5-Methoxyindole-3-carboxaldehyde
- Product Name
- 5-Methoxyindole-3-carboxaldehyde
- CAS No.
- 10601-19-1
- Chemical Name
- 5-Methoxyindole-3-carboxaldehyde
- Synonyms
- 5-METHOXYINDOLE-3-CARBALDEHYDE;5-METHOXY-1H-INDOLE-3-CARBALDEHYDE;5-METHOXYINDOLE-3-CARBOXYALDEHYDE;1H-indole-3-carboxaldehyde, 5-methoxy-;NSC34544;NSC 34544;NSC-34544;NSC 521754;AKOS JY2083388;3-FORMYL-5-METHOXYINDOLE
- CBNumber
- CB5425259
- Molecular Formula
- C10H9NO2
- Formula Weight
- 175.18
- MOL File
- 10601-19-1.mol
5-Methoxyindole-3-carboxaldehyde Property
- Melting point:
- 179-183 °C (lit.)
- Boiling point:
- 306.47°C (rough estimate)
- Density
- 1.1999 (rough estimate)
- refractive index
- 1.5060 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- Crystalline Powder or Needles
- pka
- 15.21±0.30(Predicted)
- color
- Yellow to beige
- Water Solubility
- insoluble
- Sensitive
- Air Sensitive
- BRN
- 132769
- CAS DataBase Reference
- 10601-19-1(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M14943
- Product name
- 5-Methoxyindole-3-carboxaldehyde
- Purity
- ≥99%
- Packaging
- 1g
- Price
- $24.6
- Updated
- 2025/07/31
- Product number
- M1268
- Product name
- 5-Methoxyindole-3-carboxaldehyde
- Purity
- >95.0%(T)
- Packaging
- 1g
- Price
- $57
- Updated
- 2025/07/31
- Product number
- M1268
- Product name
- 5-Methoxyindole-3-carboxaldehyde
- Purity
- >95.0%(T)
- Packaging
- 5g
- Price
- $165
- Updated
- 2025/07/31
- Product number
- M263423
- Product name
- 5-Methoxy-3-formylindole
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- OR10185
- Product name
- 5-Methoxy-1H-indole-3-carboxaldehyde
- Packaging
- 25g
- Price
- $56
- Updated
- 2021/12/16
5-Methoxyindole-3-carboxaldehyde Chemical Properties,Usage,Production
Chemical Properties
yellowish to beige crystalline powder or needles
Uses
reactant in synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators 1 reactant in preparation of inhibitor of the C-terminal domain of RNA polymerase II reactant in preparation of imidazopyridines and imidazobenzothiazoles 2 reactant in preparation of fluorescent neuroactive probes for brain imaging 3 reactant in preparation of antibacterial agents 4 reactant in synthesis of antiandrogens.
Uses
- reactant in synthesis of tryptophan dioxygenase inhibitors as potential anticancer immunomodulators
- reactant in preparation of inhibitor of the C-terminal domain of RNA polymerase II
- reactant in preparation of imidazopyridines and imidazobenzothiazoles
- reactant in preparation of fluorescent neuroactive probes for brain imaging
- reactant in preparation of antibacterial agents
- reactant in synthesis of antiandrogens
Definition
ChEBI: 5-methoxyindole-3-carbaldehyde is a member of indoles.
Synthesis
1006-94-6
68-12-2
10601-19-1
GENERAL STEPS: Oxalyl chloride (0.3 mL) was added dropwise to stirring N,N-dimethylformamide (DMF, 3 mL) under ice bath cooling. The reaction mixture was stirred continuously at 0 °C for 1 hour. Subsequently, a solution of 5-methoxyindole (4 mmol) dissolved in DMF (1.5 mL) was added dropwise to the above mixture. The resulting mixture was stirred at room temperature for 5 hours. Upon completion of the reaction, 2 N sodium hydroxide solution (2 mL) was added and the mixture was heated to 100°C maintained for 10 minutes. The reaction solution was cooled and extracted with ethyl acetate (3 x 50 mL). The organic phases were combined and washed sequentially with water and saturated saline. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the crude product. The crude product was purified by fast column chromatography with the eluent of ethyl acetate/petroleum ether (3:1, v/v) to finally obtain pure 5-methoxyindole-3-carboxaldehyde.
References
[1] Organic Letters, 2013, vol. 15, # 11, p. 2636 - 2639
[2] Chinese Chemical Letters, 2010, vol. 21, # 11, p. 1307 - 1309
[3] Synthetic Communications, 1988, vol. 18, # 7, p. 671 - 674
[4] European Journal of Medicinal Chemistry, 2013, vol. 65, p. 158 - 167
[5] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 21, p. 2561 - 2566
5-Methoxyindole-3-carboxaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
5-Methoxyindole-3-carboxaldehyde Suppliers
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- Country
- Slovakia
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View Lastest Price from 5-Methoxyindole-3-carboxaldehyde manufacturers
- Product
- 5-Methoxyindole-3-carboxaldehyde 10601-19-1
- Price
- US $0.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- 99%min HPLC
- Supply Ability
- 50KGS
- Release date
- 2021-07-22
- Product
- 5-Methoxyindole-3-carboxaldehyde 10601-19-1
- Price
- US $50.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-22
- Product
- 5-Methoxyindole-3-carboxaldehyde, 3-Formyl-5-methoxyindole 10601-19-1
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27