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T2057

Sigma-Aldrich

Trequinsin hydrochloride

≥98%

Synonyme(s) :

HL 725

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About This Item

Formule empirique (notation de Hill):
C24H27N3O3 · HCl
Numéro CAS:
78416-81-6
Poids moléculaire :
441.95
Numéro MDL:
MFCD01076563
Code UNSPSC :
41106305
ID de substance PubChem :
24278727
Nomenclature NACRES :
NA.77

Pureté

≥98%

Forme

powder

Chaîne SMILES 

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+;

Clé InChI

DTCZZBVPTHVXFA-OSMRDGEFSA-N

Informations sur le gène

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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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
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
N E Leclerc et al.
Journal of cardiovascular pharmacology, 25 Suppl 2, S88-S91 (1995-01-01)
Exposure of endothelial cells (ECs) to thrombin or cytokines leads to major changes in their biochemical properties, which confer procoagulant activities. Stimulated ECs express the procoagulant glycoprotein tissue factor (TF). Although some TF is expressed on the apical surface of
R Pillai et al.
The Journal of biological chemistry, 269(48), 30676-30681 (1994-12-02)
We have created a series of deletion mutants of a human cardiac cAMP phosphodiesterase in order to define sequences necessary for function and to identify residues required for inhibition by cGMP and by the drugs milrinone and trequinsin. These truncated
R A Rius et al.
Life sciences, 54(22), 1735-1743 (1994-01-01)
In primary cultured bovine adrenal chromaffin cells (BACC), pituitary adenylate cyclase activating polypeptide 1-38 (PACAP) produced a dose related increase in tyrosine hydroxylase (TH) Vmax when measured 48 hours after the beginning of the treatment; a significant increase was observed
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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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