2373-34-4

Basic information

• Product Name: 5-hydroxy-4-methyl-chromen-2-one
• Synonyms: 5-hydroxy-4-methyl-chromen-2-one;5-HYDROXY-4-METHYL-2H-CHROMEN-2-ONE(WXG03012)
• CAS NO: 2373-34-4
• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17
• Mol File: 2373-34-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 357 °C at 760 mmHg
• Flash Point: 163.6 °C
• Appearance: /
• Density: 1.319 g/cm³
• Vapor Pressure: 1.36E-05mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 5-hydroxy-4-methyl-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-4-methyl-chromen-2-one(2373-34-4)
• EPA Substance Registry System: 5-hydroxy-4-methyl-chromen-2-one(2373-34-4)

Safety Data

• Hazardous Substances Data: 2373-34-4(Hazardous Substances Data)

Usage

General Description

5-hydroxy-4-methyl-chromen-2-one is a chemical compound with the molecular formula C10H8O3. It is a derivative of chromen-2-one and is also known as 5-hydroxy-4-methylcoumarin. This chemical is commonly found in various plants and has been studied for its potential biological activities, including antioxidant, anti-inflammatory, and anticancer properties. It is also used in the synthesis of pharmaceuticals and natural products. 5-hydroxy-4-methyl-chromen-2-one has attracted interest in the scientific community due to its diverse pharmacological effects and potential applications in medicine and the pharmaceutical industry.

InChI:InChI=1/C10H8O3/c1-6-5-9(12)13-8-4-2-3-7(11)10(6)8/h2-5,11H,1H3

Upstream product

• 86100-69-8 5-hydroxy-4-methyl-2-oxo-2H-chromene-6-carboxylic acid 
• 70093-11-7 5-hydroxy-4-methyl-2-oxo-2H-chromene-6-carboxylic acid methyl ester 
• 699-83-2 2,6-dihydroxylacetophenone 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 137565-37-8 3-Carboxy-5-hydroxy-4-methylcoumarin 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 137565-36-7 3-Ethoxycarbonyl-5-hydroxy-4-methylcoumarin 
• 89-86-1 4-hydroxysalicylic acid 
• 2150-47-2 methyl 2,4-dihydroxybenzoate 

Downstream Products

• 36695-19-9 6-acetyl-5-hydroxy-4-methyl-2H-chromen-2-one 
• 67839-96-7 6-benzoyl-5-hydroxy-4-methyl-coumarin 
• 855159-99-8 5-benzoyloxy-4-methyl-coumarin 
• 112071-40-6 5-hydroxy-4-methyl-2-oxo-2H-chromene-3,6,8-trisulfonic acid 
• 94256-89-0 3-benzyl-10-methyl-3,4-dihydro-2H-chromeno[6,5-e][1,3]oxazin-8-one 
• 101445-60-7 8-[(2,4-dinitro-phenylhydrazono)-methyl]-5,6-dihydroxy-4-methyl-coumarin 

Relevant articles and documents

Pharmacological activities of the prenylcoumarins, developed from folk usage as a medicine of Peucedanum japonicum Thunb.

In connection with the chemical structure of coumarin 1 (a mixture of acetylangeloylkhellactone and acetyltigloylkhellactone), a compound isolated from Peucedanum japonicum Thunb., we synthesized eight coumarin compounds (3-10) and performed pharmacological studies on these nine compounds, as well as on another coumarin, praeruptorin A (=Pd-Ia) (2), a compound isolated from Peucedanum praeruptorum Dunn. We studied the effects of compounds 1-5 on isolated smooth muscle and of compounds 1-10 on the cardiovascular system. These compounds showed dose-related antagonistic effects on histamin- and Ca2+-induced contractions in smooth muscle and the potencies were in the order 2 > 1 > seselin (3) > xanthyletin (4) = 2,2,10-trimethyl-2H,8H,benzo[1,2-b:3,4-b']dipyran-8-one (5). All the compounds except 7-geranyloxy-4-methylcoumarin (10) produced a dose-related increased in vertebral, carotid and femoral blood flow. Compounds 1, 5, and 4-methyl-7-(3-methyl-2-butenyloxy)coumarin (8) caused an increase in blood pressure, but 3 and 4 caused a slight decrease. Compounds 2, 3, 4, 5, and 8 increased heart rate. Jatamansinone (6) and jatamansinol (7) caused only slight changes in blood pressure. All the compounds except 10 increased heart rate. Compound 1 also increased blood flow in the cerebral cortex. Thus, compound 1 was confirmed to have an inhibitory effect on contraction in isolated smooth muscle and an action increasing arterial blood flow. Among the compounds tested in this study, 3, as well as 6 and 7 synthesized on the basis of 3, showed actions similar to those of Ca2+ blockers and some compounds had papaverine-like activities. These results suggest that the chemical moiety of compound 3 may be the basis for the pharmacological activities of Peucedanum japonicum Thunb.