2-[4-(4-fluorophenoxy)benzenesulfonamido]-N-hydroxy-2-methylpropanamide

• ChemBase ID: 154609
• Molecular Formular: C16H17FN2O5S
• Molecular Mass: 368.3799832
• Monoisotopic Mass: 368.08422087
• SMILES: CC(C)(C(=O)NO)NS(=O)(=O)c1ccc(cc1)Oc1ccc(cc1)F
• Canonical SMILES: ONC(=O)C(NS(=O)(=O)c1ccc(cc1)Oc1ccc(cc1)F)(C)C
• InChI: InChI=1S/C16H17FN2O5S/c1-16(2,15(20)18-21)19-25(22,23)14-9-7-13(8-10-14)24-12-5-3-11(17)4-6-12/h3-10,19,21H,1-2H3,(H,18,20)
• InChIKey: QCOQJYRPDUMCNP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(4-fluorophenoxy)benzenesulfonamido]-N-hydroxy-2-methylpropanamide
• IUPAC Traditional name: 2-[4-(4-fluorophenoxy)benzenesulfonamido]-N-hydroxy-2-methylpropanamide
• Synonyms: 2-[[[4-(4-Fluorophenoxy)phenyl]sulfonyl]amino]-N-hydrox y-2-methylpropanamide; PF-1626077; CP-471474; 2-[[[4-(4-Fluorophenoxy)phenyl]sulfonyl]amino]-N-hydroxy-2-methylpropanamide; CP 471474; CP-471474

Database IDs

• CAS Number: 210755-45-6
• MDL Number: MFCD16618408
• PubChem SID: 162248747
• PubChem CID: 9907286

CALCULATED PROPERTIES

• Acid pKa: 8.679236
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 2.1150455
• LogD (pH = 7.4): 2.093222
• Log P: 2.115331
• Molar Refractivity: 88.4484 cm^3
• Polarizability: 34.918755 Å^3
• Polar Surface Area: 104.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: ≥20 mg/mL
• Apperance: White Solid; white to off-white powder
• Melting Point: 135-137°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H17FN2O5S

DETAILS

Sigma Aldrich - PZ0137

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
CP-471474 is a broad spectrum inhibitor of matrix metalloproteinases. CP-471474 has a low nM IC50 efficacy for MMP-2, MMP-3, MMP-9, and MMP-13. CP-471474 has low potency against MMP-1 (IC50 > 1 uM). CP-471474 prevents left ventricular remodeling after experimental myocardial infarction in mice. CP-471474 also inhibits cigarette smoke-induced lung inflammation and the progression of emphysema in guinea pig models.

Toronto Research Chemicals - C781305

A broad spectrum inhibitor of matrix metalloproteinases that attenuates early left ventricular dilation after experimental myocardial infarction in mice. Studies show that it also inhibits cigarette smoke-induced lung inflammation and the progression of e

REFERENCES

• Lindsey, M.L. et al.: Circulation, 105, 753 (2002)
• Rohde, L.E. et al.: Circulation, 99, 3063 (2002)
• Selman, M. et al.: Chest, 123, 1633 (2002)