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641571-10-0

Basic Information
CAS No.: 641571-10-0
Name: Nilotinib
Molecular Structure:
Molecular Structure of 641571-10-0 (Nilotinib)
Formula: C28H22F3N7O
Molecular Weight: 529.52
Synonyms: 4-methyl-N-[3-(4-methylimidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzamide;4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-N-[5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)phenyl]benzamide;AMN-107;AMN107;Benzamide, 4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)-3-(4-(3-pyridinyl)-2-pyrimidinyl)amino)-;AMN 107;Nilotinib(TINIBS );Nilotinib & its intermediates;Nilotinib hydrochloride monohydrate;
EINECS: 700-544-5
Density: 1.362 g/cm3
Melting Point: 231-233 °C
Boiling Point:
Flash Point:
Solubility:
Appearance: off-white solid
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 97.62000
LogP: 6.50180
Synthetic route
641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

201230-82-2

carbon monoxide

5-bromo-2-methylphenyl(4-(pyridin-3-yl)pyrimidin-2-yl)-carbamic acid tert-butyl ester

641571-10-0

nilotinib

Conditions
ConditionsYield
Stage #1: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline; carbon monoxide; 5-bromo-2-methylphenyl(4-(pyridin-3-yl)pyrimidin-2-yl)-carbamic acid tert-butyl ester With bis(benzonitrile)palladium(II) dichloride; triethylamine; 1,2-bis-(diphenylphosphino)ethane; phenol In N,N-dimethyl-formamide at 90 - 105℃; under 6000.6 Torr; for 48h; Molecular sieve; Inert atmosphere; Autoclave;
Stage #2: With trifluoroacetic acid In ethanol Inert atmosphere;
Stage #3: With potassium hydroxide In ethanol; water pH=6 - 9; Reagent/catalyst; Solvent; Pressure; Inert atmosphere;
100%

4-methyl-N-[3-(4-methyl-1H-imidazolyl)-5-trifluoromethylphenyl]-3-guanidinobenzamide nitrate

55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

641571-10-0

nilotinib

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 40h; Reagent/catalyst; Reflux;95.2%
641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

641571-10-0

nilotinib

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Product distribution / selectivity;
94%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h;
Stage #3: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water at 80℃; pH=11 - 12; Product distribution / selectivity;
94%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.5h;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 0.5h;
90%
641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid ethyl ester

641571-10-0

nilotinib

Conditions
ConditionsYield
With trimethylaluminum In toluene for 5h; Concentration; Time; Reflux;91%
641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

917392-54-2

methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate

641571-10-0

nilotinib

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;90%
With sodium t-butanolate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;81%
With potassium tert-butylate In tetrahydrofuran at -5 - 20℃; for 30h; Inert atmosphere; Large scale;68%

nilotinib trihydrochloride

641571-10-0

nilotinib

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 45 - 70℃;90%
With sodium hydroxide In methanol; water at 45 - 70℃;90%
55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Reflux
2: C43H63ClNO2PPd; caesium carbonate / 1,4-dioxane / 1.5 h / 120 °C / Inert atmosphere
3: potassium tert-butylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Reflux
2: C43H63ClNO2PPd; caesium carbonate / 1,4-dioxane / 1.5 h / 120 °C / Inert atmosphere
3: potassium tert-butylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
4: 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate / 1,4-dioxane / 12 h / 120 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Reflux
1.2: 0.33 h / 25 - 125 °C
1.3: 1 h / 25 - 35 °C
2.1: Carbonyldiimidazole; 1H-imidazole hydrochloride / 1-methyl-pyrrolidin-2-one / 2 h / 20 - 55 °C / Inert atmosphere
2.2: 24 h / 50 - 105 °C / Inert atmosphere
View Scheme
66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: C43H63ClNO2PPd; caesium carbonate / 1,4-dioxane / 1.5 h / 120 °C / Inert atmosphere
2: potassium tert-butylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: C43H63ClNO2PPd; caesium carbonate / 1,4-dioxane / 1.5 h / 120 °C / Inert atmosphere
2: potassium tert-butylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
3: 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate / 1,4-dioxane / 12 h / 120 °C / Inert atmosphere
View Scheme
54962-75-3

[3-bromo-5-(trifluoromethyl)phenyl]amine

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate / 1,4-dioxane; toluene / 12 h / 120 °C / Inert atmosphere
2: potassium tert-butylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: copper(l) iodide; 8-quinolinol; potassium carbonate / dimethyl sulfoxide / 18 h / 120 °C / Inert atmosphere; Sealed tube
2: sodium t-butanolate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: copper(l) iodide; 8-quinolinol; potassium carbonate / dimethyl sulfoxide / 18 h / 120 °C / Inert atmosphere; Sealed tube
2.1: thionyl chloride; N,N-dimethyl-formamide / 6 h / Reflux
2.2: 6 h / 0 - 20 °C
View Scheme
55314-16-4, 75415-01-9, 123367-26-0

(E)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / butan-1-ol / 24 h / Reflux
2: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; tert-butyl alcohol / 7 h / 100 °C
View Scheme
96-98-0

4-methyl-3-nitrobenzoic acid

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: thionyl chloride / chloroform; N,N-dimethyl-formamide / 3 h / Reflux
2.1: chloroform; N,N-dimethyl-formamide / 5 h / 10 - 20 °C
3.1: tin(ll) chloride / methanol / 10 °C / Reflux
3.2: 2 h / 10 - 15 °C
4.1: hydrogenchloride / water; butan-1-ol / 20 h / 90 - 95 °C / pH 2-3
4.2: 2 h / 20 °C
5.1: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
Multi-step reaction with 5 steps
1.1: thionyl chloride / chloroform; N,N-dimethyl-formamide / 3 h / Reflux
2.1: chloroform / 5 h / 10 - 20 °C
3.1: tin(ll) chloride / methanol / 3 h / 10 °C / Reflux
3.2: 20 °C
4.1: hydrogenchloride / water; butan-1-ol / 20 h / 90 - 95 °C / pH 2 - 3
5.1: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
10397-30-5

4-methyl-3-nitrobenzoyl chloride

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: chloroform; N,N-dimethyl-formamide / 5 h / 10 - 20 °C
2.1: tin(ll) chloride / methanol / 10 °C / Reflux
2.2: 2 h / 10 - 15 °C
3.1: hydrogenchloride / water; butan-1-ol / 20 h / 90 - 95 °C / pH 2-3
3.2: 2 h / 20 °C
4.1: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
Multi-step reaction with 4 steps
1.1: chloroform / 5 h / 10 - 20 °C
2.1: tin(ll) chloride / methanol / 3 h / 10 °C / Reflux
2.2: 20 °C
3.1: hydrogenchloride / water; butan-1-ol / 20 h / 90 - 95 °C / pH 2 - 3
4.1: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
1449570-25-5

4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-nitrobenzamide hydrochloride

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tin(ll) chloride / methanol / 10 °C / Reflux
1.2: 2 h / 10 - 15 °C
2.1: hydrogenchloride / water; butan-1-ol / 20 h / 90 - 95 °C / pH 2-3
2.2: 2 h / 20 °C
3.1: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
Multi-step reaction with 3 steps
1: tin(ll) chloride / methanol / 10 °C / Reflux
2: hydrogenchloride / butan-1-ol; water / 20 h / 90 - 95 °C / pH 2 - 3
3: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
Multi-step reaction with 3 steps
1.1: tin(ll) chloride / methanol / 3 h / 10 °C / Reflux
1.2: 20 °C
2.1: hydrogenchloride / water; butan-1-ol / 20 h / 90 - 95 °C / pH 2 - 3
3.1: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
2458-12-0

3-amino-p-toluic acid

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: thionyl chloride; N,N-dimethyl-formamide / chloroform / 3 h / Reflux
2: chloroform / 10 - 20 °C
3: tin(ll) chloride / methanol / 10 °C / Reflux
4: hydrogenchloride / butan-1-ol; water / 20 h / 90 - 95 °C / pH 2 - 3
5: butan-1-ol / 9 h / 110 - 115 °C
View Scheme

3-amino-4-methylbenzoyl chloride

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: chloroform / 10 - 20 °C
2: tin(ll) chloride / methanol / 10 °C / Reflux
3: hydrogenchloride / butan-1-ol; water / 20 h / 90 - 95 °C / pH 2 - 3
4: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
915711-42-1

3-amino-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / butan-1-ol; water / 20 h / 90 - 95 °C / pH 2 - 3
2: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / water; butan-1-ol / 20 h / 90 - 95 °C / pH 2 - 3
2: butan-1-ol / 9 h / 110 - 115 °C
View Scheme
1451042-82-2

methyl 3-(4-oxopyrimidin-2-ylamino)-4-methylbenzoate

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium tert-butylate / tetrahydrofuran / 16 h / -5 - 20 °C / Inert atmosphere
2.1: bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; triethylamine / tetrahydrofuran / 3.5 h / 50 °C / Inert atmosphere
2.2: 0.5 h / 20 °C / Inert atmosphere
2.3: 22 h / Inert atmosphere; Reflux
View Scheme
18595-18-1

3-amino-4-methyl benzoic acid methyl ester

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride / water / 1.5 h / 130 - 160 °C / Inert atmosphere
2.1: potassium tert-butylate / tetrahydrofuran / 16 h / -5 - 20 °C / Inert atmosphere
3.1: bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; triethylamine / tetrahydrofuran / 3.5 h / 50 °C / Inert atmosphere
3.2: 0.5 h / 20 °C / Inert atmosphere
3.3: 22 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride / ethanol; water / 6 h / 25 - 85 °C / Inert atmosphere
1.2: 0.75 h / 0 - 5 °C
2.1: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Reflux
2.2: 0.33 h / 25 - 125 °C
2.3: 1 h / 25 - 35 °C
3.1: Carbonyldiimidazole; 1H-imidazole hydrochloride / 1-methyl-pyrrolidin-2-one / 2 h / 20 - 55 °C / Inert atmosphere
3.2: 24 h / 50 - 105 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: butan-1-ol / 50 - 55 °C
2: potassium carbonate / N,N-dimethyl-formamide / -10 - 0 °C
3: hydrogenchloride / butan-1-ol; water / 90 - 100 °C
4: butan-1-ol; water / 90 - 100 °C
5: potassium carbonate / N,N-dimethyl-formamide / 100 - 110 °C
View Scheme
Multi-step reaction with 5 steps
1.1: triethylamine / methanol; dichloromethane / 24 h / 40 °C
2.1: dichloromethane / 12 h / 20 °C
3.1: sodium hydroxide / 36 h / 110 - 120 °C
4.1: lithium hydroxide; water / methanol; tetrahydrofuran / 12 h / 20 °C
5.1: thionyl chloride; N,N-dimethyl-formamide / 6 h / Reflux
5.2: 6 h / 0 - 20 °C
View Scheme
1025716-99-7

3-[(aminoiminomethyl)amino]-4-methylbenzoic acid methylester mononitrate

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Reflux
1.2: 0.33 h / 25 - 125 °C
1.3: 1 h / 25 - 35 °C
2.1: Carbonyldiimidazole; 1H-imidazole hydrochloride / 1-methyl-pyrrolidin-2-one / 2 h / 20 - 55 °C / Inert atmosphere
2.2: 24 h / 50 - 105 °C / Inert atmosphere
View Scheme
1207534-99-3

N-(2-methyl-5-nitrophenyl)guanidinium hydrochloride

55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

641571-10-0

nilotinib

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / propan-1-ol / 24 h / Reflux
2: thionyl chloride
View Scheme

Nilotinib hydrochloride

641571-10-0

nilotinib

Conditions
ConditionsYield
With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water at 20 - 25℃; for 3h;
641571-10-0

nilotinib

123-76-2

levulinic acid

nilotinib hydrochloride di-levulinic acid co-crystal

Conditions
ConditionsYield
Stage #1: nilotinib; levulinic acid at 55 - 60℃;
Stage #2: With hydrogenchloride In isopropyl alcohol at 55 - 60℃; for 1h; Temperature;
99.5%
641571-10-0

nilotinib

nilotinib trihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; acetone at 20 - 25℃; for 5h;98%
With methanol; acetyl chloride at 0 - 5℃;75%
With methanol; acetyl chloride for 2h;75%
641571-10-0

nilotinib

79-14-1

glycolic Acid

nilotinib diglycolate

Conditions
ConditionsYield
In ethyl acetate at 20 - 25℃; for 16h;97%
641571-10-0

nilotinib

4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzamide dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl acetamide; water at 24 - 30℃; for 1.5h; Product distribution / selectivity;96%
With hydrogenchloride In ethanol; water at 20 - 70℃; for 18h;90%
With hydrogenchloride In methanol; water at 55 - 60℃; for 0.1h;140 g
641571-10-0

nilotinib

110-17-8

(2E)-but-2-enedioic acid

4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-benzamide fumarate

Conditions
ConditionsYield
In ethanol; butan-1-ol at 90 - 95℃; Temperature; Solvent;93.6%
641571-10-0

nilotinib

123-76-2

levulinic acid

nilotinib dilevulinate

Conditions
ConditionsYield
In ethyl acetate at 50℃;92%
641571-10-0

nilotinib

151-21-3

sodium dodecyl-sulfate

nilotinib lauryl sulfate salt

Conditions
ConditionsYield
With hydrogen bromide In methanol; water at 25 - 60℃; for 2h;88.81%
641571-10-0

nilotinib

490-79-9

2,5-dihydroxybenzoic acid.

nilotinib gentisate

Conditions
ConditionsYield
In acetone at 20 - 55℃; Temperature; Solvent;87%
641571-10-0

nilotinib

65-85-0

benzoic acid

nilotinib dibenzoate

Conditions
ConditionsYield
In ethyl acetate Reflux;84%
641571-10-0

nilotinib

Nilotinib hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol Product distribution / selectivity; Reflux;83%
With hydrogenchloride In methanol; water for 0.5h; Product distribution / selectivity;72.6%
With hydrogenchloride In ethanol; acetone at 24 - 30℃; for 5h; Product distribution / selectivity;58%
641571-10-0

nilotinib

81-07-2

saccharin

nilotinib saccharinate

Conditions
ConditionsYield
In methanol at 30 - 60℃; Temperature;83%
641571-10-0

nilotinib

nilotinib glycerophosphate

Conditions
ConditionsYield
In water; acetone at 20 - 25℃; for 45h;81%
641571-10-0

nilotinib

144-62-7

oxalic acid

4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzamide mono-oxalate

Conditions
ConditionsYield
In 2-methoxy-ethanol at 55 - 100℃; for 0.5h;78.7%
641571-10-0

nilotinib

110-16-7

maleic acid

1353151-43-5

nilotinib maleate

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 45 - 50℃; for 3h; Product distribution / selectivity;74%
641571-10-0

nilotinib

104-15-4

toluene-4-sulfonic acid

923288-94-2

4-methyl-N-[3-(4-methyl-imidazol-1-yl)-5-trifluoromethyl-phenyl]-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-benzamide p-toluenesulfonate

Conditions
ConditionsYield
In ethyl acetate at 20 - 76℃; Product distribution / selectivity;
In ethyl acetate at 76℃; for 5h; Product distribution / selectivity;
In tetrahydrofuran at 50℃; Product distribution / selectivity;
641571-10-0

nilotinib

75-75-2

methanesulfonic acid

923288-92-0

4-methyl-N-[3-(4-methyl-imidazol-1-yl)-5-trifluoromethyl-phenyl]-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-benzamide methanesulfonate

Conditions
ConditionsYield
In ethyl acetate at 25 - 76℃; Product distribution / selectivity;
In ethyl acetate at 20 - 76℃; for 5h; Product distribution / selectivity;
In tetrahydrofuran at 50℃; Product distribution / selectivity;
641571-10-0

nilotinib

594-45-6

ethanesulfonic acid

923288-97-5

4-methyl-N-[3-(4-methyl-imidazol-1-yl)-5-trifluoromethyl-phenyl]-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-benzamide ethanesulfonate

Conditions
ConditionsYield
In acetone at 50℃; Product distribution / selectivity;
In tetrahydrofuran at 50℃; Product distribution / selectivity;
In acetone at 50℃; Product distribution / selectivity;
Downstream Products
923288-90-8
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    641571-10-0

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    Min.Order: 1 Kilogram

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  • High purity Nilotinib CAS:641571-10-0

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    641571-10-0

    High purity Nilotinib CAS:641571-10-0

    Min.Order: 1 Gram

    FOB Price:  USD $ 100.0-500.0/Gram

    Items Standard Result Appearance Off-white to pale yellow powder Pale yellow powder Identification

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  • Nilotinib 641571-10-0 API

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    641571-10-0

    Nilotinib 641571-10-0 API

    Min.Order: 1 Metric Ton

    FOB Price:  USD $ 0.0-0.0/Metric Ton

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History

Chemists created nilotinib with the idea of improving the target specificity of an earlier kinase inhibitor, imatinib. Novartis, the manufacturer, says Nilotinib caused a hematologic response in 74% of cases in clinical trials for use on Ph+ CML leukemia. It appears that these drugs seem to improve the action of cancer treatment in certain conditions, but actually have detrimental effects in other conditions. In October 2007, the FDA approved Nilotinib for CML. In June 2008 Italian doctors presented evidence of the efficacy and tolerability of nilotinib in CLL. The complete cytogenic response among patients in their tests was 84%.

Specification

1. Introduction of Nilotinib
Nilotinib is one kind of white to off white powder or off-white solid. The IUPAC Name of this chemical is 4-Methyl-N-[3-(4-methylimidazol-1-yl)-5-(trifluoromethyl)phenyl]-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzamide. Besides, Nilotinib belongs to API; Molecular Targeted Antineoplastic; Nucleotides and Nucleosides; Bases & Related Reagents; Intermediates & Fine Chemicals; Nucleotides; Pharmaceuticals; Pharmaceutical intermediate. In addition, the Classification Code of Nilotinib is Antineoplastic; Antineoplastic Agents. What's more, Nilotinib is sparingly soluble in ethanol and methanol.

2. Properties of Nilotinib
Physical properties about Nilotinib are:
(1)XLogP3-AA: 4.9; (2)H-Bond Donor: 2; (3)H-Bond Acceptor: 9; (4)Water solubility: 2.01e-03 g/l; (5)LogP: 4.51; (6)LogP: 4.41; (7)LogS: -5.4; (8)PKa: 13.47; (9)Hydrogen acceptor count: 6; (10)Hydrogen donor count: 2; (11)Polar surface area: 97.62; (12)Rotatable bond count: 7; (13)Refractivity: 152.85; (14)Polarizability: 52.35; (15)Index of Refraction: 1.649; (16)Molar Refractivity: 141.75 cm3; (17)Molar Volume: 388.6 cm3; (18)Polarizability: 56.19 10-24cm3; (19)Surface Tension: 47.4 dyne/cm.

3. Structure Descriptors of Nilotinib
(1)InChI: InChI=1S/C28H22F3N7O/c1-17-5-6-19(10-25(17)37-27-33-9-7-24(36-27)20-4-3-8-32-14-20)26(39)35-22-11-21(28(29,30)31)12-23(13-22)38-15-18(2)34-16-38/h3-16H,1-2H3,(H,35,39)(H,33,36,37)
(2)InChIKey: HHZIURLSWUIHRB-UHFFFAOYSA-N
(3)Canonical SMILES : CC1=C(C=C(C=C1)C(=O)NC2=CC(=CC(=C2)N3C=C(N=C3)C)C(F)(F)F)NC4=NC=CC(=N4)C5=CN=CC=C5
(4)Smiles: c1c(cc(cc1n1cc(nc1)C)NC(=O)c1cc(c(cc1)C)Nc1nccc(n1)c1cccnc1)C(F)(F)F

4. Safety information of Nilotinib
Nilotinib may cause QTc prolongation , such as an irregular heart rhythm that can lead to fainting, loss of consciousness, seizures, or sudden death.

5. Uses of Nilotinib
Nilotinib is a selective Bcr/Abl tyrosine kinase inhibitor with the form of the hydrochloride monohydrate salt. Nilotinib is an analog of Imatinib with similar multiple kinase targets, but without inhibition of the Src gene. Nilotinib (CAS NO.641571-10-0) is used in treatment of leukemia (specifically chronic myeloid leukemia). In that study 92% of patients (already resistant or unresponsive to Gleevec) achieved a normal white blood cell counts after five months of treatment. The drug carries a black box warning for possible heart complications.