Anisindione

Chemical compound

none

Identifiers

IUPAC name

2-(4-methoxyphenyl)indene-1,3-dione

CAS Number

117-37-3^Y

PubChem CID

2197

IUPHAR/BPS

6960

DrugBank

DB01125^Y

ChemSpider

2112^Y

UNII

S747T1ERAJ

KEGG

D07457^Y

ChEBI

CHEBI:133809^Y

ChEMBL

ChEMBL712^Y

CompTox Dashboard (EPA)

DTXSID3022611

ECHA InfoCard100.003.806

Chemical and physical dataFormulaC₁₆H₁₂O₃Molar mass252.269 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

O=C2c1ccccc1C(=O)C2c3ccc(OC)cc3

InChI

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^Y
Key:XRCFXMGQEVUZFC-UHFFFAOYSA-N^Y

(verify)

Anisindione (brand name Miradon) is a synthetic anticoagulant and an 1,3-indandione derivative. It prevents the formation of active procoagulation factors II, VII, IX, and X, as well as the anticoagulant proteins C and S, in the liver by inhibiting the vitamin K–mediated gamma-carboxylation of precursor proteins.^[1]

References

^ Matschinske J, Salgado-Albarrán M, Sadegh S, Bongiovanni D, Baumbach J, Blumenthal DB (November 2020). "Individuating Possibly Repurposable Drugs and Drug Targets for COVID-19 Treatment Through Hypothesis-Driven Systems Medicine Using CoVex". Assay and Drug Development Technologies. 18 (8): 348–355. doi:10.1089/adt.2020.1010. PMC 7703307. PMID 33164550.

Antithrombotics (thrombolytics, anticoagulants and antiplatelet drugs) (B01)

Antiplatelet drugs

Glycoprotein IIb/IIIa inhibitors	Abciximab Eptifibatide Orbofiban Roxifiban Sibrafiban^§ Tirofiban
ADP receptor/P2Y₁₂ inhibitors	Thienopyridines Clopidogrel Prasugrel Ticlopidine Nucleotide/nucleoside analogs Cangrelor Elinogrel Ticagrelor
Prostaglandin analogue (PGI2)	Beraprost Iloprost Prostacyclin Treprostinil
COX inhibitors	Acetylsalicylic acid/Aspirin^# Aloxiprin Carbasalate calcium Indobufen Triflusal
Thromboxane inhibitors	Thromboxane synthase inhibitors Dipyridamole (+ aspirin) Picotamide Terbogrel Receptor antagonists Terbogrel Terutroban^§
Phosphodiesterase inhibitors	Cilostazol Dipyridamole Triflusal
Other	Cloricromen Ditazole Vorapaxar

Anticoagulants

Vitamin K antagonists
(inhibit II, VII, IX, X)

Factor Xa inhibitors
(with some II inhibition)

Heparin group/ glycosaminoglycans/ (bind antithrombin)	Low-molecular-weight heparin Bemiparin Certoparin Dalteparin Enoxaparin Nadroparin Parnaparin Reviparin Tinzaparin Oligosaccharides Fondaparinux Idraparinux^§ Heparinoids Danaparoid Dermatan sulfate Sulodexide
Direct Xa inhibitors ("xabans")	Apixaban Betrixaban Darexaban^§ Edoxaban Otamixaban^§ Rivaroxaban