| Identification | More | [Name]
Acetosyringone | [CAS]
2478-38-8 | [Synonyms]
3',5'-DIMETHOXY-4'-HYDROXYACETOPHENONE
3,5-DIMETHOXY-4-HYDROXYACETOPHENONE
4'-HYDROXY-3',5'-DIMETHOXYACETOPHENONE
4-HYDROXY-3,5-DIMETHOXYACETOPHENONE
ACETOSYRINGONE
SYRINGACETONE
1-(4-hydroxy-3,5-dimethoxyphenyl)-ethanon
1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone
1-(4-Hydroxy-3,5-dimethoxyphenyl)-ethanone (acetosyringone)
3,5-dimethoxy-4-hydroxy-acetophenon
4’-hydroxy-3’,5’-dimethoxy-acetophenon
4-acetylsyringol
4-Hydroksy-3',5'-dwumetoksyacetofenon
4-hydroksy-3’,5’-dwumetoksyacetofenon
Acetophenone, 3,5-dimethoxy-4-hydroxy-
Acetophenone, 4'-hydroxy-3',5'-dimethoxy-
Acetosyringon
Phenol, 4-acetyl-2,6-dimethoxy
Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-
ACETOSYRINGONE(RG) | [EINECS(EC#)]
219-610-5 | [Molecular Formula]
C11H14O5 | [MDL Number]
MFCD00008748 | [Molecular Weight]
226.23 | [MOL File]
2478-38-8.mol |
| Questions And Answer | Back Directory | [Uses]
4’-Hydroxy-3’,5’-dimethoxyacetophenone used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents. It is a naturally occuring compound found in plants and used in plant-pathogen recognition. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
2
| [RTECS ]
AM8440000
| [F ]
10 | [Hazard Note ]
Irritant | [HS Code ]
29145090 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Hydrochloric acid-->Toluene-->Benzene-->Pyridine-->Aluminum chloride-->Acetyl chloride-->Nitrobenzene-->2,6-Dimethoxyphenol-->2,6-DIMETHOXYPHENYLACETATE-->1-(3,4-dihydroxy-5-methoxy-phenyl)ethanone-->Acetic acid, 2-(4-acetyl-2,6-dimethoxyphenoxy)--->3,5-DIMETHOXY-4-HYDROXYPHENYLMETHYL CARBINOL-->Phenol, 4-ethenyl-2,6-dimethoxy--->1-(2-hydroxy-3,5-dimethoxyphenyl)ethan-1-one-->α-Bromoacetosyringone-->Phenol, 4-ethyl-2,6-dimethoxy--->3',5'-Dimethoxyacetophenone-->3',4',5'-TRIMETHOXYACETOPHENONE |
| Hazard Information | Back Directory | [Description]
Acetosyringone is a phenol secreted by wounded plant tissues.1 It induces expression of virulence A genes and chemotaxis in A. tumefaciens strains that contain a tumor-inducing plasmid used to transfer genetic information to plant cells.1,2 Acetosyringone is widely used to increase efficacy of genetic transformation for the creation of genetically modified dicotyledonous and monocotyledonous plants.3 | [Chemical Properties]
beige to light brown crystalline powder | [Definition]
ChEBI: A member of the class of acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5. | [Preparation]
Preparation by adding a solution of 4-hydroxy-3- iodo-5-methoxyacetophenone and cupric chloride in DMF to a solution of sodium methoxide in methanol and heating between 105° and 120° (86%). |
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