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Substance Name: Pentoxifylline [USAN:USP:INN:BAN:JAN]
RN: 6493-05-6
UNII: SD6QCT3TSU
InChIKey: BYPFEZZEUUWMEJ-UHFFFAOYSA-N

Note

  • A METHYLXANTHINE derivative that inhibits phosphodiesterase and affects blood rheology. It improves blood flow by increasing erythrocyte and leukocyte flexibility. It also inhibits platelet aggregation. Pentoxifylline modulates immunologic activity by stimulating cytokine production.

Molecular Formula

  • C13-H18-N4-O3

Molecular Weight

  • 278.3102
 

Classification Codes

  • Antioxidants
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Free Radical Scavengers
  • Hematologic Agents
  • Human Data
  • Mutation Data
  • Phosphodiesterase Inhibitors
  • Platelet Aggregation Inhibitors
  • Protective Agents
  • Radiation-Protective Agents
  • Reproductive Effect
  • Vasodilator
  • Vasodilator Agents

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Pentoxifylline

Synonyms

  • 1,2,3,6-Tetrahydro-3,7-dimethyl-1-(5-oxohexyl)-2,6-purindion
  • 1-(5-Oxohexyl)-3,7-dimethylxanthine
  • 1-(5-Oxohexyl)theobromine
  • 3,7-Dihydro-3,7-dimethyl-1-(5-oxohexyl)-1H-purine-2,6-dione
  • 3,7-Dimethyl-1-(5-oxohexyl) xantine
  • 3,7-Dimethyl-1-(5-oxohexyl)-1H,3H-purin-2,6-dione
  • 3,7-Dimethyl-1-(5-oxohexyl)xanthine
  • 3,7-Dimethyl-1-(5-oxohexyl)xantine
  • 5-26-14-00081 (Beilstein Handbook Reference)
  • BL 191
  • BRN 0558929
  • CCRIS 6832
  • Dimethyloxohexylxanthine
  • EHT 0202
  • EINECS 229-374-5
  • NSC 637086
  • Oxpentifylline
  • Pentoxifilina
  • Pentoxifilina [INN-Spanish]
  • Pentoxifyllin
  • Pentoxifylline
  • Pentoxifyllinum
  • Pentoxifyllinum [INN-Latin]
  • Pentoxil
  • Pentoxiphylline
  • Pentoxiphyllium
  • Pentoxyfilline
  • Pentoxyfylline
  • Pentoxyphylline
  • Theobromine, 1-(5-oxohexyl)-
  • Trental
  • UNII-SD6QCT3TSU
  • Vazofirin

Systematic Names

  • 1H-Purine-2,6-dione, 3,7-dihydro-3,7-dimethyl-1-(5-oxohexyl)-
  • Pentoxifylline
  • Theobromine, 1-(5-oxohexyl)-

Registry Numbers

CAS Registry Number

  • 6493-05-6

FDA UNII

  • SD6QCT3TSU

System Generated Number

  • 0006493056

Structure Descriptors

InChI

1S/C13H18N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8H,4-7H2,1-3H3

InChIKey

BYPFEZZEUUWMEJ-UHFFFAOYSA-N

Smiles

c12c(n(c(=O)n(c1=O)CCCCC(C)=O)C)ncn2C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 239mg/kg (239mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1446, 1971.
mouse LD50 intravenous 108mg/kg (108mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 267, 1977.
mouse LD50 oral 1225mg/kg (1225mg/kg)   Drugs in Japan Vol. 6, Pg. 779, 1982.
mouse LD50 subcutaneous 480mg/kg (480mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 267, 1977.
rabbit LD50 intravenous 100mg/kg (100mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 267, 1977.
rat LD50 intraperitoneal 230mg/kg (230mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 13, 1981.
rat LD50 intravenous 231mg/kg (231mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1446, 1971.
rat LD50 oral 1170mg/kg (1170mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 9, Pg. 13, 1981.
rat LD50 subcutaneous 375mg/kg (375mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 153, 1978.
women TDLo oral 80mg/kg (80mg/kg) CARDIAC: PULSE RATE British Medical Journal. Vol. 288, Pg. 26, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.29 (none)   EXP
Water Solubility 7.70E+04 mg/L 25 EXP
Vapor Pressure 1.22E-10 mm Hg 25 EST
Henry's Law Constant 5.63E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.04E-11 cm3/molecule-sec 25 EST

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