N,N,2-trimethyl-5-nitrobenzene-1-sulfonamide

• ChemBase ID: 126232
• Molecular Formular: C9H12N2O4S
• Molecular Mass: 244.26758
• Monoisotopic Mass: 244.05177787
• SMILES: Cc1ccc([N+](=O)[O-])cc1S(=O)(=O)N(C)C
• Canonical SMILES: Cc1ccc(cc1S(=O)(=O)N(C)C)[N+](=O)[O-]
• InChI: InChI=1S/C9H12N2O4S/c1-7-4-5-8(11(12)13)6-9(7)16(14,15)10(2)3/h4-6H,1-3H3
• InChIKey: IFIUFCJFLGCQPH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N,N,2-trimethyl-5-nitrobenzene-1-sulfonamide
• IUPAC Traditional name: N,N,2-trimethyl-5-nitrobenzenesulfonamide
• Synonyms: 3-(N,N-Dimethylsulfonamido)-4-methylnitrobenzene, 5-Nitro-2-N,N-trimethylbenzenesulfonamide; BRL-50481; 5-Nitro-2,N,N-trimethylbenzenesulfonamide; BRL 50481

Database IDs

• CAS Number: 433695-36-4
• MDL Number: MFCD03039912
• PubChem SID: 162220572; 24277757
• PubChem CID: 2921148
• CHEMBL: 484928
• Chemspider ID: 2194720
• Wikipedia Title: BRL-50481

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.4800344
• LogD (pH = 7.4): 1.4800344
• Log P: 1.4800344
• Molar Refractivity: 60.3752 cm^3
• Polarizability: 23.019617 Å^3
• Polar Surface Area: 83.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: >10 mg/mL; H2O: insoluble
• Apperance: Off-White Solid; white to off-white solid
• Melting Point: 65-67°C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PDE7A(5150), PDE7B(27115)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C9H12N2O4S

DETAILS

Sigma Aldrich - B0936

Biochem/physiol Actions
BRL 50481 is a potent and selective PDE7 inhibitor (IC50 = 260 nM).
Legal Information
Sold for research purposes under agreement from GlaxoSmithKline

Toronto Research Chemicals - B677750

A PDE7 inhibitor that has acceptable selectivity for in vivo studies.

REFERENCES

• Smith, S.J., et al.: Mol. Pharmacol., 66, 1679 (2004)