【药物名称】BMY-25405
化学结构式(Chemical Structure):
参考文献No.4643
标题:Chemical compounds
作者:Algieri, A.A.; Crenshaw, R.R. (Bristol-Myers Squibb Co.)
来源:US 4394508; US 4471122
合成路线图解说明:

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No.46035
标题:Substituted 3,4-diamino-1,2,5-thiadiazoles having histamine H2-receptor antagonist activity
作者:Algieri, A.A.; Crenshaw, R.R. (Bristol-Myers Squibb Co.)
来源:BE 0896291; GB 2117769; US 4517366; US 4528377
合成路线图解说明:

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No.46055
标题:Process fo preparing 1,2,5-thiadiazoles
作者:Montzka, T.A. (Bristol-Myers Squibb Co.)
来源:DD 218364; US 4440933
合成路线图解说明:

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No.75306
标题:BMY-25405
作者:Cavanagh, R.L.
来源:Drugs Fut 1985,10(11),892
合成路线图解说明:

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No.800046
标题:A novel series of 1-cyclobutene-3,4-dione derivatives with potent and long-acting histamine H2-receptor antagonist activity
作者:Luke, G.M.; Standridge, R.T.; Algieri, A.A.; Crenshaw, R.R.; Brown, M.; Partyka, R.A.
来源:186th ACS Natl Meet (Aug. 28 - Sept. 2, Washington, D.C.) 1983,(63),Abst MEDI-63
合成路线图解说明:

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.

合成路线图解说明:

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.

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