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Warfarin sodium (Coumadin)

Alias: Coumadin, Aldocumar, Tedicumar, Warfant, Marevan
Cat No.:V12850 Purity: ≥98%
Warfarin sodium (trade names Coumadin among others) is an anticoagulant normally used in the prevention of thrombosis and thromboembolism, the formation of blood clots in the blood vessels and their migration elsewhere in the body, respectively.
Warfarin sodium (Coumadin)
Warfarin sodium (Coumadin) Chemical Structure CAS No.: 129-06-6
Product category: New12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
500mg
1g
5g
Other Sizes

Other Forms of Warfarin sodium (Coumadin):

  • Warfarin potassium
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Warfarin sodium (trade names Coumadin among others) is an anticoagulant normally used in the prevention of thrombosis and thromboembolism, the formation of blood clots in the blood vessels and their migration elsewhere in the body, respectively. It is commonly used to treat blood clots such as deep vein thrombosis and pulmonary embolism and to prevent stroke in people who have atrial fibrillation, valvular heart disease or artificial heart valves. Less commonly it is used following ST-segment elevation myocardial infarction and orthopedic surgery. It is generally taken by mouth but may also be used by injection into a vein. Warfarin was initially introduced in 1948 as a pesticide against rats and mice, and is still used for this purpose, although more potent poisons such as brodifacoum have since been developed. In the early 1950s, warfarin was found to be effective and relatively safe for preventing thrombosis and thromboembolism in many disorders. It was approved for use as a medication in 1954, and has remained popular ever since. Warfarin is the most widely prescribed oral anticoagulant drug in North America.

Biological Activity I Assay Protocols (From Reference)
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Overview of Warfarin Use During Lactation
Because the concentration of warfarin in breast milk is extremely low when the daily dose is at least 12 mg, the amount ingested by the infant is very small. Even when the mother takes 25 mg daily for 7 days during lactation, no adverse reactions have been reported in breastfed infants. It is generally believed that the risk to breastfed infants from mothers receiving warfarin treatment during lactation is minimal, and no special precautions are necessary.
The postpartum warfarin dose required by women may need to be up to twice that before pregnancy. Whether breastfeeding leads to an increased need for vitamin K is unclear.
◉ Effects on Breastfed Infants
Two infants, breastfed for 56 days and 131 days respectively, did not experience a decrease in vitamin K-dependent clotting factor levels or bleeding during their mothers' warfarin anticoagulation therapy.
In a telephone follow-up study, mothers taking warfarin reported no adverse reactions in their five breastfed infants. A mother was taking 5 mg warfarin daily for the first 7 weeks postpartum due to a pulmonary embolism. She mistakenly ingested a dose of 25 mg/day and continued this for 7 days. Upon presentation to the emergency room, her international normalized ratio (INR) was greater than 10 (the usual therapeutic upper limit is 3.5), prothrombin time was greater than 100 seconds (normal value not exceeding 11.2 seconds), and activated partial thromboplastin time (aPTT) was 62.5 seconds (normal value not exceeding 32.7 seconds). She had been exclusively breastfeeding her infant almost exclusively since birth. Her 8-week-old infant was in good health with an INR of 1.0, a prothrombin time of 10.3 seconds, and a slightly elevated aPTT of 33.8 seconds. However, 3 weeks prior, the infant's aPTT was 38.9 seconds, therefore the elevated aPTT was not determined to be caused by warfarin. ◉ Effects on breastfeeding and lactation
As of the revision date, no relevant published information was found.
References
http://en.wikipedia.org/wiki/Warfarin
Additional Infomation
Warfarin sodium is a slightly bitter-tasting crystalline powder and an anticoagulant used as a rodenticide. (EPA, 1998)
Warfarin sodium is the sodium salt of warfarin, a coumarin compound and a vitamin K antagonist with anticoagulant activity. Warfarin sodium inhibits vitamin K and vitamin K epoxide reductase, thereby interfering with the cyclic conversion of vitamin K epoxide with its reduced form, vitamin KH2. Vitamin KH2 is a cofactor for the carboxylation of N-terminal glutamate residues in vitamin K-dependent proteins. Therefore, the maturation of vitamin K-dependent coagulation factors II, VII, IX, and X, as well as anticoagulant proteins C and S, is inhibited. The lack of these coagulation factors prevents thrombosis and clot formation.
An anticoagulant that works by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prevention and/or treatment of venous thrombosis and its spread, pulmonary embolism, and atrial fibrillation with embolism. It can also be used as an adjunct drug for the prevention of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.
See also: Warfarin (containing the active ingredient).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H15NAO4
Molecular Weight
330.31477
Exact Mass
330.086
CAS #
129-06-6
Related CAS #
129-06-6 (sodium);81-81-2 (free acid);2610-86-8 (potassium);
PubChem CID
16204922
Appearance
Solid Powder
Density
1.307g/cm3
Boiling Point
515.2ºC at 760mmHg
Flash Point
188.8ºC
LogP
4.047
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
24
Complexity
508
Defined Atom Stereocenter Count
0
SMILES
CC(=O)CC(C1=CC=CC=C1)C2=C(C3=CC=CC=C3OC2=O)[O-].[Na+]
InChi Key
KYITYFHKDODNCQ-UHFFFAOYSA-M
InChi Code
InChI=1S/C19H16O4.Na/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/q+1/p-1
Chemical Name
sodium;2-oxo-3-(3-oxo-1-phenylbutyl)chromen-4-olate
Synonyms
Coumadin, Aldocumar, Tedicumar, Warfant, Marevan
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.0275 mL 15.1373 mL 30.2746 mL
5 mM 0.6055 mL 3.0275 mL 6.0549 mL
10 mM 0.3027 mL 1.5137 mL 3.0275 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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