168899-58-9

Basic information

• Product Name: 3-Acetoxy-o-toluic acid
• Synonyms: AMBA;3-ACETOXY-2-METHYLBENZOIC ACID;3-ACETOXY-O-TOLUIC ACID;2-METHYL-3-ACETOXYBENZOIC ACID;3-Acetoxy-2-methylbenzoic;3-Acetoxy-2-methylbenzoic acid (AMBA);2-methyl-3-acetoxy benzoic acid(3-acetoxy -2-methylbenzoic acid);Methylacetoxybenzoicacid
• CAS NO: 168899-58-9
• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18
• EINECS: -0
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids;Aromatics Compounds;Aromatics;C10;Carbonyl Compounds;Carboxylic Acids;Intermediates
• Mol File: 168899-58-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 149-151 °C(lit.)
• Boiling Point: 337 °C at 760 mmHg
• Flash Point: 134.1 °C
• Appearance: White to yellow to brown/Crystalline Powder or Powder
• Density: 1.245 g/cm³
• Vapor Pressure: 4.23E-05mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Acetone, Methanol
• PKA: 3.69±0.10(Predicted)
• BRN: 3271605
• CAS DataBase Reference: 3-Acetoxy-o-toluic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetoxy-o-toluic acid(168899-58-9)
• EPA Substance Registry System: 3-Acetoxy-o-toluic acid(168899-58-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 168899-58-9(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Crystalline Solid

Uses

An intermediate in the preparation of small-sized HIV protease inhibitors

InChI:InChI=1/C10H10O4/c1-6-8(10(12)13)4-3-5-9(6)14-7(2)11/h3-5H,1-2H3,(H,12,13)

Upstream product

• 10533-44-5 trisodium 1,3,5-naphthalenetrisulfonate 
• 108-24-7 acetic anhydride 
• 1975-50-4 2-methyl-3-nitrobenzic acid 
• 603-80-5 3-hydroxy 2-methylbenzoic acid 

Downstream Products

• 1208246-94-9 3-((1R,2R)-3-((3S,4aS,8aS)-3-(tert-butylcarbamoyl)octahydroisoquinolin-2(1H)-yl)-2-hydroxy-1-(4-phenylthiophen-2-yl)propylcarbamoyl)-2-methylphenyl acetate 
• 1208246-71-2 (-)-3-((2S,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbamoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(thiophen-2-yl)butan-2-ylcarbamoyl)-2-methylphenyl acetate 
• 1208246-95-0 3-((2S,3R)-4-((3S,4aS,8aS)-3-(tert-butylcarbamoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxy-1-(4-phenylthiophen-2-yl)butan-2-ylcarbamoyl)-2-methylphenyl acetate 
• 1208246-96-1 3-((2S,3R)-1-(benzo[b]thiophen-2-yl)-4-((3S,4aS,8aS)-3-(tertbutylcarbamoyl)octahydroisoquinolin-2(1H)-yl)-3-hydroxybutan-2-ylcarbamoyl)-2-methylphenyl acetate 
• 1428858-44-9 4-butyl-2-methyl-3-(quinolin-8-ylcarbamoyl)phenyl acetate 
• 1351067-39-4 2-methyl-3-(quinolin-8-ylcarbamoyl)phenyl acetate 
• 1160175-86-9 methyl 3-acetoxy-2-methylbenzoate 

Relevant articles and documents

Process to prepare 3-acyloxy-2-methyl-benzoic acid

Die Erfindung betrifft ein verbessertes Verfahren zur Herstellung von 3-Acyloxy-2-methylbenzoes?uren durch Erhitzen von substituierten Naphthalinen in Gegenwart von Alkalimetallhydroxiden und anschlie?ender Acylierung.

Process for producing amide derivatives and intermediates therefor

PCT No. PCT/JP96/02756 Sec. 371 Date Apr. 14, 1998 Sec. 102(e) Date Apr. 14, 1998 PCT Filed Sep. 24, 1996 PCT Pub. No. WO97/11937 PCT Pub. Date Apr. 3, 1997A method for producing an amide derivative of the formula [XV] wherein each symbol is as defined in the specification, and an enantiomer thereof, a novel intermediate useful for producing said compound and a production method thereof. The production method of the present invention is extremely easy and simple as compared to the conventional methods, and enables effective production of compound [XV] at high yields, which includes compound [XVI] having an HIV protease inhibitory action. In addition, the novel intermediates of the present invention are extremely useful as intermediates for producing not only the aforementioned compound [XVI] but also compounds useful as X-ray contrast media.

Synthesis and biological evaluation of CX-659S and its related compounds for their inhibitory effects on the delayed-type hypersensitivity reaction

In order to find novel nonsteroidal compounds possessing an inhibitory activity against delayed-type hypersensitivity (DTH) reactions, we conducted random screening using a picryl chloride (PC)-induced contact hypersensitivity reaction (CHR) in mice, and found compound 1 as a lead compound. Then we synthesized and evaluated an extensive series of 5-carboxamidouracil derivatives focused on both the uracil and the antioxidative moieties. Among them, we found that the hindered phenol moiety was necessary to exhibit the activities; especially, compounds 28a-28c having the partial structure of vitamin E were found to exert potent activities against the DTH reaction by both oral and topical administration. And compound 28c showed antioxidative activity against lipid peroxidation with an IC50 of 5.9μM. Compound 28c (CX-659S) was chosen as a candidate drug for the treatment of cutaneous disorders such as atopic dermatitis and allergic contact dermatitis. Copyright (C) 2000 Elsevier Science Ltd.