4-(dimethylamino)-2-methoxy-6-({methyl[2-(4-nitrophenyl)ethyl]amino}methyl)phenol hydrochloride

• ChemBase ID: 153107
• Molecular Formular: C19H26ClN3O4
• Molecular Mass: 395.88044
• Monoisotopic Mass: 395.16118401
• SMILES: CN(C)c1cc(c(c(c1)OC)O)CN(C)CCc1ccc(cc1)[N+](=O)[O-].Cl
• Canonical SMILES: COc1cc(cc(c1O)CN(CCc1ccc(cc1)[N+](=O)[O-])C)N(C)C.Cl
• InChI: InChI=1S/C19H25N3O4.ClH/c1-20(2)17-11-15(19(23)18(12-17)26-4)13-21(3)10-9-14-5-7-16(8-6-14)22(24)25;/h5-8,11-12,23H,9-10,13H2,1-4H3;1H
• InChIKey: FGPZRTQNJSSCAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(dimethylamino)-2-methoxy-6-({methyl[2-(4-nitrophenyl)ethyl]amino}methyl)phenol hydrochloride
• IUPAC Traditional name: 4-(dimethylamino)-2-methoxy-6-({methyl[2-(4-nitrophenyl)ethyl]amino}methyl)phenol hydrochloride
• Synonyms: 4-Dimethylamino-2-methoxy-6-((methyl-[2-(4-nitrophenyl)ethyl]amino)methyl)phenol; BN82002 hydrochloride

Database IDs

• CAS Number: 396073-89-5
• MDL Number: MFCD08276984
• PubChem SID: 24724410; 162247247
• PubChem CID: 16078950

CALCULATED PROPERTIES

• Acid pKa: 10.201117
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.13977936
• LogD (pH = 7.4): 1.5296538
• Log P: 3.069557
• Molar Refractivity: 104.1657 cm^3
• Polarizability: 38.54096 Å^3
• Polar Surface Area: 81.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble10 mg/mL
• Apperance: tan 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: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C19H25N3O4 · xHCl

DETAILS

Sigma Aldrich - B1061

Caution
Hygroscopic.
Biochem/physiol Actions
BN82002 is a potent, selective, and irreversible CDC25 phosphatase family inhibitor. BN82002 displays ~20-fold greater selectivity over CD45 tyrosine phosphatase (IC50 in μM = 2.4, 3.9, 6.3, 5.4, and 4.6 for 25A, 25B2, 25B3, 25C, and 25C-cat, respectively). BN82002 has been shown to delay cell cycle progression in vitro (IC50 in the range of 7.2 - 32.6 μM). BN82002 reduces tumor growth in athymic mice xenografted with the human pancreatic cell MIA PaCa-2 (15 mg/kg, i.p. route).