GT-015, GT-715

Chemical Name: 3,3'-Disulfanylbis-1,2-propanediol tetranitrate
CAS No. 179677-60-2
项目整合开发状态: Preclinical
项目研究机构: GBtherapeutics (Originator), Queen's University (Originator)
合成路线:The nitration of 3-bromopropane-1,2-diol (I) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (II),which is treated with Na2S2O3 in hot methanol/water to yield the Bunte salt (III).Finally,this compound is oxidized with H2O2 catalyzed by H2SO4 in ethanol/water to afford the target disulfide.Alternatively,the Bunte salt (III) can also be obtained as follows: The nitration of 3-chloropropane-1,2-diol (IV) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (V),which is then treated with Na2S2O3 as before
📌 参考资料/链接:
参考文献标题:Nitrate esters and their use for neurological conditions
文献作者:Bennett,B.M.; Boegman,R.J.; Jhamandas,K.; Thatcher,G.R.; Reynolds,J.N.(Queen's University)
参考来源:US 5807847; WO 9746521

📄 详细内容


合成路线:The nitration of 3-bromopropane-1,2-diol (I) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (II),which is treated with Na2S2O3 in hot methanol/water to yield the Bunte salt (III).Finally,this compound is oxidized with H2O2 catalyzed by H2SO4 in ethanol/water to afford the target disulfide.Alternatively,the Bunte salt (III) can also be obtained as follows: The nitration of 3-chloropropane-1,2-diol (IV) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (V),which is then treated with Na2S2O3 as before

参考文献标题:Nitrate esters and their use for neurological conditions
文献作者:Bennett,B.M.; Jhamandas,K.; Thatcher,G.R.J.; Boegman,R.J.; Reynolds,J.M.(Queen's University)
参考来源:US 5883122


合成路线:The nitration of 3-bromopropane-1,2-diol (I) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (II),which is treated with Na2S2O3 in hot methanol/water to yield the Bunte salt (III).Finally,this compound is oxidized with H2O2 catalyzed by H2SO4 in ethanol/water to afford the target disulfide.Alternatively,the Bunte salt (III) can also be obtained as follows: The nitration of 3-chloropropane-1,2-diol (IV) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (V),which is then treated with Na2S2O3 as before

参考文献标题:Methods and compsns.for mitigating pain
文献作者:Bennett,B.M.; Reynolds,J.N.; Thatcher,G.R.J.; Jhamandas,K.(Queen's University)
参考来源:WO 0149275


合成路线:The nitration of 3-bromopropane-1,2-diol (I) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (II),which is treated with Na2S2O3 in hot methanol/water to yield the Bunte salt (III).Finally,this compound is oxidized with H2O2 catalyzed by H2SO4 in ethanol/water to afford the target disulfide.Alternatively,the Bunte salt (III) can also be obtained as follows: The nitration of 3-chloropropane-1,2-diol (IV) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (V),which is then treated with Na2S2O3 as before

参考文献标题:Nitrate esters and their use for neurological conditions
文献作者:Jhamandas,K.; Reynolds,J.N.; Bennett,B.M.; Boegman,R.J.; Thatcher,G.R.J.(Queen's University)
参考来源:WO 0054756


合成路线:The nitration of 3-bromopropane-1,2-diol (I) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (II),which is treated with Na2S2O3 in hot methanol/water to yield the Bunte salt (III).Finally,this compound is oxidized with H2O2 catalyzed by H2SO4 in ethanol/water to afford the target disulfide.Alternatively,the Bunte salt (III) can also be obtained as follows: The nitration of 3-chloropropane-1,2-diol (IV) with HNO3 and H2SO4 in dichloromethane gives the dinitrate (V),which is then treated with Na2S2O3 as before
参考文献标题:Synthesis of novel organic nitrate esters: Guanylate cyclase activation and tissue relaxation
文献作者:Yang,K.; et al.
参考来源:J Chem Soc Perkins Trans 1996,1073