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Methyl indole-6-carboxylate is an indole compound characterized by its off-white crystalline powder appearance. It is known for its potential therapeutic properties, particularly in the treatment of pain, inflammation, and other conditions.

50820-65-0

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50820-65-0 Usage

Uses

Used in Pharmaceutical Industry:
Methyl indole-6-carboxylate is used as an active pharmaceutical ingredient for the development of medications targeting pain, inflammation, and other related conditions. Its chemical structure allows it to interact with specific biological targets, providing relief and treatment for various ailments.
Used in Research and Development:
In the field of scientific research, Methyl indole-6-carboxylate serves as a valuable compound for studying the mechanisms of pain and inflammation. It can be used to develop new drugs or improve existing ones, contributing to the advancement of medical treatments for various health issues.
Used in Drug Delivery Systems:
Similar to gallotannin, Methyl indole-6-carboxylate can also be incorporated into novel drug delivery systems to enhance its efficacy and bioavailability. By utilizing various organic and metallic nanoparticles as carriers, the compound can be more effectively delivered to target cells, improving its therapeutic outcomes in treating pain and inflammation.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 35, p. 2419, 1992 DOI: 10.1021/jm00091a010Tetrahedron Letters, 27, p. 1653, 1986 DOI: 10.1016/S0040-4039(00)84339-7

Check Digit Verification of cas no

The CAS Registry Mumber 50820-65-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,8,2 and 0 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 50820-65:
(7*5)+(6*0)+(5*8)+(4*2)+(3*0)+(2*6)+(1*5)=100
100 % 10 = 0
So 50820-65-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H9NO2/c1-13-10(12)8-3-2-7-4-5-11-9(7)6-8/h2-6,11H,1H3

50820-65-0 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (L16020)  Methyl indole-6-carboxylate, 98%   

  • 50820-65-0

  • 1g

  • 350.0CNY

  • Detail
  • Alfa Aesar

  • (L16020)  Methyl indole-6-carboxylate, 98%   

  • 50820-65-0

  • 5g

  • 1220.0CNY

  • Detail
  • Aldrich

  • (578495)  Methylindole-6-carboxylate  97%

  • 50820-65-0

  • 578495-5G

  • 1,054.17CNY

  • Detail

50820-65-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl indole-6-carboxylate

1.2 Other means of identification

Product number -
Other names Indole-6-carboxylic Acid Methyl Ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:50820-65-0 SDS

50820-65-0Relevant academic research and scientific papers

2-(1H-INDOLE-3-CARBONYL)-THIAZOLE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

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Paragraph 00162; 00311; 00343, (2021/06/26)

2-(1H-lndole-3-carbonyl)-thiazole-4-carboxamide derivatives and the corresponding imidazole, oxazole and thiophene derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders. The present description discloses the synthesis and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 27 to 32 and 59 to 219; examples 1 to 8; compounds 1-1 to 1-97; tables 1-a, 2 and 3).

A method of synthesis of indole derivatives

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Paragraph 0018-0021, (2022/01/10)

The present invention belongs to the field of indole synthesis technology, in order to solve the current synthesis of indole and its derivatives with ethylene glycol as raw material, the conditions are relatively harsh, the structure of the main catalyst is complex, expensive and other issues, providing a synthesis method of indole derivatives. Pt/Al2O3 catalyst supportingPt/Al2O3was prepared by impregnation with acidicAl2O3as the support, using aniline compounds, ethylene glycol, and the preparedPt/Al2O3 Catalyst for catalytic reaction, control reaction temperature of 190 °C, reaction 24h, after the end of the reaction, first add water to stir evenly, and then with dichloromethane for extraction, organic phase by rotational distillation to remove the solvent, and then with petroleum ether, ethyl acetate as the eluent column chromatography separation, you can obtain the target product. A broad spectrum of the Catalytic System ofPt/Al2O3Supported Catalysts with Good Catalytic Effect inthe Glycol Aniline Reaction was studied, and the substrate range of substituted aniline was mainly expanded.

Aldehydes as potential acylating reagents for oxidative esterification by inorganic ligand-supported iron catalysis

Yu, Han,Wang, Jingjing,Wu, Zhikang,Zhao, Qixin,Dan, Demin,Han, Sheng,Tang, Jiangjiang,Wei, Yongge

supporting information, p. 4550 - 4554 (2019/08/21)

The oxidative esterification of various aldehydes with alcohols could be achieved by a heterogeneous iron(iii) catalyst supported on a ring-like POM inorganic ligand under mild conditions, affording the corresponding esters, including several drug molecules and natural products, in high yields. ESI-MS and control experiments demonstrated that POM-FeV(O) was the active catalytic species and the plausible mechanism was presented. More importantly, the 6th run of the iron catalyst recycles shows only a slight decrease in the yield.

HEPARANASE INHIBITORS AND USE THEREOF

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Paragraph 0176, (2018/07/05)

The invention relates to functionalized quinazoline compounds, pharmaceutical compositions comprising such compounds, and the use of such compounds as heparanase inhibitors for the treatment of diseases or conditions related to heparanse activity.

Novel indole derivative and medicine containing the same (by machine translation)

-

Paragraph 0306; 0307, (2018/06/30)

[A] formation of Amyloid fibrils can be compounds, including therapeutic or prophylactic agent for neurodegenerative disease Amyloid fibrils formation inhibitor compound and of. (I) or its pharmaceutically acceptable compound represented by the formula [a] or a salt or solvate thereof includes the, Amyloid fibrils formation inhibitor. [R1 And R2 Each independently is H, an alkyl group, a cyano group or the like; R3 And R4 Each independently is H, or an alkyl group; R3 And R4 The, joint may form a ring; Ar1 And Ar2 The substituted or unsubstituted heteroaryl group are independently substituted/unsubstituted aryl groups /; X and Y are each independently a single bond, - (=O) - C etc., Z is O or CH2 ; N is an integer of 1 - 3][Drawing] no (by machine translation)

Antibacterial compound and its salt

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Paragraph 0031-0035, (2017/10/06)

The invention provides a compound of a formula I or a pharmaceutically acceptable salt, a hydrate or a crystal form thereof. An acyl group is connected with the fourth, fifth or sixth-site carbon atom of indolyl. Researches find that the compound provided by the invention has certain antibacterial activity, and can be used as a potential antibacterial drug or daily chemical. Beyond all expectations, a compound 4c is extremely similar to compounds 4a and 4b in structure, but the antibacterial activity of the compound 4c is obviously better than that of the other two compounds; the antibacterial activity of the compound 4c against staphylococcus aureus is significantly better than the antibacterial activity of the compound 4c against escherichia coli, which illustrates that the compound 4c is more sensitive to the staphylococcus aureus; and if being used for antibiosis, the compound 4c can more easily inhibit particular species (such as staphylococcus aureus) in a targeted way, so that the unnecessary drug resistance caused by other bacteria is avoided.

A double-indole hydrazone compound and use thereof

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Paragraph 0036; 0039-0040, (2017/10/06)

The invention provides a bisindole acylhydrazone compound shown as the formula I or salt, hydrate or crystals, accepted in the pharmacy, of the bisindole acylhydrazone compound. According to the bisindole acylhydrazone compound, R does not exist or is selected from alkylene of C1-5. The bisindole acylhydrazone compound has a certain antibacterial activity, and can serve as potential antibiotics or a daily chemical product. What is beyond the expectation is that compounds 4e-4h and compounds 4a-4c are quite similar in structure, the antibacterial activity of the compounds 4e-4h and the antibacterial activity of the compounds 4a-4c are obviously better than that of other compounds, particularly, the activity of the compound 4h is best and is remarkably better than that of compounds 4e-4g. The formula I is shown in the specification.

A double-indole hydrazone compound and its salt (by machine translation)

-

Paragraph 0032-0038, (2017/10/06)

The present invention provides a bis-indole compounds shown as formula I hydrazone compound or its pharmaceutically acceptable salt, hydrate or crystalline form. Wherein R is selected from none or C1 - 3 alkylene. This invention discovers, the present invention provides compound has antibacterial activity, can be used as a potential antibacterial drug or of daily use. It is not expected to, compound 4 d with a compound 4a - 4c structure is extremely similar, but its antibacterial activity is obviously superior to other compound; and, compound 4 d to Staphylococcus aureus bacteriostatic activity to be improved to the role of the Escherichia coli, note compound 4 d to Staphylococcus aureus more sensitive, if the use of the compound of antibacterial, in limited under the dosage, more easily targeted inhibit specific bacteria (such as jin pujun), to avoid other bacteria produce unnecessary drug resistance. (by machine translation)

five Yuan fragrance heterocyclic structure containing the anti-hepatitis c compound and its preparation and use

-

Paragraph 0125; 0126-0128, (2016/11/21)

The invention discloses an anti-HCV (hepatitis C) compound containing a five-membered heteroaromatic ring structure, as well as a preparation method and applications thereof. The compound has a structure shown as the formula I, the compound has excellent anti-HCV virus activity, can be used for preparing anti-HCV drugs, the prepared drugs can be applied by adopting oral administration, intravenous injection or intramuscular injection.

Microwave-assisted synthesis and molecular recognition properties of novel indole acylhydrazone receptors

Ye, Ying,Suo, Yourui,Yang, Fang,Yang, Yongjing,Han, Lijuan

, p. 296 - 299 (2015/06/02)

Indole acylhydrazones were synthesised in high yields under microwave irradiation By using indole carboxylic acid and 1,4-benzenedialdehyde as starting materials. Their structures were characterised by 1H NMR, IR, MS spectra and elemental analysis. Selective recognition properties of these receptors have been investigated by UV-Vis spectra titration indicating that these receptors can form 1:1 supramolecular complexes with malic acid, tartaric acid, ascorbic acid and tryptophan.

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