| Identification | More | [Name]
6-Methyl-2-pyridinecarboxylic acid | [CAS]
934-60-1 | [Synonyms]
6-METHYL-2-PICOLINIC ACID
6-METHYL-2-PYRIDINECARBOXYLIC ACID
6-METHYLPICOLINIC ACID
6-METHYLPYRIDINE-2-CARBOXYLIC ACID
IFLAB-BB F1790-0068
RARECHEM AL BO 1402
2-Carboxy-6-methylpyridine
2-Picoline-6-carboxylic acid
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 | [EINECS(EC#)]
213-287-4 | [Molecular Formula]
C7H7NO2 | [MDL Number]
MFCD00023481 | [Molecular Weight]
137.14 | [MOL File]
934-60-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White to beige powder | [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 | [pka]
pK1:5.83 (25°C) | [color ]
White to Almost white | [Detection Methods]
T | [InChI]
InChI=1S/C7H7NO2/c1-5-3-2-4-6(8-5)7(9)10/h2-4H,1H3,(H,9,10) | [InChIKey]
LTUUGSGSUZRPRV-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)=NC(C)=CC=C1 | [CAS DataBase Reference]
934-60-1(CAS DataBase Reference) | [NIST Chemistry Reference]
6-Methyl picolinic acid(934-60-1) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to beige powder | [Uses]
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 | [General Description]
6-Methylpyridine-2-carboxylic acid (2-carboxy-6-methylpyridine, 6-methylpicolinic acid) is a heterocyclic building block. | [Synthesis]
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 |
|
|