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| CAS No.: | 790299-79-5 |
|---|---|
| Name: | Masitinib (AB1010) |
| Molecular Structure: | |
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| Formula: | C28H30N6OS |
| Molecular Weight: | 498.652 |
| Synonyms: | Benzamide,4-[(4-methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-thiazolyl]amino]phenyl]-; |
| Density: | 1.281 g/cm3 |
| Melting Point: | 90-95oC |
| PSA: | 101.63000 |
| LogP: | 5.27860 |
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- 97730-31-9(S)-4'-(2-Methylbutyl)Biphenyl-4-Carbonitrile
- 660837-08-1
N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine
- 314268-40-1
4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| Stage #1: N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine With trimethylaluminum In hexane; dichloromethane at 5 - 15℃; for 2h; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In hexane; dichloromethane at 20℃; for 21.1667h; Heating / reflux; Stage #3: With sodium hydroxide; water In hexane; dichloromethane at 20℃; for 3h; Product distribution / selectivity; | 78% |
| Stage #1: N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine With trimethylaluminum In dichloromethane; toluene at 0 - 20℃; for 0.5h; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In dichloromethane; toluene for 5h; Heating / reflux; | 72% |
| Stage #1: N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine With trimethylaluminum In dichloromethane; toluene at 0 - 20℃; for 0.5h; Stage #2: 4-((4-methylpiperazin-1-yl)methyl)-benzoic acid methyl ester In dichloromethane; toluene for 5h; Heating / reflux; | 72% |
- 660837-08-1
N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine
- 148077-69-4
4-(4-Methylpiperazin-1-ylmethyl)benzoyl chloride
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 0 - 30℃; for 10h; Product distribution / selectivity; | 65% |
- 660837-08-1
N1-[4-(pyridin-3-yl)-1,3-thiazol-2-yl]-6-methyl-1,3-phenylenediamine
- 106261-48-7
4-(4-methylpiperazin-1-ylmethyl)benzoic acid
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| With 2-chloro-1-methyl-pyridinium iodide In dichloromethane at 20℃; for 7h; Product distribution / selectivity; | 51% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: trifluoroacetic acid / acetonitrile / 1 h / 20 °C 1.2: 20 °C 2.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 0 - 20 °C 2.2: 5 h / Heating / reflux View Scheme |
- 350-03-8
methyl-3-pyridylketone
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: hydrogen bromide; bromine / acetic acid / 2 h / 0 - 75 °C 2.1: potassium hydrogencarbonate / ethanol / 20 h / 75 °C 3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 4.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 0 - 20 °C 4.2: 5 h / Heating / reflux View Scheme |
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 2.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 0 - 20 °C 2.2: 5 h / Heating / reflux View Scheme |
- 660838-06-2
N-(2-methyl-5-tert-butoxycarbonylamino)phenyl-thiourea
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: potassium hydrogencarbonate / ethanol / 20 h / 75 °C 2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 3.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 0 - 20 °C 3.2: 5 h / Heating / reflux View Scheme |
- 790299-78-4
2-methyl-5-tert-butoxycarbonylaminoaniline hydrobromide salt
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: benzoyl chloride / acetone / 1 h / Heating / reflux 2.1: potassium hydrogencarbonate / ethanol / 20 h / 75 °C 3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 4.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 0 - 20 °C 4.2: 5 h / Heating / reflux View Scheme |
- 17694-68-7
3-(2-bromoacetyl)pyridine hydrobromide
- 790299-79-5
masitinib
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: potassium hydrogencarbonate / ethanol / 20 h / 75 °C 2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C 3.1: trimethylaluminum / dichloromethane; toluene / 0.5 h / 0 - 20 °C 3.2: 5 h / Heating / reflux View Scheme |
| Conditions | Yield |
|---|---|
| In ethanol at 25 - 70℃; for 6h; | 85% |
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Chemistry
IUPAC name: 4-[(4-Methylpiperazin-1-yl)methyl]-N-[4-methyl-3-[(4-pyridin-3-yl-1,3-thiazol-2-yl)amino]phenyl]benzamide
Following is the structure of Masitinib (CAS NO.790299-79-5):
Molecular Formula: C28H30N6OS
Molecular Weight: 498.64 g/mol
Index of Refraction: 1.682
Density: 1.281 g/cm3
Surface Tension of Masitinib (CAS NO.790299-79-5): 63.612 dyne/cm
Canonical SMILES: CC1=C(C=C(C=C1)NC(=O)C2=CC=C(C=C2)CN3CCN(CC3)C)NC4=NC(=CS4)C5=CN=CC=C5
InChI: InChI=1S/C28H30N6OS/c1-20-5-10-24(16-25(20)31-28-32-26(19-36-28)23-4-3-11-29-17-23)30-27(35)22-8-6-21(7-9-22)18-34-14-12-33(2)13-15-34/h3-11,16-17,19H,12-15,18H2,1-2H3,(H,30,35)(H,31,32)
InChIKey: WJEOLQLKVOPQFV-UHFFFAOYSA-N
Uses
Masitinib (CAS NO.790299-79-5) is a protein kinase inhibitor and antineoplastic agent.
Specification
Masitinib , its cas register number is 790299-79-5. It also can be called 4-[(4-Methyl-1-piperazinyl)methyl]-N-[4-methyl-3-[[4-(3-pyridinyl)-2-thiazolyl]amino]phenyl]benzamide ; and AB 1010 .