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586-98-1

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586-98-1 Usage

Description

2-(Hydroxymethyl)pyridine, also known as 2-Pyridinemethanol, is an organic compound with the molecular formula C6H7NO. It features a pyridine ring with a hydroxymethyl group attached to the second carbon. 2-(Hydroxymethyl)pyridine has various applications across different industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
2-(Hydroxymethyl)pyridine is used as a decongestant for treating nasal congestion and other respiratory issues. Its chemical structure allows it to act as a vasoconstrictor, reducing swelling and inflammation in the nasal passages.
Used in Anticancer Applications:
2-(Hydroxymethyl)pyridine is used as a pyridylalcohol with hypoglycemic activity and potential apoptotic effects in human leukemia cells. It has shown promise in modulating various cellular pathways, leading to the inhibition of tumor growth and progression.
Used in Diabetes Management:
2-(Hydroxymethyl)pyridine is used as a hypoglycemic agent, helping to lower blood sugar levels in individuals with diabetes. Its mechanism of action involves enhancing insulin sensitivity and glucose uptake in cells, thus improving overall glucose metabolism.

Preparation

The preparation of 2-(Hydroxymethyl)pyridine is as follows:NaOH (0.5 g, 12.5 mmol), Al2O3?(2.0 g, 19.6 mmol), aldehyde 1f-g (2 mmol) and H2O (400 μL) were grinded in a mortar. Next, the paste were placed in a glass 10 mL pressure vials and reaction was carried out in microwave reactor: standard mode (200 W), 100 °C, 2 min. After that, reaction mixture was extracted with DCM (2 × 20 mL). Organic layer was evaporated under reduce pressure yielding 2f-g. Solid residue was washed by water (2 × 15 mL). Aqueous phase was acidify with 1N HCl to pH 5.5 and centrifuged. After that aqueous layer was pour down and precipitate was lyophilisated. Products 3f-g were obtained as white solids.

Check Digit Verification of cas no

The CAS Registry Mumber 586-98-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 6 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 586-98:
(5*5)+(4*8)+(3*6)+(2*9)+(1*8)=101
101 % 10 = 1
So 586-98-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H7NO/c8-5-6-3-1-2-4-7-6/h1-4,8H,5H2

586-98-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A15005)  2-Pyridinemethanol, 98+%   

  • 586-98-1

  • 25g

  • 243.0CNY

  • Detail
  • Alfa Aesar

  • (A15005)  2-Pyridinemethanol, 98+%   

  • 586-98-1

  • 100g

  • 698.0CNY

  • Detail
  • Alfa Aesar

  • (A15005)  2-Pyridinemethanol, 98+%   

  • 586-98-1

  • 500g

  • 3255.0CNY

  • Detail
  • Aldrich

  • (P66602)  2-Pyridinemethanol  98%

  • 586-98-1

  • P66602-25G

  • 479.70CNY

  • Detail
  • Aldrich

  • (P66602)  2-Pyridinemethanol  98%

  • 586-98-1

  • P66602-100G

  • 1,323.27CNY

  • Detail

586-98-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(Hydroxymethyl)pyridine

1.2 Other means of identification

Product number -
Other names 2-PYRIDYLCARBINOL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:586-98-1 SDS

586-98-1Relevant articles and documents

-

Hata

, p. 1440 (1961)

-

-

Murakami,Takagi

, p. 828,829 (1965)

-

Synthesis, characterization, density functional theory calculations, and activity of a thione-containing NNN-bound zinc pincer complex based on a bis-triazole precursor

Miecznikowski, John R.,Jasinski, Jerry P.,Lynn, Matthew A.,Jain, Swapan S.,Butrick, Elizabeth E.,Drozdoski, Anne Elise R.,Archer, Kerry A.,Panarra, Jason T.

, p. 310 - 321 (2013)

A novel ambidentate tridentate pincer ligand based on a bis-triazole precursor, was prepared, characterized, and metallated with ZnCl2 to give a new tridentate NNN-bound pincer zinc(II) pincer complex: dichloro(η3-N,N,N)-[2,6-bis(3-[N-butyl]triazol-5-thione-1-yl)] pyridinezinc(II), [(NNN)ZnCl2]. This compound has pseudo-trigonal bipyramidal geometry at the zinc(II) center and exhibits metal-ligand binding that contrasts with our previously reported SNS-bound systems despite the availability of these same donor atoms in the current ligand set. The zinc complex was characterized with single crystal X-ray diffraction, 1H, 13C, and HSQC NMR spectroscopies, and electrospray mass spectrometry. The ligand precursors were characterized with 1H, 13C, and HSQC NMR spectroscopies, and cyclic voltammetry, and were found to be redox active. Density functional calculations, which investigate and support the nature of the NNN binding suggest that the experimentally observed oxidation and reduction waves are not the result of a simple one-electron process. The zinc complex was screened for the reduction of electron-poor aldehydes in the presence of a hydrogen donor, 1-benzyl-1,4-dihydronicotinamide (BNAH), and it was determined that they enhance the reduction of 4-nitrobenzaldehyde. Quantitative stoichiometric conversion was seen for the reduction of pyridine-2-carboxaldehyde.

Manganese-Catalyzed Hydrogenation of Sclareolide to Ambradiol

Hashmi, A. Stephen K.,Lichtenberger, Niels,Oeser, Thomas,Schaub, Thomas,Schelwies, Mathias,Zubar, Viktoriia

, (2021/11/16)

The hydrogenation of (+)-Sclareolide to (?)-ambradiol catalyzed by a manganese pincer complex is reported. The hydrogenation reaction is performed with an air- and moisture-stable manganese catalyst and proceeds under relatively mild reaction conditions at low manganese and base loadings. A range of other esters could be successfully hydrogenated leading to the corresponding alcohols in good to quantitative yields using this easy-to-make catalyst. A scale-up experiment was performed leading to 99.3 % of the isolated yield of (?)-Ambradiol.

STIMULI - OR BIO- RESPONSIVE COPOLYMERS, THE POLYMERSOMES COMPRISING THE SAME AND THEIR USE IN DRUG DELIVERY

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Page/Page column 22-23, (2021/06/22)

The present invention concerns amphiphilic copolymers that may be photo- or redox-cleavable and that may assemble into polymersomes. It also concerns their process of preparation and their use as drug carriers.

Ambient-pressure highly active hydrogenation of ketones and aldehydes catalyzed by a metal-ligand bifunctional iridium catalyst under base-free conditions in water

Wang, Rongzhou,Yue, Yuancheng,Qi, Jipeng,Liu, Shiyuan,Song, Ao,Zhuo, Shuping,Xing, Ling-Bao

, p. 1 - 7 (2021/05/17)

A green, efficient, and high active catalytic system for the hydrogenation of ketones and aldehydes to produce corresponding alcohols under atmospheric-pressure H2 gas and ambient temperature conditions was developed by a water-soluble metal–ligand bifunctional catalyst [Cp*Ir(2,2′-bpyO)(OH)][Na] in water without addition of a base. The catalyst exhibited high activity for the hydrogenation of ketones and aldehydes. Furthermore, it was worth noting that many readily reducible or labile functional groups in the same molecule, such as cyan, nitro, and ester groups, remained unchanged. Interestingly, the unsaturated aldehydes can be also selectively hydrogenated to give corresponding unsaturated alcohols with remaining C=C bond in good yields. In addition, this reaction could be extended to gram levels and has a large potential of wide application in future industrial.

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