5-Bromoindole-2-carboxylic acid
5-Bromoindole-2-carboxylic acid is formally named 5-bromo-1H-indole-2-carboxylic acid, a bifunctional indole heterocyclic building block for pharmaceutical synthesis. The indole backbone bears carboxyl group at C2 and bromine atom at C5, with three modifiable sites: indole NH, aromatic bromine and carboxylic acid.
5-Bromoindole-2-carboxylic acid
5-Bromoindole-2-carboxylic acid
Synonyms: 5-Bromo-1H-indole-2-formic acid
CAS No.: 7254-19-5
MDL No.: MFCD00022705
Molecular Formula: C9H6BrNO2
Molecular Weight: 240.05
SMILES: O=C(O)c1[nH]c2cc(Br)ccc2c1
Appearance: White to pale beige crystalline powder
Melting Point: 287–288 ℃
Boiling Point (Predicted, 760 mmHg): 470.9 ℃
Flash Point: 238.6 ℃
Density (25℃): 1.838 g/cm³
Storage Requirements
Pack in brown light-proof sealed containers, store at 2–8 ℃; long-term storage recommended at -20 ℃ under nitrogen blanketing.
Store separately; do not co-store with strong oxidants and concentrated strong alkalis to avoid oxidative degradation of indole ring.
Keep packaging fully airtight against moisture and dust; standard shelf life 12 months, up to 24 months under low-temperature sealed storage.
Separate from open flames and high-temperature heat sources, maintain well ventilated and dry warehouse.
Safety Operation Guidelines
All operations must be performed in fume hoods with solvent-resistant nitrile gloves and chemical safety goggles.
GHS Hazard Statement: Signal word Warning; H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation), classified as irritant organic intermediate.
Skin contact: Rinse thoroughly with plenty of running water and detergent for 15 minutes. Eye contact: Flush eyes continuously with clean water for 15 minutes and seek immediate medical treatment. Do not induce vomiting if swallowed; seek prompt medical care.
Waste mother liquor and solid residues are bromine-containing heterocyclic hazardous organic waste; discharge into sewers is forbidden, deliver to qualified hazardous waste disposal institutions for dedicated treatment.
Classified as general fine organic intermediate, non-dangerous goods for transportation; transport under light-shielded, moisture-proof and rain-proof conditions, mixed loading with strong oxidants and strong alkalis is prohibited.
Purity: ≥98% HPLC
Key intermediate for targeted small-molecule drugs: Synthesis of MMP-13 arthritis inhibitors, IDO immune enzyme inhibitors, Xa anticoagulants and tubulin polymerization anti-tumor inhibitors.
Synthetic building block for fused indole nitrogen heterocycles: Cyclization of carboxyl group to prepare bioactive indolopyrimidine, indoloquinoline and indolopyrazine scaffolds.
Standard substrate for organic synthesis process development: Process optimization of Suzuki, Buchwald, amidation and esterification multi-step reactions.
Biochemical probes & standard substrates for enzyme screening: In vitro screening experiments for immune metabolism and inflammation targets.
Intermediate for agricultural bactericidal heterocycles: Raw material for indole-based fungicides and plant growth regulators.
High-purity chromatographic reference standard and laboratory analytical reagent (99% high-purity grade).
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