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C7971

Cilostamide

Name: Cilostamide
Brand: SIGMA

≥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

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Properties

Product Name

Cilostamide, phosphodiesterase inhibitor

Quality Level

100

assay

≥97% (HPLC)

form

powder

solubility

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

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

Gene Information

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

Description

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.

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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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Functional regulatory T cells produced by inhibiting cyclic nucleotide phosphodiesterase type 3 prevent allograft rejection.

Gang Feng et al.

Science translational medicine, 3(83), 83ra40-83ra40 (2011-05-20)

Regulatory T cells (T(regs)) manipulated ex vivo have potential as cellular therapeutics in autoimmunity and transplantation. Although it is possible to expand naturally occurring T(regs), an attractive alternative possibility, particularly suited to solid organ and bone marrow transplantation, is the

Assessment of a new in vitro maturation system for mouse and human cumulus-enclosed oocytes: three-dimensional prematuration culture in the presence of a phosphodiesterase 3-inhibitor.

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

Gap junction-mediated communications regulate chromatin remodeling during bovine oocyte growth and differentiation through cAMP-dependent mechanism(s).

Alberto M Luciano et al.

Biology of reproduction, 85(6), 1252-1259 (2011-08-06)

Oocyte development is characterized by impressive changes in chromatin structure and function in the germinal vesicle (GV) that are crucial in conferring to the oocyte meiotic and developmental competence. During oogenesis, oocyte and follicular cells communicate by paracrine and junctional

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Global Trade Item Number

SKU	GTIN
C7971-5MG	04061832947020