4-HYDROXYCOUMARIN

PRODUCT IDENTIFICATION
CAS NO. 1076-38-6

4-HYDROXYCOUMARIN

EINECS NO. 214-060-2
FORMULA C9H6O3
MOL WT. 162.14

H.S. CODE

 2932.20.2500

TOXICITY

  
SYNONYMS 4-Hydroxy-2H-1-Benzopyran-2-One; Benzotetronic acid;
4-羟基香豆素; 4-Coumarinyl alcohol; 4-Hidroxicumarina; 4-Hydroxycoumarine;
SMILES

c1ccc2c(c1)c(cc(=O)o2)O

CLASSIFICATION

Coumarin

EXTRA NOTES

 Substances found in many plants, containing the 4-hydroxycoumarin radical. They interfere with vitamin K and the blood clotting mechanism, are tightly protein-bound, inhibit mitochondrial and microsomal enzymes, and are used as oral anticoagulants. [MeSH]

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE light yellow to brown crystalline powder
MELTING POINT

210 - 215 C (Decomposes)
BOILING POINT

 
SPECIFIC GRAVITY

 
SOLUBILITY IN WATER soluble in hot water (soluble in alcohols,acetone)
pH weak acidic
VAPOR DENSITY

 
AUTOIGNITION  

REFRACTIVE INDEX

 
NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0
FLASH POINT

 

STABILITY Stable under normal conditions.

EXTERNAL LINKS & GENERAL DESCRIPTION

USA.gov - 4-Hydroxycoumarin

Wikipedia Linking - 4-Hydroxycoumarin

Google Scholar Search - 4-Hydroxycoumarin

U.S. National Library of Medicine - 4-Hydroxycoumarin

PubChem Compound Summary - 4-Hydroxycoumarin

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  4-Hydroxycoumarin

http://www.ebi.ac.uk/chebi/ -  4-Hydroxycoumarin

http://www.ncbi.nlm.nih.gov/ -  4-Hydroxycoumarin

EPA - Substance Registry Services - 4-Hydroxycoumarin

Local:
Coumarin (anhydride of o-coumaric acid) is white, crystalline lactone, obtainable naturally from several plants, such as tonka bean, lavender, sweet clover grass, strawberries, and cinnamon, or produced synthetically from an amino acid, phenylalanine. It is the principle of dicumarol which inhibits the hepatic synthesis of the vitamin K–dependent coagulation factors. Coumarin derivatives are used widely as anticoagulants (such as warfarin, -OH group is attached at 4 position) for the treatment of disorders in which there is excessive or undesirable clotting, such as thrombophlebitis, pulmonary embolism, and certain cardiac conditions. Coumarin derivatives are also used as rodenticides due to the property of causing fatal hemorrhaging. Coumarin has the characteristic odour like that of vanilla beans. It is used for the preparation of perfumes, soaps, flavourings. The coumarin nucleus (benzo-2-pyrone) is derived cinnamic acid (phenylacrylic skeleton) in the biosynthesis. Accordingly, the hydroxy group attached to coumarin structure at 7 position is important in biosynthesis pathway. Umbelliferone (7-hydroxy coumarin), esculetin (6,7-Dihydroxycoumarin), scopoletin (7-hydroxy-6-methoxycoumarin) are the widespread coumarins in nature. Synthetic 7-hydroxy coumarins are used to absorb ultraviolet rays in sunscreen cosmetics and used in the synthesis of drugs especially anticancer.
SALES SPECIFICATION

APPEARANCE

 light yellow to brown crystalline powder
ASSAY

98.0% min
MELTING POINT

210 - 215 C

WATER

0.5% max
TRANSPORTATION
PACKING
 
HAZARD CLASS not regulated
UN NO.  
SAFETY INFORMATION

HAZARD OVERVIEW

GHS (Globally Harmonised System) Classification: Acute toxicity (Oral). Skin irritation. Eye irritation. Specific target organ toxicity - single exposure. Hazard statements: Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

GHS

 

SIGNAL WORD

Warning

PICTOGRAMS

HAZARD STATEMENTS

H302-H315-H319-H335

P STATEMENTS

P261-P305 + P351 + P338

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

22-36/37/38

SAFETY PHRASES

26-36