4-Methoxyindole

ChemicalBook > CAS DataBase List > 4-Methoxyindole

Product Name: 4-Methoxyindole
CAS No.: 4837-90-5
Chemical Name: 4-Methoxyindole
Synonyms: 4-METHOXY-1H-INDOLE;AKOS JY2082619;4-METHOXYINDOLE;4-METHOXYLINDOLE;Methoxyindole,98%;Indole, 4-methoxy-;4-Methoxyindole>4-Methoxyindole,99%;4-Methoxyindole 99%;4-METHOXYINDOLE 98+%
CBNumber: CB5273308
Molecular Formula: C9H9NO
Formula Weight: 147.17
MOL File: 4837-90-5.mol

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4-Methoxyindole Property

Melting point:: 69-70 °C (lit.)
Boiling point:: 181-183 °C/24 mmHg (lit.)
Density: 1.1135 (rough estimate)
refractive index: 1.5310 (estimate)
Flash point:: 181-183°C/24mm
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: ethanol: soluble50mg/mL, clear, faintly yellow
pka: 17.22±0.30(Predicted)
form: Crystalline Powder and/or Chunks
color: White
Sensitive: Light Sensitive
BRN: 122456
InChIKey: LUNOXNMCFPFPMO-UHFFFAOYSA-N
LogP: 2.060 (est)
CAS DataBase Reference: 4837-90-5(CAS DataBase Reference)
NIST Chemistry Reference: 1H-Indole, 4-methoxy-(4837-90-5)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-24/25
WGK Germany: 3
Hazard Note: Irritant/Keep Cold
HazardClass: KEEP COLD, LIGHT SENSITIVE
HS Code: 29339900

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 246298
Product name: 4-Methoxyindole
Purity: 99%
Packaging: 1g
Price: $72.6
Updated: 2024/03/01

TCI Chemical

Product number: M1250
Product name: 4-Methoxyindole
Purity: >98.0%(GC)
Packaging: 1g
Price: $29
Updated: 2024/03/01

TCI Chemical

Product number: M1250
Product name: 4-Methoxyindole
Purity: >98.0%(GC)
Packaging: 5g
Price: $82
Updated: 2024/03/01

Alfa Aesar

Product number: L19069
Product name: 4-Methoxyindole, 99%
Packaging: 1g
Price: $142.65
Updated: 2024/03/01

Alfa Aesar

Product number: L19069
Product name: 4-Methoxyindole, 99%
Packaging: 5g
Price: $527
Updated: 2021/12/16

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4-Methoxyindole Chemical Properties,Usage,Production

Chemical Properties

light brown to grey crystalline powder

Uses

4-Methoxyindole is a reactant for alpha-ethyltryptamines as dual dopamine-serotonin releasers.

Application

Reactant for preparation of:
GABA analogs
Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes
Anticancer agents
Integrase strand-transfer inhibitors (INSTIs)
Inhibitor of Proliferation of Colon Cancer Cells
Isomeridianin G as GSK-3? inhibitors
HIV-1 integrase inhibitors
Inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)
4-Methoxyindole was used for comparing the complexation reaction of β-cyclodextrin (β-CD) with pindolol using reversed-phase liquid chromatography.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 24, p. 1499, 1987 DOI: 10.1002/jhet.5570240602

Biotechnological Applications

4-Methoxyindole is used in a variety of preparation procedures. It is a reactant involved in the synthesis of GABA analogs, HIV-1 integrase inhibitors, anticancer agents, sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors, integrase strand-transfer inhibitors (INSTIs), and isomeridianin G. Additionally, it is used in reverse-phase liquid chromatography analysis of the reaction of β-cyclodextrin and pindolol.

Synthesis

Step1 :1-[(E)-2-(2-methoxy-6-nitrophenyl)vinyl]pyrrolidine: To a solution of 10 g of 1-methoxy-2-methy3-nitrobenzene in 100 ml of DMF are added 8.74 ml of N,N-dimethylformamide dimethyl acetal and 5.44 ml of pyrrolidine, and the mixture is then refluxed for 3 hours. The mixture is concentrated to half its volume under vacuum, the remaining mixture is poured into ether/water and extracted with ether, the organic phase is washed with saturated NaCl solution and dried over MgSO4 , and the solvent is evaporated off under vacuum. 1-[(E)-2-(2-methoxy-6-nitrophenyl)vinyl]pyrrolidine; yield 14.6 g.
Stpe 2 : synthesis of 4-Methoxyindole, A suspension of 150 ml of zinc powder in 500 ml of 0.5N HCl is stirred for 1 hour at room temperature. The suspension is ded by suction, washed with water to neutral pH, with anhydrous EtOH and then with ether, and dried. To a solution of 10 g of the compound from the preceding step in 46 ml of acetic acid are added, portionwise, 31.6 g of activated zinc, while keeping the temperature between 20 and 30°C using an ice bath. The reaction mixture is stirred at room temperature for 30 minutes, and is filtered. The filtrate is extracted with EtOAc, the organic phase is washed with NaHCO3 solution and with saturated NaCl solution, and dried over MgSO4 , and the solvent is evaporated off under vacuum. The residue is chromatographed on silica gel, eluting with a cyclohexane/EtOAc mixture in a gradient of from (98/2 v/v) to (95/5 v/v). 4-Methoxy- 1H-indole; yield 1.6 g.

4-Methoxyindole Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Methoxyindole manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: 4-Methoxyindole 4837-90-5
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99%HPLC
Supply Ability: 2000tons
Release date: 2020-01-06

Henan Bao Enluo International TradeCo.，LTD

Product: 4-Methoxyindole 4837-90-5
Price: US $20.00/kg
Min. Order: 1kg
Purity: 99.99%
Supply Ability: 50000tons
Release date: 2023-08-15

Henan Aochuang Chemical Co.,Ltd.

Product: 4-Methoxyindole 4837-90-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-12

4837-90-5, 4-MethoxyindoleRelated Search:

3-(METHOXYMETHOXY)BENZALDEHYDE 4-Methoxyphenylacetic acid p-Anisaldehyde Anisole 4-Methoxyphenylacetone (Trifluoromethoxy)benzene p-Anisidine 4-Methoxybenzylchloride 6-METHOXYINDOLE 99% 4-Benzyloxyindole-3-carboxaldehyde 4-Acetoxyindole 3-Formyl-4-methoxyindole,4-methoxyindole-3-aldehyde METHYL 4-METHOXY-2-INDOLECARBOXYLATE Methoxyindole 99% indol-5-yl methyl ether,5-METHOXYINDOLE REPANIDAL 4-Benzyloxyindole Pindolol 4-Methoxy-1H-indole-2-carboxylic acid 7-Methoxy-1H-indole

4-METHOXYLINDOLE

4-METHOXYINDOLE

AKOS JY2082619

Methoxyindole,98%

4-Methoxyindole,99%

4-METHOXYLINDOLE 98%

4-METHOXYINDOLE 98+%

4-methoxy-1H-indole(SALTDATA: FREE)

1H-Indole, 4-Methoxy-

4-Methoxy-1H-indole 98%

4-Methoxyindole in stock Factory

4-Methoxyindole 99%

4-Methoxy-1H-indole98%

4-methoxy-1H-indole, 4-methoxy-indole, methoxy-1H-indole, 4-methoxy indole, 4-methoxylindole, 5-methoxylindole, 4-methoxyindole

1H-INDOL-4-YL METHYL ETHER

Indole, 4-methoxy-

4-METHOXY-1H-INDOLE

4-Methoxyindole, 98%, for synthesis

4-Methoxyindole&gt

TIANFUCHEM-4-Methoxyindole

4837-90-5

548-37-90-5

4387-90-5

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