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T2057

Sigma-Aldrich

Trequinsin hydrochloride

≥98%

Synonym(s):

HL 725

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About This Item

Empirical Formula (Hill Notation):
C24H27N3O3 · HCl
CAS Number:
78416-81-6
Molecular Weight:
441.95
MDL number:
MFCD01076563
UNSPSC Code:
41106305
PubChem Substance ID:
24278727
NACRES:
NA.77

Quality Level

100

Assay

≥98%

form

powder

SMILES string

Cl[H].COc1cc2CCN3C(=O)N(C)C(\C=C3c2cc1OC)=N\c4c(C)cc(C)cc4C

InChI

1S/C24H27N3O3.ClH/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;1H/b25-22+;

InChI key

DTCZZBVPTHVXFA-OSMRDGEFSA-N

Gene Information

human ... PDE3A(5139) , PDE3B(5140)

Application

Trequinsin has been used as a PDE3 inhibitor in rat juxtaglomerular cells. This study reported that trequinsin can enhance cellular cAMP content, forskolin-induced cAMP synthesis, and renin release in cells.

Biochem/physiol Actions

Trequinsin is a strong antihypertensive agent that has a hemodynamic profile similar to that of arteriolar dilators. Trequinsin can block platelet aggregation and also inhibit tissue factor expression in human endothelial cells,.
Phosphodiesterase III inhibitor.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shingo Tsukada et al.
Neuroscience letters, 318(1), 17-20 (2002-01-12)
To study the roles of nitric oxide (NO) in growth of nerve fibers, (+/-)-(E)-ethyl-2-[(E)-hydroxyimino]-5-nitro-3-hexeneamine (NOR3), an NO-donor, was applied to cultured dorsal root ganglion (DRG) neurites from a micropipette. Ejection of a small volume of 1 mM NOR3 solution (not
R C Dunn et al.
FEBS letters, 238(2), 357-360 (1988-10-10)
Low-density lipoproteins activate isolated human platelets. The mechanism of this activation is unknown, but may involve increased phosphoinositide turnover. We have examined the effect of low-density lipoproteins on intracellular calcium concentrations in platelets loaded with the photoprotein aequorin. The lipoproteins
I A Reid
Current pharmaceutical design, 5(9), 725-735 (1999-09-25)
In most cells, the steady-state level of cAMP ultimately depends on the rate of cAMP synthesis by adenylyl cyclase and the rate of cAMP hydrolysis by cyclic nucleotide phosphodiesterases (PDEs). PDEs exist in multiple forms that have been grouped into
J E Souness et al.
The Biochemical journal, 266(1), 127-132 (1990-02-15)
Two cyclic nucleotide phosphodiesterase (PDE) activities were identified in pig aortic endothelial cells, a cyclic GMP-stimulated PDE and a cyclic AMP PDE. Cyclic GMP-stimulated PDE had Km values of 367 microM for cyclic AMP and 24 microM for cyclic GMP
Jorge E Torres-López et al.
European journal of pharmacology, 519(1-2), 75-79 (2005-08-23)
The local peripheral (subcutaneous) injection of phosphodiesterase 3 inhibitor trequinsin dose-dependently enhanced formalin-evoked flinching during late second phase of this test. Treatment with the nitric oxide synthase inhibitor N-L-nitro-arginine methyl ester or guanylyl cyclase inhibitor 1-H-[1,2,4,]oxadiazolo[4,3-a]quinoxalin-1-one significantly reversed trequinsin-induced pronociceptive
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