382425

Trequinsin, Hydrochloride

Extremely potent and cell-permeable inhibitor of cGMP-inhibited phosphodiesterase (IC₅₀ = 300 pM) and platelet aggregation in vitro.

• Synonym(s): Trequinsin, Hydrochloride, 9,10-Dimethoxy-2-mesitylimino-3-methyl-2,3,6,7-tetrahydro-4H-pyrimido-(6,1-a)-isoquinolin-4-one, HCl, HL 725
• Empirical Formula (Hill Notation): C₂₄H₂₇N₃O₃ · xHCl
• CAS Number: 78416-81-6
• Molecular Weight: 405.49 (free base basis)
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD01076563
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze, desiccated

Properties

• Quality Segment: 100
• description: RTECS - UW7727000
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated
• color: pale yellow
• solubility: water: 500 μM
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: Cl.[n]21c(c[c]([n]([c]2=O)C)=Nc4c(cc(cc4C)C)C)c3c(cc(c(c3)OC)OC)CC1
• 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
• InChI key: DTCZZBVPTHVXFA-UHFFFAOYSA-N

Description

General description

Extremely potent and cell-permeable inhibitor of cGMP-inhibited phosphodiesterase (IC₅₀ = 300 pM) and platelet aggregation in vitro. Potentiates adenosine-stimulated cAMP accumulation.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
cGMP-inhibited phosphodiesterase

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 300 pM against cGMP-inhibited phosphodiesterase

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Spina, D., et al. 1998. Life Sci. 62, 953.
Pillai, R., et al. 1994. J. Biol. Chem.269, 30676.
Tang, K.M., et al. 1994. Eur. J. Pharmacol.268, 105.
Whalin, M.E., et al. 1991. Mol. Pharmacol. 39, 711.
Beavo, J.A., and Reifsnyder, D.H. 1990. Trends Pharmacol. Sci.11, 150.
DeClerck, F., et al. 1990. Blood Coag. Fibrinol. 1, 247.
Konkle, B.A., et al. 1990. J. Biol. Chem. 265, 21867.
Ruppert, D., and Weithmann, K.U. 1982. Life Sci.31, 2037.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable