2364-54-7

Usage

InChI:InChI=1/C10H13NO2/c1-6(2)8-5-9(11-13)7(3)4-10(8)12/h4-6,12H,1-3H3

Upstream product

• 89-83-8 thymol 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 1076-56-8 Thymol methyl ether 

Downstream Products

• 32121-65-6 2-isopropyl-5-methyl-[1,4]benzoquinone-4-(4-hydroxy-5-isopropyl-2-methyl-phenylimine) 
• 36778-56-0 5-methyl-2-(1-methylethyl)4-nitrophenol 
• 1128-28-5 4-aminothymol 
• 490-91-5 thymoquinone 
• 2217-60-9 thymohydroquinone 
• 3383-30-0 4-amino-N-acetyl-6-isopropyl-3-methylphenol 
• 101584-28-5 N-(4-hydroxy-5-isopropyl-2-methylphenyl)benzamide 
• 7251-23-2 2-isopropyl-4-(4-isopropyl-benzylidenamino)-5-methyl-phenol 

Relevant academic research and scientific papers

Synthesis, characterization, and antioxidant activity of thymol-based paracetamol analogues

Thymol (2-isopropyl-5-methylphenol) is an important monoterpene phenol occurring in the essential oils isolated from Thymus vulgaris, Thymus zygis, Thymus hyemalis, etc. Thymol and its derivatives show various activities such as antioxidant, antiinflammatory, antibacterial, and antifungal effects. In the present study, a set of new benzamide derivatives (4a–e), which are structurally similar to paracetamol, were synthesized from thymol using a green synthetic approach and characterized by Fourier-transform infrared (FT-IR) and 1H and 13C nuclear magnetic resonance (NMR) spectroscopies, liquid chromatography–mass spectrometry (LC–MS), and X-ray single-crystallographic analysis for derivative 4c. These derivatives were subjected to antioxidant testing by 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay and antibacterial testing against five microorganisms. Molecular docking studies of all the compounds indicated that they are good inhibitors of heme oxygenase-1. These results extend the development of thymol-based benzamide scaffolds as promising antioxidant agents.

Synthesis, characterization, and antimycobacterial activity of novel thymol-triazole hybrids

Thymol is a naturally occurring phenolic compound showing various biological activities. A library of novel thymol-triazole hybrids was synthesized and evaluated for their inhibitory activity against Mycobacterium tuberculosis (M.tb), the causative agent of TB. Most of the compounds were found to be active against M.tb H37Rv at 50 μg/mL concentration. These identified compounds have promise to be further optimized into more potent inhibitors against M.tb.

Synthesis, characterizations, biological activities and docking studies of novel dihydroxy derivatives of natural phenolic monoterpenoids containing azomethine linkage

Abstract: In the present work, we report the synthesis of six new azomethine linkage containing dihydroxy derivatives of carvacrol, thymol, and eugenol. All the synthesized derivatives have been characterized by spectroscopic techniques and their structures were confirmed by X-ray single crystallography. Synthesized derivatives were screened for anti-oxidant activity using DPPH radical scavenging assay, and anticancer activity by using SRB assay against pancreatic cancer with MIAPaCa-2 and colon cancer with HCT-15 cell lines. The molecular docking studies of all the synthesized derivatives were performed on cyclooxygenases (COX-2) protein enzyme. In the anti-oxidant test, the values of EC50 indicated that all the compounds show excellent anti-oxidant potency, and similarly the GI50 values in anticancer tests indicated that most of the compounds possess good anticancer efficacy. The overall docking score suggested that all the synthesized compounds exhibit good binding affinity towards cyclooxygenases (COX-2) protein enzyme.

Synthesis and antioxidant activity of thymol and carvacrol based Schiff bases

Thymol and carvacrol are well known antioxidants found in the extract of the plants of thyme species. The Schiff bases of 2-iso-propyl-5-methyl-phenol (thymol/1a), 2-tert-butyl-5-methyl-phenol (1b) and 5-iso-propyl-2-methyl-phenol (carvacrol/1c) exhibited much better antioxidant activity than thymol and carvacrol in DPPH assay. Ten compounds (4k, 4l, 4r, 5k, 5l, 5q, 5r, 6k, 6l and 6r) showed better or similar activity as compared to the reference compound ascorbic acid. Twenty-four most active compounds were also screened by ABTS method and showed 60-90% inhibition at 5 μg/mL concentration.

Synthesis of 2,5-disubstituted-1,3,4-oxadiazole, 1,5-disubstituted-2-mercapto-1,3,4-triazole and 2,5-disubstituted-1,3,4-thiadiazole derivatives as potential antimicrobial agents

p-Nitrosothymoxyacetic acid hydrazide 1 has been synthesised from ethyl p-nitrosothymoxy acetate on condensation with hydrazine hydrate. Compound 1 on treatment with arylisocyanates yields its thiosemicarbazides 2. Compounds 2 on chemoselective heterocycl

Synthesis and biological activity of 4-thiazolidinones, 2-azetidinones, 4-imidazolinone derivatives having thymol moiety

Several new 4-nitrosothymol, 4-aminothymol, 4-hydroxy-5-isopropyl-2-methylbenzalylidene aniline (2), 2-aryl-3-(4'-hydroxy-5'-isopropyl-2'-methylphenyl)-5'-H/methyl/carboxymethylthiazolidin-4-ones (3), 4-aryl-3-chloro-1-(4'-hydroxy-5'-isopropyl-2'-methylphenyl)-2-azetidinones (4), 1-(4'-hydroxy-5'-isopropyl-2'-methylphenyl)-2-methyl/phenyl-5-arylidene-4-imidazolinones (5) have been synthesised and screened for their antimicrobial and antitubercular activities.The product displayed moderate to good antimicrobial and tuberculostatic activities.The structures of theproducts 2, 3, 4, and 5 have been elucidated by elemental analyses and spectral data.