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Substance Name: Dipyridamole [USAN:USP:INN:BAN:JAN]
RN: 58-32-2
UNII: 64ALC7F90C
InChIKey: IZEKFCXSFNUWAM-UHFFFAOYSA-N

Note

  • 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)

Molecular Formula

  • C24-H40-N8-O4

Molecular Weight

  • 504.632
 

Classification Codes

  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Hematologic Agents
  • Human Data
  • Mutation Data
  • Phosphodiesterase Inhibitors
  • Platelet Aggregation Inhibitors
  • Vasodilator (Coronary)
  • Vasodilator Agents

Names and Synonyms

Name of Substance

  • Dipyridamole
  • Dipyridamole [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Dipyridamole

Synonyms

  • 2,2',2'',2'''-((4,8-Dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetraethanol
  • 2,6-Bis(diethanolamino)-4,8-dipiperidinopyrimido(5,4-d)pyrimidine
  • 4-26-00-03840 (Beilstein Handbook Reference)
  • Agilease
  • Anginal
  • Apricor
  • BRN 0068373
  • Cardioflux
  • Cardoxin
  • Chilcolan
  • Cleridium 150
  • Coribon
  • Coronarine
  • Corosan
  • Coroxin
  • Curantyl
  • Dipiridamol
  • Dipiridamol [INN-Spanish]
  • Dipyridamine
  • Dipyridamol
  • Dipyridamole
  • Dipyridamolum
  • Dipyridamolum [INN-Latin]
  • Dipyridan
  • Dipyudamine
  • EINECS 200-374-7
  • Ethanol, 2,2',2',2'''-((4,8-di-1-iperidinylpyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetrakis-
  • Gulliostin
  • IV Persantine
  • Justpertin
  • Kurantil
  • Natyl
  • NSC 515776
  • Peridamol
  • Permiltin
  • Persantin
  • Persantine
  • Piroan
  • Prandiol
  • Prandiol 75
  • Pyrimido(5,4-d)pyrimidine, 2,6-bis(bis(2-hydroxyethyl)amino)-4,8-dipiperidino-
  • RA 8
  • RA-8
  • Stenocardil
  • Stenocardiol
  • Stimolcardio
  • UNII-64ALC7F90C
  • USAF GE-12

Systematic Names

  • Dipyridamole
  • Ethanol, 2,2',2'',2'''-((4,8-di-1-piperidinylpyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetrakis-
  • Ethanol, 2,2',2'',2'''-((4,8-dipiperidinopyrimido(5,4-d)pyrimidine-2,6-diyl)dinitrilo)tetra-

Registry Numbers

CAS Registry Number

  • 58-32-2

FDA UNII

  • 64ALC7F90C

System Generated Number

  • 0000058322

Structure Descriptors

InChI

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

InChIKey

IZEKFCXSFNUWAM-UHFFFAOYSA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo oral 1429ug/kg (1.429mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION JAMA, Journal of the American Medical Association. Vol. 257, Pg. 1515, 1987.
man TDLo oral 1071ug/kg (1.071mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION JAMA, Journal of the American Medical Association. Vol. 257, Pg. 1515, 1987.
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 intravenous 85mg/kg (85mg/kg)   Pharmaceutical Chemistry Journal Vol. 30, Pg. 693, 1996.
mouse LD50 oral 2150mg/kg (2150mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 915, 1961.
mouse LD50 subcutaneous 2700mg/kg (2700mg/kg)   Drugs in Japan Vol. 6, Pg. 330, 1982.
rabbit LD50 oral 4250mg/kg (4250mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
rat LD50 intraperitoneal 1260mg/kg (1260mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
rat LD50 intravenous 195mg/kg (195mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"		 Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 892, 1972.
rat LD50 oral 8400mg/kg (8400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: IRRITABILITY		 Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 892, 1972.
rat LD50 subcutaneous 1650mg/kg (1650mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 892, 1972.
women TDLo oral 35mg/kg (35mg/kg) VASCULAR: SHOCK

BEHAVIORAL: GENERAL ANESTHETIC

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 International Journal of Cardiology. Vol. 46, Pg. 75, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 163 deg C   EXP
log P (octanol-water) 2.740 (none)   EST
Atmospheric OH Rate Constant 3.11E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.