1-methyl-1H-indole

• ChemBase ID: 75674
• Molecular Formular: C9H9N
• Molecular Mass: 131.17446
• Monoisotopic Mass: 131.07349929
• SMILES: n1(c2c(cccc2)cc1)C
• Canonical SMILES: Cn1ccc2c1cccc2
• InChI: InChI=1S/C9H9N/c1-10-7-6-8-4-2-3-5-9(8)10/h2-7H,1H3
• InChIKey: BLRHMMGNCXNXJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-1H-indole
• IUPAC Traditional name: 1-methylindole
• Synonyms: 1-Methyl-1H-indole; 1-METHYLINDOLE; NSC 212534; 1-Methylindole; 1-甲基吲哚

Database IDs

• CAS Number: 603-76-9
• EC Number: 210-057-5
• MDL Number: MFCD00005800
• Beilstein Number: 111026
• PubChem SID: 162040592; 24851625
• PubChem CID: 11781
• CHEMBL: 19912
• Chemspider ID: 11288
• Wikipedia Title: 1-Methylindole

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.2956839
• LogD (pH = 7.4): 2.2956839
• Log P: 2.2956839
• Molar Refractivity: 42.0412 cm^3
• Polarizability: 17.422789 Å^3
• Polar Surface Area: 4.93 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 133 °C/26 mmHg(lit.); 236-239 °C; 237-239^
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.048; 1.051 g/mL at 20 °C(lit.)
• Refractive Index: 1.6065; n20/D 1.606(lit.)

Safety Information

• Storage Warning: Irritant; Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36 R37 R38
• Safety Statements: 26-37; S26 S36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Product Information

• Purity: ≥97%; 95%; 97%; 98%
• Empirical Formula (Hill Notation): C9H9N

DETAILS

MP Biomedicals - 05216930

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 193984

Packaging
5, 25 g in glass bottle
Application
Reactant for preparation of:
• Pharmaceutically active 2-oxo-1-pyrrolidine analogues1
• Non-receptor tyrosine kinase (Src kinase) inhibitors2
• PET agents for imaging of protein kinase C (PKC)3
• Ynediones as highly reactive Michael systems4
• Anticancer agents5
• Polycyclic derivatives of indoles6
• PET agents for imaging of glycogen synthase kinase-3 (GSK-3)7
• Anti-prion disease agents8
• Bisindole derivatives with antihyperlipidemic activity9
• PET cancer imaging agents10

REFERENCES

• Lithiation, followed by treatment with tri-n-butyltin chloride gives the indol-2-yltributylstannane, a versatile precursor of 2-substituted indole derivatives; e.g. Stille coupling with alkyl halides gives 2-alkyl derivatives: J. Org. Chem., 59, 4250 (1994):