1-Phenyl-3-guanylthiourea -Drug Synthesis Database

【结构式】

【分子编号】53527

【品名】1-Phenyl-3-guanylthiourea

【CA登记号】15989-47-6

【分子式】C₈H₁₀N₄S

【分子量】194.26036

【元素组成】C 49.46% H 5.19% N 28.84% S 16.51%

与该中间体有关的原料药合成路线共 3 条

合成路线1 合成路线2 合成路线3

合成路线1

该中间体在本合成路线中的序号：(I)

The reaction of N1-amidino-N3-phenylthiourea (I) with 2-bromo-1-cyclopropylethanone (II) in ethanol/acetone gives the N1-amidino-S-(2-cyclopropyl-2-oxoethyl)-N3-phenylisothiourea (III), which without isolation is cyclized to the target aminothiazole by means of TEA.

参考文献中间体

合成目标

【1】 Sorensen, A.R.; Engelhardt, S.; Kurtzhals, P.; Urso, B.; Bowler, A.N.; 2,4-Diaminothiazoles: A novel class of glycogen synthase kinase-3 (GSK-3) inhibitors. 11th RSC-SCI Med Chem Symp (Sept 9 2001, Cambridge) 2001, Abst P20.
【2】 Olesen, P.H.; Kurtzhals, P.; Bowler, A.N.; Soerensen, A.R.; Worsaae, H.; Hansen, B.F. (Novo Nordisk A/S); 2,4-Diaminothiazole derivs.. WO 0156567 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	53527	1-Phenyl-3-guanylthiourea	15989-47-6	C₈H₁₀N₄S	详情	详情
(II)	12436	2-Bromo-1-cyclopropyl-1-ethanone	69267-75-0	C₅H₇BrO	详情	详情
(III)	53528	N-{(Z)-anilino[(2-cyclopropyl-2-oxoethyl)sulfanyl]methylidene}guanidine	n/a	C₁₃H₁₆N₄OS	详情	详情

合成路线2

该中间体在本合成路线中的序号：(I)

The reaction of N1-amidino-N3-phenylthiourea (I) with 2-bromo-1-(3-pyridyl)ethanone (II) in ethanol/acetone gives the N1-amidino-S-[2-oxo-2-(3-pyridyl)ethyl]-N3-phenylisothiourea (III), which without isolation is cyclized to the target aminothiazole by means of TEA.

参考文献中间体

合成目标

【1】 Sorensen, A.R.; Engelhardt, S.; Kurtzhals, P.; Urso, B.; Bowler, A.N.; 2,4-Diaminothiazoles: A novel class of glycogen synthase kinase-3 (GSK-3) inhibitors. 11th RSC-SCI Med Chem Symp (Sept 9 2001, Cambridge) 2001, Abst P20.
【2】 Olesen, P.H.; Kurtzhals, P.; Bowler, A.N.; Soerensen, A.R.; Worsaae, H.; Hansen, B.F. (Novo Nordisk A/S); 2,4-Diaminothiazole derivs.. WO 0156567 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	53527	1-Phenyl-3-guanylthiourea	15989-47-6	C₈H₁₀N₄S	详情	详情
(II)	53085	2-bromo-1-(3-pyridinyl)-1-ethanone	n/a	C₇H₆BrNO	详情	详情
(III)	53538	N-((Z)-anilino{[2-oxo-2-(3-pyridinyl)ethyl]sulfanyl}methylidene)guanidine	n/a	C₁₅H₁₅N₅OS	详情	详情

合成路线3

该中间体在本合成路线中的序号：(I)

The reaction of N1-amidino-N3-phenylthiourea (I) with 3-(benzyloxy)phenacyl bromide (II) in ethanol/acetone gives the N1-amidino-S-[2-(3-benzyloxyphenyl)-2-oxoethyl]-N3-phenylisothiourea (III), which without isolation is cyclized to the target aminothiazole by means of TEA.

参考文献中间体

合成目标

【1】 Sorensen, A.R.; Engelhardt, S.; Kurtzhals, P.; Urso, B.; Bowler, A.N.; 2,4-Diaminothiazoles: A novel class of glycogen synthase kinase-3 (GSK-3) inhibitors. 11th RSC-SCI Med Chem Symp (Sept 9 2001, Cambridge) 2001, Abst P20.
【2】 Olesen, P.H.; Kurtzhals, P.; Bowler, A.N.; Soerensen, A.R.; Worsaae, H.; Hansen, B.F. (Novo Nordisk A/S); 2,4-Diaminothiazole derivs.. WO 0156567 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	53527	1-Phenyl-3-guanylthiourea	15989-47-6	C₈H₁₀N₄S	详情	详情
(II)	53541	1-[3-(benzyloxy)phenyl]-2-bromo-1-ethanone	n/a	C₁₅H₁₃BrO₂	详情	详情
(III)	53542	N-[(Z)-anilino({2-[3-(benzyloxy)phenyl]-2-oxoethyl}sulfanyl)methylidene]guanidine	n/a	C₂₃H₂₂N₄O₂S	详情	详情

Extended Information