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Merck

D9766

Dipyridamole

≥98% (HPLC), powder, phosphodiesterase V inhibitor

Sinónimos:

NSC 515776, NSC 619103

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Fórmula empírica (notación de Hill):
C24H40N8O4
Número CAS:
58-32-2
Peso molecular:
504.63
NACRES:
NA.77
PubChem Substance ID:
24277705
UNSPSC Code:
41106305
EC Number:
200-374-7
MDL number:
MFCD00010555

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Nombre del producto

Dipyridamole, ≥98% (HPLC)

InChI key

IZEKFCXSFNUWAM-UHFFFAOYSA-N

InChI

1S/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2

SMILES string

OCCN(CCO)c1nc(N2CCCCC2)c3nc(nc(N4CCCCC4)c3n1)N(CCO)CCO

assay

≥98% (HPLC)

form

powder

color

yellow

mp

165-166 °C (lit.)

solubility

DMSO: soluble
ethanol: soluble

originator

Boehringer Ingelheim

storage temp.

room temp

Quality Level

200

Gene Information

human ... CYP1A2(1544), PDE10A(10846), PDE1A(5136), PDE1B(5153), PDE1C(5137), PDE2A(5138), PDE3A(5139), PDE3B(5140), PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144), PDE5A(8654), PDE6A(5145), PDE6B(5158), PDE6C(5146), PDE6D(5147), PDE6G(5148), PDE6H(5149), PDE7A(5150), PDE7B(27115), PDE8A(5151), PDE8B(8622), PDE9A(5152), SLC29A1(2030)
mouse ... Slc29a1(63959)

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Application

Dipyridamole has been used:
  • to perform in vitro growth inhibition assay(40)
  • to determine its ability to prevent uterine myometrial contractions(41)
  • to determine its effects on nicotinamide adenine dinucleotide (NAD+)-induced increase in intracellular adenosine triphosphate (ATP) levels(42)
  • to prevent nicotinamide riboside (NR)-induced axonal protection(43)

Biochem/physiol Actions

Selective inhibitor of phosphodiesterase V (PDE 5); potent coronary vasodilator drug; adenosine transport inhibitor; inhibitor of platelet aggregation.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Phosphodiesterases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Boehringer Ingelheim. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Dipyridamole prevents cellular uptake of adenosine. It functions as an equilibrative nucleoside transporter 1 (ENT1) inhibitor.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCL3632
BCCH7652
BCCG0197
BCBV8796
BCCB0805

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Jiwen Li et al.
The Journal of experimental medicine, 218(6) (2021-04-24)
Previous studies implicated the neuronal guidance molecule netrin-1 in attenuating myocardial ischemia-reperfusion injury. However, the tissue-specific sources and receptor signaling events remain elusive. Neutrophils are among the first cells responding to an ischemic insult and can be associated with tissue
Terence B Beghyn et al.
Journal of medicinal chemistry, 54(9), 3222-3240 (2011-04-21)
The dominant strategy for discovery of new antimalarial drugs relies on cell-free assays on specific biochemical pathways of Plasmodium falciparum . However, it appears that screening directly on the parasite is a more rewarding approach. The "drug to genome to
Nyoli Valentine et al.
The Cochrane database of systematic reviews, 11, CD005449-CD005449 (2012-11-16)
Cardiovascular disease (CVD) is the most prevalent complication of type 2 diabetes with an estimated 65% of people with type 2 diabetes dying from a cause related to atherosclerosis. Adenosine-diphosphate (ADP) receptor antagonists like clopidogrel, ticlopidine, prasugrel and ticagrelor impair
Extracellular Degradation into Adenosine and the Activities of Adenosine Kinase and AMPK Mediate Extracellular NAD+-produced increases in the Adenylate Pool of BV2 Microglia under Basal Conditions
Zhang J, et al.
Frontiers in Cellular Neuroscience, 12 (2018)
J A Thorn et al.
General pharmacology, 27(4), 613-620 (1996-06-01)
1. In mammals, nucleoside transport is an important determinant of the pharmacokinetics, plasma and tissue concentration, disposition and in vivo biological activity of adenosine as well as nucleoside analogues used in antiviral and anticancer therapies. 2. Two broad types of
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