Description

2-Amino-5-fluorobenzene-1-thiol (CAS No. 33264-82-3) is a high-purity fluorinated aromatic thiol compound with the molecular formula C₆H₆FNS. This specialized chemical features a reactive thiol (-SH) group and an amino (-NH₂) group on a fluorinated benzene ring, making it a versatile intermediate for organic synthesis and pharmaceutical applications. Its unique structure enables participation in nucleophilic substitution, metal coordination, and heterocycle formation reactions. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for research in medicinal chemistry, materials science, and ligand design. Proper handling under inert atmosphere is recommended due to potential thiol oxidation. Packaged in amber glass vials with argon protection to ensure stability.

Properties

• CAS Number: 33264-82-3
• Complexity: 99.1
• IUPAC Name: 2-amino-5-fluoro-benzenethiol
• InChI: InChI=1S/C6H6FNS/c7-4-1-2-5(8)6(9)3-4/h1-3,9H,8H2
• InChI Key: UPEWNVDJDYMWIV-UHFFFAOYSA-N
• Exact Mass: 143.02049853
• Molecular Formula: C6H6FNS
• Molecular Weight: 143.18
• SMILES: C1=CC(=C(C=C1F)S)N
• Topological: 27
• Monoisotopic Mass: 143.02049853
• Synonyms: 2-amino-5-fluorobenzene-1-thiol, 846-234-4, 2-amino-5-fluorobenzenethiol, 33264-82-3, 2-Amino-5-fluorothiophenol, Benzenethiol, 2-amino-5-fluoro-, NSC-268651, 5-fluoro-2-aminobenzenethiol, MFCD09909740, NSC268651, DJ2XH5WHF9, SCHEMBL2464299, DTXSID80313302, UPEWNVDJDYMWIV-UHFFFAOYSA-N, 4-FLUORO-2-MERCAPTOANILINE, STL289204, AKOS000298993, AB54817, (4-FLUORO-2-MERCAPTOPHENYL)AMINE, DB-027776, EN300-97287

Application

This fluorinated aminothiol serves as a key building block for synthesizing pharmaceutical candidates, particularly in developing kinase inhibitors and radiopharmaceuticals. Its dual functional groups enable conjugation with biomolecules for PET tracer development. Researchers utilize it to create novel heterocyclic compounds with potential antimicrobial activity. The fluorine moiety enhances metabolic stability in drug discovery applications.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H373 (100%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
• H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P260, P261, P264, P270, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P330, P333+P317, P362+P364, P363, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Corr. 1B (100%)
• Skin Sens. 1 (100%)
• STOT RE 2 (100%)
• Aquatic Chronic 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.