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Chemical Structure| 138-60-3 Chemical Structure| 138-60-3
Chemical Structure| 138-60-3

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Chelidamic acid is a pharmaceutical intermediate as well as a cosmetic material due to its anti-inflammatory and whitening effect.

Synonyms: Chelidamic acid hydrate

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Product Citations

Product Citations

Lew, Maria JH ; Kelber, Jacob A ; Van Vleet, Mary J ; Johnson, Adam R ; Jarvo, Elizabeth R ; Williams, Nancy SB

Abstract: A strong π-donor, weak σ-donor pyridonate pincer complex of is reported, a rare but important electronic ligand structure for promoting in late transition metals. Protonation of the complex 2,6-bis(diethylaminomethyl)-4- pyridonate platinum(II) methyl occurs initially at oxygen, with a second proton equivalent affording methane. Methyl triflate similarly methylates initially with oxygen and then . A computational study indicates that this terdentate pyridonate pincer greatly enhances the ability of late transition metals to cleave the C-H bond of methane compared to a classic NCN pincer. With bound to this π-donor pincer, the oxidative addition of methane is computationally predicted to be thermodynamically favorable.

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Product Details of Chelidamic acid

CAS No. :138-60-3
Formula : C7H5NO5
M.W : 183.12
SMILES Code : O=C(C1=CC(C=C(C(O)=O)N1)=O)O
Synonyms :
Chelidamic acid hydrate
MDL No. :MFCD00066478
InChI Key :XTLJJHGQACAZMS-UHFFFAOYSA-N
Pubchem ID :8743

Safety of Chelidamic acid

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

Application In Synthesis of Chelidamic acid

* 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 [ 138-60-3 ]

[ 138-60-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 64-17-5 ]
  • [ 138-60-3 ]
  • [ 68631-52-7 ]
YieldReaction ConditionsOperation in experiment
98% With thionyl chloride; at 20 - 80℃; for 20h;Inert atmosphere; Reflux; copying of Exp details for full text of reaction could not possible.
68% With sulfuric acid; for 20h;Reflux; A mixture of chelidamic acid hydrate (3.0 g, 15.56 mmol) and sulfuric acid (0.6 mL, 11.26 mmol) in absolute ethanol (40 mL) was refluxed for 20 hours. The reaction was cooled to ambient temperature, neutralized with aqueous sodium carbonate, and then acidified with concentrated HCl. Water was added and the mixture was extracted with dichloromethane. The extracts were dried with anhydrous magnesium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography (5% methanol/dichloromethane) to yield diethyl 4-hydroxypyridine-2,6-dicarboxylate (5a) (2.5 g, 68%) as a white solid. See FIG. 5.
 

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