Nilotinib, AMN-107, Tasigna, -Drug Synthesis Database

【结构式】

【药物名称】Nilotinib, AMN-107, Tasigna

【化学名称】4-Methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[4-(3-pyridyl)pyrimidin-2-ylamino]benzamide

【CA登记号】641571-10-0

【分子式】C₂₈H₂₂F₃N₇O

【分子量】529.5161

【开发单位】Novartis AG (CH).

【药理作用】Bcr-Abl Kinase Inhibitor, Apoptosis Inducer, Oncolytic

【1】 Abel S, Acemoglu M, Erb B, et al. 2008. Process for the synthesis of organic compounds. US 20080200692A1.
【2】 Wang YL. Li J, Kansal VK, et al. 2010. Nilotinib intermediates and preparation thereof. US 20100016590A1.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
（X）	67346	(Z)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one		C₁₀H₁₂N₂O	详情	详情
(I)	67340	3-fluoro-5-(trifluoromethyl)benzonitrile	149793-69-1	C₈H₃F₄N	详情	详情
(II)	34070	5-methyl-1H-imidazole	822-36-6	C₄H₆N₂	详情	详情
(III)	67341	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzonitrile		C₁₂H₈F₃N₃	详情	详情
(IV)	67342	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid		C₁₂H₉F₃N₂O₂	详情	详情
(V)	67343	tert-butyl (3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)carbamate		C₁₆H₁₈F₃N₃O₂	详情	详情
(VI)	67344	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline	641571-11-1	C₁₁H₁₀F₃N₃	详情	详情
(VII)	38737	ethyl 4-amino-3-methylbenzoate	40800-65-5	C₁₀H₁₃NO₂	详情	详情
(VIII)	67345	ethyl 3-guanidino-4-methylbenzoate		C₁₁H₁₅N₃O₂	详情	详情
(IX)	12027	1-(3-Pyridinyl)-1-ethanone; 1-(3-Pyridinyl)ethanone	350-03-8	C₇H₇NO	详情	详情
(XI)	67347	ethyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate	641569-97-3	C₁₉H₁₈N₄O₂	详情	详情
(XII)	67348	4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid	641569-94-0	C₁₇H₁₄N₄O₂	详情	详情

【1】 Wang YL. Li J, Kansal VK, et al. 2010. Nilotinib intermediates and preparation thereof. WO 2010009402A9.

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)	38737	ethyl 4-amino-3-methylbenzoate	40800-65-5	C₁₀H₁₃NO₂	详情	详情
(II)	67345	ethyl 3-guanidino-4-methylbenzoate		C₁₁H₁₅N₃O₂	详情	详情
(III)	12027	1-(3-Pyridinyl)-1-ethanone; 1-(3-Pyridinyl)ethanone	350-03-8	C₇H₇NO	详情	详情
(IV)	67346	(Z)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one		C₁₀H₁₂N₂O	详情	详情
(V)	67347	ethyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate	641569-97-3	C₁₉H₁₈N₄O₂	详情	详情
(VI)	67348	4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid	641569-94-0	C₁₇H₁₄N₄O₂	详情	详情
(VII)	51493	3-Amino-5-bromobenzotrifluoride	54962-75-3	C₇H₅BrF₃N	详情	详情
(VIII)	67349	N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide		C₂₄H₁₇BrF₃N₅O	详情	详情
(IX)	34070	5-methyl-1H-imidazole	822-36-6	C₄H₆N₂	详情	详情

【1】 Mckenna J, Shieh WC. 2007. Process for the synthesis of organic compounds. WO 2006135641.

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)	67347	ethyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate	641569-97-3	C₁₉H₁₈N₄O₂	详情	详情
(II)	67348	4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid	641569-94-0	C₁₇H₁₄N₄O₂	详情	详情
(III)	67344	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline	641571-11-1	C₁₁H₁₀F₃N₃	详情	详情

【1】 Huang WS, Shakespeare WC. 2007. An efficient synthesis of nilotinib (AMN107). Synthesis, 14: 2121～2124.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
（XI）	67344	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline	641571-11-1	C₁₁H₁₀F₃N₃	详情	详情
(I)	67350	ethyl 4-amino-3-methylbenzoate		C₁₀H₁₃NO₂	详情	详情
(II)	67345	ethyl 3-guanidino-4-methylbenzoate		C₁₁H₁₅N₃O₂	详情	详情
(III)	47516	(E)-3-(dimethylamino)-1-(3-pyridinyl)-2-propen-1-one	123367-26-0	C₁₀H₁₂N₂O	详情	详情
(IV)	67347	ethyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate	641569-97-3	C₁₉H₁₈N₄O₂	详情	详情
(V)	67340	3-fluoro-5-(trifluoromethyl)benzonitrile	149793-69-1	C₈H₃F₄N	详情	详情
(VI)	34070	5-methyl-1H-imidazole	822-36-6	C₄H₆N₂	详情	详情
(VII)	67341	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzonitrile		C₁₂H₈F₃N₃	详情	详情
(VIII)	67342	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)benzoic acid		C₁₂H₉F₃N₂O₂	详情	详情
(IX)	67343	tert-butyl (3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)carbamate		C₁₆H₁₈F₃N₃O₂	详情	详情
(X)	67348	4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid	641569-94-0	C₁₇H₁₄N₄O₂	详情	详情

【1】 Mckenna J, Shieh WC. 2007. Process for the synthesis of organic compounds. WO 2006135641.

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)	67347	ethyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate	641569-97-3	C₁₉H₁₈N₄O₂	详情	详情
(II)	67344	3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline	641571-11-1	C₁₁H₁₀F₃N₃	详情	详情

Extended Information