5-(Phenylmethoxy)-1H-indole-3-carbaldehyde
- Product Name
- 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde
- CAS No.
- 6953-22-6
- Chemical Name
- 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde
- Synonyms
- NSC 71049;5-BENZYLOXY-3-FORMYLINDOLE;5-Benzyloxy-3-formaldehyde;5-BENZYLOXYINDOLE-3-ALDEHYDE;5-Benzyloxy-3-formyl-1H-indole;5-BENZYLOXYINDOLE-3-FORMALDEHYDE;5-BENZYLOXYINDOLE-3-CARBALDEHYDE;5-BENZYLOXY-3-INDOLECARBOXALDEHYDE;5-BENZYLOXYINDOLE-3-CARBOXALDEHYDE;5-BENZYLOXY INDOLE-3-CARBOXYALDEHYDE
- CBNumber
- CB7253427
- Molecular Formula
- C16H13NO2
- Formula Weight
- 251.28
- MOL File
- 6953-22-6.mol
5-(Phenylmethoxy)-1H-indole-3-carbaldehyde Property
- Melting point:
- 237-238°C
- Boiling point:
- 474.2±30.0 °C(Predicted)
- Density
- 1.267±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,2-8°C
- solubility
- Ethanol
- pka
- 15.13±0.30(Predicted)
- form
- powder
- color
- yellow to brown
- Sensitive
- Air Sensitive
- BRN
- 208873
- CAS DataBase Reference
- 6953-22-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36-43
- Safety Statements
- 22-24/25-36/37-26
- WGK Germany
- 3
- HazardClass
- IRRITANT, AIR SENSITIVE
- HS Code
- 29339990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H319Causes serious eye irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- B285948
- Product name
- 5-Benzyloxyindole-3-carboxaldehyde
- Packaging
- 1g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- B285948
- Product name
- 5-Benzyloxyindole-3-carboxaldehyde
- Packaging
- 5g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- B285948
- Product name
- 5-Benzyloxyindole-3-carboxaldehyde
- Packaging
- 25g
- Price
- $415
- Updated
- 2021/12/16
- Product number
- D178
- Product name
- 5-Benzyloxy-indole-3-carboxaldehyde
- Packaging
- 100g
- Price
- $427
- Updated
- 2021/12/16
- Product number
- COR0003215
- Product name
- 5-BENZYLOXYINDOLE-3-CARBOXALDEHYDE
- Purity
- 95.00%
- Packaging
- 10G
- Price
- $2194.5
- Updated
- 2021/12/16
5-(Phenylmethoxy)-1H-indole-3-carbaldehyde Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powder
Uses
Reactant for preparation of:
- Rhodanine merocyanine dyes
- Potential topoisomerase II inhibitors
- Azithromycin derivatives
- Inhibitors of PI3 kinase-α and the mammalian target of rapamycin
- Cytotoxic agents
- Vascular endothelial growth factor (VEGF) inhibitor
- Derivatives of vancomycin and eremomycin
- Benzimidazoles as potential antibacterial agents
- Light-dependent tumor necrosis factor-α antagonists
- Serotonin 5-HT4 Receptor agonists
Uses
An antibacterial agent
Synthesis
1215-59-4
68-12-2
6953-22-6
a) Synthesis of 5-(benzyloxy)-1H-indole-3-carbaldehyde: Phosphoryl chloride (1.5 g, 9.9 mmol) was slowly added dropwise to 15 mL of N,N-dimethylformamide (DMF) cooled in an ice bath under stirring conditions. After removing the ice bath, the reaction was continued with stirring for 15 min. Subsequently, 5-benzyloxyindole (2.00 g, 8.96 mmol) was added and the reaction mixture was heated to 50-60 °C and maintained at this temperature for 1.5 hours. After completion of the reaction, the mixture was poured into ice water and adjusted to alkaline with 2 M sodium hydroxide solution. The mixture was refluxed for 2 minutes, cooled and filtered to collect the solid product. The solid was washed with water and dried to give the target compound 5-(benzyloxy)-1H-indole-3-carboxaldehyde in a yield of 1.88 g (84% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6) with the following chemical shifts: δ 5.88 (s, 1H), 8.20 (s, 1H), 7.68 (d, 1H), 7.50-7.25 (m, 6H), 6.96 (dd, 1H), 5.11 (s, 2H), 4.02 (s, 1H).
References
[1] Patent: WO2005/66132, 2005, A1. Location in patent: Page/Page column 90-91
[2] Patent: US2007/299061, 2007, A1. Location in patent: Page/Page column 17
[3] Synthesis (Germany), 2017, vol. 49, # 18, p. 4141 - 4150
[4] Journal of the Chemical Society, 1958, p. 3493,3494
[5] Journal of the Chemical Society, 1958, p. 3887,3892
5-(Phenylmethoxy)-1H-indole-3-carbaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde manufacturers
- Product
- 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde 6953-22-6
- Price
- US $0.00/G
- Min. Order
- 100G
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-01-17
- Product
- 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde in stock Factory 6953-22-6
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- TOP 3 Factory in China
- Supply Ability
- Top 3 largest production capacity Factory
- Release date
- 2019-04-03
- Product
- 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde 6953-22-6
- Price
- US $0.01/KG
- Min. Order
- 500g
- Purity
- 98%; 99%
- Supply Ability
- 500g；1kg； 10kg; 25kg
- Release date
- 2020-01-08