ALD00034

(S)-tert-Butyl 1-(chloromethyl)-5-hydroxy-1H-benzo[e]indole-3(2H)-carboxylate

95% (HPLC)

• Synonym(s): N-Boc-seco-CBI
• Empirical Formula (Hill Notation): C₁₈H₂₀ClNO₃
• CAS Number: 130007-86-2
• Molecular Weight: 333.81
• MDL number: MFCD29059844
• UNSPSC Code: 12352200
• PubChem Substance ID: 329772532
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95% (HPLC)
• form: powder
• optical activity: [α]/D -89.0, c = 0.05% in chloroform
• storage temp.: −20°C
• SMILES string: OC1=C2C(C=CC=C2)=C3C(N(C(OC(C)(C)C)=O)C[C@H]3CCl)=C1
• InChI: 1S/C18H20ClNO3/c1-18(2,3)23-17(22)20-10-11(9-19)16-13-7-5-4-6-12(13)15(21)8-14(16)20/h4-8,11,21H,9-10H2,1-3H3/t11-/m1/s1
• InChI key: DGPQGWRHSMFTSW-LLVKDONJSA-N

Description

Application

N-Boc-CBI best used as its seco precursor (seco-N-Boc-CBI) is a simple alkylation subunit analog of that found in the naturally occurring antitumor agents the duocarmycins, yatakemycin, and CC-1065, which act by sequence selective DNA alkylation.

Other Notes

Design, Synthesis, and Evaluation of Duocarmycin O-Amino Phenol Prodrugs Subject to Tunable Reductive Activation

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H302,H410
• Precautionary Statements: P273 - P501
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable