Description
3-Chloro-4-iodopyridin-2-amine (CAS No. 1152617-24-7) is a high-purity halogenated pyridine derivative with the molecular formula C5H4ClIN2. This compound features a chloro- and iodo-substituted pyridine core with an amine group at the 2-position, making it a versatile intermediate for pharmaceutical and agrochemical synthesis. Its unique halogenation pattern enables selective cross-coupling reactions (e.g., Suzuki, Stille) for constructing complex heterocycles. Provided as an off-white to light yellow crystalline powder with ≥95% purity (HPLC), it is packaged under inert gas to ensure stability. Ideal for medicinal chemistry, organocatalysis, and material science research. Store at 2-8°C in a tightly sealed container.
Properties
- CAS Number: 1152617-24-7
- Complexity: 101
- IUPAC Name: 3-chloro-4-iodo-pyridin-2-amine
- InChI: InChI=1S/C5H4ClIN2/c6-4-3(7)1-2-9-5(4)8/h1-2H,(H2,8,9)
- InChI Key: GTTQRVGVEIXEHQ-UHFFFAOYSA-N
- Exact Mass: 253.91077
- Molecular Formula: C5H4ClIN2
- Molecular Weight: 254.45
- SMILES: C1=CN=C(C(=C1I)Cl)N
- Topological: 38.9
- Monoisotopic Mass: 253.91077
- Synonyms: 3-CHLORO-4-IODOPYRIDIN-2-AMINE, 1152617-24-7, DTXSID50679588, DTXCID10630337, (3-Chloro-4-iodopyridin-2-yl)amine, MFCD22627829, 2-Amino-3-chloro-4-iodopyridine, SCHEMBL565906, CWB61724, AKOS027253615, SB74609, AS-41775, SY126132, DB-105470, CS-0035899
Application
3-Chloro-4-iodopyridin-2-amine serves as a key building block in palladium-catalyzed cross-coupling reactions to synthesize bioactive pyridine derivatives. Researchers utilize its iodine moiety for selective functionalization in drug discovery, particularly for kinase inhibitors and antimicrobial agents. The compound’s dual halogenation also facilitates sequential modification in multistep synthetic routes.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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