Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate
• CAS No.: 131707-24-9
• Molecular Formula: C19H18BrNO3S
• Molecular Weight: 420.327
• Hs Code.: 2933990090
• European Community (EC) Number: 629-769-6
• DSSTox Substance ID: DTXSID20157186
• Nikkaji Number: J522.903K
• Wikidata: Q72473209
• ChEMBL ID: CHEMBL4102199
• Mol file: 131707-24-9.mol

Synonyms:131707-24-9;Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate;Ethyl 6-bromo-5-hydroxy-1-methyl-2-((phenylthio)methyl)-1H-Indole-3-carboxylate;Si 5 (pharmaceutical);ethyl 6-bromo-5-hydroxy-1-methyl-2-[(phenylsulfanyl)methyl]-1H-indole-3-carboxylate;SI 5;SI-5;C19H18BrNO3S;MFCD00378136;1-Methyl-2-phenylthiomethyl-3-ethoxycarbonyl-5-hydroxy-6-bromoindole;6-Bromo-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-1H-indole-3-carboxylic Acid Ethyl Ester;1H-Indole-3-carboxylic acid, 6-bromo-5-hydroxy-1-methyl-2-((phenylthio)methyl)-, ethyl ester;1H-Indole-3-carboxylic acid, 6-bromo-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-, ethyl ester;ethyl 6-bromo-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-1H-indole-3-carboxylate;ChemDiv1_011302;Oprea1_682742;SCHEMBL4445035;CHEMBL4102199;NIOSH/NL5998090;HMS619B16;DTXSID20157186;C19-H18-Br-N-O3-S;BCP10623;STK024842;AKOS001740372;Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylthiomethyl)indole-3-carboxylate;AS-11470;LS-82550;SY083819;CS-0151811;FT-0682976;NL59980900;D78049;A888383;SR-01000523199;SR-01000523199-1;W-201056;6-bromo-3-ethoxycarbonyl-5-hydroxy-1-methyl-2-phenylthiomethylindole;ethyl 6-bromo-5-hydroxy-1-methyl-2-phenylthiomethylindole-3-carboxylate;6-bromo-5-hydroxy-1-methyl-2-(phenylthiomethyl)indole-3-carboxylic acid ethyl ester;Indole-3-carboxylic acid, 6-bromo-5-hydroxy-1-methyl-2-(phenylthiomethyl)-, ethyl ester

Chemical Property of Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.28E-13mmHg at 25°C
• Refractive Index: 1.64
• Boiling Point: 570.6 °C at 760 mmHg
• PKA: 7.60±0.40(Predicted)
• Flash Point: 298.9 °C
• PSA: 76.76000
• Density: 1.44 g/cm³
• LogP: 5.11540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Sparingly, Heated)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 419.01908
• Heavy Atom Count: 25
• Complexity: 460

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-1H-indole-3-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(C2=CC(=C(C=C21)O)Br)C)CSC3=CC=CC=C3
• Uses: 6-Bromo-5-hydroxy-1-methyl-2-[(phenylthio)methyl]-1H-indole-3-carboxylic Acid Ethyl Ester is used to prepare anti-hepatitis B virus activities of Et bromohydroxyindolecarboxylates.

Technology Process of Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate

There total 16 articles about Ethyl 6-bromo-5-hydroxy-1-methyl-2-(phenylsulfanylmethyl)indole-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.4%

5-acetoxy-6-bromo-2-bromomethyl-1-methylindole-3-carboxylic acid ethyl ester (110543-98-1) + thiophenol (108-98-5) → 6-bromo-5-hydroxy-1-methyl-2-phenylthiomethylindole-3-carboxylic acid ethyl ester (131707-24-9)

Guidance literature:

With potassium hydroxide; In methanol; for 3h; Ambient temperature;

DOI:10.1007/BF00772858

Reference yield: 80.2%

C14H13Br2NO4 + thiophenol (108-98-5) → 6-bromo-5-hydroxy-1-methyl-2-phenylthiomethylindole-3-carboxylic acid ethyl ester (131707-24-9)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 25h;

Reference yield: 55.0%

arbidol (131707-25-0) → 6-bromo-5-hydroxy-1-methyl-2-phenylthiomethylindole-3-carboxylic acid ethyl ester (131707-24-9)

Guidance literature:

With 1H-imidazole; In xylene; Heating;

DOI:10.1007/BF02220018

upstream raw materials:

5-acetoxy-6-bromo-2-bromomethyl-1-methylindole-3-carboxylic acid ethyl ester

thiophenol

arbidol

1,2-dimethyl-5-acetoxy-1H-indole-3-carboxylic acid ethyl ester

Downstream raw materials:

Arbidol hydrochloride

arbidol

Refernces

• 1、 -. "Method for synthesizing arbidol hydrochloride intermediate". Paragraph 0014. . Retrieved 2020/08/25.
• 2、 -. "ARBIDOL ANALOGS WITH IMPROVED INFLUENZA HEMAGGLUTININ POTENCY". Page/Page column 10; 12. . Retrieved 2018/07/05.