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

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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
InChI: 1S/C16H13NO2/c18-10-13-9-17-16-7-6-14(8-15(13)16)19-11-12-4-2-1-3-5-12/h1-10,17H,11H2
InChIKey: DJGNUBADRQIDNQ-UHFFFAOYSA-N
SMILES: O=Cc1c[nH]c2ccc(OCc3ccccc3)cc12
CAS DataBase Reference: 6953-22-6(CAS DataBase Reference)

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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
Storage Class: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2
Skin Sens. 1

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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.

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N-Bromosuccinimide Price

TRC

Product number: B285948
Product name: 5-Benzyloxyindole-3-carboxaldehyde
Packaging: 1g
Price: $50
Updated: 2021/12/16

TRC

Product number: B285948
Product name: 5-Benzyloxyindole-3-carboxaldehyde
Packaging: 5g
Price: $120
Updated: 2021/12/16

TRC

Product number: B285948
Product name: 5-Benzyloxyindole-3-carboxaldehyde
Packaging: 25g
Price: $415
Updated: 2021/12/16

Matrix Scientific

Product number: 012638
Product name: 5-Benzyloxyindole-3-carboxaldehyde
Purity: 98%
Packaging: 5g
Price: $13
Updated: 2021/12/16

Apolloscientific

Product number: OR1344
Product name: 5-(Benzyloxy)-1H-indole-3-carboxaldehyde
Packaging: 1g
Price: $18
Updated: 2021/12/16

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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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5-(Phenylmethoxy)-1H-indole-3-carbaldehyde Suppliers

Canada 1 China 135 Europe 2 Germany 3 India 7 Japan 1 Switzerland 3 United Kingdom 14 United States 39 Global 205

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View Lastest Price from 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

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

Chemwill Asia Co.,Ltd.

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

Career Henan Chemical Co

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

6953-22-6, 5-(Phenylmethoxy)-1H-indole-3-carbaldehydeRelated Search:

Formaldehyde 5-Benzyloxyindole Indole-3-carboxaldehyde 7-Benzyloxyindole-3-carbaldehyde 6-Benzyloxyindole-3-carboxaldehyde 4-Benzyloxyindole-3-carboxaldehyde 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde 5-BENZYLOXYINDOLE-3-GLYOXYLIC ACID ETHYL ESTER 3,6A,11,14-TETRAHYDRO-9-METHOXY-2-METHYL-(12H)-ISOQUINO[1,2-B]PYRROLO[3,2-F][1,3]BENZOXAZINE-1-CARBOXYLIC ACID, ETHYL ESTER 5-BENZYLOXYINDOLE-3-GLYOXYLAMIDE 5-BENZYLOXY-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER 5-BENZYLOXY-1H-INDOLE-3-CARBOXYLIC ACID RARECHEM AL BI 1490 ETHYL 5-(BENZOYLOXY)-1-ISOPROPYL-2-METHYL-1H-INDOLE-3-CARBOXYLATE SPECS AN-068/25067031 5-(BENZYLOXY)-1-[3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINYL]-1H-INDOLE-3-CARBALDEHYDE ETHYL 5-[(4-FLUOROBENZOYL)OXY]-1,2-DIMETHYL-1H-BENZO[G]INDOLE-3-CARBOXYLATE 5-BENZYLOXY-3-FORMYLINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

5-(phenylmethoxy)-1h-indole-3-carbaldehyde

5-BENZYLOXYINDOLE-3-ALDEHYDE

5-BENZYLOXYINDOLE-3-CARBALDEHYDE

5-BENZYLOXYINDOLE-3-CARBOXALDEHYDE

5-BENZYLOXY INDOLE-3-CARBOXYALDEHYDE

5-BENZYLOXYINDOLE-3-FORMALDEHYDE

5-(BENZYLOXY)-3-INDOLECARBOXYALDEHYDE

5-BENZYLOXY-3-FORMYLINDOLE

5-(BENZYLOXY)-1H-INDOLE-3-CARBALDEHYDE

5-BENZYLOXY-3-INDOLECARBOXALDEHYDE

5-(Phenylmethoxy)-1H-indole-3-carbaldehyde in stock Factory

5-Benzyloxy-3-formaldehyde

5-(Benzyloxy)-1H-indole-3-carboxaldehyde

5-Benzyloxy-3-formyl-1H-indole

5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde

NSC 71049

5-Benzyloxyindole-3-carboxaldehyde ,98%

5-(Benzyloxy)-3-formyl-1H-indole, 5-(Phenylmethoxy)-1H-indole-3-carboxaldehyde

1H-Indole-3-carboxaldehyde,5-(phenylMethoxy)-

5-Benzyloxyindole-3-carboxaldehyde powder

5-(Phenylmethoxy)-1H-indole-3-carbaldehyde ISO 9001：2015 REACH

6953-22-6

69533-22-6

ALDEHYDE

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