6379-73-3

Basic information

• Product Name: CARVACROL METHYL ETHER
• Synonyms: 2-methoxy-1-methyl-4-(1-methylethyl)-benzen;2-methoxy-1-methyl-4-(1-methylethyl)-Benzene;Carvacrol methyl ether;methyl carvacrol;p-Cymene-2-olmethylether;5-isopropyl-2-methylanisole;4-Isopropyl-2-methoxy-1-methylbenzne;Benzene, 2-methoxy-1-methyl-4-(1-methylethyl)-
• CAS NO: 6379-73-3
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24414
• EINECS: 228-959-2
• Mol File: 6379-73-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 217.7 °C at 760 mmHg
• Flash Point: 75 °C
• Appearance: /
• Density: 0.936 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.192mmHg at 25°C
• Refractive Index: n20/D 1.505
• Storage Temp.: 2-8°C
• BRN: 2412706
• CAS DataBase Reference: CARVACROL METHYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: CARVACROL METHYL ETHER(6379-73-3)
• EPA Substance Registry System: CARVACROL METHYL ETHER(6379-73-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 23-24/25
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 6379-73-3(Hazardous Substances Data)

Usage

Uses

Carvacryl Methylether can be used to treat soft and solid tumors and proliferative diseases.

InChI:InChI=1/C11H16O/c1-8(2)10-6-5-9(3)11(7-10)12-4/h5-8H,1-4H3

Upstream product

• 67-56-1 methanol 
• 499-75-2 carvacrol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 2437-76-5 2-bromo-p-cymene 
• 124-41-4 sodium methylate 
• 127621-74-3 1,3,4-trichloro-2-(2-chloro-3-methoxyprop-2-yl)-6-methoxy-5-methylcyclohexa-1,4-diene 
• 2244-16-8 (S)-p-mentha-6,8-dien-2-one 
• 76859-64-8 5-Isopropyl-3-methoxy-2-methyl-phenol 
• 2051-53-8 5-isopropyl-2-methylphenylamine 

Downstream Products

• 142472-68-2 p-menth-4-en-2-one 
• 5156-00-3 2-methoxyterephthalic acid 
• 576-55-6 tetrabromo-o-cresol 
• 115308-17-3 5-isopropyl-4-iodo-2-methyl-anisole 
• 130224-27-0 2-isopropyl-4-methoxy-5-methylbenzaldehyde 
• 177038-62-9 1-bromo-2-isopropyl-4-methoxy-5-methylbenzene 
• 1665-99-2 2-hydroxy-6-isopropyl-3-methyl-benzaldehyde 
• 639000-50-3 6-isopropyl-2-methoxy-3-methyl-benzaldehyde 
• 94733-41-2 4-isopropyl-2-methoxy-1-methylcyclohexa-1,4-diene 
• 91967-93-0 isothymol methylether 
• 3794-96-5 2-methoxy-1-methyl-4-(prop-1-en-2-yl)benzene 
• 91881-10-6 5-isopropyl-2,4-dimethyl-anisole 
• 188989-60-8 3-(2-Isopropyl-4-methoxy-5-methyl-phenyl)-propionic acid 
• 40180-62-9 2-(3-methoxy-4-methylphenyl)propan-2-ol 

Relevant articles and documents

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.

Identification and structure-activity relationship study of carvacrol derivatives as Mycobacterium tuberculosis chorismate mutase inhibitors

In the present study, we identified carvacrol, a major phenolic component of oregano oil as a novel small molecule inhibitor of Mycobacterium tuberculosis (MTB) chorismate mutase (CM) enzyme with IC50 of 1.06±0.4μM. Virtual screening of the BITS-Pilani in-house database using the crystal structure of the MTB CM bound transition state intermediate (PDB: 2FP2) as framework identified carvacrol as a potential lead. Further various carvacrol derivatives were evaluated in vitro for their ability to inhibit MTB CM enzyme, whole cell MTB and cytotoxicity as steps toward the derivation of structure-activity relationships (SAR) and lead optimization.

Reaction of natural-occurring phenolic derivatives with bis(trimethylsilyl) sulfate

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