4-Methylpyrocatechol - 10mM in DMSO , CAS No.452-86-8

CAS: 452-86-8 Cat. No.: M424061 Molecular Weight: 124.14 Beilstein Registry Number: 636512 EC Number: 207-214-5

GRADE & PURITY 10mM in DMSO

Synonyms

DTXCID30861 | MLS001066329 | 4-methyl pyrocatechol | MCT | c0126 | CCG-266087 | MFCD00002205 | 1,1-Ferrocenedimethanol | 4-Metylcatechol | SY012747 | DROXIDOPA METABOLITE (3,4-DIHYDROXYTOLUENE) | bmse000475 | InChI=1/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Application

4-Methylcatechol is used to synthesize antimicrobial, antioxidant. It also acts as effective inhibitor. It can be used to produce 4-bromo-5-methyl-pyrocatechol. It Increases Brain-Derived Neurotrophic Factor Content and mRNA Expression in Cultured Brain Cells and in Rat Brain In Vivo.

Specifications

Synonyms

DTXCID30861 | MLS001066329 | 4-methyl pyrocatechol | MCT | c0126 | CCG-266087 | MFCD00002205 | 1, 1-Ferrocenedimethanol | 4-Metylcatechol | SY012747 | DROXIDOPA METABOLITE (3, 4-DIHYDROXYTOLUENE) | bmse000475 | InChI=1/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4, 8-9H,

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CC1=CC(=C(C=C1)O)O
• IUPAC Name: 4-methylbenzene-1,2-diol
• InChIKey: ZBCATMYQYDCTIZ-UHFFFAOYSA-N
• INCHI: 1S/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3
• Isomeric SMILES: CC1=CC(=C(C=C1)O)O
• WGK Germany: 3
• RTECS: UX1915000
• Molecular Weight: 124.14
• Beilstein: 636512
• Reaxy-Rn: 636512
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=636512&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Benzenediols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Benzenediols
• Intermediate Tree Nodes: Not available
• Direct Parent: Catechols
• Alternative Parents: Para cresols Meta cresols Toluenes 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: P-cresol - M-cresol - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Toluene - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as catechols. These are compounds containing a 1,2-benzenediol moiety.
• External Descriptors: a catechol

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

YT-NU (18 Activities)

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IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)

Discover Target: IDO1

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Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

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Mus musculus (284745 Activities)

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Don (18 Activities)

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L1210 (27553 Activities)

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HT-22 (3261 Activities)

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Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)

Discover Target: Trpa1

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light & Air Sensitive;Moisture sensitive
• Flash Point(°F): 284 °F
• Flash Point(°C): 140 °C
• Boil Point(°C): 251°C
• Melt Point(°C): 67-69°C
• Molecular Weight: 124.140 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 124.052 Da
• Monoisotopic Mass: 124.052 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 92.900
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yang Yi, Zhang Huiping, Huang Haoxin, Yan Ying, Zhang Xinya.  (2019)  Iron-loaded carbon nanotube-microfibrous composite for catalytic wet peroxide oxidation of m-cresol in a fixed bed reactor.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  27  (6): (6338-6351).  [PMID:31873882] [10.1007/s11356-019-07362-6]

2. Yi Yang, Huiping Zhang, Ying Yan.  (2018)  Catalytic wet peroxide oxidation of m-cresol over novel Fe2O3 loaded microfibrous entrapped CNT composite catalyst in a fixed-bed reactor.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  93  (9): (2552-2563).  [PMID:] [10.1002/jctb.5609]

3. Penghui Du, He Zhao, Chenming Liu, Qingguo Huang, Hongbin Cao.  (2016)  Transformation and products of captopril with humic constituents during laccase-catalyzed oxidation: Role of reactive intermediates.  WATER RESEARCH,      [PMID:27770725] [10.1016/j.watres.2016.10.036]

4. Xiuquan Jia, Jiping Ma, Min Wang, Xiaofang Li, Jin Gao, Jie Xu.  (2016)  Alkali α-MnO2/NaxMnO2 collaboratively catalyzed ammoxidation–Pinner tandem reaction of aldehydes.  Catalysis Science & Technology,  6  (20): (7429-7436).  [PMID:] [10.1039/C6CY00874G]

5. Jinshun Ye, Xiaotong Li, Zhenzhao Weng, Yuting Li, Xiaozhen Liu, Xiangying Yu, Fengyuan Liu, Jingkun Yan, Lin Li.  (2024)  Effect of 4-methylbenzoquinone concentration on its covalent conjugates with β-lactoglobulin: Structural and functional properties.  FOOD CHEMISTRY,      [PMID:39718315] [10.1016/j.foodchem.2024.142581]

6. Jirong Long, Yuxuan Mao, Yiwei Long, Guozhang Chang, Lungang Chen, Wenguang Zhou, Jinxing Long, Yong Liu.  (2025)  Ru nanoparticles on HZSM-5 with strong metal–support interactions for efficient hydrodeoxygenation of lignin-derived phenols under mild conditions.  BIORESOURCE TECHNOLOGY,      [PMID:40975363] [10.1016/j.biortech.2025.133357]

7. Zhikun Peng, Zhixi Wu, Xiaotong Sun, Hongji Li.  (2023)  Photocatalytic transfer hydrogenolysis of aryl ethers.  GREEN CHEMISTRY,  25  (17): (6869-6880).  [PMID:] [10.1039/D3GC02338A]

8. Ran Wang, Chong Li, Jianxiang Wu, Wei Du, Tao Jiang, Yizhou Yang, Xuejing Yang, Ming Gong.  (2023)  Coordination-Promoted Bio-Catechol Electro-Reforming toward Sustainable Polymer Production.  Journal of the American Chemical Society,      [PMID:37503928] [10.1021/jacs.3c05120]

9. Zheng Yuxin, Wu Kejing, Zhu Yingming, Liu Yingying, Wang Binshen, Lu Houfang, Liang Bin.  (2023)  Demethylation of model lignin to polyphenols catalyzed by solid acid in halogen-free aqueous system.  Reaction Kinetics Mechanisms and Catalysis,  136  (3): (1407-1421).  [PMID:] [10.1007/s11144-023-02420-0]

10. Shuangshuang Cheng, Yu Lei, Xin Lei, Yanheng Pan, Yunho Lee, Xin Yang.  (2019)  Coexposure Degradation of Purine Derivatives in the Sulfate Radical-Mediated Oxidation Process.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:31865710] [10.1021/acs.est.9b04974]