1H-indole-6-carboxylate

Base Information

• Chemical Name: 1H-indole-6-carboxylate
• CAS No.: 1670-82-2
• Molecular Formula: C9H7NO2
• Molecular Weight: 161.16
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID00937266
• Nikkaji Number: J973.510K
• Wikidata: Q72482985
• Mol file: 1670-82-2.mol

Synonyms:1H-indole-6-carboxylate;DTXSID00937266;1H-Indole-6-carboxylic acidanion;GHTDODSYDCPOCW-UHFFFAOYSA-M

Chemical Property of 1H-indole-6-carboxylate

Chemical Property:

• Appearance/Colour: yellow-beige to orange-brown powder
• Vapor Pressure: 8.6E-08mmHg at 25°C
• Melting Point: 248-254 °C
• Refractive Index: 1.5050 (estimate)
• Boiling Point: 419.6 °C at 760 mmHg
• PKA: 4.44±0.30(Predicted)
• Flash Point: 207.6 °C
• PSA: 53.09000
• Density: 1.408 g/cm³
• LogP: 1.86610
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.039853434
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

Indole-6-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-21/22-20/21/22-51-36-22
• Safety Statements: 22-24/25-37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CN2)C(=O)[O-]
• Uses: ? ;Reactant for preparation of D-glutamic acid-based inhibitors of E. coli MurD ligase1? ;Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors2? ;Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway3? ;Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity4? ;Reactant for preparation of pyridinyl carboxylates via esterification with chlorohyd Reactant for preparation of D-glutamic acid-based inhibitors of E. coli MurD ligase ? Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors ? Reactant for preparation of amide conju Reactant for preparation of D-glutamic acid-based inhibitors of E. coli MurD ligaseReactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitorsReactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathwayReactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesityReactant for preparation of pyridinyl carboxylates via esterification with chlorohydroxypyridine as SARS-CoV 3CL proinhibitorsReactant for preparation of (indolecarbonyl)-D-phenylglycinamide amides as factor Xa inhibitors

Technology Process of 1H-indole-6-carboxylate

There total 11 articles about 1H-indole-6-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: 100.0%

indole-6-carboxylic acid methyl ester (50820-65-0) → Indole-6-carboxylic acid (1670-82-2,261352-47-0)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 90h;

DOI:10.1021/acs.jmedchem.5b00585

Reference yield: 100.0%

methyl 1H-indole-7-carboxylate (93247-78-0) → Indole-6-carboxylic acid (1670-82-2,261352-47-0)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 90h;

DOI:10.1021/acs.jmedchem.5b00585

Reference yield: 97.0%

3-Amino-4-(2,2-dimethoxy-ethyl)-benzoic acid (106851-27-8) → Indole-6-carboxylic acid (1670-82-2,261352-47-0)

Guidance literature:

With HCl; In hydrogenchloride; ethanol; at 60 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)84339-7

upstream raw materials:

1H-Indole-6-carbonitrile

indole-6-carboxylic acid methyl ester

3-Amino-4-(2,2-dimethoxy-ethyl)-benzoic acid

4-methyl-3-nitro-benzoic acid methyl ester

Downstream raw materials:

6-indole

tert-butyl indole-6-carboxylate

indole 6-carboxylic acid ethyl ester

3-(cyclohex-1-en-1-yl)-1H-indole-6-carboxylic acid

Refernces

• 1、 Bommagani, Shobanbabu,Ponder, Jessica,Penthala, Narsimha R.,Janganati, Venumadhav,Jordan, Craig T.,Borrelli, Michael J.,Crooks, Peter A.. "Indole carboxylic acid esters of melampomagnolide B are potent anticancer agents against both hematological and solid tumor cells". . p. 393 - 405. Retrieved 2017/05/19.
• 2、 -. "HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK". Page/Page column 84. . Retrieved 2012/11/08.