsulfinyl-tetradecanoic acid ethyl ester
  参考文献：
  名称：

  ω-Substituted alkyl carboxylic acids as antidiabetic and lipid-lowering agents

  摘要：

  In screening experiments certain omega-substituted alkyl carboxylic acids were found to produce an increase in insulin-stimulated C-14-acetate incorporation into triglycerides, which may indicate an improvement in the action of insulin. Antidiabetic and lipid-lowering properties in genetically diabetic ob/ob mice demonstrated the in vivo relevance of the insulin-potentiating effects seen in vitro. The chemical structures of the w-substituted alkyl carboxylic acids with insulin-potentiating effects correspond to the general formula ring-spacer-COOH. A close structure-activity relationship was observed. The most potent compound in ob/ob mice was 3e, which normalized blood glucose as well as hyperinsulinaemia and lowered serum triglycerides and cholesterol by 52% and 37%, respectively. On the basis of these results, omega-substituted alkyl carboxylic acids are interesting as a new class of oral antidiabetic agents with insulin-sensitizing and lipid-lowering activity. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80029-4

文献信息

• 2,2-DICHLORALKANCARBONSÄUREN, VERFAHREN ZU IHRER HERSTELLUNG DIESE ENTHALTENDE ARZNEIMITTEL, UND IHRE VERWENDUNG ZUR BEHANDLUNG DER INSULINRESISTENZ
  申请人：Roche Diagnostics GmbH

  公开号：EP0790824B1

  公开（公告）日：2002-02-06
• BENZOTHIAZINONE AND BENZOXAZINONE COMPOUNDS
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP1181282A2

  公开（公告）日：2002-02-27
• US5968982A
  申请人：——

  公开号：US5968982A

  公开（公告）日：1999-10-19
• [EN] BENZOTHIAZINONE AND BENZOXAZINONE COMPOUNDS<br/>[FR] COMPOSES DE BENZOTHIAZINONE ET DE BENZOXAZINONE
  申请人：BASF AG

  公开号：WO2000075139A2

  公开（公告）日：2000-12-14

  Q is - N=or CR2; X is S, O or NOR3; Y is-O-, -S-, -SO- or -SO¿2?-; R and R?1¿ are each, independently, H, a substituted or unsubstituted aliphatic, aromatic, heteroaromatic or aralkyl group R2 is H or a substituent; R3 is H, or -C(O)R4; R4 is a substituted or unsubstituted aliphatic or aromatic group; n is an integer from 0 to 1. Chemical compounds having structural formula (I) and physiologically acceptable salts thereof, are inhibitors of serine/threonine and tyrosine kinase activity. Several of the tyrosine kinases, whose activity is inhibited by these chemical compounds, are involved in angiogenic processes. Thus, these chemical compounds can ameliorate disease states where angiogenesis or endothelial cell hyperproliferation is a factor. These compounds can be used to treat cancer and hyperproliferative disorders.