Indole-6-carboxaldehyde - ≥98%(GC) , CAS No.1196-70-9

CAS: 1196-70-9 Cat. No.: I123428 Molecular Weight: 145.16 Beilstein Registry Number: 21(5)8267 EC Number: 626-403-7

GRADE & PURITY ≥98%(GC)

Synonyms

EN300-100998 | STK501455 | BDBM50037816 | Indole-6-carboxaldehyde | 6-Formylindole | 6-formyl-indole | PS-3328 | FT-0633463 | I0743 | indole-6-carbaldehyde | 1h-indole-6-carboxaldehyde | I-2204 | Indole-6-carboxaldehyde, 97% | Indole-6-carboxaldehyde;6-Fo

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

1.Reactant in preparation of analogs of botulinum neurotoxin serotype A protease inhibitors. 2.Reactant in synthesis of stilbene-based antitumor agents. 3.Reactant in acid-catalyzed preparation of aromatic gem-dihalides from aldehydes and acid halides.

Specifications

Synonyms

EN300-100998 | STK501455 | BDBM50037816 | Indole-6-carboxaldehyde | 6-Formylindole | 6-formyl-indole | PS-3328 | FT-0633463 | I0743 | indole-6-carbaldehyde | 1h-indole-6-carboxaldehyde | I-2204 | Indole-6-carboxaldehyde, 97% | Indole-6-carboxaldehyde;6-Fo

Specifications & Purity

≥98%(GC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488193495
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488193495
• Canonical Smiles: C1=CC(=CC2=C1C=CN2)C=O
• IUPAC Name: 1H-indole-6-carbaldehyde
• InChIKey: VSPBWOAEHQDXRD-UHFFFAOYSA-N
• INCHI: 1S/C9H7NO/c11-6-7-1-2-8-3-4-10-9(8)5-7/h1-6,10H
• Isomeric SMILES: C1=CC(=CC2=C1C=CN2)C=O
• WGK Germany: 3
• Molecular Weight: 145.16
• Beilstein: 21(5)8267
• Reaxy-Rn: 1524961
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1524961&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Indoles
• Alternative Parents: Aryl-aldehydes Benzenoids Pyrroles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole - Aryl-aldehyde - Benzenoid - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aldehyde - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol
• Sensitivity: Air sensitive
• Melt Point(°C): 129°C
• Molecular Weight: 145.160 g/mol
• XLogP3: 2.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.053 Da
• Monoisotopic Mass: 145.053 Da
• Topological Polar Surface Area: 32.900 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 158.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Bingying Xu, Haibo Zhou, Qingsong Mei, Wei Tang, Yilun Sun, Mengping Gao, Cuilan Zhang, Shengsong Deng, Yong Zhang.  (2018)  Real-Time Visualization of Cysteine Metabolism in Living Cells with Ratiometric Fluorescence Probes.  ANALYTICAL CHEMISTRY,      [PMID:29363304] [10.1021/acs.analchem.7b04493]