2-Methylindole-3-carboxaldehyde - ≥98%(GC) , CAS No.5416-80-8

CAS: 5416-80-8 Cat. No.: M123431 Fórmula: C₁₀H₉NO Peso molecular: 159.18 Beilstein Registry Number: 21(5)8,306 Número EC: 226-512-6

GRADE & PURITY ≥98%(GC)

Synonyms

SCHEMBL248974 | AM20060663 | 2-Methyl-3-formylindole | NCGC00335106-01 | FT-0613060 | m-Methylacetanilide | EINECS 226-512-6 | A15638 | 2-Methyl-1H-indole-3-carbaldehyde | InChI=1/C10H9NO/c1-7-9(6-12)8-4-2-3-5-10(8)11-7/h2-6,11H,1H | Hydrazinecarboxanilid

Storage

Argon charged,Room temperature

Shipped In

Normal

Descripción general

Oxidative activation of 2-methylindole-3-carboxaldehyde via N-heterocyclic carbene organocatalysis generates heterocyclic ortho-quinodimethane as a key intermediate.
Reactant for preparation of: 1.Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators. 2.Fluorescent sensors (BODIPY). 3.Antimicrobial agents against methicillin-resistant Staphylococcus aureus. 4.G protein-coupled receptor CRTh2 antagonists. 5.Inhibitors of PI3 kinase-α. 6.Antitubercular agents. 7.Anti-inflammatory agents. 8.Mycobacterium tuberculosis protein tyrosine phosphatase B. 9.Glucocorticoid receptor ligands. 10.Agents stimulating neurite outgrowth.

Specifications

Sinónimos

SCHEMBL248974 | AM20060663 | 2-Methyl-3-formylindole | NCGC00335106-01 | FT-0613060 | m-Methylacetanilide | EINECS 226-512-6 | A15638 | 2-Methyl-1H-indole-3-carbaldehyde | InChI=1/C10H9NO/c1-7-9(6-12)8-4-2-3-5-10(8)11-7/h2-6,11H,1H | Hydrazinecarboxanilid

Especificaciones y pureza

≥98%(GC)

Condiciones de almacenamiento de almacenamiento

Argon charged,Room temperature

Enviado en

Normal

Pureza

≥98%(GC)

Nombres e identificadores

• Pubchem Sid: 504754691
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754691
• Sonrisas canónicas: CC1=C(C2=CC=CC=C2N1)C=O
• IUPAC Name: 2-methyl-1H-indole-3-carbaldehyde
• InChIKey: CYZIVXOEJNAIBS-UHFFFAOYSA-N
• INCHI: 1S/C10H9NO/c1-7-9(6-12)8-4-2-3-5-10(8)11-7/h2-6,11H,1H3
• Isómeros SMILES: CC1=C(C2=CC=CC=C2N1)C=O
• WGK Alemania: 3
• Peso molecular: 159.18
• Beilstein: 21(5)8,306
• Reaxy-Rn: 121180
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=121180&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Indoles
• Alternative Parents: Aryl-aldehydes Substituted pyrroles Benzenoids Vinylogous amides Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole - Aryl-aldehyde - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Vinylogous amide - Azacycle - Aldehyde - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Soluble in methanol
• Sensibilidad: air sensitive
• Punto de fusión (°C): 203°C
• Peso molecular: 159.180 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.068 Da
• Monoisotopic Mass: 159.068 Da
• Topological Polar Surface Area: 32.900 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 181.000
• 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

Referencias

1. Wenjuan Liu, Jinlong Yang, Zibo Wei, Weiwen Kong, Zirong Dong, Yuning Wei, Jie Zhuang, Jianping Qi.  (2025)  miRNA-loaded biomimetic nanoparticles orchestrate gut microbe to ameliorate inflammatory bowel disease.  Science Advances,  11  (47):   [PMID:41270175] [10.1126/sciadv.adw5984]