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Sigma-Aldrich

6-Methylpyridine-2-carboxylic acid

Synonym(s):

2-Carboxy-6-methylpyridine, 6-Methylpicolinic acid, NSC 109143, NSC 26023

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About This Item

Empirical Formula (Hill Notation):
C7H7NO2
CAS Number:
934-60-1
Molecular Weight:
137.14
EC Number:
213-287-4
MDL number:
MFCD00023481
UNSPSC Code:
12352100
PubChem Substance ID:
24869943

form

solid

bp

100 °C/4.5 mmHg (lit.)

mp

120-127 °C (lit.)

SMILES string

Cc1cccc(n1)C(O)=O

InChI

1S/C7H7NO2/c1-5-3-2-4-6(8-5)7(9)10/h2-4H,1H3,(H,9,10)

InChI key

LTUUGSGSUZRPRV-UHFFFAOYSA-N

General description

6-Methylpyridine-2-carboxylic acid (2-carboxy-6-methylpyridine, 6-methylpicolinic acid) is a heterocyclic building block.

Application

6-Methylpyridine-2-carboxylic acid may be used in the preparation of 2-(2-benzoxazolyl)-6-methylpyridine and 1,5-cyclooctadiene iridium(I) complexes bearing chelating ligands.
Pharmacological activity studied in regard to:
  • Interactions of carrier ligands of antidiabetic metal complexes with human serum albumin
  • Ability to chelate metalloenzyme inhibitors
  • Interactions of insulin-mimetic zinc(II) complexes with cell constituents

Reactant for:
  • Synthesis of inhibitors of human 11β -hydroxysteroid dehydrogenase type 1
  • Lewis base organocatalysts for stereoselective hydrosilylation reactions

Biological studies of insulin-enhancing complexes

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Rong Gao et al.
Dalton transactions (Cambridge, England : 2003), (41)(41), 5645-5651 (2008-10-16)
A series of new nickel complexes bearing benzoxazolylpyridines was synthesized and characterized by FT-IR spectroscopic and elemental analysis. The molecular structures of two representative complexes were determined by single-crystal X-ray diffraction. The complex [NiCl2[2-(2-benzoxazolyl)-6-methylpyridine]] (5) is a centrosymmetric dinuclear compound
Guo Hai Xu et al.
Acta crystallographica. Section C, Crystal structure communications, 62(Pt 12), m581-m583 (2006-12-07)
The title compound, [CrSn(C6H5)3(C7H6NO2)3Cl][Sn(C6H5)3Cl(CH4O)], was obtained from the reaction of Ph3SnCl with the complex [Cr(C7H6NO2)3] in methanol. The structure contains [Ph3SnCl(MeOH)] (A) and [Ph3SnClCr(C7H6NO2)3] (B) molecules. In molecule A, the Sn atom of Ph3SnCl is coordinated by one methanol molecule.
Catalytic dehydrogenation of cyclooctane with neutral iridium (I) complexes.
Taubmann S and Alt HG.
Journal of Organometallic Chemistry, 693(10), 1808-1814 (2008)
Ken-Ichi Ohno et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 34(9), 1017-1021 (2018-08-07)
In this study, proton affinitive derivatization using picolinic acid and its analogs (3- and 6-methylpicolinic acid and 5-butylpicolinic acid) with proton affinitive moieties was performed for the highly sensitive determination of testosterone (T) and 5α-dihydrotestosterone (DHT) in saliva by LC-ESI-MS/MS.

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