| Identification | Back Directory | [Name]
1H-INDOLE-3-CARBOXYLIC ACID,6-BROMO-,METHYL ESTER | [CAS]
868656-97-7 | [Synonyms]
Methyl 6-Bromoindole-3-carboxylate
6-Bromo-1H-indole-3-carboxylic acid methyl ester
6-Bromo-1H-indole-3-Carbocylic acid methyl ester
1H-INDOLE-3-CARBOXYLIC ACID,6-BROMO-,METHYL ESTER
H-Indole-3-carboxylic acid, 6-bromo-, methyl ester | [EINECS(EC#)]
200-589-5 | [Molecular Formula]
C10H8BrNO2 | [MDL Number]
MFCD09836005 | [MOL File]
868656-97-7.mol | [Molecular Weight]
254.08 |
| Chemical Properties | Back Directory | [Boiling point ]
386.2±22.0 °C(Predicted) | [density ]
1.629±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
Solid | [pka]
14.49±0.30(Predicted) | [color ]
Off-white to light yellow |
| Hazard Information | Back Directory | [Uses]
Methyl 6-bromo-1H-indole-3-carboxylate is a marine-derived natural product with antitumor activity. Methyl 6-bromo-1H-indole-3-carboxylate showed growth inhibition against Staphylococcus epidermidis, exhibiting weak or moderate minimum inhibitory concentrations (MICs)[1]. | [Synthesis]
Intermediate Preparation: methyl 6-bromo-1H-indole-3-carboxylate; (Trimethylsilyl)diazomethane (2.0 M hexane solution, ca. 9 mL) was added dropwise to a solution of 6-bromo-1H-indole-3-carboxylic acid (960 mg, 4.00 mmol) in methanol (9.5 mL) at room temperature, with the dropwise addition time being controlled to be within 2 minutes. After the reaction mixture took on a yellow color, it was concentrated under reduced pressure. The concentrated residue was redissolved in methanol and concentrated again under reduced pressure. This dissolution-concentration process was repeated several times to give the title compound methyl 6-bromo-1H-indole-3-carboxylate as a solid product in 100% yield.ES/MS m/e: 256.0 (M+2). | [References]
[1] Investigation of brominated tryptophan alkaloids from two thorectidae sponges: Thorectandra and Smenospongia |
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