N-(4-butyl-2-methylphenyl)-N'-hydroxymethanimidamide

• ChemBase ID: 170306
• Molecular Formular: C12H18N2O
• Molecular Mass: 206.28412
• Monoisotopic Mass: 206.14191321
• SMILES: c1c(cc(c(c1)N/C=N/O)C)CCCC
• Canonical SMILES: CCCCc1ccc(c(c1)C)N/C=N/O
• InChI: InChI=1S/C12H18N2O/c1-3-4-5-11-6-7-12(10(2)8-11)13-9-14-15/h6-9,15H,3-5H2,1-2H3,(H,13,14)
• InChIKey: LYNOGBKNFIHKLE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-butyl-2-methylphenyl)-N'-hydroxymethanimidamide
• IUPAC Traditional name: N-(4-butyl-2-methylphenyl)-N'-hydroxymethanimidamide
• Synonyms: HET-0016; N-Hydroxy-N'-(4-butyl-2-methylphenyl)formamidine

Database IDs

• CAS Number: 339068-25-6
• PubChem SID: 164226216
• PubChem CID: 2727594

CALCULATED PROPERTIES

• Acid pKa: 11.743182
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.53176
• LogD (pH = 7.4): 3.5322597
• Log P: 3.532286
• Molar Refractivity: 64.1376 cm^3
• Polarizability: 23.778635 Å^3
• Polar Surface Area: 44.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Pink Solid

DETAILS

Toronto Research Chemicals - H831225

HET-0016 is a potent and selective inhibitor of the biosynthesis of 20-HETE acting via inhibition of CYP4A (IC50=8.9nM (human), 35nM (rat renal microsome). IC50 cyclooxygenase=2.3uM. IC50 for other CYP’s: CYP2C9-3.3uM, CYP2D6=83.9 uM, CYP3A4=71uM. It

REFERENCES

• Miyata, N., et al.: Br. J. Pharmacol., 133, 325 (2001)
• Amaral, S.L., et al.: Am. J. Physiol. Heart Circ. Physiol., 284, H1528 (2001)
• Mulligan, S.J. and MacVicar, B.A.: Nature, 431, 195 (2001)
• Poloyac, S.M., et al.: J. Ceteb. Blood Flow Metab., March 29