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MedKoo Cat#: 558131 | Name: Catechol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Catechol is a colorless compound occurs naturally in trace amounts. It is now synthetically produced as a commodity organic chemical, mainly as a precursor to pesticides, flavors, and fragrances.

Chemical Structure

Catechol
Catechol
CAS#120-80-9

Theoretical Analysis

MedKoo Cat#: 558131

Name: Catechol

CAS#: 120-80-9

Chemical Formula: C6H6O2

Exact Mass: 110.0400

Molecular Weight: 110.11

Elemental Analysis: C, 65.45; H, 5.49; O, 29.06

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Pyrocatechol; Katechol; NSC 1573; o-Benzenediol;
IUPAC/Chemical Name
1,2-Benzenediol
InChi Key
YCIMNLLNPGFGHC-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H6O2/c7-5-3-1-2-4-6(5)8/h1-4,7-8H
SMILES Code
OC1=CC=CC=C1O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 110.11 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Yang J, Cohen Stuart MA, Kamperman M. Jack of all trades: versatile catechol crosslinking mechanisms. Chem Soc Rev. 2014 Dec 21;43(24):8271-98. doi: 10.1039/c4cs00185k. Epub 2014 Sep 18. Review. PubMed PMID: 25231624. 2: Morishima F, Kusaka R, Inokuchi Y, Haino T, Ebata T. Anomalous cage effect of the excited state dynamics of catechol in the 18-crown-6-catechol host-guest complex. J Phys Chem B. 2015 Feb 12;119(6):2557-65. doi: 10.1021/jp508619f. Epub 2014 Nov 11. PubMed PMID: 25350575. 3: Xu J, Strandman S, Zhu JX, Barralet J, Cerruti M. Genipin-crosslinked catechol-chitosan mucoadhesive hydrogels for buccal drug delivery. Biomaterials. 2015 Jan;37:395-404. doi: 10.1016/j.biomaterials.2014.10.024. Epub 2014 Oct 26. PubMed PMID: 25453967. 4: Kim K, Kim K, Ryu JH, Lee H. Chitosan-catechol: a polymer with long-lasting mucoadhesive properties. Biomaterials. 2015 Jun;52:161-70. doi: 10.1016/j.biomaterials.2015.02.010. Epub 2015 Feb 24. PubMed PMID: 25818422. 5: Lee SB, González-Cabezas C, Kim KM, Kim KN, Kuroda K. Catechol-Functionalized Synthetic Polymer as a Dental Adhesive to Contaminated Dentin Surface for a Composite Restoration. Biomacromolecules. 2015 Aug 10;16(8):2265-75. doi: 10.1021/acs.biomac.5b00451. Epub 2015 Jul 31. PubMed PMID: 26176305; PubMed Central PMCID: PMC4534835. 6: Choi JS, Messersmith PB, Yoo HS. Decoration of electrospun nanofibers with monomeric catechols to facilitate cell adhesion. Macromol Biosci. 2014 Feb;14(2):270-9. doi: 10.1002/mabi.201300281. Epub 2013 Sep 20. PubMed PMID: 24108419. 7: Baco E, Hoegy F, Schalk IJ, Mislin GL. Diphenyl-benzo[1,3]dioxole-4-carboxylic acid pentafluorophenyl ester: a convenient catechol precursor in the synthesis of siderophore vectors suitable for antibiotic Trojan horse strategies. Org Biomol Chem. 2014 Feb 7;12(5):749-57. doi: 10.1039/c3ob41990h. Epub 2013 Dec 5. PubMed PMID: 24305839. 8: Riley PA, Stratford MR. Oxidative calcium release from catechol. Bioorg Med Chem Lett. 2015 Apr 1;25(7):1453-4. doi: 10.1016/j.bmcl.2015.02.036. Epub 2015 Feb 23. PubMed PMID: 25740160. 9: Huang S, Zhang CP, Li GQ, Sun YY, Wang K, Hu FL. Identification of catechol as a new marker for detecting propolis adulteration. Molecules. 2014 Jul 14;19(7):10208-17. doi: 10.3390/molecules190710208. PubMed PMID: 25025150. 10: Lin D, Dai F, Sun LD, Zhou B. Toward an understanding of the role of a catechol moiety in cancer chemoprevention: The case of copper- and o-quinone-dependent Nrf2 activation by a catechol-type resveratrol analog. Mol Nutr Food Res. 2015 Dec;59(12):2395-406. doi: 10.1002/mnfr.201500297. Epub 2015 Sep 23. PubMed PMID: 26314862. 11: Mian SA, Yang LM, Saha LC, Ahmed E, Ajmal M, Ganz E. A fundamental understanding of catechol and water adsorption on a hydrophilic silica surface: exploring the underwater adhesion mechanism of mussels on an atomic scale. Langmuir. 2014 Jun 17;30(23):6906-14. doi: 10.1021/la500800f. Epub 2014 Jun 4. PubMed PMID: 24835420. 12: Tofan-Lazar J, Al-Abadleh HA. Surface water enhances the uptake and photoreactivity of gaseous catechol on solid iron(III) chloride. Environ Sci Technol. 2014;48(1):394-402. doi: 10.1021/es404321s. Epub 2013 Dec 12. PubMed PMID: 24295105. 13: Zinglé C, Tritsch D, Grosdemange-Billiard C, Rohmer M. Catechol-rhodanine derivatives: Specific and promiscuous inhibitors of Escherichia coli deoxyxylulose phosphate reductoisomerase (DXR). Bioorg Med Chem. 2014 Jul 15;22(14):3713-9. doi: 10.1016/j.bmc.2014.05.004. Epub 2014 May 14. PubMed PMID: 24890653. 14: Murata Y, Hori H, Taga A, Tada H. Surface charge-transfer complex formation of catechol on titanium(IV) oxide and the application to bio-sensing. J Colloid Interface Sci. 2015 Nov 15;458:305-9. doi: 10.1016/j.jcis.2015.07.065. Epub 2015 Jul 29. PubMed PMID: 26247381. 15: Heather E, Shimmon R, McDonagh AM. Organic impurity profiling of 3,4-methylenedioxymethamphetamine (MDMA) synthesised from catechol. Forensic Sci Int. 2015 Mar;248:140-7. doi: 10.1016/j.forsciint.2014.12.021. Epub 2014 Dec 31. PubMed PMID: 25617761. 16: Jacob DA, Gibson EG, Mercer SL, Deweese JE. Etoposide catechol is an oxidizable topoisomerase II poison. Chem Res Toxicol. 2013 Aug 19;26(8):1156-8. doi: 10.1021/tx400205n. Epub 2013 Jul 23. PubMed PMID: 23863110. 17: Knuth S, Abdelsalam RM, Khayyal MT, Schweda F, Heilmann J, Kees MG, Mair G, Kees F, Jürgenliemk G. Catechol conjugates are in vivo metabolites of Salicis cortex. Planta Med. 2013 Nov;79(16):1489-94. doi: 10.1055/s-0033-1350898. Epub 2013 Oct 21. PubMed PMID: 24146062. 18: Åsgård R, Hellman B. Effect of β-carotene on catechol-induced genotoxicity in vitro: evidence of both enhanced and reduced DNA damage. Free Radic Res. 2013 Sep;47(9):692-8. doi: 10.3109/10715762.2013.815346. Epub 2013 Jul 10. PubMed PMID: 23767930. 19: Hupert-Kocurek K, Wojcieszyńska D, Guzik U. Altering substrate specificity of catechol 2,3-dioxygenase from Planococcus sp. strain S5 by random mutagenesis. Acta Biochim Pol. 2014;61(4):705-10. Epub 2014 Oct 22. PubMed PMID: 25337606. 20: Sojo LE, Chahal N, Keller BO. Oxidation of catechols during positive ion electrospray mass spectrometric analysis: evidence for in-source oxidative dimerization. Rapid Commun Mass Spectrom. 2014 Oct 30;28(20):2181-90. doi: 10.1002/rcm.7011. PubMed PMID: 25178722.