5-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzene-1-sulfonamide

• ChemBase ID: 63381
• Molecular Formular: C21H23N7O2S
• Molecular Mass: 437.51802
• Monoisotopic Mass: 437.16339401
• SMILES: c1cc2c(cc1N(c1nc(ncc1)Nc1ccc(c(c1)S(=O)(=O)N)C)C)nn(c2C)C
• Canonical SMILES: CN(c1ccc2c(c1)nn(c2C)C)c1ccnc(n1)Nc1ccc(c(c1)S(=O)(=O)N)C
• InChI: InChI=1S/C21H23N7O2S/c1-13-5-6-15(11-19(13)31(22,29)30)24-21-23-10-9-20(25-21)27(3)16-7-8-17-14(2)28(4)26-18(17)12-16/h5-12H,1-4H3,(H2,22,29,30)(H,23,24,25)
• InChIKey: CUIHSIWYWATEQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-({4-[(2,3-dimethyl-2H-indazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzene-1-sulfonamide
• IUPAC Traditional name: 5-({4-[(2,3-dimethylindazol-6-yl)(methyl)amino]pyrimidin-2-yl}amino)-2-methylbenzenesulfonamide; pazopanib
• Synonyms: 5-[4-[(2,3-Dimethyl-2H-indazol-6-yl)-methyl-amino]-pyrimidin-2-ylamino]-2-methyl-benzenesulfonamide; Votrient; 5-[[4-[(2,3-Dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl]amino]-2-methyl-benzenesulfonamide; Pazopanib

Database IDs

• CAS Number: 790713-33-6; 444731-52-6
• MDL Number: MFCD11616589
• PubChem SID: 162029120
• PubChem CID: 10113978

CALCULATED PROPERTIES

• Acid pKa: 10.410159
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 3.4169376
• LogD (pH = 7.4): 3.5463753
• Log P: 3.5487072
• Molar Refractivity: 132.1813 cm^3
• Polarizability: 46.70898 Å^3
• Polar Surface Area: 119.03 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 285-289°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Target: VEGFR

Product Information

• Purity: >95%; 98%
• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - P210925

An oral angiogenesis inhibitor targeting VEGFR and PDGFR.

REFERENCES

• Olaussen, K., et al.: Oncogen., 28, 4249 (2009)
• Sleijfer, S., et al.: J. Clin. Oncol., 27, 3126 (2009)
• Chan, A., et al.: Drugs, 69, 167 (2009)