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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H10ClN3O
Molecular Weight 235.67
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUAZINONE

SMILES

C[C@H]1N2CC3=C(NC2=NC1=O)C=CC=C3Cl

InChI

InChIKey=BHZFZYLBVSWUMT-ZCFIWIBFSA-N
InChI=1S/C11H10ClN3O/c1-6-10(16)14-11-13-9-4-2-3-8(12)7(9)5-15(6)11/h2-4,6H,5H2,1H3,(H,13,14,16)/t6-/m1/s1

HIDE SMILES / InChI

Molecular Formula C11H10ClN3O
Molecular Weight 235.67
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Quazinone (also known as Ro 13-6438 ) is a cardiotonic and vasodilator drug which was developed and marketed in the 1980s for the treatment of heart disease. The positive inotropic response to Quazinone of the isolated guinea pig papillary muscle was accompanied by inhibition of myocardial phosphodiesterase (PDE) activity and elevation of intracellular cyclic AMP (cAMP) levels Quazinone had no effect on Na+, K+-stimulated or Ca2+-stimulated ATPase activity and did not influence the rate of calcium uptake in cardiac membrane vesicles. Quazinone caused a concentration-dependent increase in the upstroke velocity, overshoot, and duration of slow action potentials evoked in partially depolarized papillary muscles. Pretreatment of guinea pigs with reserpine did not prevent the effects of Quazinone on slow action potentials but slightly decreased its positive inotropic activity. In clinical trials, Quazinone induces dose-dependent hemodynamic changes, an increase in cardiac index combined with decreases in pulmonary capillary wedge pressure and systemic and pulmonary arterial pressures.

Approval Year

PubMed

PubMed

TitleDatePubMed
Studies on the mechanism of positive inotropic activity of Ro 13-6438, a structurally novel cardiotonic agent with vasodilating properties.
1984 May-Jun
Patents

Patents

Sample Use Guides

10, 20, or 30 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:02:34 GMT 2023
Edited
by admin
on Fri Dec 15 16:02:34 GMT 2023
Record UNII
D1Q7F6C2FP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUAZINONE
INN   USAN  
INN   USAN  
Official Name English
QUAZINONE [USAN]
Common Name English
IMIDAZO(2,1-B)QUINAZOLIN-2(3H)-ONE, 6-CHLORO-1,5-DIHYDRO-3-METHYL-, (R)-
Systematic Name English
RO-13-6438
Code English
(R)-6-Chloro-1,5-dihydro-3-methylimidazo[2,1-b]quinazolin-2(3H)-one
Systematic Name English
quazinone [INN]
Common Name English
RO-136438
Code English
RO-136438006
Code English
RO 13-6438/006
Code English
RO-13-6438/006
Code English
Classification Tree Code System Code
NCI_THESAURUS C744
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
Code System Code Type Description
EVMPD
SUB10189MIG
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
FDA UNII
D1Q7F6C2FP
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
SMS_ID
100000081081
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
NCI_THESAURUS
C74347
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
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MESH
C040850
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
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INN
5556
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
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WIKIPEDIA
Quazinone
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID6045795
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
USAN
W-13
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL320341
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
PUBCHEM
135418296
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
CAS
70018-51-8
Created by admin on Fri Dec 15 16:02:34 GMT 2023 , Edited by admin on Fri Dec 15 16:02:34 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY