What is the (R)-(+)-WARFARIN?

(R)-(+)-WARFARIN is , while it's Molecular Formula is C 19 H 16 O 4 . The R-(+)-form of Warfarin (W498500). Coumarin anticoagulant.

What is the CAS number for (R)-(+)-WARFARIN?

The CAS number of (R)-(+)-WARFARIN is 5543-58-8.

What is (R)-(+)-WARFARIN (5543-58-8) used for?

(R)-(+)-WARFARIN, also known as the R-(+)-form of Warfarin, is a chiral molecule belonging to the class of coumarin anticoagulants. It is one of the two enantiomers of warfarin, a widely used anticoagulant drug. The R-(+)-WARFARIN enantiomer exhibits stereoselective interactions with biological targets, making it a valuable compound for research and therapeutic applications. Used in Pharmaceutical Industry: (R)-(+)-WARFARIN is used as a chiral molecule for investigating the stereoselective interactions of enantiomers with biological targets, such as the pregnane X nuclear receptor (PXR). This interaction helps in understanding the upregulation of main drug/xenobiotic-metabolizing enzymes, such as cytochrome P450 3A4 (CYP3A4) and cytochrome P450 2C9 (CYP2C9), which play a crucial role in drug metabolism and detoxification processes. Used in Research Applications: (R)-(+)-WARFARIN is used as a research tool in HepG2 cells to study protein profiles and investigate the effects of enantiomers on cellular processes. This helps in understanding the molecular mechanisms underlying the actions of warfarin and its stereoselective effects on various biological pathways. Used in Drug Development: (R)-(+)-WARFARIN is used as a reference compound in the development of new drugs and drug delivery systems, particularly for anticoagulant therapies. Its stereoselective properties make it a valuable asset in designing more effective and safer medications with fewer side effects.InChI:InChI=1/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

What is the (R)-(+)-WARFARIN?

(R)-(+)-WARFARIN is , while it's Molecular Formula is C 19 H 16 O 4 . The R-(+)-form of Warfarin (W498500). Coumarin anticoagulant.

What is the CAS number for (R)-(+)-WARFARIN?

The CAS number of (R)-(+)-WARFARIN is 5543-58-8.

What is (R)-(+)-WARFARIN (5543-58-8) used for?

(R)-(+)-WARFARIN, also known as the R-(+)-form of Warfarin, is a chiral molecule belonging to the class of coumarin anticoagulants. It is one of the two enantiomers of warfarin, a widely used anticoagulant drug. The R-(+)-WARFARIN enantiomer exhibits stereoselective interactions with biological targets, making it a valuable compound for research and therapeutic applications. Used in Pharmaceutical Industry: (R)-(+)-WARFARIN is used as a chiral molecule for investigating the stereoselective interactions of enantiomers with biological targets, such as the pregnane X nuclear receptor (PXR). This interaction helps in understanding the upregulation of main drug/xenobiotic-metabolizing enzymes, such as cytochrome P450 3A4 (CYP3A4) and cytochrome P450 2C9 (CYP2C9), which play a crucial role in drug metabolism and detoxification processes. Used in Research Applications: (R)-(+)-WARFARIN is used as a research tool in HepG2 cells to study protein profiles and investigate the effects of enantiomers on cellular processes. This helps in understanding the molecular mechanisms underlying the actions of warfarin and its stereoselective effects on various biological pathways. Used in Drug Development: (R)-(+)-WARFARIN is used as a reference compound in the development of new drugs and drug delivery systems, particularly for anticoagulant therapies. Its stereoselective properties make it a valuable asset in designing more effective and safer medications with fewer side effects.InChI:InChI=1/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

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(R)-(+)-WARFARIN

CAS：5543-58-8
purity：99%

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High quality purity >99% (R)-(+)-WARFARIN 5543-58-8 for sale

Molecular Formula: C₁₉H₁₆O₄
Molecular Weight: 308.334
Vapor Pressure: 0mmHg at 25°C
Melting Point: ≥170 °C
Boiling Point: 471.1°Cat760mmHg
PKA: 4.50±1.00(Predicted)
Flash Point: 170.3°C
PSA： 67.51000
Density: 1.307g/cm³
LogP: 3.60960

(R)-(+)-WARFARIN(Cas 5543-58-8) Usage

Biochem/physiol Actions	Warfarin acts as a vitamin K antagonist. It is widely used to treat thromboembolic disorders. (R)-warfarin interacts with pregnane X receptor (PXR) and induces cytochrome P450 3A4 (CYP3A4) and CYP2C9 mRNAs expression in primary human hepatocyte cultures.
General Description	The chiral carbon at position 9 produces two enantiomers, R- and S-warfarin. Commercially available warfarin (Coumadin or Jantoven) is a racemic mixture of S- and R-enantiomers.

InChI:InChI=1/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

5543-58-8 Relevant articles

Primary Amine Catalyzed Activation of Carbonyl Compounds: A Study on Reaction Pathways and Reactive Intermediates by Mass Spectrometry

Bencivenni, Giorgio,Calcaterra, Andrea,Ciogli, Alessia,Iazzetti, Antonia,Mazzoccanti, Giulia,Righi, Paolo,Villani, Claudio

supporting information, (2021/12/01)

The field of organocatalysis is expandin...

The Synthesis of Warfarin Using a Reconfigurable-Reactor Platform Integrated to a Multiple-Variable Optimization Tool

Bizarri, Nour,Kwak, Jee Seong,Mallik, Debasis,Organ, Michael G.,Sharif, Sepideh,Zhang, Wenyao Peter

supporting information, p. 15505 - 15508 (2020/11/30)

Optimization of the asymmetric synthesis...

Enantioseparation of mandelic acid on vancomycin column: Experimental and docking study

Shahnani, Mostafa,Sefidbakht, Yahya,Maghari, Shokoofeh,Mehdi, Ahmad,Rezadoost, Hassan,Ghassempour, Alireza

supporting information, p. 1289 - 1298 (2020/08/19)

So far, no detailed view has been expres...

Enantioselective Michael Addition Reaction Catalysed by Enantiopure Binuclear Nickel(II) Close-Ended Helicates

Arunachalam, Rajendran,Chinnaraja, Eswaran,Natarajan, Ramalingam,Samanta, Krishanu,Subramanian, Palani S.

, (2020/02/04)

The enantiopure Ni(II) helicates [Ni2L1R...

5543-58-8 Process route

: 60431-20-1
(S)-4-Methoxywarfarin

: 81-81-2,5543-56-6,5543-57-7,5543-58-8
S-(-)-warfarin

Conditions

Conditions	Yield
With boron tribromide; In dichloromethane; at 0 - 25 ℃; for 6h;	100%

: 1076-38-6,92395-12-5
4-hydroxy[1]benzopyran-2-one

: 1896-62-4
(E)-benzalacetone

: 81-81-2,5543-56-6,5543-57-7,5543-58-8
S-(-)-warfarin

Conditions

Conditions	Yield
With 9-epi-9-amino-9-deoxyquinine; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 96h;	88%

5543-58-8 Upstream products

81-81-2
warfarin
67588-18-5
dehydrowarfarin
1076-38-6
4-hydroxy[1]benzopyran-2-one
1896-62-4
(E)-benzalacetone

5543-58-8 Downstream products

40281-89-8
[14C]-R,R-Warfarin alcohol
37571-78-1
[14C]-R,S-Warfarin alcohol
40281-80-9
[13C]-S,S-Warfarin alcohol
40281-79-6
[13C]-S,R-Warfarin alcohol

3-(ACETYLAMINO)-5-AMINO-4-HYDROXYBENZENESULFONIC ACID

(CARBOETHOXYMETHYL)TRIPHENYLPHOSPHONIUM CHLORIDE HYDRATE

2-METHYLTHIO-2-IMIDAZOLINE HYDRIODIDE

[(hexylimino)bis(methylene)]bisphosphonic acid, potassiumsalt

N-BUTYL METHYL SULFIDE

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(R)-(+)-WARFARIN

High quality purity >99% (R)-(+)-WARFARIN 5543-58-8 for sale

(R)-(+)-WARFARIN(Cas 5543-58-8) Usage

5543-58-8 Relevant articles

Primary Amine Catalyzed Activation of Carbonyl Compounds: A Study on Reaction Pathways and Reactive Intermediates by Mass Spectrometry

Bencivenni, Giorgio,Calcaterra, Andrea,Ciogli, Alessia,Iazzetti, Antonia,Mazzoccanti, Giulia,Righi, Paolo,Villani, Claudio

supporting information, (2021/12/01)

The Synthesis of Warfarin Using a Reconfigurable-Reactor Platform Integrated to a Multiple-Variable Optimization Tool

Bizarri, Nour,Kwak, Jee Seong,Mallik, Debasis,Organ, Michael G.,Sharif, Sepideh,Zhang, Wenyao Peter

supporting information, p. 15505 - 15508 (2020/11/30)

Enantioseparation of mandelic acid on vancomycin column: Experimental and docking study

Shahnani, Mostafa,Sefidbakht, Yahya,Maghari, Shokoofeh,Mehdi, Ahmad,Rezadoost, Hassan,Ghassempour, Alireza

supporting information, p. 1289 - 1298 (2020/08/19)

Enantioselective Michael Addition Reaction Catalysed by Enantiopure Binuclear Nickel(II) Close-Ended Helicates

Arunachalam, Rajendran,Chinnaraja, Eswaran,Natarajan, Ramalingam,Samanta, Krishanu,Subramanian, Palani S.

, (2020/02/04)

5543-58-8 Process route

5543-58-8 Upstream products

5543-58-8 Downstream products

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