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Details

Stereochemistry ACHIRAL
Molecular Formula C24H27N3O3
Molecular Weight 405.4895
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TREQUINSIN

SMILES

COC1=C(OC)C=C2C(CCN3C(=O)N(C)C(C=C23)=NC4=C(C)C=C(C)C=C4C)=C1

InChI

InChIKey=MCMSJVMUSBZUCN-UHFFFAOYSA-N
InChI=1S/C24H27N3O3/c1-14-9-15(2)23(16(3)10-14)25-22-13-19-18-12-21(30-6)20(29-5)11-17(18)7-8-27(19)24(28)26(22)4/h9-13H,7-8H2,1-6H3

HIDE SMILES / InChI

Molecular Formula C24H27N3O3
Molecular Weight 405.4895
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12016266 | https://www.ncbi.nlm.nih.gov/pubmed/2544722 | https://www.ncbi.nlm.nih.gov/pubmed/3526628

Trequinsin is a potent PDE3 inhibitor that inhibits PDE4 and PDE2 at higher concentrations. Trequinsin can block platelet aggregation and also inhibit tissue factor expression in human endothelial cells. Trequinsin can enhance cellular cAMP content, forskolin-induced cAMP synthesis, and renin release in cells.

Originator

Sources: Fr. Demande (1981), 39 pp. Addn. to Fr. Appl. No. 7,802,935.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
400.0 nM [IC50]
5000.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Rat (male Sprague-Dawley, 80 g) JG cells were isolated as for mouse JG cells by enzymatic digestion of renal cortex with collagenase A (Roche Diagnostics, Denmark) and trypsin (Sigma, Denmark), followed by filtration and wash. JG-cell suspensions were seeded in 1-mL aliquots and incubated with agents (1 and 10 mkmol/L of the Trequinsin) for 10 minutes. The cells were harvested in cold ethanol with 20 mmol/L HCl. After evaporation, cAMP was measured by RIA (Amersham-Biotrak RPA509).
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:00:23 UTC 2023
Edited
by admin
on Sat Dec 16 05:00:23 UTC 2023
Record UNII
739I2958C1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TREQUINSIN
INN  
INN  
Official Name English
trequinsin [INN]
Common Name English
2,3,6,7-TETRAHYDRO-2-(MESITYLIMINO)-9,10-DIMETHOXY-3-METHYL-4H-PYRIMIDO(6,1-A)ISOQUINOLIN-4-ONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C744
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
Code System Code Type Description
EVMPD
SUB11240MIG
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
NCI_THESAURUS
C152731
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
FDA UNII
739I2958C1
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
MESH
C035964
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
INN
5193
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
EPA CompTox
DTXSID2048458
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
SMS_ID
100000077485
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
CAS
79855-88-2
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
PUBCHEM
5537
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
WIKIPEDIA
Trequinsin
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
ChEMBL
CHEMBL285913
Created by admin on Sat Dec 16 05:00:23 UTC 2023 , Edited by admin on Sat Dec 16 05:00:23 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
IC50
TARGET -> INHIBITOR
IC50
Related Record Type Details
ACTIVE MOIETY