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6-Methyl-2-pyridinecarboxylic acid

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6-Methyl-2-pyridinecarboxylic acid Basic information
Product Name:6-Methyl-2-pyridinecarboxylic acid
Synonyms:2-Pyridinecarboxylic acid, 6-methyl-;Picolinic acid, 6-methyl-;2-Carboxylic Acid-6-Methyl Pyridine;6-METHYLPICOLINIC ACID 98+%;6-METHYL PYRIDINE-2-CARBOXYLIC ACID HCL;6-Methylpicolinic acid,97%;6-Methylpyridine-2-carboxylic acid,6-Methylpicolinic acid;6-Methyl-2-pyridinecarboxylic Acid, 95+%
CAS:934-60-1
MF:C7H7NO2
MW:137.14
EINECS:213-287-4
Product Categories:pharmacetical
Mol File:934-60-1.mol
6-Methyl-2-pyridinecarboxylic acid Structure
6-Methyl-2-pyridinecarboxylic acid Chemical Properties
Melting point 130 °C
Boiling point 100°C/4.5mm
density 1.230±0.06 g/cm3(Predicted)
Fp 100°C/4.5mm
storage temp. Keep in dark place,Sealed in dry,Room Temperature
Water Solubility Soluble in water
form powder to crystal
pkapK1:5.83 (25°C)
color White to Almost white
InChIInChI=1S/C7H7NO2/c1-5-3-2-4-6(8-5)7(9)10/h2-4H,1H3,(H,9,10)
InChIKeyLTUUGSGSUZRPRV-UHFFFAOYSA-N
SMILESC1(C(O)=O)=NC(C)=CC=C1
CAS DataBase Reference934-60-1(CAS DataBase Reference)
NIST Chemistry Reference6-Methyl picolinic acid(934-60-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-36
WGK Germany 3
HazardClass IRRITANT
HS Code 29333990
MSDS Information
6-Methyl-2-pyridinecarboxylic acid Usage And Synthesis
Chemical PropertiesWhite to beige powder
UsesPharmacological 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
General Description6-Methylpyridine-2-carboxylic acid (2-carboxy-6-methylpyridine, 6-methylpicolinic acid) is a heterocyclic building block.
Synthesis
2,6-Lutidine

108-48-5

6-Methyl-2-pyridinecarboxylic acid

934-60-1

Step 1: 2,6-dimethylpyridine (10.71 g, 0.1 mol) was dissolved in 500 mL of deionized water, stirred and heated to 60 °C. Subsequently, potassium permanganate (KMnO4, 23.7 g, 0.15 mol) was added in ten portions, with an interval of 30 min between each addition. The temperature was strictly controlled at about 60°C during the reaction, which lasted for 5 h and then stopped. Immediately after completion of the reaction, the insoluble impurities were removed by filtration. The filtrate was adjusted to pH=5 and then extracted with ethyl acetate. The organic phase was collected, concentrated under reduced pressure and finally recrystallized from ethanol to obtain 6-methyl-2-pyridinecarboxylic acid (10.3 g, 75% yield). In this step, the effects of different reaction conditions (e.g., equivalents of KMnO4 of 1, 1.5 and 2, aqueous potassium permanganate solution of different pH, temperature and molar ratio) on the reaction were investigated by orthogonal tests, and the optimal reaction conditions were determined to be neutral aqueous potassium permanganate solution with a dosage of 1.5 equivalents of KMnO4.

References[1] Patent: CN105294552, 2016, A. Location in patent: Paragraph 0047; 0048; 0049; 0050
[2] Chemische Berichte, 1900, vol. 33, p. 1226
[3] Chemische Berichte, 1900, vol. 33, p. 1081
[4] Chemische Berichte, 1900, vol. 33, p. 1230
[5] Journal of Organic Chemistry, 1949, vol. 14, p. 14,17
Tag:6-Methyl-2-pyridinecarboxylic acid(934-60-1) Related Product Information
Kresoxim-methyl Methanol Basic Violet 1 Acetonitrile 2-Picolinic acid Methyl acrylate 2,6-Lutidine Methylparaben Chromium picolinate Paraquat dichloride 4-Methylpyridine Zinc picolinate Methyl acetate Methyl Dimethyl 2,6-Pyridinedicarboxylate Pyrroloquinoline quinone Pyridine-2,6-dicarboxylic acid Chelidamic acid

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