Description

5-Bromo-1-methyl-1H-indole (CAS: 10075-52-2) is a high-purity brominated indole derivative with the molecular formula C₉H₈BrN. This compound is widely utilized in organic synthesis, pharmaceutical research, and material science due to its versatile reactivity as a building block for heterocyclic compounds. Its structure features a bromine substituent at the 5-position and a methyl group at the 1-position of the indole core, enabling selective functionalization. Ideal for cross-coupling reactions, nucleophilic substitutions, and as a precursor for bioactive molecules, this product is rigorously tested to ensure ≥97% purity (GC) and is supplied in sealed packaging under inert conditions to maintain stability. Suitable for laboratory and industrial-scale applications, it is a critical reagent for researchers exploring novel indole-based therapeutics, agrochemicals, and advanced materials.

Properties

• CAS Number: 10075-52-2
• Complexity: 148
• IUPAC Name: 5-bromo-1-methyl-indole
• InChI: InChI=1S/C9H8BrN/c1-11-5-4-7-6-8(10)2-3-9(7)11/h2-6H,1H3
• InChI Key: SBOITLSQLQGSLO-UHFFFAOYSA-N
• Exact Mass: 208.98401
• Molecular Formula: C9H8BrN
• Molecular Weight: 210.07
• SMILES: CN1C=CC2=C1C=CC(=C2)Br
• Topological: 4.9
• Monoisotopic Mass: 208.98401
• Synonyms: 5-bromo-1-methyl-1h-indole, 10075-52-2, DTXSID20301420, DTXCID70252554, 687-025-6, 5-bromo-1-methylindole, 1H-Indole, 5-bromo-1-methyl-, 5-Bromo-1-methyl-indole, MFCD00159857, NSC 143238, 5-Bromo-1-(methyl-d3)indole, 1-methyl-5-bromoindole, NSC143238, 5-bromo-N-methylindole, SCHEMBL856111, SCHEMBL4666013, SCHEMBL7822801, 5-Bromo-1-methylindole, 97%, SBOITLSQLQGSLO-UHFFFAOYSA-N, BCP27303, AB6416, SBB094284, STL376232, AKOS000422688, NSC-143238, PS-5158, SY104081, CS-0034511, EN300-1083997, Z274764436

5-Bromo-1-methyl-1H-indole serves as a key intermediate in the synthesis of pharmaceuticals, particularly in the development of serotonin receptor modulators and kinase inhibitors. It is employed in palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura) to construct complex heteroaromatic scaffolds. Researchers also use it to derivatize indole cores for fluorescent probes or optoelectronic materials. Its stability under diverse reaction conditions makes it valuable for high-throughput screening and medicinal chemistry workflows.

Safety and Hazards

GHS Hazard Statements

• H302 (97.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (95.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (97.6%): 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+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (97.6%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (95.1%)
• STOT SE 3 (97.6%)

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