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Merck

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

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About This Item

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

Product Name

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

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

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

Quality Level

100

Related Categories

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

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

Preparation Note

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

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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