Quinazolinedione

HCID 64048CAS 86-96-4

Substructure search Find similar structures

Basic information

Standard SMILES: O=c1[nH]c(=O)c2ccccc2[nH]1
InChIKey: SDQJTWBNWQABLE-UHFFFAOYSA-N
Molecular formula: C8H6N2O2
Average molar mass: 162.15 g/mol
Monoisotopic mass: 162.04292743

Overview

1H-Quinazoline-2,4-dione is a member of quinazolines.

Names & identifiers

Preferred name: Quinazolinedione
IUPAC: 1H-quinazoline-2,4-dione
English name: Benzoyleneurea
Molecular formula: C8H6N2O2
Molecular weight: 162.15

Names & synonyms

86-96-42,4(1H,3H)-QuinazolinedioneBenzouracilQuinazolinedioneQuinazoline-2,4-dioneUrea, benzoylene-1,2,3,4-Tetrahydroquinazoline-2,4-dione2,4-Dioxotetrahydroquinazoline18K00A531C2,4-QuinazolinedioneDTXSID30235343RefChem:443659

Show more names

ghkoACEEARACHEN-ACHEacetylhydrolaseBenzoyleneurea 97%

DTXCID30157834Benzoyleneureaquinazoline-2,4(1H,3H)-dioneQuinazoline-2,4-diol1H-Quinazoline-2,4-dione2,4-Dihydroxyquinazoline2-Keto-4-quinazolinoneMFCD00006699

Database identifiers

CAS: 86-96-4
PubChem CID: 64048
DTXSID: DTXSID30235343
ChEMBL: CHEMBL421646
ChEBI: CHEBI:198582
UNII: 18K00A531C
EC Number: 201-712-6
Nikkaji: J11.614I

Properties

Computed structural properties

XLogP: 0.8
Topological polar surface area: 58.2 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 227

Experimental & physicochemical properties

Pesticides · 2 items

Pesticide -> transformation product

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Solubility>24.3 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Melting point: 300 °C · 300 °C(lit.)
Boiling point: 288.82 °C · 288.82°C (rough estimate)
Density: 1.3264 · 1.3264 (rough estimate)
refractive index: 1.577 · 1.5770 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: 10 mg/mL · ammonium hydroxide: soluble10mg/mL
pka: 11.12 · 11.12±0.20(Predicted)
form: Solid
color: Off-White to Pale Grey
λmax: 217 nm · 217nm(EtOH)(lit.)
BRN: 383776 · 383776
InChI: 1S/C8H6N2O2/c11-7-5-3-1-2-4-6(5)9-8(12)10-7/h1-4H,(H2,9,10,11,12)
InChIKey: SDQJTWBNWQABLE-UHFFFAOYSA-N
SMILES: O=C1NC(=O)c2ccccc2N1
CAS DataBase Reference: 86 · 86-96-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 18 K00A531C · 18K00A531C
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 24 · 24/25-22
WGK Germany: 2 · 2
RTECS: 1390000 · VA1390000
HS Code: 29242100 · 29242100
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 2
rtecs: VA1390000
hs_code: 29242100
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25-22
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Uses & manufacturing

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)

Applications

UsesBenzoyleneurea scaffold was used in the synthesis of novel protein geranylgeranyltransferase-I inhibitors. It was used to study the mechanism of inactivation of chymotrypsin and other serine proteases by benzoxazinones.