[1-(1,3-benzodioxol-5-ylmethyl)-2-sulfanyl-1H-imidazol-5-yl]methanol -Drug Synthesis Database

【结构式】

【分子编号】33670

【品名】[1-(1,3-benzodioxol-5-ylmethyl)-2-sulfanyl-1H-imidazol-5-yl]methanol

【CA登记号】

【分子式】C₁₂H₁₂N₂O₃S

【分子量】264.30496

【元素组成】C 54.53% H 4.58% N 10.6% O 18.16% S 12.13%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

The condensation of piperonylamine (I) with dihydroxyacetone dimer (II) in the presence of potassium thiocyanate produced the mercaptoimidazole (III), which was desulfurized upon treatment with nitric acid and sodium nitrite. The resulting (hydroxymethyl)imidazole (IV) was then converted to the corresponding chloride (V) employing thionyl chloride in chloroform.

参考文献中间体

合成目标

【1】 Lee, J.; Lee, H.; Shin, Y.; et al.; Synthesis and structure-activity relationships of 1-(1(3)H-imidazole-5(4)-yl)-methylpyrroles as farnesyl protein transferase inhibitors (FTPI). 218th ACS Natl Meet (Aug 22 1999, New Orleans) 1999, Abst MEDI 210.
【2】 Lee, J.H.; Yoo, J.K.; Koh, J.S.; Choi, T.S.; Shin, Y.S.; Kim, K.H.; Jung, W.H.; Kim, J.H.; Lee, S.H.; Ahn, I.A.; Ro, S.G.; Lee, H.I.; Kim, H.S.; Chung, H.H.; Jeong, S.W.; Kwak, T.H. (LG Chem Ltd.); Imidazole derivs. having an inhibitory activity for farnesyl transferase and process for preparation thereof. WO 9928315 .

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)	33669	1,3-benzodioxol-5-ylmethylamine; 1,3-benzodioxol-5-ylmethanamine; 3,4-Methylendioxybenzylamine	2620-50-0	C₈H₉NO₂	详情	详情
(II)	20067	2,5-bis(hydroxymethyl)-1,4-dioxane-2,5-diol	89727-88-8	C₆H₁₂O₆	详情	详情
(III)	33670	[1-(1,3-benzodioxol-5-ylmethyl)-2-sulfanyl-1H-imidazol-5-yl]methanol		C₁₂H₁₂N₂O₃S	详情	详情
(IV)	33671	[1-(1,3-benzodioxol-5-ylmethyl)-1H-imidazol-5-yl]methanol		C₁₂H₁₂N₂O₃	详情	详情
(V)	33672	1-(1,3-benzodioxol-5-ylmethyl)-5-(chloromethyl)-1H-imidazole		C₁₂H₁₁ClN₂O₂	详情	详情

Extended Information