tert-butyl 1-(chloromethyl)-1H,2H,3H-benzo[e]indole-3-carboxylate

• ChemBase ID: 162557
• Molecular Formular: C18H20ClNO2
• Molecular Mass: 317.8099
• Monoisotopic Mass: 317.11825657
• SMILES: c1c2c(ccc1)ccc1c2C(CN1C(=O)OC(C)(C)C)CCl
• Canonical SMILES: ClCC1CN(c2c1c1ccccc1cc2)C(=O)OC(C)(C)C
• InChI: InChI=1S/C18H20ClNO2/c1-18(2,3)22-17(21)20-11-13(10-19)16-14-7-5-4-6-12(14)8-9-15(16)20/h4-9,13H,10-11H2,1-3H3
• InChIKey: LITLNICSYVUFSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 1-(chloromethyl)-1H,2H,3H-benzo[e]indole-3-carboxylate
• IUPAC Traditional name: tert-butyl 1-(chloromethyl)-1H,2H-benzo[e]indole-3-carboxylate
• Synonyms: 1-(Chloromethyl)-1,2-dihydro-3H-benz[e]indole-3-carboxylic Acid 1,1-Dimethylethyl Ester; tert-Butyl 1-(Chloromethyl)-1,2-dihydro-3H-benzo[e]indole-3-carboxylate; N-Boc-1-chloromethyl-1,2-dihydro-3H-benzo[e]indole

Database IDs

• CAS Number: 454713-41-8
• PubChem SID: 162256692
• PubChem CID: 9858155

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.102081
• LogD (pH = 7.4): 4.1020813
• Log P: 4.1020813
• Molar Refractivity: 88.5784 cm^3
• Polarizability: 35.532757 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B645900

Used for the preparation of benzindole and benzoquinoline derivatives as prodrugs for tumor treatment.

REFERENCES

• Boger, D., et al.: Bioorg. Med. Chem., 3, 611 (1995)
• Atwell, G., et al.: Bioorg. Med. Chem. Lett., 7, 1493 (1995)