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Merck

C7971

Cilostamide

≥97% (HPLC), PDE3 inhibitor, powder

Synonym(s):

6-[3-(N-Cyclohexyl-N-methylcarbamoyl)propoxy]quinolin-2[1H]-one, OPC 3689

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About This Item

Empirical Formula (Hill Notation):
C20H26N2O3
CAS Number:
68550-75-4
Molecular Weight:
342.43
UNSPSC Code:
12352202
PubChem Substance ID:
24278337
NACRES:
NA.77
MDL number:
MFCD00673958

Product Name

Cilostamide, phosphodiesterase inhibitor

SMILES string

CN(C1CCCCC1)C(=O)CCCOc2ccc3NC(=O)C=Cc3c2

InChI

1S/C20H26N2O3/c1-22(16-6-3-2-4-7-16)20(24)8-5-13-25-17-10-11-18-15(14-17)9-12-19(23)21-18/h9-12,14,16H,2-8,13H2,1H3,(H,21,23)

InChI key

UIAYVIIHMORPSJ-UHFFFAOYSA-N

assay

≥97% (HPLC)

form

powder

solubility

DMSO: 20 mg/mL, clear, colorless to faintly yellow

Quality Level

100

Gene Information

human ... PDE3A(5139), PDE3B(5140), PDE5A(8654), PDE7A(5150)
rat ... Pde2a(81743), Pde4a(25638)

Related Categories

Biochem/physiol Actions

PDE3 catalyzes the phosphodiester bond hydrolysis, observed in secondory messengers such as cyclic adenosine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP). Inhibitors of PDE3 are generally inotropic and vasodilatory. They are being recognized for its use in treating heart failures. Cilostamide is known to delay meiotic progression.
Selective cGMP-inhibited phosphodiesterase inhibitor (PDE3); IC50 = 70 ± 9 nM.
Selective inhibitor of PDE3 (cGMP-inhibited phosphodiesterase); IC50 = 70 ± 9 nM. This inhibitory effect increases intracellular cAMP and inhibits platelet aggregation.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7413
MKCP1197
MKCM7956
MKCL9528
MKCL2541

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L Vanhoutte et al.
Human reproduction (Oxford, England), 24(8), 1946-1959 (2009-04-28)
Controlling nuclear maturation during oocyte culture might improve nuclear-cytoplasmic maturation synchrony. In the present study, the quality of mouse and human cumulus-enclosed oocytes (CEOs) was examined after a two-step culture consisting of a three-dimensional prematuration culture (3D-PMC), followed by in
K M Tang et al.
European journal of pharmacology, 268(1), 105-114 (1994-06-15)
Ultraviolet irradiation of human platelet cytosol in the presence of 32P-labelled cyclic GMP (cGMP) can specifically label 110, 80, 55, 49 and 38 kDa proteins; the 110 kDa species is the subunit of cGMP-inhibited phosphodiesterase (PDE III) and the 80
Targeting tumor cells based on Phosphodiesterase 3A expression
Nazir M, et al.
Experimental Cell Research, 361(2), 308-315 (2017)
Byung Chul Jee et al.
Fertility and sterility, 91(5 Suppl), 2037-2042 (2008-06-17)
To investigate the effect of a phosphodiesterase type 3 inhibitor in oocyte maturation medium on subsequent embryo development. Animal study. University laboratory. CD-1 mice. Immature oocytes were arrested meiotically in medium containing a specific phosphodiesterase type 3 inhibitor, cilostamide (1
F K Albuz et al.
Human reproduction (Oxford, England), 25(12), 2999-3011 (2010-09-28)
Oocyte in vitro maturation (IVM) reduces the need for gonadotrophin-induced ovarian hyperstimulation and its associated health risks but the unacceptably low conception/pregnancy rates have limited its clinical uptake. We report the development of a novel in vitro simulated physiological oocyte
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