1-acetyl-1H-indole-3-carbaldehyde

• ChemBase ID: 91254
• Molecular Formular: C11H9NO2
• Molecular Mass: 187.19466
• Monoisotopic Mass: 187.06332853
• SMILES: n1(c2c(cccc2)c(c1)C=O)C(=O)C
• Canonical SMILES: O=Cc1cn(c2c1cccc2)C(=O)C
• InChI: InChI=1S/C11H9NO2/c1-8(14)12-6-9(7-13)10-4-2-3-5-11(10)12/h2-7H,1H3
• InChIKey: LCJLFGSKHBDOAY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-acetyl-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 1-acetylindole-3-carbaldehyde
• Synonyms: 1-Acetyl-3-formyl-1H-indole; 1-Acetyl-1H-indole-3-carboxaldehyde; N-Acetylindol-3-carboxaldehyde; NSC 61289; 1-Acetyl-3-indolecarboxaldehyde; 1-acetyl-1H-indole-3-carbaldehyde; 1-Acetylindole-3-carboxaldehyde; N-乙酰基吲哚-3-甲醛

Database IDs

• CAS Number: 22948-94-3
• EC Number: 245-347-0
• MDL Number: MFCD00039691
• PubChem SID: 162077958; 24863403
• PubChem CID: 89915

CALCULATED PROPERTIES

• Acid pKa: 19.867134
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.1043192
• LogD (pH = 7.4): 1.1043192
• Log P: 1.1043192
• Molar Refractivity: 52.9988 cm^3
• Polarizability: 21.177412 Å^3
• Polar Surface Area: 39.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 160-164°C; 165 °C(lit.); 165°C
• Partition Coefficient: 2.03

Safety Information

• Storage Warning: Air Sensitive; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C11H9NO2

DETAILS

Sigma Aldrich - 375772

Packaging
5 g in glass bottle
Application
Reactant for synthesis of α-ketoamides as inhibitors of Dengue virus protease with antiviral activity in cell-culture1Reactant for preparation of homoallylic amines as antimicrobial agents2Reactant for preparation of pyrrole-based hydrazones as potential tuberculostatics3Reactant for synthesis of neoechinulin A and derivatives4Reactant for synthesis of substituted (Z)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-one and (Z)-(±)-2-(N-benzylindol-3-ylmethylene)quinuclidin-3-ol derivatives as potent thermal sensitizing agents5Reactant for preparation of RNA-specific live cell imaging probes E36, E144 and F226