Dipyridamole

Modify Date: 2026-06-30 12:09:13

Dipyridamole Structure
Dipyridamole structure
Common Name Dipyridamole
CAS Number 58-32-2 Molecular Weight 504.626
Density 1.4±0.1 g/cm3 Boiling Point 806.5±75.0 °C at 760 mmHg
Molecular Formula C24H40N8O4 Melting Point 165-166ºC
MSDS Chinese USA Flash Point 441.5±37.1 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Dipyridamole


Dipyridamole (Persantine) is a phosphodiesterase inhibitor that blocks uptake and metabolism of adenosine by erythrocytes and vascular endothelial cells.Target: Phosphodiesterase (PDE)Dipyridamole concentrations of 1 nmol/ml blood caused 90% inhibition of adenosine metabolism. Dipyridamole at therapeutic concentrations causes significant inhibition of adenosine metabolism in whole blood [1]. Dipyridamole has a dose-dependent inhibitory effect on thromboxane synthesis which was independent of aggregation. Dipyridamole also inhibited malonyldialdehyde production in response to both thrombin and arachidonic acid [2]. Dipyridamole enhances platelet inhibition by amplifying the signaling of the NO donor sodium nitroprusside. These data support the concept that enhancement of endothelium-dependent NO/cGMP-mediated signaling may be an important in vivo component of dipyridamole action [3].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name dipyridamole
Synonym More Synonyms

 Dipyridamole Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Dipyridamole (Persantine) is a phosphodiesterase inhibitor that blocks uptake and metabolism of adenosine by erythrocytes and vascular endothelial cells.Target: Phosphodiesterase (PDE)Dipyridamole concentrations of 1 nmol/ml blood caused 90% inhibition of adenosine metabolism. Dipyridamole at therapeutic concentrations causes significant inhibition of adenosine metabolism in whole blood [1]. Dipyridamole has a dose-dependent inhibitory effect on thromboxane synthesis which was independent of aggregation. Dipyridamole also inhibited malonyldialdehyde production in response to both thrombin and arachidonic acid [2]. Dipyridamole enhances platelet inhibition by amplifying the signaling of the NO donor sodium nitroprusside. These data support the concept that enhancement of endothelium-dependent NO/cGMP-mediated signaling may be an important in vivo component of dipyridamole action [3].
Related Catalog
References

[1]. Klabunde, R.E., Dipyridamole inhibition of adenosine metabolism in human blood. Eur J Pharmacol, 1983. 93(1-2): p. 21-6.

[2]. Best, L.C., et al., Mode of action of dipyridamole on human platelets. Thromb Res, 1979. 16(3-4): p. 367-79.

[3]. Aktas, B., et al., Dipyridamole enhances NO/cGMP-mediated vasodilator-stimulated phosphoprotein phosphorylation and signaling in human platelets: in vitro and in vivo/ex vivo studies. Stroke, 2003. 34(3): p. 764-9.

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.4±0.1 g/cm3
Boiling Point 806.5±75.0 °C at 760 mmHg
Melting Point 165-166ºC
Molecular Formula C24H40N8O4
Molecular Weight 504.626
Flash Point 441.5±37.1 °C
Exact Mass 504.317261
PSA 145.44000
LogP -1.22
Vapour Pressure 0.0±3.0 mmHg at 25°C
Index of Refraction 1.670
InChIKey IZEKFCXSFNUWAM-UHFFFAOYSA-N
SMILES OCCN(CCO)c1nc(N2CCCCC2)c2nc(N(CCO)CCO)nc(N3CCCCC3)c2n1
Storage condition −20°C
Water Solubility DMSO: soluble

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Toxicological Information

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KK7450000
CHEMICAL NAME :
Ethanol, 2,2',2'',2'''-((4,8-dipiperidinopyrimido(5,4-d)pyrimi dine-2,6-diyl)dinitri lo)tetra-
CAS REGISTRY NUMBER :
58-32-2
BEILSTEIN REFERENCE NO. :
0068373
LAST UPDATED :
199612
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C24-H40-N8-O4
MOLECULAR WEIGHT :
504.72
WISWESSER LINE NOTATION :
T66 BN DN GN INJ CCN HCN E- AT6NTJ B2Q F2Q& J- AT6NTJ B2Q F2Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
1429 ug/kg
TOXIC EFFECTS :
Cardiac - cardiomyopathy including infarction
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
1071 ug/kg
TOXIC EFFECTS :
Cardiac - cardiomyopathy including infarction
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
8400 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) Behavioral - irritability
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1650 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Lungs, Thorax, or Respiration - respiratory depression Behavioral - ataxia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
195 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - respiratory depression Gastrointestinal - hypermotility, diarrhea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2700 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
DNA inhibition

MUTATION DATA

TYPE OF TEST :
Mutation test systems - not otherwise specified
TEST SYSTEM :
Rodent - mouse Ascites tumor
DOSE/DURATION :
60 umol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 22,2511,1973 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5345 No. of Facilities: 154 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 2722 (estimated) No. of Female Employees: 1538 (estimated)

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS KK7450000
HS Code 2933990090

 Precursor & DownStream

This table lists upstream starting materials and downstream derivative products related to this chemical.

Precursor  5

DownStream  0

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles119

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Hypoxanthine uptake by skeletal muscle microvascular endothelial cells from equilibrative nucleoside transporter 1 (ENT1)-null mice: effect of oxidative stress.

Microvasc. Res. 98 , 16-22, (2015)

Adenosine is an endogenous regulator of vascular tone. This activity of adenosine is terminated by its uptake and metabolism by microvascular endothelial cells (MVEC). The predominant transporter invo...

Oxidative stress modulates nucleobase transport in microvascular endothelial cells

Microvasc. Res. 95 , 68-75, (2014)

Purine nucleosides and nucleobases play key roles in the physiological response to vascular ischemia/reperfusion events. The intra- and extracellular concentrations of these compounds are controlled, ...

Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species.

Chem. Res. Toxicol. 23 , 171-83, (2010)

Drug-induced liver injury is one of the main causes of drug attrition. The ability to predict the liver effects of drug candidates from their chemical structures is critical to help guide experimental...

 DipyridamoleBioassay

View more

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Primary qHTS assay for inhibitors of alpha-synuclein gene (SNCA) expression
Source: NCGC
External Id: SNCA-p-activity-luciferase
Name: Confirmatory qHTS assay for inhibitors of Glutamate pyruvate transaminase 2 (GPT2)
Source: NCGC
External Id: TRND-GPT2-f1-with-DTT
Name: Tocris HTS for Inhibitors of Aerobactin Synthetase lucA
Source: 23265
External Id: IucA Pilot Assay Tocris Library
Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-keats_OPM1-m4-1
Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-OC1MY5-m4-1
Name: Increase the activity of the Burkholderia fixLJ 2-component system
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: Burkholderia multivorans
External Id: HMS1625
Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-KMS_34-m4-1
Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-keats_L363-m4-1
Name: Quantitative High-Throughput drug screen in 47 multiple myeloma cell lines against th...
Source: NCGC
Target: N/A
External Id: s-my-keats_OCIMY7-m4-1
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

2,2',2'',2'''-[(4,8-Dipiperidin-1-ylpyrimido[5,4-d]pyrimidin-2,6-diyl)dinitrilo]tetraethanol
RA 8
Piroan
EINECS 200-374-7
Dipyridamole
Coridil
Dypyridamole
Apricor
Anginal
Natyl
2,2',2'',2'''-{[4,8-Di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo}tetraethanol
2,2',2'',2'''-{[4,8-Di(1-piperidinyl)pyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo}tetraethanol
Corosan
Coroxin
MFCD00010555
Coribon

 Dipyridamole | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the molecular formula of dipyridamole?
A: Molecular formula of dipyridamole is C24H40N8O4.
Q: What is the safety information for dipyridamole?
A: Safety information for dipyridamole: S26-S36.
Q: What is the SMILES notation of dipyridamole?
A: SMILES notation of dipyridamole is OCCN(CCO)c1nc(N2CCCCC2)c2nc(N(CCO)CCO)nc(N3CCCCC3)c2n1.
Q: What English synonyms does dipyridamole have?
A: English synonyms of dipyridamole: 2,2',2'',2'''-[(4,8-Dipiperidin-1-ylpyrimido[5,4-d]pyrimidin-2,6-diyl)dinitrilo]tetraethanol, RA 8, Piroan, EINECS 200-374-7, Dipyridamole, Coridil, Dypyridamole, Apricor, Anginal, Natyl, 2,2',2'',2'''-{[4,8-Di(piperidin-1-yl)pyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo}tetraethanol, 2,2',2'',2'''-{[4,8-Di(1-piperidinyl)pyrimido[5,4-d]pyrimidine-2,6-diyl]dinitrilo}tetraethanol, Corosan, Coroxin, MFCD00010555, Coribon.
Q: What is the InChIKey of dipyridamole?
A: InChIKey of dipyridamole is IZEKFCXSFNUWAM-UHFFFAOYSA-N.
Q: What is the boiling point of dipyridamole?
A: Boiling point of dipyridamole is 806.5±75.0 °C at 760 mmHg.
Q: What are the upstream materials of dipyridamole?
A: Related upstream materials(CAS) of dipyridamole: 7139-02-8;111-42-2;54093-92-4;110-89-4;32980-71-5.
Q: What is the melting point of dipyridamole?
A: Melting point of dipyridamole is 165-166ºC.
Q: What is the English name of dipyridamole?
A: The English name of dipyridamole is dipyridamole.
Q: How is the water solubility of dipyridamole?
A: Water solubility of dipyridamole: DMSO: soluble.

 Dipyridamolefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
Dayang Chem (Hangzhou) Co., Ltd.
Henan Tianfu Chemical Co., Ltd.
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