Description

1-Benzyl-5-Bromo-1H-Indole (CAS No. 10075-51-1) is a high-purity brominated indole derivative with the molecular formula C₁₅H₁₂BrN. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research, due to its reactive bromine substituent and benzyl-protected indole core. It is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in coupling reactions, cross-coupling methodologies, and heterocyclic chemistry applications. Ideal for medicinal chemistry, it serves as a precursor for the development of novel bioactive molecules, including kinase inhibitors and receptor modulators. Packaged under inert gas to enhance stability, this product is rigorously tested via NMR, MS, and elemental analysis to meet stringent research standards.

Properties

• CAS Number: 10075-51-1
• Complexity: 249
• IUPAC Name: 1-benzyl-5-bromo-indole
• InChI: InChI=1S/C15H12BrN/c16-14-6-7-15-13(10-14)8-9-17(15)11-12-4-2-1-3-5-12/h1-10H,11H2
• InChI Key: AQXJFUYUNHLBGU-UHFFFAOYSA-N
• Exact Mass: 285.01531
• Molecular Formula: C15H12BrN
• Molecular Weight: 286.17
• SMILES: C1=CC=C(C=C1)CN2C=CC3=C2C=CC(=C3)Br
• Topological: 4.9
• Monoisotopic Mass: 285.01531
• Synonyms: 1-benzyl-5-bromo-1H-indole, DTXSID10301419, DTXCID10252553, 107-212-3, 10075-51-1, 1-Benzyl-5-bromoindole, MFCD04337704, Indole, 1-benzyl-5-bromo-, 1-Benzyl-5-bromoindole; N-Benzyl-5-bromoindole; NSC 143237, NSC143237, N-benzyl-5-bromoindole, SCHEMBL3861264, AQXJFUYUNHLBGU-UHFFFAOYSA-N, AKOS015994508, 1H-Indole,5-bromo-1-(phenylmethyl)-, NSC 143237, NSC-143237, SS-3732, 1-Benzyl-5-bromo-1H-indole, AldrichCPR, DA-16424, SY262052, B6090, CS-0034510, AR-527/42400121

1-Benzyl-5-Bromo-1H-Indole is widely used as a key intermediate in Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions for drug discovery. Its bromine moiety facilitates selective functionalization, enabling the synthesis of complex indole-based scaffolds. Researchers employ it in the development of potential anticancer and CNS-active compounds due to its structural resemblance to biologically active indoles. It is also utilized in material science for designing organic semiconductors and fluorescent probes.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P305+P354+P338, P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Eye Dam. 1 (100%)

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