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Anisindione

Cat No.:V11332 Purity: ≥98%
Anisindione is a synthetic anticoagulant.
Anisindione
Anisindione Chemical Structure CAS No.: 117-37-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
250mg
500mg
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Product Description
Anisindione is a synthetic anticoagulant. Inhibits the formation of active procoagulant factors II, VII, IX and X.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Repeated administration does not cause accumulation. Biological Half-Life Unknown... Plasma half-life, 3-5 days...
Toxicity/Toxicokinetics
Protein Binding
Unknown Interactions Corticotropin and adrenocorticotropic hormones… have been reported to cause serious bleeding when used in combination with oral anticoagulants… This is puzzling because thrombotic events are more common in patients receiving steroid therapy, while oral anticoagulants… are recommended for the prevention of such complications. Oral Anticoagulants High doses of salicylates are often associated with bleeding problems, especially in patients receiving oral anticoagulants. This may be due to direct gastric irritation, platelet inhibition, or the effects of true hypoprothrombinemia. The latter is antagonized by vitamin K. Oral Anticoagulants Antibiotics and other medications that alter the gut microbiota may enhance the anti-vitamin K effects of oral anticoagulants, but this is generally not the case unless there is a vitamin K deficiency in the diet. Oral Anticoagulants Thiazide diuretics and ethacrynic acid may enhance the effects of oral anticoagulants. /Oral Anticoagulants/
For more complete data on interactions of anisinones (21 in total), please visit the HSDB record page.
Additional Infomation
Therapeutic Uses
Oral anticoagulants can be used for the prevention and treatment of a variety of thromboembolic diseases. /Oral Anticoagulants/
...Indications for anticoagulants...myocardial infarction...rheumatic heart disease...cerebrovascular disease...venous thrombosis and pulmonary embolism, and...disseminated intravascular coagulation. /Oral Anticoagulants/
Oral anticoagulants are used to prevent the progression or recurrence of acute deep vein thrombosis or pulmonary embolism after an initial course of heparin therapy. They are also effective in preventing venous thromboembolism in patients undergoing orthopedic or gynecological surgery, and systemic embolism in patients with acute myocardial infarction, artificial heart valve replacement, or chronic atrial fibrillation. /Oral Anticoagulants/
Anticoagulants are indicated for the prevention and/or treatment of venous (or arterial/not included on US product label/) thrombosis (and its spread) and pulmonary embolism, deep vein thrombosis (DVP), or pulmonary embolism (treatment). Oral anticoagulants are used during and after initial heparin therapy to reduce the risk of thrombus spread, recurrence, or death. /Anticoagulant; included in the US product label/
For more complete data on the therapeutic uses of phenylindanedion (11 in total), please visit the HSDB record page.
Drug Warning
Serious and even fatal toxic reactions have been reported in patients receiving phenylindanedion (currently discontinued in the US). Patients receiving phenylindanedion should consider the possibility of such reactions. Adverse reactions reported with benzoindone (no longer sold in the US) include skin reactions such as urticaria and rashes (usually erythema and macules), which sometimes develop into exfoliative dermatitis; nephrotic reactions, including anuria and proteinuria with significant edema and tubular necrosis; hepatotoxicity, manifested as hepatitis and jaundice; and hematologic reactions such as eosinophilia, agranulocytosis or leukopenia (caused by maturation arrest or granulocyte dysplasia), leukocytosis, anemia, thrombocytopenia, atypical mononucleosis, presence of leukocyte agglutinins, agranulocytosis, aplastic anemia, and erythrocyte aplasia. In addition, patients taking this drug have reported hemorrhagic infarction and skin necrosis, alopecia, steatorrhea, sore throat and mouth, accommodation paralysis and blurred vision, diarrhea, nausea, fever, fatigue, and headache. Patients with alkaline urine may experience reddish-orange urine during treatment with anisole; this possibility should be explained to them.
The only consistently reported non-hemorrhagic adverse reaction to anisole is dermatitis. However, agranulocytosis and hepatitis have also been reported with this drug.
Conversely, anisoledione (plasma half-life 3-5 days)...has such a long duration of action that...bleeding could be dangerous...
For more complete data on anisoledione (30 total), please visit the HSDB records page.
Pharmacodynamics
Anisoledione is a synthetic anticoagulant and an indanedione derivative. Because anisoledione is a potent drug with serious potential side effects, it is only prescribed if you cannot take coumarin anticoagulants (such as warfarin). Anticoagulants reduce the blood's ability to clot, thus helping to prevent harmful blood clots from forming in blood vessels. These drugs are sometimes called blood thinners, although they do not actually thin the blood. They do not dissolve clots that have already formed, but they prevent clots from growing larger, thus avoiding more serious problems.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H12O3
Molecular Weight
252.26468
Exact Mass
252.079
CAS #
117-37-3
PubChem CID
2197
Appearance
Pale yellow crystals from acetic acid or ethanol
FINE WHITE TO CREAM-WHITE CRYSTALLINE POWDER
Density
1.263g/cm3
Boiling Point
443.9ºC at 760mmHg
Melting Point
155-156
156-157 °C
156.5 °C
Flash Point
199.8ºC
Vapour Pressure
4.45E-08mmHg at 25°C
Index of Refraction
1.616
LogP
2.858
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Heavy Atom Count
19
Complexity
344
Defined Atom Stereocenter Count
0
SMILES
O=C1C(C2=CC=C(OC)C=C2)C(C3=C1C=CC=C3)=O
InChi Key
XRCFXMGQEVUZFC-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H12O3/c1-19-11-8-6-10(7-9-11)14-15(17)12-4-2-3-5-13(12)16(14)18/h2-9,14H,1H3
Chemical Name
2-(4-methoxyphenyl)indene-1,3-dione
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)
DMSO : ≥ 50 mg/mL (~198.21 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.91 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (9.91 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.9642 mL 19.8208 mL 39.6416 mL
5 mM 0.7928 mL 3.9642 mL 7.9283 mL
10 mM 0.3964 mL 1.9821 mL 3.9642 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
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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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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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