Description

Methyl 6-(hydroxymethyl)picolinate (CAS No. 39977-44-1) is a high-purity organic compound with the molecular formula C₈H₉NO₃. This versatile picolinate derivative features a hydroxymethyl group at the 6-position and a methyl ester at the 2-position, making it a valuable intermediate in pharmaceutical, agrochemical, and materials science research. Its IUPAC name, methyl 6-(hydroxymethyl)pyridine-2-carboxylate, reflects its precise structural configuration. With a molecular weight of 167.16 g/mol, this compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). It is soluble in common organic solvents such as methanol, ethanol, and DMSO, but has limited solubility in water. Proper storage at 2-8°C under inert atmosphere ensures long-term stability. Ideal for use in heterocyclic synthesis, ligand preparation, and as a building block for bioactive molecules.

Properties

• CAS Number: 39977-44-1
• Complexity: 160
• IUPAC Name: methyl 6-(hydroxymethyl)pyridine-2-carboxylate
• InChI: InChI=1S/C8H9NO3/c1-12-8(11)7-4-2-3-6(5-10)9-7/h2-4,10H,5H2,1H3
• InChI Key: DVIUNMLAPDJWHL-UHFFFAOYSA-N
• Exact Mass: 167.058243149
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.16
• SMILES: COC(=O)C1=CC=CC(=N1)CO
• Topological: 59.4
• Monoisotopic Mass: 167.058243149
• Synonyms: 39977-44-1, methyl 6-(hydroxymethyl)picolinate, DTXSID80467819, DTXCID70418638, 809-354-8, Methyl 6-(hydroxymethyl)pyridine-2-carboxylate, Methyl-6-hydroxymethyl-2-carboxylate pyridine, Methyl 6-(hydroxymethyl)-2-pyridinecarboxylate, MFCD03840850, Methyl 6-hydroxymethyl-2-pyridine carboxylic acid, 6-HYDROXYMETHYL-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER, 6-(hydroxymethyl)-2-pyridinecarboxylic acid methyl ester, 2-PYRIDINECARBOXYLIC ACID, 6-(HYDROXYMETHYL)-, METHYL ESTER, SCHEMBL183978, methyl 6-hydroxymethylpicolinate, SCHEMBL7671391, 2-Pyridinecarboxylicacid, 6-(hydroxymethyl)-, methyl ester, DVIUNMLAPDJWHL-UHFFFAOYSA-N, AC-610, AR2723, AKOS006277583, AB16738, CS-W013238, DS-14744, SY035403, 2-(Hydroxymethyl)-6-methoxycarbonylpyridine, DB-013243, 6-(Hydroxymethyl)picolinic acid methyl ester, methyl 6-hydroxymethylpyridine-2-carboxylate, methyl6-(hydroxymethyl)-2-pyridinecarboxylate, EN300-128737, Methyl-6-(hydroxymethyl)pyridine-2-carboxylate, 6-hydroxymethylpyridine-2-carboxylic acid methyl ester, 6-Hydroxymethyl-2-pyridinecarboxylic acid, methyl ester, 6-hydroxymethyl-pyridine-2-carboxylic acid methyl ester;2-pyridinecarboxylic acid, 6-(hydroxymethyl)-, methyl ester;

Application

Methyl 6-(hydroxymethyl)picolinate serves as a key synthetic intermediate in the preparation of pharmaceutical compounds, particularly those targeting neurological disorders. Its bifunctional reactivity enables conjugation with biomolecules for drug discovery applications. The compound is also utilized in coordination chemistry as a precursor for chelating ligands in catalytic systems. Researchers employ it in the development of novel agrochemicals due to its pyridine-based scaffold.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (100%)

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