ChemicalBook > CAS DataBase List > 4-Methoxyindole

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
More
Less

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)
More
Less

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
More
Less

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.

More
Less

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
More
Less

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

More
Less

4-Methoxyindole Suppliers

Americas 1 Belgium 3 China 235 Europe 3 France 2 Germany 7 India 12 Japan 4 Russia 1 Slovakia 1 Switzerland 4 The Netherlands 1 Ukraine 1 United Kingdom 23 United States 66 USA 1 Global 365
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Accela ChemBio Inc.
Tel
+1(858) 699-3322
Fax
+1(858) 876-1948
Email
marketing@accelachem.com
Country
United States
ProdList
6024
Advantage
65
AbaChemScene
Tel
732-484-9848
Fax
888-484-5008
Email
sales@chemscene.com
Country
United States
ProdList
3982
Advantage
60
Accela ChemBio Inc.
Tel
+1-858-6993322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
17777
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
W & J PharmaChem, Inc.
Tel
--
Fax
--
Email
info@wjpharmachem.com
Country
United States
ProdList
595
Advantage
50
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
2A Biotech USA
Tel
--
Fax
--
Email
info@2abiotech.com
Country
United States
ProdList
1785
Advantage
58
Chemphtec Corporation
Tel
--
Fax
--
Email
fo@chemphtec.com
Country
United States
ProdList
2181
Advantage
58
Combi-Blocks, Inc.
Tel
--
Fax
--
Email
les@combi-blocks.com
Country
United States
ProdList
2555
Advantage
58
MP Biomedicals, LLC. (Division of Valiant FC Co., Ltd.)
Tel
--
Fax
--
Email
serv@mpbio.com
Country
United States
ProdList
1854
Advantage
58
eNovation Chemicals LLC
Tel
--
Fax
--
Email
ales@eNovationChem.com
Country
United States
ProdList
1673
Advantage
58
Fluorochem Ltd.
Tel
--
Fax
--
Email
enquiries@fluorochem.co.uk
Country
United States
ProdList
4583
Advantage
58
MilliporeSigma (Sigma-Aldrich Corp.)
Tel
--
Fax
--
Email
@sial.com
Country
United States
ProdList
5414
Advantage
58
Chem-Impex International, Inc. (CII)
Tel
--
Fax
--
Email
Customer@chemimpex.com
Country
United States
ProdList
893
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
Ring Specialty Chemicals Inc.
Tel
--
Fax
--
Email
info@ringchemicals.com
Country
United States
ProdList
888
Advantage
39
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
TCI America, Inc. (part of Tokyo Chemical Industry)
Tel
--
Fax
--
Email
Angelina.Crew@tcichemicals.com
Country
United States
ProdList
2053
Advantage
58
Chiral Management
Tel
--
Fax
--
Email
sales@chiralmanagement.com
Country
United States
ProdList
1332
Advantage
30
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
SynChem，Inc
Tel
--
Fax
--
Email
sales@synchem.com
Country
United States
ProdList
4697
Advantage
58
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Panslavia Chemicals, LLC
Tel
--
Fax
--
Country
United States
ProdList
310
Advantage
50
Tractus USA LLC
Tel
--
Fax
--
Country
United States
ProdList
227
Advantage
60
Synchem Inc.
Tel
--
Fax
--
Email
catalog@synchem.com
Country
United States
ProdList
1154
Advantage
46
Small Molecules, Inc.
Tel
--
Fax
--
Email
sales@small-molecules.com
Country
United States
ProdList
990
Advantage
50
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
HDH Pharma, Inc.
Tel
--
Fax
--
Email
catalog@hdhpharma.com
Country
United States
ProdList
6248
Advantage
62
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Biofine International Inc.
Tel
--
Fax
--
Email
sales@biofineintl.com
Country
United States
ProdList
653
Advantage
38
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
Sinova Inc.
Tel
--
Fax
--
Email
sales@sinovainc.com
Country
United States
ProdList
4009
Advantage
58
Rintech, Inc.
Tel
--
Fax
--
Email
info@rintechinc.com
Country
United States
ProdList
3416
Advantage
60
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
ECA International Corporation
Tel
--
Fax
--
Email
services@ecacorporation.com
Country
United States
ProdList
1062
Advantage
52
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
More
Less

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
  • Heterocyclic Building Blocks
  • Simple Indoles
  • Indoles
  • Building Blocks
  • Heterocycle-Indole series
  • Simple Indoles
  • Pyrroles & Indoles
  • Building Blocks
  • Heterocyclic Building Blocks
  • Indoles
  • Indoles and derivatives
  • blocks
  • IndolesOxindoles
  • Pyrroles & Indoles
  • Indoline & Oxindole
  • Indole Series