MedKoo Cat#: 413706 | Name: Ethyl biscoumacetate

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ethyl biscoumacetate is a coumarin that is used as an anticoagulant. It has actions similar to those of WARFARIN. (From Martindale, The Extra Pharmacopoeia, 30th ed, p226).

Chemical Structure

Ethyl biscoumacetate
Ethyl biscoumacetate
CAS#548-00-5

Theoretical Analysis

MedKoo Cat#: 413706

Name: Ethyl biscoumacetate

CAS#: 548-00-5

Chemical Formula: C22H16O8

Exact Mass: 408.0845

Molecular Weight: 408.36

Elemental Analysis: C, 64.71; H, 3.95; O, 31.34

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Synonym
Ethyl biscoumacetate; Pelentan; Trombarin; Neodicumarinum; Neodicumarol; NSC36366; NSC-36366; NSC 36366
IUPAC/Chemical Name
2H-1-Benzopyran-3-acetic acid, 4-hydroxy-alpha-(4-hydroxy-2-oxo-2H-1-benzopyran-3-yl)-2-oxo-, ethyl ester (9CI)
InChi Key
JCLHQFUTFHUXNN-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H16O8/c1-2-28-20(25)15(16-18(23)11-7-3-5-9-13(11)29-21(16)26)17-19(24)12-8-4-6-10-14(12)30-22(17)27/h3-10,15,23-24H,2H2,1H3
SMILES Code
O=C(OCC)C(C1=C(O)C2=CC=CC=C2OC1=O)C3=C(O)C4=CC=CC=C4OC3=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 408.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Perlík F, Patzelová V. Pharmacokinetics of ethyl biscoumacetate and its metabolite 7-hydroxy ethyl biscoumacetate in healthy volunteers. Int J Clin Pharmacol Ther. 1994 Nov;32(11):622-4. PMID: 7874379. 2: Gimeno A, Mestres-Truyol J, Ojeda-Montes MJ, Macip G, Saldivar-Espinoza B, Cereto-Massagué A, Pujadas G, Garcia-Vallvé S. Prediction of Novel Inhibitors of the Main Protease (M-pro) of SARS-CoV-2 through Consensus Docking and Drug Reposition. Int J Mol Sci. 2020 May 27;21(11):3793. doi: 10.3390/ijms21113793. PMID: 32471205; PMCID: PMC7312484. 3: Garrettson LK, Perel JM, Dayton PG. Methylphenidate interaction with both anticonvulsants and ethyl biscoumacetate. JAMA. 1969 Mar 17;207(11):2053-6. PMID: 5818377. 4: ILLINGWORTH RS, FINCH E. Ethyl biscoumacetate (tromexan) in human milk. J Obstet Gynaecol Br Emp. 1959 Jun;66:487-8. doi: 10.1111/j.1471-0528.1959.tb02065.x. PMID: 13852719. 5: Copie X, Pinquier JL, Letrait M, Paltiat MH, Pello JY, Rey E, Chanteclair G, de Lauture D, Olive G, Strauch G. Effet du diméticone sur la pharmacocinétique et la pharmacodynamie du biscoumacétate d'éthyle [Effect of dimethicone on pharmacokinetics and pharmacodynamics of ethyl biscoumacetate]. Therapie. 1993 Mar-Apr;48(2):119-23. French. PMID: 8351679. 6: BEAMISH RE. ANTICOAGULANTS. Can Med Assoc J. 1965 Jul 3;93(1):33-4. PMID: 14313622; PMCID: PMC1928636. 7: Pospísil J, Patzelová V, Perlík F. Determination of ethyl biscoumacetate and its metabolite 7-hydroxyethyl biscoumacetate in human serum by high-performance liquid chromatography and mass spectrometry. J Chromatogr. 1992 Feb 7;574(1):71-5. doi: 10.1016/0378-4347(92)80099-c. PMID: 1629290. 8: BURNS JJ, WEINER M, SIMSON G, BRODIE BB. The biotransformation of ethyl biscoumacetate (tromexan) in man, rabbit and dog. J Pharmacol Exp Ther. 1953 May;108(1):33-41. PMID: 13053419. 9: BRODIE BB, WEINER M, BURNS JJ, SIMSON G, YALE EK. The physiological disposition of ethyl biscoumacetate (tromexan) in man and a method for its estimation in biological material. J Pharmacol Exp Ther. 1952 Dec;106(4):453-63. PMID: 13023556. 10: Sharaev PN, Bogdanov NG, Nurkaeva AT. The effects of menadione, ethyl biscoumacetate, and sodium salicylate on the metabolism of mucopolysaccharides in the aortic wall and liver of rats. Cor Vasa. 1977;19(2):151-5. PMID: 143357.