BMY-25405

合成路线:Treatment of 3-amino-4-[3-(3-piperidinomethylphenoxy)propylamino]-1,2,5-thiadiazole-1-oxide,BMY-25260 (I),with an excess of hydrogen chloride in methanol gives N-[3-(3-piperidinomethylphenoxy)propyl]ethanediimidamide trihydrochloride (II) in high yield.Compound (II) is then treated (method A) with sulfur monochloride or sulfur dichloride in DMF,or alternatively (method B) with N,N'-thiobisphthalimide and triethylamine in methylene chloride,followed by treatment with HCl.

参考文献标题:Substituted 3,4-diamino-1,2,5-thiadiazoles having histamine H2-receptor antagonist activity
文献作者:Algieri,A.A.; Crenshaw,R.R.(Bristol-Myers Squibb Co.)
参考来源:BE 0896291; GB 2117769; US 4517366; US 4528377


合成路线:Treatment of 3-amino-4-[3-(3-piperidinomethylphenoxy)propylamino]-1,2,5-thiadiazole-1-oxide,BMY-25260 (I),with an excess of hydrogen chloride in methanol gives N-[3-(3-piperidinomethylphenoxy)propyl]ethanediimidamide trihydrochloride (II) in high yield.Compound (II) is then treated (method A) with sulfur monochloride or sulfur dichloride in DMF,or alternatively (method B) with N,N'-thiobisphthalimide and triethylamine in methylene chloride,followed by treatment with HCl.

参考文献标题:Process fo preparing 1,2,5-thiadiazoles
文献作者:Montzka,T.A.(Bristol-Myers Squibb Co.)
参考来源:DD 218364; US 4440933


合成路线:Treatment of 3-amino-4-[3-(3-piperidinomethylphenoxy)propylamino]-1,2,5-thiadiazole-1-oxide,BMY-25260 (I),with an excess of hydrogen chloride in methanol gives N-[3-(3-piperidinomethylphenoxy)propyl]ethanediimidamide trihydrochloride (II) in high yield.Compound (II) is then treated (method A) with sulfur monochloride or sulfur dichloride in DMF,or alternatively (method B) with N,N'-thiobisphthalimide and triethylamine in methylene chloride,followed by treatment with HCl.

参考文献标题:BMY-25405
文献作者:Cavanagh,R.L.
参考来源:Drugs Fut 1985,10(11),892


合成路线:Treatment of 3-amino-4-[3-(3-piperidinomethylphenoxy)propylamino]-1,2,5-thiadiazole-1-oxide,BMY-25260 (I),with an excess of hydrogen chloride in methanol gives N-[3-(3-piperidinomethylphenoxy)propyl]ethanediimidamide trihydrochloride (II) in high yield.Compound (II) is then treated (method A) with sulfur monochloride or sulfur dichloride in DMF,or alternatively (method B) with N,N'-thiobisphthalimide and triethylamine in methylene chloride,followed by treatment with HCl.

合成路线:The product is prepared by condensation of 3-[3-(1-piperidinylmethyl)phenoxy]propylamine (I) with 1-amino-2-methoxy-1-cyclobutene-3,4-dione (II) in methanol,followed by treatment with HCl.
参考文献标题:A novel series of 1-cyclobutene-3,4-dione derivatives with potent and long-acting histamine H2-receptor antagonist activity
文献作者:Luke,G.M.; Standridge,R.T.; Algieri,A.A.; Crenshaw,R.R.; Brown,M.; Partyka,R.A.
参考来源:186th ACS Natl Meet (Aug.28 - Sept.2,Washington,D.C.) 1983,(63),Abst MEDI-63