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Guaiacol

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-G3021

  • Specification : 98%

  • CAS number : 90-05-1

  • Formula : C7H8O2

  • Molecular Weight : 124.13

  • PUBCHEM ID : 460

  • Volume : 200mg

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Catalogue Number

BF-G3021

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

124.13

Appearance

White crystalline powder

Botanical Source

Cunninghamia lanceolata

Structure Type

Phenolics

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC=CC=C1O

Synonyms

5-fluoro-2,3-dihydro-1h-isoindole/2-Methoxyphenol/methoxyphenol/2,3-dihydro-6-fluoro-1H-indole/o-Methoxyphenol/Guaiacol/Indoline, 6-fluoro-/2-Hydroxyanisole/2-Methoxy-phenol/o-Methylcatechol/2,3-dihydro-6-fluoroindole/Catechol, Methyl/o-methoxy-Phenol/6-Fluor-indolin/6-Fluoroindoline/ORTHO-METHOXYPHENOL/6-fluoro-2,3-dihydro-indole/Phenol, 2-methoxy-/o-methoxy catechol/O-Methyl catechol/1H-Indole, 6-fluoro-2,3-dihydro-/Indoline,6-fluoro/Methylcatechol/Catechol monomethyl ether/o-Hydroxyanisole

IUPAC Name

2-methoxyphenol

Applications

Guaiacol, a phenolic compound isolated from Guaiac resin, inhibits LPS-stimulated COX-2 expression and NF-κB activation[1]. Anti-inflammatory activity[1].

Density

1.2±0.1 g/cm3

Solubility

Methanol; Chloroform

Flash Point

79.3±24.3 °C

Boiling Point

207.5±29.0 °C at 760 mmHg

Melting Point

26-29 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2909500000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:90-05-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

26036450

Abstract

The hydrodeoxygenation of guaiacol is investigated over bulk ceria and ceria-zirconia catalysts with different elemental compositions. The reactions are performed in a flow reactor at 1 atm and 275-400 °C. The primary products are phenol and catechol, whereas cresol and benzene are formed as secondary products. No products with hydrogenated rings are formed. The highest conversion of guaiacol is achieved over a catalyst containing 60 mol % CeO2 and 40 mol % ZrO2 . Pseudo-first-order activation energies of 97-114 kJ mol(-1) are observed over the mixed metal oxide catalysts. None of the catalysts show significant deactivation during 72 h on stream. The important physicochemical properties of the catalysts are characterized by X-ray diffraction (XRD), temperature-programmed reduction, titration of oxygen vacancies, and temperature-programmed desorption of ammonia. On the basis of these experimental results, the reasons for the observed reactivity trends are identified.

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

KEYWORDS

arenes; bio-oil; heterogeneous catalysis; hydrodeoxygenation; oxygen vacancies

Title

Hydrodeoxygenation of Guaiacol over Ceria-Zirconia Catalysts.

Author

Schimming SM1,2, LaMont OD1,3, Konig M1,4, Rogers AK1,5, D'Amico AD3, Yung MM5, Sievers C6,7.

Publish date

2015 Jun 22

PMID

32185887

Abstract

Angelica sinensis (AS; Dang Gui), a traditional Chinese herb, has for centuries been used for the treatment of bone diseases, including osteoporosis and osteonecrosis. However, the effective ingredient and underlying mechanisms remain elusive. Here, we identified guaiacol as the active component of AS by two-dimensional cell membrane chromatography/C18 column/time-of-flight mass spectrometry (2D CMC/C18 column/TOFMS). Guaiacol suppressed osteoclastogenesis and osteoclast function in bone marrow monocytes (BMMCs) and RAW264.7 cells in vitro in a dose-dependent manner. Co-immunoprecipitation indicated that guaiacol blocked RANK-TRAF6 association and RANK-C-Src association. Moreover, guaiacol prevented phosphorylation of p65, p50, IκB (NF-κB pathway), ERK, JNK, c-fos, p38 (MAPK pathway) and Akt (AKT pathway), and reduced the expression levels of Cathepsin K, CTR, MMP-9 and TRAP. Guaiacol also suppressed the expression of nuclear factor of activated T-cells cytoplasmic 1(NFATc1) and the RANKL-induced Ca2+ oscillation. In vivo, it ameliorated ovariectomy-induced bone loss by suppressing excessive osteoclastogenesis. Taken together, our findings suggest that guaiacol inhibits RANKL-induced osteoclastogenesis by blocking the interactions of RANK with TRAF6 and C-Src, and by suppressing the NF-κB, MAPK and AKT signalling pathways. Therefore, this compound shows therapeutic potential for osteoclastogenesis-related bone diseases, including postmenopausal osteoporosis.

© 2020 The Authors. Journal of Cellular and Molecular Medicine published by Foundation for Cellular and Molecular Medicine and John Wiley & Sons Ltd.

KEYWORDS

guaiacol; osteoclastogenesis; osteoporosis; rankl

Title

Guaiacol suppresses osteoclastogenesis by blocking interactions of RANK with TRAF6 and C-Src and inhibiting NF-κB, MAPK and AKT pathways.

Author

Zhi X1,2, Fang C1, Gu Y3, Chen H1, Chen X4, Cui J1, Hu Y1, Weng W1, Zhou Q1, Wang Y1, Wang Y1, Jiang H1, Li X1,2, Cao L5, Chen X1,6, Su J1,7.

Publish date

2020 Mar 17

PMID

31886627

Abstract

Electrocatalytic hydrogenation (ECH) of guaiacol was performed in a stirred slurry electrochemical reactor (SSER) using 5 wt % Pt/C catalyst in the cathode compartment. Different pairs of acid (H2 SO4 ), neutral (NaCl), and alkaline (NaOH) catholyte-anolyte combinations separated by a Nafion® 117 cation exchange membrane, were investigated by galvanostatic and potentiostatic electrolysis to probe the electrolyte and proton concentration effect on guaiacol conversion, product distribution, and Faradaic efficiency. The acid-acid and neutral-acid pairs were found to be the most effective. In the case of the neutral-acid pair, proton diffusion and migration through the membrane from the anolyte to the catholyte supplies the protons required for ECH. Typically, the two major hydrogenation products were cyclohexanol and 2-methoxycyclohexanol. However, ECH at constant cathode superficial current density (-182 mA cm-2 ) and higher temperature (i.e., 60 °C) favored a pathway leading mainly to cyclohexanone. The guaiacol conversion routes were affected by temperature- and cathode potential-dependent surface coverage of adsorbed hydrogen radicals generated through electroreduction of protons.

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

KEYWORDS

electrocatalytic hydrogenation; electrochemical reactor; guaiacol; lignin; stirred slurry

Title

Electrocatalytic Hydrogenation of Guaiacol in Diverse Electrolytes Using a Stirred Slurry Reactor.

Author

Wijaya YP1,2, Grossmann-Neuhaeusler T3, Dhewangga Putra RD1,2, Smith KJ1, Kim CS2,4, Gyenge EL1.

Publish date

2020 Feb 7