2437-66-3

Usage

Uses

Used in Pharmaceutical Industry:
α-Isodurylic acid is used as an intermediate in the synthesis of Ketoprofen (K200800) and related compounds. It plays a crucial role in the production of these medications due to its ability to react with other molecules to form the desired pharmaceutical products. Its presence in the synthesis process helps in the development of drugs that can be used for various therapeutic applications, such as pain relief and anti-inflammatory treatments.

InChI:InChI=1/C10H12O2/c1-6-4-7(2)8(3)9(5-6)10(11)12/h4-5H,1-3H3,(H,11,12)

Upstream product

• 527-53-7 1,2,3,5-Tetramethylbenzene 
• 5779-71-5 2,3,5-trimethylbenzaldehyde 
• 124-38-9 carbon dioxide 
• 31053-99-3 1-bromo-2,3,5-trimethylbenzene 
• 7697-37-2 nitric acid 
• 95-63-6 1,2,4-Trimethylbenzene 
• 610-91-3 5-nitropseudocumene 
• 137-17-7 2,4,5-trimethylaniline 
• 102236-49-7 2-Bromo-3,4,6-trimethylphenylammonium-chlorid 
• 576-83-0 2,4,6-trimethylphenyl bromide 

Downstream Products

• 50849-01-9 (2,3,5-trimethylphenyl)methyl alcohol 
• 63548-91-4 2,3,5-Trimethylbenzylnitrat 
• 88166-75-0 2,3,5-trimethylbenzonitrile 

Relevant academic research and scientific papers

4. Synthese von Plectranthonen, diterpenoiden Phenanthren-1,4-chinonen

The following phenanthrene-1,4-diones have been synthesized by using the photocyclization of the corresponding highly substituted stilbenes as the key step: 3-hydroxy-5,7,8-trimethyl-2-(prop-2-enyl)phenanthrene-1,4-dione (1), (RS)-, (R)-, and (S)-2--1-methylethyl)acetate (2, 31, and 32, resp.), 3-hydroxy-7,8-dimethyl-2-(prop-2-enyl)phenanthrene-1,4-dione (3), 3-hydroxy-7,8,10-trimethyl-2-(prop-2-enyl)phenanthrene-1,4-dione (4), 5,7,8-trimethyl-2-(prop-2-enyl)phenanthrene-1,4-dione (17) and 3-hydroxy-2-methylphenanthrene-1,4-dione (42).The quinones 1 and 3 proved to be identical with recently isolated plectranthons A and C.Compounds 2, 31, and 32 exhibited the same UV/VIS, IR, 1H-NMR and mass spectra as natural plectranthon B, but had different melting points.This might be due either to crystal modifications or to diastereoisomerism caused by the helical structure of the phenanthrene-1,4-dione skeleton.The spectral data of synthetic 4 were not compatible with those of natural plectranthon D for which structure 4 had been proposed based mainly on 1H-NMR arguments concerning the chemical shifts of H-C(9) and H-C(10) in 1-3.Extensive 1H-NMR investigations have now revealed that the currently stated assignments of the H-C(9)/H-C(10) AB system have to be reversed for highly substituted phenanthrene-1,4-diones: in the model compounds 2-methylphenanthrene-1,4-dione (41) and 2, H-C(10) resonates at lower field as expected (peri-position), whereas in the highly substituted congeners 1, 2, 3, 31, and 32, H-C(9) is shifted paramagnetically, a fact which had lead to the erroneous assignment of structure 4 for natural plectranthon D.