Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Warfarin [INN:BAN]
RN: 81-81-2
UNII: 5Q7ZVV76EI
InChIKey: PJVWKTKQMONHTI-UHFFFAOYSA-N

Note

  • An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.

Molecular Formula

  • C19-H16-O4

Molecular Weight

  • 308.3314
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Anticoagulants
  • Hematologic Agents
  • Human Data
  • Pesticides
  • Reproductive Effect
  • Rodenticide
  • Rodenticides

Superlist Classification Codes

  • Reportable Quantity (RQ) = 100 lb
  • Threshold Planning Quantity (TPQ) = 500/10000 lb
  • TWA 0.1 mg/m3

Names and Synonyms

Name of Substance

  • Warfarin
  • Warfarin [BSI:ISO]
  • Warfarin [INN:BAN]

MeSH Heading

  • Warfarin

Synonyms

  • (Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarine
  • (Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarine [French]
  • 1-(4'-Hydroxy-3'-coumarinyl)-1-phenyl-3-butanone
  • 200 coumarin
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-
  • 3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin
  • 3-(alpha-Phenyl-beta-acetylaethyl)-4-hydroxycumarin
  • 3-(alpha-Phenyl-beta-acetylaethyl)-4-hydroxycumarin [German]
  • 3-(alpha-Phenyl-beta-acetylethyl)-4-hydroxycoumarin
  • 4-Hydroxy-3-(3-oxo-1-fenyl-butyl) cumarine
  • 4-Hydroxy-3-(3-oxo-1-fenyl-butyl) cumarine [Dutch]
  • 4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarin
  • 4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarin [German]
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-1-benzopyran-2-one
  • 4-Hydroxy-3-(3-oxo-1-phenylbutyl)coumarin
  • 4-Idrossi-3-(3-oxo-1-fenil-butil)-cumarine
  • 4-Idrossi-3-(3-oxo-1-fenil-butil)-cumarine [Italian]
  • 5-18-04-00162 (Beilstein Handbook Reference)
  • Arab Rat Death
  • Athrombine-K
  • BRN 1293536
  • Brumolin
  • Caswell No. 903
  • CO-Rax
  • Compound 42
  • Coumadin
  • Coumafen
  • Coumafene
  • Coumafene [French]
  • Coumaphene
  • Coumarin, 3-(alpha-acetonylbenzyl)-4-hydroxy-
  • Coumarins
  • Coumefene
  • Cov-R-Tox
  • d-Con
  • Dethmor
  • Dethnel
  • Dicusat E
  • DL-3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin
  • Eastern states duocide
  • EC 201-377-6
  • EINECS 201-377-6
  • EPA Pesticide Chemical Code 086002
  • Fasco fascrat powder
  • Frass-ratron
  • HSDB 1786
  • Kumader
  • Kumadu
  • Kumatox
  • Kypfarin
  • Latka 42
  • Latka 42 [Czech]
  • Liqua-tox
  • Maag rattentod cum
  • Mar-frin
  • Martin's mar-frin
  • Maveran
  • Mouse pak
  • NSC 59813
  • Panwarfin
  • Place-Pax
  • Prothromadin
  • rac-Warfarin
  • Rat & mice bait
  • Rat-A-way
  • Rat-B-gon
  • Rat-Gard
  • Rat-Kill
  • Rat-Mix
  • Rat-o-cide #2
  • Rat-ola
  • Rat-Trol
  • Ratorex
  • Ratox
  • Ratoxin
  • Ratron
  • Ratron G
  • Rats-No-More
  • Ratten-koederrohr
  • Rattenstreupulver Neu Schacht
  • Rattenstreupulver new schacht
  • Rattentraenke
  • Rattunal
  • Rax
  • RCRA waste number P001
  • Ro-Deth
  • Rodafarin
  • Rodafarin C
  • Rodex blox
  • Rosex
  • Rough & ready mouse mix
  • Solfarin
  • Spray-trol brand roden-trol
  • Temus W
  • Tox-Hid
  • Twin light rat away
  • UNII-5Q7ZVV76EI
  • Vampirinip II
  • Vampirinip III
  • W.A.R.F. 42
  • Warf 42
  • Warf compound 42
  • Warfarat
  • Warfarin
  • Warfarin plus
  • Warfarin plus [discontinued]
  • Warfarin Q
  • Warfarina
  • Warfarina [INN-Spanish]
  • Warfarine
  • Warfarine [INN-French]
  • Warfarine [ISO-French]
  • Warfarinum
  • Warfarinum [INN-Latin]
  • Zoocoumarin
  • Zoocoumarin [Netherlands and USSR]
  • Zoocoumarin [Russian]

Systematic Names

  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-
  • Coumarin, 3-(alpha-acetonylbenzyl)-4-hydroxy-
  • Warfarin

Superlist Names

  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-
  • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(3-oxo-1-phenylbutyl)-, & salts, when present at concentrations greater than 0.3%
  • RCRA waste no. P001
  • Warfarin
  • Warfarin (and salts of)
  • Warfarin and salts, when present at concentration greater than 0.3%

Registry Numbers

CAS Registry Number

  • 81-81-2

FDA UNII

  • 5Q7ZVV76EI

Other Registry Numbers

  • 5543-56-6
  • 56573-89-8

System Generated Number

  • 0000081812

Structure Descriptors

InChI

1S/C19H16O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,15,21H,11H2,1H3

InChIKey

PJVWKTKQMONHTI-UHFFFAOYSA-N

Smiles

CC(=O)CC(c1ccccc1)c2c(c3ccccc3oc2=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral 6mg/kg (6mg/kg)   Defense des Vegetaux. Vol. 32, Pg. 27, 1978.
chicken LD50 oral 942mg/kg (942mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BLOOD: HEMORRHAGE
Bulletin of Environmental Contamination and Toxicology. Vol. 37, Pg. 544, 1986.
dog LD50 oral 3mg/kg (3mg/kg)   Defense des Vegetaux. Vol. 43(255-256), Pg. 20, 1989.
guinea pig LD50 oral 180mg/kg (180mg/kg)   Defense des Vegetaux. Vol. 32, Pg. 27, 1978.
human LDLo oral 6667ug/kg (6.667mg/kg)   Yakkyoku. Pharmacy. Vol. 28, Pg. 329, 1977.
man TDLo oral 10200ug/kg (10.2mg/kg) BLOOD: HEMORRHAGE "Clinical Memoranda on Economic Poisons," U.S. Dept. HEW, Public Health Service, Communicable Disease Center, Atlanta, GA, 1956Vol. -, Pg. 1, 1956.
mouse LD50 intraperitoneal 750mg/kg (750mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 30, Pg. 531, 1995.
mouse LD50 intravenous 165mg/kg (165mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 274, 1973.
mouse LD50 oral 3mg/kg (3mg/kg)   Defense des Vegetaux. Vol. 43(255-256), Pg. 20, 1989.
mouse LD50 unreported 60mg/kg (60mg/kg)   Yakkyoku. Pharmacy. Vol. 30, Pg. 397, 1979.
mouse LDLo subcutaneous 800mg/kg (800mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Trudy, VNIIVS. Transactions of the All-Union Scientific Research Institute of Veterinary Sanitation. Vol. 58, Pg. 122, 1977.
pig LD50 oral 1mg/kg (1mg/kg)   Defense des Vegetaux. Vol. 32, Pg. 27, 1978.
rabbit LD50 oral 800mg/kg (800mg/kg)   Defense des Vegetaux. Vol. 32, Pg. 27, 1978.
rat LC50 inhalation 320mg/m3 (320mg/m3)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 49, 1978.
rat LD50 oral 1600ug/kg (1.6mg/kg)   Toxicology and Applied Pharmacology. Vol. 11, Pg. 327, 1967.
rat LD50 skin 1400mg/kg (1400mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

BEHAVIORAL: MUSCLE WEAKNESS

KIDNEY, URETER, AND BLADDER: HEMATURIA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 49, 1978.
rat LD50 unreported 50mg/kg (50mg/kg)   Yakkyoku. Pharmacy. Vol. 30, Pg. 397, 1979.
rat LDLo intraperitoneal 420mg/kg (420mg/kg)   Toxicology and Applied Pharmacology. Vol. 1, Pg. 156, 1959.
women TDLo oral 250ug/kg/2D-I (0.25mg/kg) VASCULAR: STRICTIRA; CJAMGES OM VESSE;S American Journal of Emergency Medicine. Vol. 16, Pg. 541, 1998.
women TDLo oral 15mg/kg/21W-I (15mg/kg) BLOOD: CHANGE IN CLOTTING FACTORS

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE
Southern Medical Journal. Vol. 75, Pg. 242, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 161 deg C   EXP
pKa Dissociation Constant 5.08 (none)   EXP
log P (octanol-water) 2.6 (none)   EXP
Water Solubility 17 mg/L 20 EXP
Vapor Pressure 1.16E-07 mm Hg 21 EXP
Henry's Law Constant 2.77E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 5.37E-11 cm3/molecule-sec 25 EST

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