7053-88-5

Usage

Uses

2-Hydroxy-3-isopropylbenzoic acid may be used in the preparation of 3-isopropylgentisic acid.

General Description

2-Hydroxy-3-isopropylbenzoic acid is an analog of general anesthetic compound, propofol (2,6-diisopropylphenol). It was investigated for general anesthetic activity in Xenopus laevis tadpoles and for the ability to produce enhancement of submaximal GABA responses.

InChI:InChI=1/C10H12O3/c1-6(2)7-4-3-5-8(9(7)11)10(12)13/h3-6,11H,1-2H3,(H,12,13)

Upstream product

• 52159-64-5 3-Isopropylsalicylic acid methyl ester 
• 856120-13-3 2-hydroxy-3-isopropyl-benzoic acid isopropyl ester 
• 124-38-9 carbon dioxide 
• 112404-80-5 (2-isopropylphenyl)-2-tetrahydropyranyl ether 
• 88-69-7 2-(1-methylethyl)phenol 
• 607-85-2 isopropyl salicylate 
• 7637-07-2 boron trifluoride 
• 71-43-2 benzene 
• 643-28-7 2-isopropylaniline 
• 500362-00-5 C₁₂H₁₆O₂ 
• 67372-96-7 3-isopropylsalicylaldehyde 

Downstream Products

• 88-69-7 2-(1-methylethyl)phenol 
• 112425-53-3 phthalimidomethyl-3-isopropyl salicylate 
• 112404-66-7 benzyl-3-isopropyl salicylate 
• 178547-19-8 benzyl 2-benzyloxy-3-isopropylbenzoate 
• 112404-69-0 phenacyl-3-isopropyl salicylate 
• 52159-64-5 3-Isopropylsalicylic acid methyl ester 
• 70172-30-4 2-acetoxy-3-iso-propylbenzoic acid 
• 104175-18-0 1-(2-hydroxy-3-isopropylphenyl)ethanone 
• 330935-53-0 1-(2-hydroxy-5-iodo-3-isopropyl-phenyl)-ethanone 
• 644963-79-1 4-Furan-2-yl-2-((Z)-3-hydroxy-1-methyl-propenyl)-6-isopropyl-phenol 
• 644963-76-8 2-((Z)-3-Hydroxy-1-methyl-propenyl)-6-isopropyl-4-thiophen-2-yl-phenol 
• 330935-75-6 6-(3-fluoro-phenyl)-8-isopropyl-4-methyl-chromen-2-one 
• 330935-76-7 6-(4-fluoro-phenyl)-8-isopropyl-4-methyl-chromen-2-one 
• 330935-74-5 6-(2-fluoro-phenyl)-8-isopropyl-4-methyl-chromen-2-one 

Relevant academic research and scientific papers

ANALOGS OF PROPOFOL, PREPARATION THEREOF AND USE AS ANESTHETICS

Compounds of formula (I) wherein X is H or F and pharmaceutically acceptable salts thereof are useful as anesthetics.

INHIBITORS OF STEAROYL-COA DESATURASE

Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, obesity.

PROCESS FOR PRODUCTION OF HYDROXYBENZOIC ACIDS

The present invention provides A method for producing a hydroxybenzoic acid compound comprising, preparing an alkali metal salt of a phenol compound from the phenol compound, and reacting the alkali metal salt of the phenol compound with carbon dioxide, wherein the step of preparing the alkali metal salt of the phenol compound from the phenol compound comprises the steps of:a) reacting an alkali metal alkoxide with an excess amount of the phenol compound, which is in excess of the alkali metal alkoxide, to give the alkali metal salt of the phenol compound, andb) distilling away the generated alcohol from the reaction simultaneously with carrying out step a). The method of the present invention makes it possible to produce hydroxybenzoic acid compound in high yield without using aprotic polar organic solvent.

Improved Preparation of the Clathrate Host Compound Tri-o-thymotide and Related Trisalicylide Derivatives

In order to improve the relatively low yield (ca. 35percent) previously observed in the synthesis of tri-o-thymotide (TOT, 1) from o-thymotic acid (2), the cyclodehydration was studied using a variety of conditions.The low yield is due to the formation of di-o-thymotide (DOT, 3), previously reported, and at least three other products (4-6), which apparently result from the acid-catalyzed decarboxylation of 2 and subsequent condensation with thymol (7).Using pyridine as a solvent, side-product formation is inhibited.Under appropriate conditions, namely, neat POCl3 at 50 deg C, the yield of 1 is 93percent.Other salicylic acid derivatives also give high yields of the corresponding "trimers" under these conditions, thus providing a general, improved preparation of a family of potential clathrate host substances.

SUBSTITUENT MODIFICATION IN TRI-O-THYMOTIDE AND ITS EFFECTS ON HOST GEOMETRY AND GUEST ENCLATHRATION. 1. SYNTHESIS

A new synthesis is described for the preparation of tri-o-thymotide (1, TOT) and some TOT analogues.The methodology is based on the sequential coupling of appropriately substituted and protected salicylic acid monomers followed by cyclization of the deprotected open-chain trimers.A variety of protecting methodologies and coupling sequences are disscussed.The procedure seems generally applicable for the preparation of salicylides and has been used to prepare TOT in 25percent overall yield (for the coupling-deprotection-coupling-deprotection-cyclization sequence).In addition, two new modified TOT-analogues 9 (25percent), and 10 (14percent) were prepared in which the isopropyl group(s) ortho to the phenolic units in TOT is replaced by one (9) or two (10) ethyl groups.A third analogue 66, where the methyl group ortho to the carboxyl group is removed in one of the salicylic acid monomer units of TOT, requires only the last cyclization step for completion of its synthesis.This methodology represents an important breakthrough for the controlled preparation of selected thymotide (salicylide) trimers and allows easy access to a variety of modified thymotides (salicylides) for structural, conformational and host-guest studies.