5-nitro-2-[(3-phenylpropyl)amino]benzoic acid

• ChemBase ID: 105168
• Molecular Formular: C16H16N2O4
• Molecular Mass: 300.30924
• Monoisotopic Mass: 300.111007
• SMILES: OC(=O)c1cc(ccc1NCCCc1ccccc1)[N+](=O)[O-]
• Canonical SMILES: OC(=O)c1cc(ccc1NCCCc1ccccc1)[N+](=O)[O-]
• InChI: InChI=1S/C16H16N2O4/c19-16(20)14-11-13(18(21)22)8-9-15(14)17-10-4-7-12-5-2-1-3-6-12/h1-3,5-6,8-9,11,17H,4,7,10H2,(H,19,20)
• InChIKey: WBSMIPAMAXNXFS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-nitro-2-[(3-phenylpropyl)amino]benzoic acid
• IUPAC Traditional name: NPPB
• Synonyms: 5-Nitro-2-(3-phenylpropylamino)benzoic acid; NPPB; 5-NITRO-2-(3-PHENYLPROPYLAMINO) BENZOIC ACID

Database IDs

• CAS Number: 107254-86-4
• MDL Number: MFCD00153851
• PubChem SID: 24277859; 162092064
• PubChem CID: 4549

CALCULATED PROPERTIES

• Acid pKa: 4.190773
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.8237472
• LogD (pH = 7.4): 1.1114964
• Log P: 4.151294
• Molar Refractivity: 84.8013 cm^3
• Polarizability: 30.717867 Å^3
• Polar Surface Area: 95.15 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble37 mg/mL; ethanol: soluble3 mg/mL; H2O: insoluble

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98%; 98%

DETAILS

MP Biomedicals - 02158967

Purity: 98%
Cyclooxygenase inhibitor and potent chloride channel blocker.

Sigma Aldrich - N4779

Biochem/physiol Actions
Potent chloride channel blocker.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N4779.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

• Diener, M. and Rummel, W., Acta Physiol. Scand. , 137 : 215 (1989).
• Wangemann, P., et al., Pflugers Arch. , 407 : s128 (1986).
• Breuer, W., et al., Biochem. Biophys. Res. Commun. , 163 : 398 (1989).