1H-indole-3-carboxamide

Base Information

• Chemical Name: 1H-indole-3-carboxamide
• CAS No.: 1670-85-5
• Molecular Formula: C9H8 N2 O
• Molecular Weight: 160.175
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90366920
• Nikkaji Number: J466.165F
• Wikidata: Q82152400
• Metabolomics Workbench ID: 71727
• ChEMBL ID: CHEMBL379099
• Mol file: 1670-85-5.mol

Synonyms:1H-indole-3-carboxamide;1H-Indole-3-carboxylic acid amide;1670-85-5;indole-3-carboxamide;1H-Indole-3-carboxamide(9CI);1-H-Indole-3-carboxamide;Cambridge id 5106715;MLS001048867;SCHEMBL117198;CHEMBL379099;BDBM93016;DTXSID90366920;LSGKMZLPZFPAIN-UHFFFAOYSA-N;HMS2268H20;MFCD00460642;STL561454;AKOS008997077;SDCCGMLS-0064613.P001;SMR000387070;CS-0063210;FT-0657418;EN300-49971;5P-052;C73221;I-2250;A810818;J-504702;Z87615024

Chemical Property of 1H-indole-3-carboxamide

Chemical Property:

• Melting Point: 201 °C
• Boiling Point: 457.6±18.0 °C(Predicted)
• PKA: 15.80±0.30(Predicted)
• PSA: 59.87000
• Density: 1.328±0.06 g/cm3(Predicted)
• LogP: 2.15100
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

NLT 98% ^*data from raw suppliers

1H-Indole-3-carboxylicAcidAmide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)C(=O)N

Technology Process of 1H-indole-3-carboxamide

There total 15 articles about 1H-indole-3-carboxamide 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: 98.0%

3-cyano-1H-indole (5457-28-3) → 1H-indole-3-carboxamide (1670-85-5)

Guidance literature:

With polystyrene-triethylenetetramine anchored ruthenium(II) complex; air; In water; at 90 ℃; for 7h; Green chemistry;

DOI:10.1002/aoc.3233

Reference yield: 92.0%

1H-indole-3-carboxylic acid (771-50-6) → 1H-indole-3-carboxamide (1670-85-5)

Guidance literature:

With ammonia; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; 1.) r.t., 0.5 h; 2.) 2 h;

DOI:10.1002/hlca.19940770719

Reference yield: 90.0%

Indole-3-carbonyl chloride (59496-25-2) → 1H-indole-3-carboxamide (1670-85-5)

Guidance literature:

With ammonia; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0031-9422(99)00479-3

upstream raw materials:

3-cyano-1H-indole

Indole-3-carbonyl chloride

2,2-dichloro-1-(1H-indol-3-yl)ethan-1-one

methyl imino ester hydrochloride of 3-indolecarboxylic acid

Downstream raw materials:

1H-indole-3-carboxylic acid

1H-indole-3-carbothioamide

1-p-toluenesulfonyl-1H-indole-3-carboxamide

3-aminomethylindole

Refernces

• 1、 Wegler,Binder. "-". . p. 506,511. Retrieved 1937.
• 2、 Zhang,Xu,Wang,Kang. "Efficient Synthesis and Biological Activity of Novel Indole Derivatives as VEGFR-2 Tyrosine Kinase Inhibitors". . p. 3006 - 3016. Retrieved 2018/02/21.
• 3、 Fantacuzzi, Marialuigia,Maccallini, Cristina,Di Matteo, Mauro,Ammazzalorso, Alessandra,Bruno, Isabella,De Filippis, Barbara,Giampietro, Letizia,Mollica, Adriano,Amoroso, Rosa. "Screening of NOS activity and selectivity of newly synthesized acetamidines using RP-HPLC". . p. 419 - 424. Retrieved 2016/02/16.