WARFARIN

PRODUCT IDENTIFICATION

CAS NO. 81-81-2 (Base)
129-06-6 (Sodium)

WARFARIN

EINECS NO. 201-377-6
FORMULA C19H16O4
MOL WT. 308.33

H.S. CODE

2932.20.2000

TOXICITY

Oral Rat LD50: 1600ug/kg
SYNONYMS

4-Hydroxy-3-(3-oxo-1-phenyl-butyl)-cumarin;

(Phenyl-1 acetyl-2 ethyl) 3-hydroxy-4 coumarine; 1-(4'-Hydroxy-3'-coumarinyl)-1-phenyl-3-butanone; Coumarin 2000; 3-(1'-Phenyl-2'-acetylethyl)-4-hydroxycoumarin; Warfarin; Warfarina; Warfarine; Warfarine; Warfarinum; 3-(alpha-Phenyl-beta-acetylaethyl)-4-hydroxycumarin; 3-(alpha-Phenyl-beta-acetylethyl)-4-hydroxycoumarin; 4-Hydroxy-3-(3-oxo-1-fenyl-butyl)cumarine; 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; Brumolin; Coumadin; Coumafen; Coumafene; Coumaphene; DL-3-(alpha-Acetonylbenzyl)-4-hydroxycoumarin; Dethmor; Dethnel; Kumader; Maveran; Ratoxin; Ratron; Rodafarin; Zoocoumarin; Zoocoumarin; Other RN: 5543-56-6, 56573-89-8. Other RN (Sodium salt): 12795-55-0, 51821-81-9, 859043-62-2

SMILES c1(C(c2ccccc2)CC(=O)C)c(c2c(oc1=O)cccc2)O

CLASSIFICATION

Anticoagulant, Hematologic Agent, Pesticide, Rodenticide,

EXTRA NOTES

EPA Pesticide Chemical Code 086002
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.
Warfarin is a trademark of Wisconsin Alumni Research Foundation

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystalline powder
MELTING POINT 161 C
BOILING POINT

 

SPECIFIC GRAVITY  
SOLUBILITY IN WATER Insoluble (Soluble in acetone, alkaline solutions )
VAPOR DENSITY

 

AUTOIGNITION  
pKa 5.08 (Dissociation Constant at 25 C)
log P 2.6 (Octanol-water)
VAPOR PRESSURE 1.16E-07 (mmHg at 25 C)
HENRY LAW CONSTANT 2.77E-09 (atm-m3/mole at 25 C)
OH RATE CONSTANT 5.37E-11 (cm3/molecule-sec at 25 C Atmospheric)

REFRACTIVE INDEX

 
NFPA RATINGS

Health hazard: 1, Fire: 0, Reactivity Hazard: 0

FLASH POINT

 

STABILITY Stable under ordinary conditions

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Warfarin

PubChem Compound Summary - Warfarin

IPCS INCHEM -  Warfarin

Drug Bank -  Warfarin

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Warfarin

http://www.ebi.ac.uk/chebi/ -  Warfarin

http://www.ncbi.nlm.nih.gov/ -  Warfarin

Human Metabolome Database - Warfarin

Material Safety Data Sheet

http://pmep.cce.cornell.edu/
INTRODUCTION: Warfarin was the first anticoagulant rodenticide introduced and was first registered for use in the United States in 1952 (4, 13). Warfarin is used for controlling rats and house mice in and around homes, animal and agricultural premises, and commercial and industrial sites. It is odorless and tasteless and effective in very low dosages. Action is not rapid; usually about a week is required before a marked reduction in the rodent population is noticeable. Rodents do not tend to become bait-shy after once tasting warfarin; they continue to consume it until its anti-clotting properties have produced death through internal hemorrhaging. The prothrombin content of the blood is reduced and internal bleeding is induced. Repeated ingestion is needed to produce toxic symptoms. This rodenticide can be used year-after-year wherever a rodent problem exists. Mice are harder to control than rats, and complete control may take a longer period. Recently, resistant strains of rats and mice are developing. Warfarin comes in water soluble, ready-to-use bait, concentrate, powder, liquid concentrate, nylon pouch, coated talc and dust formulations. The compound also comes in mixed formulations with pindone, calciferol, and sulphaquinoxaline. It is considered compatible with other rodenticides). Warfarin is only slightly dangerous to humans and domestic animals when used as directed, but care must be taken with young pigs, which are especially susceptible

http://www.bbc.co.uk/
Why are anticoagulants needed: Blood clotting, the mechanism by which the blood sticks together to form small solid clots is a natural and vital function of the body. The blood has a complex system which regulates when or how clots form. More than 30 substances in the blood are known to affect clotting and it's essential that the balance of these clotting factors is right. Blood coagulation is triggered by blood cells called platelets which, through a series of chemical reactions, produce a substance called thrombin. This converts a blood protein fibrinogen to fibrin which then create a series of tiny threads which lead the plasma in the blood to become sticky. The process protects the body from excessive bleeding, ensuring that a clot forms at the site of a wound or injury - either inside or outside the body. There is a constant state of formation and breakdown of tiny clots throughout the body. In some conditions some of the clotting chemicals are deficient or not working as they should, and the blood doesn’t form clots properly and there is a risk of haemorrhage. Alternatively variation in the levels of clotting factors can make the blood form clots too easily and there is a risk of clots forming where or when they are not wanted, leading to life-threatening conditions such as strokes and heart attacks. Other conditions such as abnormal heart rhythms or operations can trigger normal blood to clot leading to complications. In these cases anticoagulant drugs can help to prevent clot formation.

Local:
Warfarin is a synthetic coumarin anticoagulant which inhibits the hepatic synthesis of the vitamin K-dependent coagulation factors. Its chemical designation is 3-(alpha-acetonylbenzyl) -4 -hydroxycoumarin; racemic mixture of the R and S enantiomers. It is also used as a rodenticide due to the property of causing fatal hemorrhaging. Its salts (sodium or potassium) of warfarin are administered orally, intravenously, or intramuscularly. Warfarin sodium is a white, odorless, crystalline powder; soluble in water, in alcohol; slightly soluble in chloroform and in ether.

SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder
ASSAY

98.0% min

LOSS ON DRYING

1.0% max

TRANSPORTATION
PACKING  
HAZARD CLASS 6.1 (Packing group: I)
UN NO. 2811
SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards:Target Organ Effect, Highly toxic by ingestion, Harmful by skin absorption., Teratogen. Target Organs:Blood

GHS

 

SIGNAL WORD Danger

PICTOGRAMS

HAZARD STATEMENTS

H300 Fatal if swallowed.
H312 Harmful in contact with skin.
H360 May damage fertility or the unborn child.
H372 Causes damage to organs through prolonged or repeated exposure if swallowed.
H402 Harmful to aquatic life.

PRECAUTIONARY STATEMENTS

P201 Obtain special instructions before use.
P264 Wash hands thoroughly after handling.
P280 Wear protective gloves/ protective clothing.
P301 + P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/ physician.
P308 + P313 IF exposed or concerned: Get medical advice/ attention

EC DIRECTIVES

 

HAZARD CODES

T Toxic

RISK PHRASES

6  Explosive with or without contact with air
48/25 Toxic: danger of serious damage to health by prolonged exposure if swallowed
52/53 Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment

SAFETY PHRASES

45 In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
53 Avoid exposure - obtain special instruction before use
61 Avoid release to the environment. Refer to special instructions safety data sheet

PRICE INFORMATION