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ChemicalBook--->CAS DataBase List--->68550-75-4

68550-75-4

68550-75-4 Structure

68550-75-4 Structure
IdentificationBack Directory
[Name]

CILOSTAMIDE
[CAS]

68550-75-4
[Synonyms]

OPC 3689
OCP 3689
CILOSTAMIDE
ciloalaMide
Cilostamide,OPC 3689
Cilostamide - CAS 68550-75-4 - Calbiochem
6-[3-(N-Cyclohexyl-N-methylcarbamoyl)propoxy]quinolin-2[1H]-one
N-cyclohexyl-4-[(2-hydroxyquinolin-6-yl)oxy]-N-methylbutanamide
N-CYCLOHEXYL-N-METHYL-4-(1,2-DIHYDRO-2-OXO-6-QUINOLYLOXY)BUTYRAMIDE
N-Cyclohexyl-4-[(1,2-dihydro-2-oxoquinolin-6-yl)oxy]-N-methylbutanamide
N-Cyclohexyl-4-[(1,2-dihydro-2-oxoquinolin-6-yl)oxy]-N-methylbutyramide
Butanamide, N-cyclohexyl-4-[(1,2-dihydro-2-oxo-6-quinolinyl)oxy]-N-methyl-
[Molecular Formula]

C20H26N2O3
[MDL Number]

MFCD00673958
[MOL File]

68550-75-4.mol
[Molecular Weight]

342.43
Chemical PropertiesBack Directory
[Melting point ]

186~188℃
[Boiling point ]

594.3±50.0 °C(Predicted)
[density ]

1.18±0.1 g/cm3(Predicted)
[storage temp. ]

0-6°C
[solubility ]

Soluble in DMSO (up to 30 mg/ml).
[form ]

White solid
[pka]

11.12±0.70(Predicted)
[color ]

White
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
Safety DataBack Directory
[RIDADR ]

3249
[WGK Germany ]

3
[HazardClass ]

6.1(b)
[PackingGroup ]

III
Hazard InformationBack Directory
[Description]

Cilostamide (68550-75-4) is a selective inhibitor of phosphodiesterase-3 (PDE3). Displays limited selectivity for PDE3A versus PDE3B (IC50 = 27 and 50 nM).1,2 Blocks PKB/Akt signaling pathway downstream via inhibition of Akt-activated PDE3B.3 Cilostamide reverses the effect of leptin on food intake and body weight.4
[Uses]

Serotonin receptor ligand
[Definition]

ChEBI: N-cyclohexyl-N-methyl-4-[(2-oxo-1H-quinolin-6-yl)oxy]butanamide is a member of quinolines.
[Biological Activity]

Selective inhibitor of type III phosphodiesterase (PDE3). Displays moderate selectivity for PDE3A isozyme vs. PDE3B (IC 50 values are 0.027 and 0.050 μ M for PDE3A and PDE3B respectively). Inhibits ADP-induced platelet aggregation (IC 50 = 16.8 μ M); anti-thrombotic. Also available as part of the Phosphodiesterase Inhibitor Tocriset™ .
[Biochem/physiol Actions]

Selective inhibitor of PDE3 (cGMP-inhibited phosphodiesterase); IC50 = 70 ± 9 nM. This inhibitory effect increases intracellular cAMP and inhibits platelet aggregation.
[storage]

Store at RT
[References]

1) Hidaka et al. (1979), Selective inhibitor of platelet cyclic adenosine monophosphate phosphodiesterase, cilostamide, inhibits platelet aggregation; J. Pharmacol. Exp. Ther., 211 26 2) Christensen and Torphy et al. (1994), Isozyme-Selective Phosphodiesterase Inhibitors as Antiasthmatic Agents; Annu. Rep. Med. Chem., 29 185 3) Ahmad et al. (2000), Cyclic nucleotide phosphodiesterase 3B is a downstream target of protein kinase B and may be involved in regulation of effects of protein kinase B on thymidine incorporation in FDCP2 cells; J. Immunol., 164 4678 4) Zhao et al. (2002), A phosphatidylinositol 3-kinase phosphodiesterase 3B-cyclic AMP pathway in hypothalamic action of leptin on feeding; Nat. Neuroscience, 5 727
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