Description

4-Bromo-1H-indazole (CAS No. 186407-74-9) is a high-purity brominated heterocyclic compound with the molecular formula C₇H₅BrN₂. This aromatic indazole derivative is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. The compound features a bromine substituent at the 4-position of the indazole ring, offering a reactive site for further functionalization via cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig).

Our product is rigorously tested to ensure ≥98% purity (HPLC/GC), with detailed analytical data (NMR, MS) available upon request. Supplied as a white to off-white crystalline powder, it is packaged under inert conditions to ensure stability. Ideal for medicinal chemistry, it serves as a precursor for kinase inhibitors, anticancer agents, and other bioactive molecules. Store in a cool, dry place at 2-8°C, protected from light and moisture.

Properties

• CAS Number: 186407-74-9
• Complexity: 129
• IUPAC Name: 4-bromo-1H-indazole
• InChI: InChI=1S/C7H5BrN2/c8-6-2-1-3-7-5(6)4-9-10-7/h1-4H,(H,9,10)
• InChI Key: KJIODOACRIRBPB-UHFFFAOYSA-N
• Exact Mass: 195.96361
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.03
• SMILES: C1=CC2=C(C=NN2)C(=C1)Br
• Topological: 28.7
• Monoisotopic Mass: 195.96361
• Synonyms: 4-bromo-1H-indazole, 186407-74-9, DTXSID30625169, DTXCID20575922, 803-241-7, 4-Bromoindazole, 4-BROMO (1H)INDAZOLE, 4-Bromo(1H)indazole, MFCD05664001, 4-bromo-2H-indazole, 1H-Indazole, 4-bromo-, CHEMBL246393, 4-bromo-indazole, 4-bromanyl-1H-indazole, SCHEMBL155255, SCHEMBL558182, 4-Bromo-1H-indazole, 95%, SCHEMBL4158520, SCHEMBL16799950, SCHEMBL26961632, KJIODOACRIRBPB-UHFFFAOYSA-N, BCP00013, BBL101824, BDBM50209241, SBB054645, STL555621, AKOS004910671, AC-3087, BCP9000153, CC-0702, CS-W018550, FB29052, PB12348, HY-69085, PD182094, SY003799, DB-006674, DB-167258, B4631, EN300-72111, A813033, Z952016260, 1788080-24-9

Application

4-Bromo-1H-indazole is widely used as a key intermediate in the synthesis of pharmacologically active compounds, including kinase inhibitors and antitumor agents. Its bromine moiety enables efficient palladium-catalyzed cross-coupling reactions for constructing complex heterocycles. Researchers also employ it in fragment-based drug discovery and as a scaffold for PET tracer development. The compound’s indazole core is notable for mimicking purine bases, making it valuable in nucleotide analog studies.

Safety and Hazards

GHS Hazard Statements

• H301 (93.5%): Toxic if swallowed [Danger 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 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P316, 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. 3 (93.5%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (97.8%)

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