Description

6-Bromo-1H-indazole-3-carboxylic acid (CAS No. 660823-36-9) is a high-purity heterocyclic organic compound with the molecular formula C₈H₅BrN₂O₂. This indazole derivative features a bromine substituent at the 6-position and a carboxylic acid functional group at the 3-position, making it a versatile building block for pharmaceutical and agrochemical research. With a molecular weight of 241.04 g/mol, this compound is ideal for Suzuki coupling reactions, amide bond formations, and other synthetic transformations. Suitable for researchers in medicinal chemistry, it is provided with comprehensive analytical data including HPLC, NMR, and MS to ensure quality and consistency. Store in a cool, dry place away from light to maintain stability.

Properties

• CAS Number: 660823-36-9
• Complexity: 224
• IUPAC Name: 6-bromo-1H-indazole-3-carboxylic acid
• InChI: InChI=1S/C8H5BrN2O2/c9-4-1-2-5-6(3-4)10-11-7(5)8(12)13/h1-3H,(H,10,11)(H,12,13)
• InChI Key: QDQJIDDXPACPKY-UHFFFAOYSA-N
• Exact Mass: 239.95344
• Molecular Formula: C8H5BrN2O2
• Molecular Weight: 241.04
• SMILES: C1=CC2=C(C=C1Br)NN=C2C(=O)O
• Topological: 66
• Monoisotopic Mass: 239.95344
• Synonyms: 6-bromo-1H-indazole-3-carboxylic acid, 660823-36-9, DTXSID90646113, DTXCID70596864, 816-169-6, 6-Bromoindazole-3-carboxylic acid, 6-Bromo indazole-3-carboxylic acid, MFCD05663977, 1H-INDAZOLE-3-CARBOXYLIC ACID, 6-BROMO-, SCHEMBL261067, QDQJIDDXPACPKY-UHFFFAOYSA-N, 6-Bromo-1H-indazole-3-carboxylicacid, AKOS015898461, PB32387, PS-4989, 6-Bromo-1H-indazole-3-carboxylic acid,, AC-25682, SY096877, DB-029244, CS-0005441, EN300-116150, 6-bromo-1h-indazole-3-carboxylic acid; 6-bromoindazole-3-carboxylic acid

Application

6-Bromo-1H-indazole-3-carboxylic acid is widely used as a key intermediate in the synthesis of biologically active compounds, particularly in drug discovery for oncology and inflammation targets. Its reactive carboxylic acid group allows for easy derivatization into amides, esters, and other functionalized indazole derivatives. Researchers utilize this compound in the development of kinase inhibitors and other small-molecule therapeutics due to its privileged indazole scaffold.

Safety and Hazards

GHS Hazard Statements

• H301 (33.3%): Toxic if swallowed [Danger Acute toxicity, oral]
• H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (66.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (66.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (66.7%): 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, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (33.3%)
• Acute Tox. 4 (66.7%)
• Acute Tox. 4 (66.7%)
• Skin Irrit. 2 (66.7%)
• Eye Irrit. 2A (66.7%)
• Acute Tox. 4 (66.7%)
• STOT SE 3 (66.7%)

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