Description
1-Methyl-1H-indole-2-boronic acid (CAS No. 191162-40-0) is a high-purity boronic acid derivative with the molecular formula C9H10BNO2. This compound, also known as (1-methylindol-2-yl)boronic acid, is a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its indole scaffold and boronic acid functionality make it valuable for pharmaceutical research, material science, and agrochemical development. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring optimal performance in sensitive applications. Proper storage under inert conditions (2-8°C, argon) is recommended to maintain stability.
Properties
- CAS Number: 191162-40-0
- Complexity: 188
- IUPAC Name: (1-methylindol-2-yl)boronic acid
- InChI: InChI=1S/C9H10BNO2/c1-11-8-5-3-2-4-7(8)6-9(11)10(12)13/h2-6,12-13H,1H3
- InChI Key: CBPBJUTWVXLSER-UHFFFAOYSA-N
- Exact Mass: 175.0804587
- Molecular Formula: C9H10BNO2
- Molecular Weight: 174.99
- SMILES: B(C1=CC2=CC=CC=C2N1C)(O)O
- Topological: 45.4
- Monoisotopic Mass: 175.0804587
- Synonyms: 1-Methyl-1H-indole-2-boronic acid, 691-669-3, 191162-40-0, (1-Methyl-1H-indol-2-yl)boronic acid, N-Methylindole-2-boronic acid, (1-methylindol-2-yl)boronic acid, Boronic acid, B-(1-methyl-1H-indol-2-yl)-, MFCD01114668, 1-METHYL-1H-INDOL-2-YL-2-BORONIC ACID, 1-METHYLINDOLE-2-BORONIC ACID, 2-Borono-1-methyl-1H-indole, Boronic acid, (1-methyl-1H-indol-2-yl)-, Boronic acid,B-(1-methyl-1H-indol-2-yl)-, N-methyl-indoleboronic acid, N-methyl-indole boronic acid, 1-methylindol-2-boronic acid, AKOS BRN-0885, SCHEMBL411586, N-methyl-indole-2-boronic acid, 1-methyl-indole-2-boronic acid, 1-methylindol-2-yl boronic acid, DTXSID90627927, 1-methyl-1H-indol-2-ylboronic acid, N-METHYL-2-INDOLEBORONIC ACID, (1-Methyl-1H-indol-2-yl)boronicacid, AKOS003585222, AB08317, PS-9428, SY026543, DB-044756, CS-0101918, (1-METHYL-1H-IND-2-YL)BORONIC ACID, D76244, EN300-3232495
Application
1-Methyl-1H-indole-2-boronic acid is widely used as a key intermediate in palladium-catalyzed cross-coupling reactions to construct biaryl systems for drug discovery. It serves as a precursor in the synthesis of indole-based kinase inhibitors and serotonin receptor modulators. Researchers also employ it to develop fluorescent probes and organic electronic materials due to its conjugated indole core.
Safety and Hazards
GHS Hazard Statements
- H315 (20%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
- H373 (80%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]
Precautionary Statements
- P260, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (20%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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