6-cyano-1H-indole-3-carboxylic Acid

Base Information

• Chemical Name: 6-cyano-1H-indole-3-carboxylic Acid
• CAS No.: 174500-88-0
• Molecular Formula: C10H6N2O2
• Molecular Weight: 186.16700
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID90442697
• Mol file: 174500-88-0.mol

Synonyms:6-cyano-1H-indole-3-carboxylic Acid;174500-88-0;1H-Indole-3-carboxylic acid, 6-cyano-;SCHEMBL17429748;DTXSID90442697;6-cyano-1H-indole-3-carboxylicAcid;MFCD09954938;AKOS006313822;AB55598;CS-W022493;DS-1738;FS-3320;EN300-2629686;Z1198266507

Chemical Property of 6-cyano-1H-indole-3-carboxylic Acid

Chemical Property:

• PSA: 76.88000
• LogP: 1.73778
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 186.042927438
• Heavy Atom Count: 14
• Complexity: 294

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Cyano-1H-indole-3-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)NC=C2C(=O)O

Technology Process of 6-cyano-1H-indole-3-carboxylic Acid

There total 2 articles about 6-cyano-1H-indole-3-carboxylic Acid 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:

(6-cyanoindol-3-yl)carboxaldehyde (83783-33-9) → 6-cyano-1H-indole-3-carboxylic acid (174500-88-0)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate;

DOI:10.1016/0960-894X(95)00563-9

Reference yield:

1H-Indole-6-carbonitrile (15861-36-6) → 6-cyano-1H-indole-3-carboxylic acid (174500-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃

2: NaClO₂, NaH₂PO₄

With sodium chlorite; sodium dihydrogenphosphate; trichlorophosphate;

DOI:10.1021/jm970020k

Reference yield:

6-cyano-1H-indole-3-carboxylic acid (174500-88-0) → 3-{3-[(6-Carbamimidoyl-1H-indole-3-carbonyl)-amino]-propionylamino}-3-phenyl-propionic acid

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine, Et₃N, H₂S / Ambient temperature

2: acetone / Heating

3: ammonium acetate / methanol / 1 h / Heating

With pyridine; ammonium acetate; hydrogen sulfide; triethylamine; In methanol; acetone;

DOI:10.1021/jm9704863

upstream raw materials:

(6-cyanoindol-3-yl)carboxaldehyde

1H-Indole-6-carbonitrile

Refernces

• 1、 Sall, Daniel J.,Arfsten, Ann E.,Berry, Dennis R.,Denney, Michael L.,Harms, Cathy S.,McCowan, Jefferson R.,Ray, Judith K.,Scarborough, Robert M.,Um, Suzane L.,Utterback, Barbara G.,Jakubowski, Joseph A.. "Platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists derived from amidinoindoles". . p. 81 - 86. Retrieved 2007/10/03.