Stereochemistry | ABSOLUTE |
Molecular Formula | C19H16O4 |
Molecular Weight | 308.3279 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)C[C@H](C1=CC=CC=C1)C2=C(O)C3=C(OC2=O)C=CC=C3
InChI
InChIKey=PJVWKTKQMONHTI-OAHLLOKOSA-N
InChI=1S/C19H16O4/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/t15-/m1/s1
Molecular Formula | C19H16O4 |
Molecular Weight | 308.3279 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Warfarin, (R)- is R-enantiomer of warfarin, an oral anticoagulant, with relatively low potency compared to S-enantiomer. Clinically available warfarin is a racemic mixture of (R)- and (S)-warfarin, and the (S)-enantiomer has 3 to 5 times greater anticoagulation potency than its optical congener. Both enantiomers are eliminated extensively via hepatic metabolism with low clearance relative to hepatic blood flow. The scientific debate on the contribution of the R- Warfarin -to-S- Warfarin effect is a long and conflictual story. It has shown that the pharmacodynamic response to (R/S)-Warfarin 25 mg (a mixture of equal amounts of S-Warfarin and R- Warfarin) was nearly twice that of S-Warfarin 12.5 mg given alone, thus indicating the substantial contribution of R-Warfarin to the (R/S)-Warfarin effect. (R/S)-Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, and pulmonary embolism. It is also indicated for the prophylaxis and/or treatment of the thromboembolic complications associated with atrial fibrillation and/or cardiac valve replacement. Warfarin is thought to interfere with clotting factor synthesis by inhibition of the C1 subunit of the vitamin K epoxide reductase (VKORC1) enzyme complex, thereby reducing the regeneration of vitamin K1 epoxide.
CNS Activity
Originator
Approval Year
PubMed
Patents
Sample Use Guides
Usual Adult Dose for Prevention of Thromboembolism in Atrial Fibrillation Initial dose: 2 to 5 mg (R/S-Warfarin) orally once a day
Maintenance dose: 2 to 10 mg (R/S-Warfarin) orally once a day
Usual Adult Dose for Myocardial Infarction
Initial dose: 2 to 5 mg (R/S-Warfarin) orally once a day
Maintenance dose: 2 to 10 mg (R/S-Warfarin) orally once a day
Usual Adult Dose for Deep Vein Thrombosis - Prophylaxis
Initial dose: 2 to 5 mg (R/S-Warfarin) orally once a day
Maintenance dose: 2 to 10 mg (R/S-Warfarin) orally once a day
Route of Administration:
Oral