2217-60-9

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Dihydroxy-p-cymene is used as a bioactive compound for its potential therapeutic applications due to its antioxidant, antimicrobial, anti-inflammatory, and analgesic properties. It is being studied for its potential to contribute to the development of novel pharmaceutical agents that can address various health conditions.
Used in Food Preservation:
2,5-Dihydroxy-p-cymene is used as a natural preservative in food products to extend their shelf life and maintain freshness. Its antimicrobial properties help inhibit the growth of spoilage-causing microorganisms, ensuring the safety and quality of food items.
Used in Antimicrobial Applications:
In the field of antimicrobial research, 2,5-Dihydroxy-p-cymene is utilized as an active ingredient to combat microbial infections. Its ability to inhibit the growth of bacteria and other microorganisms makes it a valuable asset in the development of new antimicrobial treatments and preventive measures.
Used in Antioxidant Formulations:
2,5-Dihydroxy-p-cymene is used as an antioxidant in various formulations to protect against oxidative stress and related cellular damage. Its antioxidant properties can be harnessed in the development of health supplements, skincare products, and other applications where protection from free radicals is essential.
Used in Anti-inflammatory and Analgesic Agents:
2,5-Dihydroxy-p-cymene is used as an ingredient in anti-inflammatory and analgesic agents due to its inherent properties to reduce inflammation and alleviate pain. This makes it a potential component in medications and topical treatments for conditions characterized by inflammation and pain.

InChI:InChI=1/C10H14O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4-6,11-12H,1-3H3

Upstream product

• 490-91-5 thymoquinone 
• 100-63-0 phenylhydrazine 
• 71-43-2 benzene 
• 1165952-92-0 cyclohexa-1,4-diene 
• 95-71-6 2-methylbenzene-1,4-diol 
• 67-63-0 isopropyl alcohol 
• 2364-54-7 4-nitrosothymol 
• 4395-91-9 4-formylthymol 
• 1740-97-2 2-methyl-4-isopropylphenol 
• 95645-53-7 6-hydroxythymol 3-O-β-D-glucopyranoside 
• 139553-56-3 3-bromo-5-isopropyl-2-methylbenzene-1,4-diol 
• 7647-01-0 hydrogenchloride 
• 80874-68-6 2,5-dichloro-3-isopropyl-6-methyl-[1,4]benzoquinone 
• 7664-93-9 sulfuric acid 

Downstream Products

• 112867-80-8 2-isopropyl-5-methyl-[1,4]benzoquinone; compound with 2-isopropyl-5-methyl-hydroquinone 
• 96447-67-5 4-methoxycarvacrol 
• 10012-48-3 p-methoxythymol 
• 14753-08-3 2,5-dimethoxy-p-cymene 
• 102273-95-0 2-hydroxythymol diacetate 
• 121759-20-4 1-isopropyl-4-methyl-2,5-bis-[2-(1-methyl-piperidinium-1-yl)-ethoxy]-benzene; diiodide 
• 69203-13-0 2,5-dibromo-3-methyl-6-isopropylhydroquinone 
• 139553-56-3 3-bromo-5-isopropyl-2-methylbenzene-1,4-diol 
• 497-46-1 6-methoxy-2-[(methoxymentha-1,3,5-trien-3-yl)oxy]mentha-1,3,5-trien-3-ol 
• 2654-70-8 2,5-dihydroxy-3-isopropyl-6-methyl-[1,4]benzoquinone 
• 4586-58-7 3-hydroxy-5-isopropyl-2-methyl-[1,4]benzoquinone 
• 38618-26-7 p-menthane-2,5-diol 
• 6307-97-7 3-bromo-5-isopropyl-2-methylcyclohexa-2,5-diene-1,4-dione 
• 29096-93-3 dibromothymoquinone 

Relevant academic research and scientific papers

New broth macrodilution volatilization method for antibacterial susceptibility testing of volatile agents and evaluation of their toxicity using modified mtt assay in vitro

In this study, a new broth macrodilution volatilization method for the simple and rapid determination of the antibacterial effect of volatile agents simultaneously in the liquid and vapor phase was designed with the aim to assess their therapeutic potenti

Monoterpene glucosides from Origanum syriacum

From the aerial parts of Origanum syriacum, three new monoterpene glucosides thymoquinol 2,5-O-β-diglucopyranoside (3), carvacrol 2-O-β-glucopyranosyl-(1→2)-β-glucopyranoside (4) and p-menth-1-ene-3,4-diol 4-O-β-glucopyranoside (5) together with two known

Radical Anion Reactions of Cyclobutane Derivatives: Electron-Transfer Cleavage of Dithymoquinone

One-electron reduction of dithymoquinone, a quinone cyclobutane dimer, results in its cleavage to the monomeric quinone with a rate constant of 3.0 s-1.

In vitro potential antiviral SARS-CoV-19- activity of natural product thymohydroquinone and dithymoquinone from Nigella sativa

Inflammation, oxidation, and compromised immunity all increase the dangers of COVID-19, whereas many pharmaceutical protocols may lead to increased immunity such as ingesting from sources containing vitamin E and zinc. A global search for natural remedies

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

Synthesis of Novel Bivalent Hydrazino-Thymohydroquinone Analogs Derived from Thymoquinone as Potential Antimicrobial Agents

In our previous work, it was reported that thymoquinone (TQ) and some thymohydroquinone (THQ) derivatives were used as precursors for the synthesis of potential anticancer agents. Hence, as a part of our ongoing program in the design of biologically activ

Structure-Odor Activity Studies on Derivatives of Aromatic and Oxygenated Monoterpenoids Synthesized by Modifying p-Cymene

Thymoquinone was recently reported as having a unique pencil-like odor and being the impact compound for the cedar-like and cedar wood-based product smell such as pencils. The compounds thymol and carvacrol are structurally related odorants commonly found in plants and foods such as thyme and oregano, also having a significant contribution to their overall aroma. However, a systematic elucidation of the sensory properties in this class of oxygenated, aromatic monoterpenoids has not been carried out. To close this gap and gain new insights into structure-odor relationships leading to pencil-like and woody odors, 19 structurally related derivatives of p-cymene starting from thymol and carvacrol were synthesized and characterized. The compounds had odor thresholds ranging from 2.0 ng/L air to 388.8 ng/L air, being lowest for thymol and carvacrol and highest for thymohydroquinone. The compounds smelled mostly thyme-like, oregano-like, and pencil-like with phenolic, earthy, and medicinal variations in their odor character, which could be successfully linked to structural motifs.

Synthesis and antitumor activity evaluation of compounds based on toluquinol

Encouraged by the promising antitumoral, antiangiogenic, and antilymphangiogenic properties of toluquinol, a set of analogues of this natural product of marine origin was synthesized to explore and evaluate the effects of structural modifications on their cytotoxic activity. We decided to investigate the effects of the substitution of the methyl group by other groups, the introduction of a second substituent, the relative position of the substituents, and the oxidation state. A set of analogues of 2-substituted, 2,3-disubstituted, and 2,6-disubstituted derived from hydroquinone were synthesized. The results revealed that the cytotoxic activity of this family of compounds could rely on the hydroquinone/benzoquinone part of the molecule, whereas the substituents might modulate the interaction of the molecule with their targets, changing either its activity or its selectivity. The methyl group is relevant for the cytotoxicity of toluquinol, since its replacement by other groups resulted in a significant loss of activity, and in general the introduction of a second substituent, preferentially in the para position with respect to the methyl group, was well tolerated. These findings provide guidance for the design of new toluquinol analogues with potentially better pharmacological properties.

The synthesis and evaluation of thymoquinone analogues as anti-ovarian cancer and antimalarial agents

Thymoquinone (TQ), 2-isopropyl-5-methyl-1,4-benzoquinone, a natural product isolated from Nigella sativa L., has previously been demonstrated to exhibit antiproliferative activity in vitro against a range of cancers as well as the human malarial parasite Plasmodium falciparum. We describe here the synthesis of a series of analogues of TQ that explore the potential for nitrogen-substitution to this scaffold, or reduction to a hydroquinone scaffold, in increasing the potency of this antiproliferative activity against ovarian cancer cell lines and P. falciparum. In addition, alkyl or halogen-substituted analogues were commercially sourced and tested in parallel. Several TQ analogues with improved potency against ovarian cancer cells and P. falciparum were found, although this increase is suggested to be moderate. Key aspects of the structure activity relationship that could be further explored are highlighted.

2 - HYDROXYTHYMOL DIACETATE AND USE THEREOF

The compound 2-hydroxythymol diacetate.