Description

3-Bromo-5-chloropyridin-2-amine (CAS No. 26163-03-1) is a high-purity halogenated pyridine derivative with the molecular formula C₅H₄BrClN₂. This compound is a versatile building block in pharmaceutical and agrochemical research, featuring both bromo and chloro substituents on a pyridine ring with an amine group at the 2-position. Its unique structure enables selective functionalization for the synthesis of complex heterocycles. Available in >98% purity (HPLC), it is supplied as a crystalline solid with rigorous QC testing to ensure batch-to-batch consistency. Ideal for Suzuki couplings, nucleophilic substitutions, and metal-catalyzed cross-coupling reactions. Store under inert atmosphere at 2-8°C.

Properties

• CAS Number: 26163-03-1
• Complexity: 101
• IUPAC Name: 3-bromo-5-chloro-pyridin-2-amine
• InChI: InChI=1S/C5H4BrClN2/c6-4-1-3(7)2-9-5(4)8/h1-2H,(H2,8,9)
• InChI Key: UWGGGYYCKDCTGN-UHFFFAOYSA-N
• Exact Mass: 205.92464
• Molecular Formula: C5H4BrClN2
• Molecular Weight: 207.45
• SMILES: C1=C(C=NC(=C1Br)N)Cl
• Topological: 38.9
• Monoisotopic Mass: 205.92464
• Synonyms: 3-bromo-5-chloropyridin-2-amine, 675-557-1, 2-Amino-3-bromo-5-chloropyridine, 26163-03-1, 2-Pyridinamine, 3-bromo-5-chloro-, 3-bromo-5-chloro-2-pyridinamine, MFCD00955627, 3-bromo-5-chloro-2-pyridylamine, SCHEMBL362876, DTXSID20377226, UWGGGYYCKDCTGN-UHFFFAOYSA-N, 3-bromo-5-chloro-2-aminopyridine, 2-amino-3-bromo-5-chloro pyridine, BCP05480, SBB028420, AKOS000113326, AB07737, AC-1245, CS-W002707, BP-10017, SY024686, DB-023855, A2402, 2-amino-3-bromo-5-chloropyridine, AldrichCPR, EN300-84166, 4T-0646, Z1250167432

Application

3-Bromo-5-chloropyridin-2-amine serves as a key intermediate in medicinal chemistry for developing kinase inhibitors and receptor modulators. Its halogenated pyridine core is utilized in palladium-catalyzed cross-coupling reactions to construct biaryl pharmacophores. Researchers employ this compound in the synthesis of patented antibacterial and antiviral agents. The presence of orthogonal halogen substituents enables sequential functionalization for structure-activity relationship studies.

Safety and Hazards

GHS Hazard Statements

• H302+H312 (12.5%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]
• H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (75%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H314 (12.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H315 (87.5%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (12.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H318 (12.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (87.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (12.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H412 (12.5%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (75%)
• Acute Tox. 4 (75%)
• Skin Corr. 1 (12.5%)
• Skin Irrit. 2 (87.5%)
• Skin Sens. 1B (12.5%)
• Eye Dam. 1 (12.5%)
• Eye Irrit. 2A (87.5%)
• Acute Tox. 4 (12.5%)
• STOT SE 3 (75%)
• Aquatic Chronic 3 (12.5%)

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