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

• ChemBase ID: 153708
• Molecular Formular: C8H10N2O3
• Molecular Mass: 182.1766
• Monoisotopic Mass: 182.06914219
• SMILES: CCN(c1ccc(c(c1)O)O)N=O
• Canonical SMILES: CCN(c1ccc(c(c1)O)O)N=O
• InChI: InChI=1S/C8H10N2O3/c1-2-10(9-13)6-3-4-7(11)8(12)5-6/h3-5,11-12H,2H2,1H3
• InChIKey: ZTXUSFPBLYQDDN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• MDL Number: MFCD04040000
• PubChem SID: 24894445; 162247847
• PubChem CID: 10352315

CALCULATED PROPERTIES

• Acid pKa: 8.8495455
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4460568
• LogD (pH = 7.4): 1.4311992
• Log P: 1.4462496
• Molar Refractivity: 48.5385 cm^3
• Polarizability: 17.45175 Å^3
• Polar Surface Area: 73.13 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble22 mg/mL; H2O: soluble8 mg/mL
• Apperance: brown solid

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

Product Information

• Purity: >99% (HPLC)
• Empirical Formula (Hill Notation): C8H10N2O3

DETAILS

Sigma Aldrich - E1904

Biochem/physiol Actions
Stable analog of dephostatin. Selective inhibitor of protein tyrosine phosphatase 1B and SHPTP-1. Does not inhibit CD45-associated phosphatases.
Caution
Store under nitrogen