1H-indole-3-carbaldehyde

• ChemBase ID: 30467
• Molecular Formular: C9H7NO
• Molecular Mass: 145.15798
• Monoisotopic Mass: 145.05276385
• SMILES: c1(c[nH]c2c1cccc2)C=O
• Canonical SMILES: O=Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H
• InChIKey: OLNJUISKUQQNIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-indole-3-carbaldehyde
• IUPAC Traditional name: indole-3-carboxaldehyde
• Synonyms: INDOLE-3-ALDEHYDE; 3-Formyl-1H-indole; 1H-Indole-3-carboxaldehyde 96%; Indole-3-carboxaldehyde; 1H-Indole-3-carbaldehyde; β-Indolylaldehyde; 3-Indolylformaldehyde; 3-Formylindole; Indole-3-carbaldehyde; NSC 10118; Indole-3-carboxaldehyde; 吲哚-3-甲醛

Database IDs

• CAS Number: 487-89-8
• EC Number: 207-665-8
• MDL Number: MFCD00005622
• Beilstein Number: 114117
• PubChem SID: 24874779; 24847903; 160993774
• PubChem CID: 10256

CALCULATED PROPERTIES

• Acid pKa: 13.54281
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.7845101
• LogD (pH = 7.4): 1.7845099
• Log P: 1.7845101
• Molar Refractivity: 43.7285 cm^3
• Polarizability: 17.474705 Å^3
• Polar Surface Area: 32.86 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 190-192°C; 193-198 °C; 193-198 °C(lit.); 195-198°C
• Flash Point: 240°C(464°F)

Safety Information

• Storage Warning: Air Sensitive; Irritant; IRRITANT, KEEP COLD, STORED UNDER ARGON
• RTECS: NL5993600
• German water hazard class: 3
• TSCA Listed: false; 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (T); 97%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C9H7NO

DETAILS

MP Biomedicals - 05201624

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 129445

Packaging
25 g in poly bottle
5 g in glass bottle
Application
Reactant for preparation of:
• Analgesic agents1
• Hypoglycemic agents2
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators3
• Antibacterial and antifungal agents4
• Antiamoebic and cytotoxic agents5
• Inhibitors of the Dengue virus protease with antiviral activity in cell-culture6
• Curcumin analogues as possible anti-proliferative & anti-inflammatory agents7
• Inhibitors of Bcl-2 family proteins8
• Inhibitors of the C-terminal domain of RNA Polymerase II as antitumor agents
• Inhibitors of TNF-α and IL-6 with anti-tubercular activity9
Starting material for the synthesis of higher order indoles including isoindolo[2,1-a]indoles, aplysinopsins, and 4-substituted-tetrahydrobenz[cd]indoles.

Sigma Aldrich - 57210

Application
Reactant for preparation of:
• Analgesic agents1
• Hypoglycemic agents2
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators3
• Antibacterial and antifungal agents4
• Antiamoebic and cytotoxic agents5
• Inhibitors of the Dengue virus protease with antiviral activity in cell-culture6
• Curcumin analogues as possible anti-proliferative & anti-inflammatory agents7
• Inhibitors of Bcl-2 family proteins8
• Inhibitors of the C-terminal domain of RNA Polymerase II as antitumor agents
• Inhibitors of TNF-α and IL-6 with anti-tubercular activity9