Description

7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (CAS No. 937046-98-5) is a high-purity heterocyclic organic compound with the molecular formula C₆H₅BrN₄. This brominated pyrrolotriazine derivative is a valuable building block in medicinal chemistry and pharmaceutical research, particularly in the synthesis of kinase inhibitors and other biologically active molecules. The compound features a fused pyrrolo[2,1-f][1,2,4]triazine core with a reactive bromine substituent at the 7-position and an amino group at the 4-position, offering versatile functionalization opportunities. Suitable for use in cross-coupling reactions, nucleophilic substitutions, and other synthetic transformations. Supplied as a crystalline solid with ≥95% purity (HPLC), rigorously tested for quality and consistency. Store under inert atmosphere at 2-8°C for optimal stability.

Properties

• CAS Number: 937046-98-5
• Complexity: 154
• IUPAC Name: 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine
• InChI: InChI=1S/C6H5BrN4/c7-5-2-1-4-6(8)9-3-10-11(4)5/h1-3H,(H2,8,9,10)
• InChI Key: YGCJBESZJIGDMP-UHFFFAOYSA-N
• Exact Mass: 211.96976
• Molecular Formula: C6H5BrN4
• Molecular Weight: 213.03
• SMILES: C1=C2C(=NC=NN2C(=C1)Br)N
• Topological: 56.2
• Monoisotopic Mass: 211.96976
• Synonyms: 937046-98-5, 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, DTXSID20654685, 7-Bromopyrrolo(2,1-f)(1,2,4)triazin-4-amine, DTXCID20605435, 878-415-9, 4-AMINO-7-BROMO-PYRROLO[2,1-F][1,2,4]TRIAZINE, 7-bromopyrrolo[1,2-f][1,2,4]triazin-4-amine, MFCD09033848, 7-BROMO-PYRROLO[2,1-F][1,2,4]TRIAZIN-4-YLAMINE, SCHEMBL57305, 4-AMINO-7-BROMOPYRROLO[2,1-F][1,2,4]TRIAZINE, YGCJBESZJIGDMP-UHFFFAOYSA-N, 9-bromo-4-aza-7,9-dicarbaadenine, CL0265, AKOS005208025, CS-W000773, PB17586, AC-31299, DS-15320, SY020952, DB-079668, B6237, EN300-316509, 7-bromopyrrolo[2,1-f][1,2,4]triazine-4-amine, 7-Bromopyrrolo[2 pound not1-f][1 pound not2 pound not4]triazin-4-amine

Application

7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine serves as a key intermediate in the synthesis of pharmaceutical compounds targeting protein kinases. Researchers utilize this building block in the development of JAK and TYK2 inhibitors for autoimmune disease therapeutics. The bromine substituent enables efficient palladium-catalyzed cross-coupling reactions for structural diversification. Its electron-rich heterocyclic core contributes to enhanced binding affinity in drug-receptor interactions.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): 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]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (50%)

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