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Chemical Structure| 4460-86-0 Chemical Structure| 4460-86-0
Chemical Structure| 4460-86-0

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CAS No.: 4460-86-0

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Asaronaldehyde is a COX-2 inhibitor, exhibiting 17-fold selectivity over COX-1, it's a natural product isolated and purified from the rhizoma of Acorus tatarinowii Schott.

Synonyms: Asaronaldehyde; 2,4,5-trimethoxy-Benzaldehyde

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Product Details of Asaraldehyde

CAS No. :4460-86-0
Formula : C10H12O4
M.W : 196.20
SMILES Code : O=CC1=CC(OC)=C(OC)C=C1OC
Synonyms :
Asaronaldehyde; 2,4,5-trimethoxy-Benzaldehyde
MDL No. :MFCD00003312
InChI Key :IAJBQAYHSQIQRE-UHFFFAOYSA-N
Pubchem ID :20525

Safety of Asaraldehyde

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Asaraldehyde

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 4460-86-0 ]

[ 4460-86-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 4460-86-0 ]
  • [ 55736-69-1 ]
  • [ 1441774-59-9 ]
  • 2
  • [ 4460-86-0 ]
  • [ 55736-69-1 ]
  • [ 1441772-18-4 ]
  • 3
  • [ 4460-86-0 ]
  • [ 1818-27-5 ]
  • 4
  • [ 3528-17-4 ]
  • [ 4460-86-0 ]
  • (Z)-3-(2,4,5-trimethoxybenzylidene)thiochroman-4-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
15% With sodium hydroxide; In methanol; water monomer; at 60℃; General procedure: An aqueous solution of 40% sodium hydroxide was added to a solution of appropriate ketones (200 mg, 0.76-1.38 mmol) in methanol until pH 13-14. Then, a solution of appropriate benzaldehyde (208-541 mg, 1.52-2.76 mmol) in methanol was slowly added to the reaction mixture. The reaction was left at reflux for 3-5 days and was monitored by TLC. After, crushed ice was added to the reaction mixture and neutralized with 5 M HCl solution. For the synthesis of the chalcones 22 and 23 after the addition of crushed ice, the solution was extracted with ethyl acetate or chloroform (3x50 mL), and the organic layers were collected, washed with water, dried over with anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residues were purified as indicated below for the referred chalcones. For the synthesis of compounds 24 and 25 the obtained solid was filtrated, washed with water, dried, and purified as indicated below for the referred chalcones. NMR and HRMS data of all chalcones (22-25) were here described for the first time, as indicated below.
15% With sodium hydroxide; In methanol; water monomer; at 60℃; General procedure: An aqueous solution of 40% sodium hydroxide was added to a solution of appropriate ketones (200 mg, 0.76-1.38 mmol) in methanol until pH 13-14. Then, a solution of appropriate benzaldehyde (208-541 mg, 1.52-2.76 mmol) in methanol was slowly added to the reaction mixture. The reaction was left at reflux for 3-5 days and was monitored by TLC. After, crushed ice was added to the reaction mixture and neutralized with 5 M HCl solution. For the synthesis of the chalcones 22 and 23 after the addition of crushed ice, the solution was extracted with ethyl acetate or chloroform (3x50 mL), and the organic layers were collected, washed with water, dried over with anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residues were purified as indicated below for the referred chalcones. For the synthesis of compounds 24 and 25 the obtained solid was filtrated, washed with water, dried, and purified as indicated below for the referred chalcones. NMR and HRMS data of all chalcones (22-25) were here described for the first time, as indicated below.
 

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