4-[methyl(nitroso)amino]benzene-1,2-diol

• ChemBase ID: 153714
• Molecular Formular: C7H8N2O3
• Molecular Mass: 168.15002
• Monoisotopic Mass: 168.05349213
• SMILES: CN(c1ccc(c(c1)O)O)N=O
• Canonical SMILES: O=NN(c1ccc(c(c1)O)O)C
• InChI: InChI=1S/C7H8N2O3/c1-9(8-12)5-2-3-6(10)7(11)4-5/h2-4,10-11H,1H3
• InChIKey: XAKAQCMEMMZUEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[methyl(nitroso)amino]benzene-1,2-diol
• IUPAC Traditional name: 4-[methyl(nitroso)amino]benzene-1,2-diol
• Synonyms: 3,4-Dihydroxy-N-methyl-N-nitrosoaniline; Methyl-3,4-dephostatin

Database IDs

• MDL Number: MFCD01076450
• PubChem SID: 24278575; 162247853
• PubChem CID: 5353329

CALCULATED PROPERTIES

• Acid pKa: 8.856998
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.0892521
• LogD (pH = 7.4): 1.0746429
• Log P: 1.0894417
• Molar Refractivity: 43.7899 cm^3
• Polarizability: 15.630435 Å^3
• Polar Surface Area: 73.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble18 mg/mL; H2O: insoluble
• Apperance: red-brown powder

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 ... PTPN1(5770)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C7H8N2O3

DETAILS

Sigma Aldrich - M9440

Biochem/physiol Actions
Stable analog of dephostatin; selective protein tyrosine phosphatase 1B and SHPTP-1 inhibitor; does not inhibit CD45-associated phosphatases.