1,1,2-trimethyl-1H-benzo[e]indole

• ChemBase ID: 76938
• Molecular Formular: C15H15N
• Molecular Mass: 209.2863
• Monoisotopic Mass: 209.12044949
• SMILES: N1=C(C(c2c3c(ccc12)cccc3)(C)C)C
• Canonical SMILES: CC1=Nc2c(C1(C)C)c1ccccc1cc2
• InChI: InChI=1S/C15H15N/c1-10-15(2,3)14-12-7-5-4-6-11(12)8-9-13(14)16-10/h4-9H,1-3H3
• InChIKey: WJZSZXCWMATYFX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1,2-trimethyl-1H-benzo[e]indole
• IUPAC Traditional name: 1,1,2-trimethylbenzo[e]indole
• Synonyms: 2,3,3-Trimethyl-4,5-benzoindolenine; 2,3,3-Trimethylnaphtho[1,2-d]pyrrole; 1,1,2-Trimethyl-1H-benzo[e]indole; 1,1,2-Trimethyl-1H-naphtho[2,1-b]pyrrole; 2,3,3-Trimethylbenzo[e]indolenine; 1,1,2-Trimethyl-1H-benzo[e]indole; 1,1,2-Trimethylbenz[e]indole; 1,1,2-三甲基苯-1H-苯并[e]吲哚; 1,1,2-三甲基-1H-苯并[e]吲哚

Database IDs

• CAS Number: 41532-84-7
• EC Number: 255-429-8
• MDL Number: MFCD00082627
• Beilstein Number: 153709
• PubChem SID: 24845416; 162041837
• PubChem CID: 170530

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.1053486
• LogD (pH = 7.4): 4.215994
• Log P: 4.21761
• Molar Refractivity: 69.13 cm^3
• Polarizability: 27.169132 Å^3
• Polar Surface Area: 12.36 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 111-117 °C; 111-117°C; 114-119°C

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• 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: ≥98.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C15H15N

DETAILS

Sigma Aldrich - 03024

Application
Reactant for preparation of:
• Fluorescent probes for imaging of tumors in vivo1
• Hypoxia-sensitive fluorescent probes for in vivo real-time imaging of acute ischemia2
• Near IR fluorescent probe for imaging integrin receptor expression3