Description

5-Amino-2-(trifluoromethyl)pyridine (CAS No. 106877-33-2) is a high-purity fluorinated pyridine derivative with the molecular formula C₆H₅F₃N₂. This compound, also known by its IUPAC name 6-(trifluoromethyl)pyridin-3-amine, is a versatile building block in pharmaceutical, agrochemical, and materials science research. Its unique trifluoromethyl group enhances lipophilicity and metabolic stability, making it valuable for drug discovery and development. Available in ≥98% purity (HPLC), it is supplied as a white to off-white crystalline powder with excellent batch-to-batch consistency. Suitable for nucleophilic substitution, cross-coupling reactions, and as a ligand in catalysis. Store under inert atmosphere at 2-8°C to ensure long-term stability.

Properties

• CAS Number: 106877-33-2
• Complexity: 134
• IUPAC Name: 6-(trifluoromethyl)pyridin-3-amine
• InChI: InChI=1S/C6H5F3N2/c7-6(8,9)5-2-1-4(10)3-11-5/h1-3H,10H2
• InChI Key: IBOZOWZSXZNIHI-UHFFFAOYSA-N
• Exact Mass: 162.04048265
• Molecular Formula: C6H5F3N2
• Molecular Weight: 162.11
• SMILES: C1=CC(=NC=C1N)C(F)(F)F
• Topological: 38.9
• Monoisotopic Mass: 162.04048265
• Synonyms: 5-Amino-2-(trifluoromethyl)pyridine, 106877-33-2, DTXSID80372232, DTXCID40323265, 627-152-6, 6-(trifluoromethyl)pyridin-3-amine, 3-amino-6-(trifluoromethyl)pyridine, 5-Amino-2-trifluoromethylpyridine, MFCD01862656, 3-amino-6-trifluoromethylpyridine, 6-(trifluoromethyl)-3-pyridylamine, 3-Pyridinamine, 6-(trifluoromethyl)-, 6-(trifluoromethyl)-3-pyridinamine, SCHEMBL114542, SCHEMBL2643090, 5-amino-2trifluoromethylpyridine, 5-amino-2-trifloromethylpyridine, 6-Trifluoromethyl-3-aminopyridine, 6-Trifluoromethyl-3-pyridinylamine, 6-Trifluoromethylpyridin-3-ylamine, 3-amino-6-trifluoromethyl pyridine, 3-amino-6-trifluoromethyl-pyridine, 6-trifluoromethyl-pyridin-3-ylamine, ALBB-030443, BCP05913, CS-D0794, 6-(trifluoromethyl)pyridine-3-amine, BBL011197, SBB051802, STK932611, 5-amino-2-(trifluoromethyl)-pyridine, AKOS005063463, AC-2556, FS-1198, 2-TRIFLUOROMETHYL-5-AMINOPYRIDINE, SY002005, 5-Amino-2-(trifluoromethyl)pyridine, 96%, DB-029047, A1816, ST50949485, EN300-100883, Z1203161729

Application

5-Amino-2-(trifluoromethyl)pyridine serves as a key intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antiviral agents. Its trifluoromethyl group is frequently exploited in medicinal chemistry to optimize pharmacokinetic properties. The compound is also used in material science for creating fluorinated liquid crystals and corrosion-resistant coatings. Researchers employ it as a directing group in C-H activation reactions and as a precursor for heterocyclic scaffolds.

Safety and Hazards

GHS Hazard Statements

• H300 (89.1%): Fatal if swallowed [Danger Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (91.3%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P272, P280, P301+P316, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P405, and P501

Hazard Classes and Categories

• Acute Tox. 2 (89.1%)
• Skin Irrit. 2 (100%)
• Skin Sens. 1 (91.3%)
• Eye Irrit. 2 (100%)

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