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1-(Cyclopropylmethyl)-6-methoxy-4-phenyl-2(1H)-quinazolinone

HCID 36489
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
33453-23-5
Standard SMILES
COc1ccc2c(c1)c(-c1ccccc1)nc(=O)n2CC1CC1
InChIKey
VAFNJIFAZJWWNI-UHFFFAOYSA-N
Molecular formula
C19H18N2O2
Average molar mass
306.4 g/mol
Monoisotopic mass
306.13682782

Overview

Ciproquazone is a small molecule drug. The usage of the INN stem '-azone' in the name indicates that Ciproquazone is a anti-inflammatory analgesic, phenylbutazone derivative. Ciproquazone has a monoisotopic molecular weight of 306.14 Da.

Names & identifiers

Preferred name
1-(Cyclopropylmethyl)-6-methoxy-4-phenyl-2(1H)-quinazolinone
IUPAC
1-(cyclopropylmethyl)-6-methoxy-4-phenylquinazolin-2-one
English name
Ciproquazone
Molecular formula
C19H18N2O2
Molecular weight
306.36

Names & synonyms

CIPROQUAZONE33453-23-5CiproquazonumciprocuazonaSL-573P8S0GE5Q4I1-(Cyclopropylmethyl)-6-methoxy-4-phenyl-2(1H)-quinazolinoneDTXSID401871021-Cyclopropylmethyl-4-phenyl-6-methoxy-2(1H)-quinazolinoneRefChem:126329DTXCID10109593Ciproquazone [INN]
Show more names
Cyproquazone1-Cyclopropylmethyl-6-methoxy-4-phenyl-2(1H)-quinazolinone1-(Cyclopropylmethyl)-6-methoxy-4-phenylquinazolin-2(1H)-one
1-(cyclopropylmethyl)-6-methoxy-4-phenylquinazolin-2-oneCiproquazonaCiproquazonum [INN-Latin]Ciproquazona [INN-Spanish]SL 573UNII-P8S0GE5Q4IBRN 07615922(1H)-Quinazolinone, 1-(cyclopropylmethyl)-6-methoxy-4-phenyl-

Database identifiers

CAS
33453-23-5
PubChem CID
36489
DTXSID
DTXSID40187102
ChEMBL

Properties

Computed structural propertiesFilling in

XLogP
2.5
Topological polar surface area
41.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
4
Heavy atoms
23
Formal charge
0
Complexity
480

Physicochemical properties

Melting point
115 · 115-116 °C(Solv: ethyl acetate (141-78-6))
Boiling point
483.8 · 483.8±47.0 °C(Predicted)
Density
1.26 · 1.26±0.1 g/cm3(Predicted)
pka
0.28 · 0.28±0.20(Predicted)
FDA UNII
8 S0GE5Q4I · P8S0GE5Q4I

Chemistry & industry

Applications

UsesCiproquazone (SL-573) is a compound that inhibits prostaglandin biosynthesis. Its relative inhibitory potency is between that of indomethacin and aspirin, and its inhibition of prostaglandin biosynthesis is reversible.

Related reactions

1 records
New reaction record
HRID 2166558 reaction equation
HRID 2166558As productuspto-grants-1983_06

Compound notes

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CHEMBL2107569
UNII
P8S0GE5Q4I
Nikkaji
J23.563F