3147-64-6

Usage

Uses

Used in Pharmaceutical Industry:
6-Methoxysalicylic acid is used as an internal standard for the determination of acetylsalicylic acid (aspirin, ASA) and its major metabolite, salicylic acid (SA), in animal plasma by LC/MS/MS. This application is crucial for ensuring accurate and reliable measurements in pharmacokinetic studies and therapeutic drug monitoring.
Used in Chemical Synthesis:
6-Methoxysalicylic acid is used as a dummy template molecule for the preparation of dummy molecularly imprinted polymers (DMIPs). These DMIPs are instrumental in the simultaneous selective removal and enrichment of ginkgolic acids (GAs) during the processing of Ginkgo biloba leaves, which is vital for the purification and standardization of Ginkgo biloba extracts in the herbal and dietary supplement industries.

InChI:InChI=1/C8H8O4/c1-12-6-4-2-3-5(9)7(6)8(10)11/h2-4,9H,1H3,(H,10,11)

Upstream product

• 703-23-1 2'-hydroxy-6'-methoxyacetophenone 
• 2065-27-2 methyl 2,6-dimethoxybenzoate 
• 1466-76-8 2-6-dimethoxybenzoic acid 
• 30778-86-0 1-methoxy-3-tetrahydropyran-2-yloxybenzene 
• 124-38-9 carbon dioxide 
• 105285-09-4 (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 40524-67-2 (E)-1-(2-hydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one 
• 579-75-9 2-Methoxybenzoic acid 

Downstream Products

• 5511-80-8 1-hydroxy-3,8-dimethoxy-9H-xanthen-9-one 
• 113452-76-9 3-iodo-6-methoxysalicylic acid 
• 22833-69-8 methyl 6-methoxysalicylate 
• 479-44-7 ravenelin 
• 40925-62-0 4-methoxy-3H-benzoxazol-2-one 
• 1378776-80-7 C₈H₇O₄^(1-)*Na⁽¹⁺⁾ 
• 671204-61-8 N-{(3R)-1-[(6-fluoro-2-naphthyl)methyl]pyrrolidin-3-yl}-2-[1-(2-hydroxy-6-methoxybenzoyl)piperidin-4-ylidene]acetamide 
• 6052-93-3 1,3,8-trihydroxyxanthone 
• 404936-51-2 2-[(1E,6R,8S)-11-(benzyloxy)-6,8-dihydroxy-1-undecenyl]-6-methoxybenzoic acid 
• 404936-49-8 methyl 2-[(1E,6R,8S)-11-(benzyloxy)-6,8-dihydroxy-6,8-O-isopropylidene-1-undecenyl]-6-methoxybenzoate 
• 404936-50-1 methyl 2-[(1E,6R,8S)-11-(benzyloxy)-6,8-dihydroxy-1-undecenyl]-6-methoxybenzoate 
• 404936-52-3 (3S,5R)-3-[3-(benzyloxy)propyl]-5-hydroxy-14-methoxy-3,4,5,6,7,8-hexahydro-1H-2-benzoxacyclododecin-1-one 

Relevant academic research and scientific papers

Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids

A simple Pd(OAc)2 catalyzed ortho-hydroxylation of benzoic acids using TBHP as the sole oxidant has been explored. This protocol features relatively broad substrate scope and operational simplicity. The compatibility of ortho-substituted substrates is an effective complement to the previous ortho-hydroxylation reaction.

Synthesis of 5-subsituted flavonols via the Algar-Flynn-Oyamada (AFO) reaction: The mechanistic implication

Herein, we report a synthetic method with improved selectivity for 5-substituted flavonols via the Algar-Flynn-Oyamada reaction (AFO), by using of sodium carbonate/hydrogen peroxide A series of 5-substituted flavonols was obtained with moderate to high yields. The mechanism of the AFO reaction was elucidated. LCMS analysis and in situ 1H NMR analysis indicated that the epoxide was involved in the transformation from chalcone to flavonol and/or aurone under alkaline base/peroxide conditions.

Synthesis of the core structure of apicularen a by transannular cyclization.

[reaction: see text] An approach to the macrocyclic core of apicularen A is described. Thus, cross-coupling of the aryl triflate 7 with the vinylstannane 19 provided the styrene 20. Deprotection led to the dihydroxy acid 22. Through a size-selective macro

Dopamine D-2 receptor imaging radiopharmaceuticals: Synthesis, radiolabeling, and in vitro binding of (R)-(+)- and (S)-(-)-3-iodo-2-hydroxy-6 methoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]benzamide

In developing central nervous system (CNS) dopamine D-2 receptor imaging agents, enantiomers, R-(+) and S-(-) isomers, of 3-[125I]iodo-2-hydroxy-6-methoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]d benzamide, [125I]IBZM, were synthesized, and their in vitro binding characteristics were evaluated in rat striatum tissue preparation. The (S)-(-)-[125I]IBZM showed high specific dopamine D-2 receptor binding (K(d) = 0.43 nM, B(max) = 0.48 pmol/mg of protein). Competition data of various ligands for IBZM binding displayed the following rank order of potency: spiperone > (S)-(-)-IBZM > (+)-butaclamol >> (R)-(+)-IBZM > (S)-(-)-BZM > dopamine > ketanserin > SCH23390 >> propranolol. The results indicate that [125I]IBZM binds specifically to the dopamine D-2 receptor with stereospecificity. The [123I][IBZM is potentially useful as an imaging agent for the investigation of dopamine D-2 receptors in humans.