Cirazoline, LD-3098
西拉唑啉Chemical Name: 2-[(o-Cyclopropylphenoxy)methyl]-2-imidazoline; 2-[(2-Cyclopropylphenoxy)methyl]-4,5-dihydro-1H-imidazole
CAS No. 59939-16-1
项目整合开发状态: Preclinical
项目研究机构: Sanofi-Aventis (Originator)
合成路线:The reaction of o-cyclopropylphenol (I) with chloroacetonitrile (II) by means of K2CO3 in methyl ethyl ketone gives 2-(o-cyclopropylphenoxy)acetonitrile (III),which by partial hydrolysis with ethanol and dry HCl in CHCl3 is converted into the ethyl iminoether of 2-(o-cyclopropylphenoxy)acetic acid (IV).Finally,this compound is cyclized with ethylenediamine (A) in refluxing ethanol.It can also be prepared by reaction of 2-cyclopropylphenol (I) with 2-chloromethylimidazoline (V) by means of sodium ethoxide in refluxing ethanol.
📌 参考资料/链接：
参考文献标题:2-(2'-Cyclopropylphenoxymethyl)-2-imidazoline and pharmaceutically acceptable salts thereof
文献作者:Najer,H.; Giudidelli,J.F.(Sanofi-Synthabo)
参考来源:DE 2234714; ES 404927; FR 2145423; GB 1386355; US 3803130
📄 详细内容
合成路线:The reaction of o-cyclopropylphenol (I) with chloroacetonitrile (II) by means of K2CO3 in methyl ethyl ketone gives 2-(o-cyclopropylphenoxy)acetonitrile (III),which by partial hydrolysis with ethanol and dry HCl in CHCl3 is converted into the ethyl iminoether of 2-(o-cyclopropylphenoxy)acetic acid (IV).Finally,this compound is cyclized with ethylenediamine (A) in refluxing ethanol.It can also be prepared by reaction of 2-cyclopropylphenol (I) with 2-chloromethylimidazoline (V) by means of sodium ethoxide in refluxing ethanol.
参考文献标题:Cirazoline
文献作者:Hillier,K.; Castar,J.
参考来源:Drugs Fut 1978,3(5),359
产品链接: CAS No. 59939-16-1››