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Details

Stereochemistry ACHIRAL
Molecular Formula C18H24N4O4
Molecular Weight 360.4076
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARBAZERAN

SMILES

CCNC(=O)OC1CCN(CC1)C2=NN=CC3=CC(OC)=C(OC)C=C23

InChI

InChIKey=QJGVXJYGDBSPSJ-UHFFFAOYSA-N
InChI=1S/C18H24N4O4/c1-4-19-18(23)26-13-5-7-22(8-6-13)17-14-10-16(25-3)15(24-2)9-12(14)11-20-21-17/h9-11,13H,4-8H2,1-3H3,(H,19,23)

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2825712

Carbazeran is a potent PDE-II and PDE-III inhibitor. Potently inhibits cAMP hydrolysis. Shows chronotropic and inotropic effect in vivo (EC50 = 100 μM, ionotropic effects, independent of adrenergic mechanisms). Carbazeran is a potent cardiac stimulant. Phosphodiesterase inhibition and elevation of intracellular cyclic AMP concentration may be involved, at least in part, in carbazeran`s cardiac effect.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

When administered orally to the dog at a dose level of 5mg/kg the compound elicits a marked inotropic response, causing a 60% increase in the maximum rate of pressure change during systole measured via an indwelling pressure transducer in the left ventricle. When administered by i.v. infusion to human subjects at dose levels up to 1.28 mg/kg a dose-related increase in myocardial contractility was observed, judged from changes in systolic time intervals. However, when human volunteers received single oral doses of up to 350mg (i.e. approximately 5 mg/kg) no effects on the heart or circulation were observed.
Route of Administration: Other
In Vitro Use Guide
Carbazeran (9.1 x 10(-6) M-1.2 x 10(-3) M) produced concentration-dependent positive inotropic responses of papillary muscle preparations from rabbit heart.
Name Type Language
CARBAZERAN
INN   USAN  
INN   USAN  
Official Name English
UK-31557
Code English
1-(6,7-Dimethoxy-1-phthalazinyl)-4-piperidyl ethylcarbamate
Systematic Name English
UK-31,557
Code English
CARBAMIC ACID, ETHYL-, 1-(6,7-DIMETHOXY-1-PHTHALAZINYL)-4-PIPERIDINYL ESTER
Common Name English
carbazeran [INN]
Common Name English
CARBAZERAN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C744
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID00220983
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
PRIMARY
NCI_THESAURUS
C76027
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL77131
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
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INN
4861
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
PRIMARY
CAS
70724-25-3
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
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PUBCHEM
71983
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
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EVMPD
SUB06118MIG
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
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SMS_ID
100000081336
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
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FDA UNII
0N4I6K95P2
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
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MESH
C031720
Created by admin on Fri Dec 15 16:07:13 GMT 2023 , Edited by admin on Fri Dec 15 16:07:13 GMT 2023
PRIMARY