Description
2-Chloro-5-iodopyridin-4-amine (CAS: 800402-12-4) is a high-purity halogenated pyridine derivative with the molecular formula C5H4ClIN2. This compound is a valuable heterocyclic building block for pharmaceutical and agrochemical research, featuring both chloro and iodo substituents on a pyridine ring with an amino group at the 4-position. Its unique structure enables versatile functionalization in cross-coupling reactions (e.g., Suzuki, Stille) and nucleophilic substitutions. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for medicinal chemistry applications, particularly in kinase inhibitor development and PET tracer synthesis. Store under inert conditions at 2-8°C to maintain stability.
Properties
- CAS Number: 800402-12-4
- Complexity: 101
- IUPAC Name: 2-chloro-5-iodo-pyridin-4-amine
- InChI: InChI=1S/C5H4ClIN2/c6-5-1-4(8)3(7)2-9-5/h1-2H,(H2,8,9)
- InChI Key: DEJUUKULVAIMNF-UHFFFAOYSA-N
- Exact Mass: 253.91077
- Molecular Formula: C5H4ClIN2
- Molecular Weight: 254.45
- SMILES: C1=C(C(=CN=C1Cl)I)N
- Topological: 38.9
- Monoisotopic Mass: 253.91077
- Synonyms: 800402-12-4, 2-chloro-5-iodopyridin-4-amine, DTXSID20670325, DTXCID20621074, 804-398-4, 2-Chloro-5-iodo-4-pyridinamine, 4-Amino-2-chloro-5-iodopyridine, MFCD09834661, 2-CHLORO-5-IODO-PYRIDIN-4-YLAMINE, 4-Pyridinamine, 2-chloro-5-iodo-, SCHEMBL441657, 2-chloro-5-iodo-4-pyridylamine, 2-chloro-4-amino-5-iodopyridine, DEJUUKULVAIMNF-UHFFFAOYSA-N, 2-chloro-5-iodopyridin-4-ylamine, BCP18368, BBL102473, SBB101453, STL556276, 2-chloro-5-iodo-pyridin-4-yl-amine, AKOS005073252, CS-W000564, LD-0208, PB25202, 2-CHLORO-5-IODO-4-AMINOPYRIDINE, SY039098, DB-000515, EN300-100823
Application
2-Chloro-5-iodopyridin-4-amine serves as a key intermediate in organocatalysis and ligand design for transition metal complexes. Its halogenated pyridine core is utilized in pharmaceutical research to synthesize kinase inhibitors and antiviral agents. The compound’s reactivity also supports material science applications in conductive polymers and OLED precursors.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
Precautionary Statements
- P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Eye Dam. 1 (100%)
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