526-48-7

Basic information

• Product Name: [R,(-)]-2,3-Dihydro-4-hydroxy-2-(1-methylvinyl)-5-benzofurancarboxylic acid
• Synonyms: [R,(-)]-2,3-Dihydro-4-hydroxy-2-(1-methylvinyl)-5-benzofurancarboxylic acid;Tubaic acid
• CAS NO: 526-48-7
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22
• Mol File: 526-48-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [R,(-)]-2,3-Dihydro-4-hydroxy-2-(1-methylvinyl)-5-benzofurancarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [R,(-)]-2,3-Dihydro-4-hydroxy-2-(1-methylvinyl)-5-benzofurancarboxylic acid(526-48-7)
• EPA Substance Registry System: [R,(-)]-2,3-Dihydro-4-hydroxy-2-(1-methylvinyl)-5-benzofurancarboxylic acid(526-48-7)

Safety Data

• Hazardous Substances Data: 526-48-7(Hazardous Substances Data)

Usage

General Description

[R,(-)]-2,3-Dihydro-4-hydroxy-2-(1-methylvinyl)-5-benzofurancarboxylic acid, also known as warfarin, is an anticoagulant medication that is used to prevent and treat blood clots in conditions such as deep vein thrombosis, pulmonary embolism, and atrial fibrillation. It works by interfering with the synthesis of Vitamin K-dependent clotting factors in the liver, ultimately inhibiting the body's ability to form blood clots. Warfarin is available in various forms, including tablets and injections, and is typically prescribed by a healthcare professional who will monitor its effects with regular blood tests to ensure the right dosage and to minimize the risk of bleeding complications. Due to its narrow therapeutic range and potential for interactions with other medications and foods, warfarin requires careful management and monitoring to ensure its safe and effective use.

Upstream product

• 83-79-4 rotenone 

Downstream Products

• 873375-89-4 2,4-dihydroxy-3-isopentyl-benzoic acid 
• 74695-07-1 (-)-dihydrotubaic acid 
• 93903-86-7 (-)-2-isopropyl-4-tosyloxy-2,3-dihydrobenzofuran 
• 91969-36-7 (-)-2-isopropyl-2,3-dihydrobenzofuran 
• 3466-22-6 (R)-3-cyclohexyl-8-isopropenyl-8,9-dihydro-furo[3',2':3,4]benzo[1,2-e][1,3]oxazine-2,4-dione 

Relevant articles and documents

Algicidal and antifungal compounds from the roots of Ruta graveolens and synthesis of their analogs

Bioassay-guided fractionation of the ethyl acetate extract of Ruta graveolens roots yielded rutacridone epoxide with potent selective algicidal activity towards the 2-methyl-isoborneol (MIB)-producing blue-green alga Oscillatoria perornata, with relatively little effect on the green alga Selenastrum capricornutum. The diol-analog of rutacridone epoxide, gravacridondiol, which was also present in the same extract, had significantly less activity towards O. perornata. Rutacridone epoxide also showed significantly higher activity than commercial fungicides captan and benomyl in our micro-bioassay against the agriculturally important pathogenic fungi Colletotrichum fragariae, C. gloeosporioides, C. acutatum, and Botrytis cineara and Fusarium oxysporium. Rutacridone epoxide is reported as a direct-acting mutagen, precluding its use as an agrochemical. In order to understand the structure-activity relationships and to develop new potential biocides without toxicity and mutagenicity, some analogs containing the (2-methyloxiranyl)- dihydrobenzofuran moiety with an epoxide were synthesized and tested. None of the synthetic analogs showed comparable activities to rutacridone epoxide. The absolute stereochemistry of rutacridone was determined to be 2′(R) and that of rutacridone epoxide to be 2′(R), 3′(R) by CD and NMR analysis.