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| Acetovanillone Basic information |
| Acetovanillone Chemical Properties |
| Melting point | 112-115 °C (lit.) | | Boiling point | 263-265 °C/17 mmHg (lit.) | | density | 1.1708 (rough estimate) | | refractive index | 1.5101 (estimate) | | Fp | >230 °F | | storage temp. | Sealed in dry,Room Temperature | | solubility | Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly), Methan | | pka | 8.18±0.18(Predicted) | | form | Solid | | color | Yellow to brown | | Water Solubility | soluble in hot water | | Merck | 14,741 | | BRN | 637373 | | CAS DataBase Reference | 498-02-2(CAS DataBase Reference) | | NIST Chemistry Reference | Ethanone, 1-(4-hydroxy-3-methoxyphenyl)-(498-02-2) | | EPA Substance Registry System | Acetovanillone (498-02-2) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 2 | | RTECS | AM8800000 | | TSCA | Yes | | HS Code | 29145000 |
| Acetovanillone Usage And Synthesis |
| Chemical Properties | yellowish to brown powder | | Uses | Acetovanillone is an inhibitor of NADPH oxidase (an enzyme responsible for reactive oxygen species production) and is useful in the treatment of various inflammatory diseases.
| | Uses | 4'-Hydroxy-3'-methoxyacetophenone is used as an inhibitor of nicotinamide adenine dinucleotide phosphate (NADPH) oxidase, which is an enzyme responsible for reactive oxygen species production. It is also useful in the treatment of various inflammatory diseases and atherosclerosis. Further, it shows an anti-inflammatory activity and improves endothelial function by reducing oxidative stress. In addition to this, it is used for studying nitric oxide regulated processes in plants. | | Preparation | Also obtained by Fries rearrangement of guaiacol acetate in the presence of zinc chloride. | | Definition | ChEBI: An aromatic ketone that is 1-phenylethanone substituted by a hydroxy group at position 4 and a methoxy group at position 3. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 60, p. 739, 1995 DOI: 10.1021/jo00108a046 | | General Description | Acetovanillone is an aromatic plant ketone, which is a selective inhibitor of NADPH oxidase. It is mainly secreted in the urine of mammals as the corresponding glucuronide conjugate. | | Purification Methods | Crystallise apocynin from water, or EtOH/pet ether. [Beilstein 8 IV 1814.] |
| Acetovanillone Preparation Products And Raw materials |
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