8-hydroxy-2-methyl-3,4-dihydroquinazolin-4-one

• ChemBase ID: 2415
• Molecular Formular: C9H8N2O2
• Molecular Mass: 176.17202
• Monoisotopic Mass: 176.05857751
• SMILES: c1(O)c2nc(C)[nH]c(=O)c2ccc1
• Canonical SMILES: Cc1nc2c(O)cccc2c(=O)[nH]1
• InChI: InChI=1S/C9H8N2O2/c1-5-10-8-6(9(13)11-5)3-2-4-7(8)12/h2-4,12H,1H3,(H,10,11,13)
• InChIKey: YJDAOHJWLUNFLX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-2-methyl-3,4-dihydroquinazolin-4-one
• IUPAC Traditional name: 8-hydroxy-2-methyl-3H-quinazolin-4-one
• Synonyms: 8-Hydroxy-2-methylquinazolin-4[3H]-one; NU-1025; NU1025; NSC 696807; 8-Hydroxy-2-methyl-4(3H)-quinazolinone

Database IDs

• CAS Number: 90417-38-2
• MDL Number: MFCD00942555
• PubChem SID: 24724555; 160965866; 46508590
• PubChem CID: 63306

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.6533265
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.46680883
• LogD (pH = 7.4): 0.2789856
• Log P: 0.4698752
• Molar Refractivity: 49.3708 cm^3
• Polarizability: 17.457506 Å^3
• Polar Surface Area: 61.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.48
• LOG S: -2.23
• Solubility (Water): 1.04e+00 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: soluble >20 mg/mL; Ethanol; Ethyl Acetate; H2O: insoluble; Methanol
• Apperance: off-white solid; Off-White to Pale Yellow Solid
• Melting Point: >250°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: mouse ... Parp2(11546)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C9H8N2O2

DETAILS

DrugBank - DB02690

Drug information: experimental

Sigma Aldrich - N7287

Biochem/physiol Actions
NU-1025 is a PARP inhibitor.

Toronto Research Chemicals - H948330

A potent inhibitor of poly (ADP-ribose) polymerase (PARP). Ki and IC50 values are 48 and 400 nM respectively.

REFERENCES

• Griffin, R.J., et al.: J. Med. Chem., 41, 5247 (1998)
• De Soto, J., et al.: Int. J. Biol. Sci., 2, 179 (1998)