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2-Phenyl-1,3-indandione (CAS 83-12-5)

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Alternate Names:
Phenindione
CAS Number:
83-12-5
Purity:
≥97%
Molecular Weight:
222.24
Molecular Formula:
C15H10O2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2-Phenyl-1,3-indandione, also known as phenylindanedione or PID, belongs to the class of organic compounds called indanediones. Indanediones are compounds containing an indane ring bearing two ketone groups. This medication works by inhibiting the reduction of vitamin K1 epoxide to vitamin K1, specifically by interfering with vitamin K1 epoxide reductase in rat liver homogenates. Its inhibitory effect is concentration-dependentIn vivo studies have shown that when administered at a dosage of 500 mg/kg, phenindione inhibits prothrombin synthesis by 50% and reduces the conversion of vitamin K1 epoxide to vitamin K1 by 57% in rats. In terms of its physical properties, 2-Phenyl-1,3-indandione is a solid substance that is practically insoluble in water and is relatively neutral. 2-Phenyl-1,3-indandione is a potentially toxic compound. While it shares similarities with warfarin in its anticoagulant actions, it has fallen out of favor due to a higher incidence of severe adverse effects, as documented in Martindale, The Extra Pharmacopoeia, 30th ed, page 234.


2-Phenyl-1,3-indandione (CAS 83-12-5) References

  1. [Effect of nucleophilic and electrophilic substitutes on the anticoagulant action of various 2-phenyl-1, 3-indandione derivatives].  |  CAVALLINI, G., et al. 1955. Farmaco Sci. 10: 710-32. PMID: 13294151
  2. [Polarographic properties of 2-aryl derivatives of 1,3-indandione. I. Microcoulometric evaluation of 2-phenyl-1,3-indandione by electroreduction in an alkaline medium].  |  DANEK, A. 1962. Acta Pol Pharm. 19: 345-9. PMID: 14024881
  3. Electrochemical oxidation of 2,3-dimethylhydroquinone in the presence of 1,3-dicarbonyl compounds.  |  Hosseiny Davarani, SS., et al. 2006. J Org Chem. 71: 2139-42. PMID: 16497004
  4. A green method for the electroorganic synthesis of new 1,3-Indandione derivatives.  |  Moghaddam, AB., et al. 2006. Chem Pharm Bull (Tokyo). 54: 1391-6. PMID: 17015975
  5. Keto-enol tautomerism of phenindione and its derivatives: an NMR and density functional theory (DFT) reinvestigation.  |  Sigalov, MV. 2015. J Phys Chem A. 119: 1404-14. PMID: 25629727
  6. Ionization kinetics of the carbon acid phenindione.  |  Stella, VJ. and Gish, R. 1979. J Pharm Sci. 68: 1042-7. PMID: 39156
  7. Pharmacokinetics of 2-phenyl-1,3-indandione in the rat after i.v. and oral administration.  |  de Vries, J., et al. 1979. Eur J Drug Metab Pharmacokinet. 4: 225-9. PMID: 535602
  8. Initiating polymerization of glycol methacrylate with cyclic diketo carbon acids.  |  Ruddell, CL. 1983. Stain Technol. 58: 329-36. PMID: 6679125
  9. Tautomerism of phenindione, 2-phenyl-1,3-indandione, in dipolar aprotic/hydrocarbon solvent mixtures  |  J. D. Pipkin and V. J. Stella. 1982,. J. Am. Chem. Soc. 104, 24,: 6672–6680.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Phenyl-1,3-indandione, 25 g

sc-230629
25 g
$129.00

2-Phenyl-1,3-indandione, 250 g

sc-230629A
250 g
$729.00