ContaminantDB: Dipyridamole

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 04:28:11 UTC

Update Date

2016-11-09 01:15:37 UTC

Accession Number

CHEM017570

Identification

Common Name

Dipyridamole

Class

Small Molecule

Description

A phosphodiesterase inhibitor that blocks uptake and metabolism of adenosine by erythrocytes and vascular endothelial cells. Dipyridamole also potentiates the antiaggregating action of prostacyclin. (From AMA Drug Evaluations Annual, 1994, p752)

Contaminant Sources

HMDB Contaminants - Urine
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cardoxin	ChEBI
Cleridium 150	ChEBI
Curantyl	ChEBI
Dipiridamol	ChEBI
Dipyridamine	ChEBI
Dipyridamolum	ChEBI
Dipyudamine	ChEBI
Dypyridamol	ChEBI
Persantin	ChEBI
Persantine	Kegg
Dipyridamol	HMDB
Usaf ge-12	HMDB
Ashbourne brand OF dipyridamole	HMDB
Berlin chemie brand OF dipyridamole	HMDB
Berlin-chemie brand OF dipyridamole	HMDB
Curantil	HMDB
Novo-dipiradol	HMDB
Novopharm brand OF dipyridamole	HMDB
Boehringer ingelheim brand OF dipyridamole	HMDB
Cléridium	HMDB
Dipyramidole	HMDB
Antistenocardin	HMDB
Apo-dipyridamole	HMDB
Cerebrovase	HMDB
Miosen	HMDB
Apotex brand OF dipyridamole	HMDB
Belmac brand OF dipyridamole	HMDB
IPRAD brand OF dipyridamole	HMDB
Kurantil	HMDB
Novo dipiradol	HMDB
Apo dipyridamole	HMDB

Chemical Formula

C₂₄H₄₀N₈O₄

Average Molecular Mass

504.626 g/mol

Monoisotopic Mass

504.317 g/mol

CAS Registry Number

58-32-2

IUPAC Name

2-({6-[bis(2-hydroxyethyl)amino]-4,8-bis(piperidin-1-yl)-[1,3]diazino[5,4-d]pyrimidin-2-yl}(2-hydroxyethyl)amino)ethan-1-ol

Traditional Name

dipyridamole

SMILES

OCCN(CCO)C1=NC2=C(N=C(N=C2N2CCCCC2)N(CCO)CCO)C(=N1)N1CCCCC1

InChI Identifier

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

InChI Key

IZEKFCXSFNUWAM-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Dialkylarylamines

Alternative Parents

Substituents

Dialkylarylamine
Aminopyrimidine
Piperidine
Pyrimidine
Imidolactam
Heteroaromatic compound
Organoheterocyclic compound
Alkanolamine
Azacycle
Alcohol
Hydrocarbon derivative
Primary alcohol
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

piperidines (CHEBI:4653 )
tertiary amino compound (CHEBI:4653 )
tetrol (CHEBI:4653 )
pyrimidopyrimidine (CHEBI:4653 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.92 g/L	ALOGPS
logP	1.52	ALOGPS
logP	1.81	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	14.97	ChemAxon
pKa (Strongest Basic)	6.59	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	145.44 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	142.78 m³·mol⁻¹	ChemAxon
Polarizability	56.94 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	0	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1013900000-667f6d46e6523b3a3d7a	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-01c1-4100079000-4c029f3c81b99fb85ae2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0udl-0291000000-caeb14eb3ea863e020a0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0udl-0291000000-2fc7956fe6ea13c73317	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0udl-0291000000-2fc7956fe6ea13c73317	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4i-0001190000-346cf73a19cbefa2dc11	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4i-0013490000-839580758bc83767be8f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0udl-0291000000-caeb14eb3ea863e020a0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4i-1348890000-aa1e3a113b8c2768cb08	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000390000-b9d4def1784057f522a6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0btl-0000920000-cc12b54862b2bcd1ab8d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-016u-2003900000-53a9a6cb60455cac32e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000590000-50fb399e1dbe0355c7b7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-2000930000-1d8f7f2a171ae388588e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-1001900000-f3010c0eafbeb9e97741	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000090000-26e1f92d5f10dd7af547	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0000490000-5e1743c992f893c13776	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-0001910000-61e2845ea7c59a8ca2d9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000090000-c0b4fa18532ec9c61047	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0000900000-360b0b12c29f6afe3e17	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-3203920000-e5a412f24717be48fd32	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00975

HMDB ID

HMDB0015110

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Diener HC, Cunha L, Forbes C, Sivenius J, Smets P, Lowenthal A: European Stroke Prevention Study. 2. Dipyridamole and acetylsalicylic acid in the secondary prevention of stroke. J Neurol Sci. 1996 Nov;143(1-2):1-13.

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11098344

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11709364

Dipyridamole (CHEM017570)

Structure for CHEM017570: Dipyridamole