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  • ALD00034 - (S)-tert-Butyl 1-(chloromethyl)-5-hydroxy-1H-benzo[e]indole-3(2H)-carboxylate

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ALD00034 Sigma-Aldrich

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

95% (HPLC)

Synonym: N-Boc-seco-CBI

  • CAS Number 130007-86-2

  • Empirical Formula (Hill Notation) C18H20ClNO3

  • Molecular Weight 333.81

  •  PubChem Substance ID 329772532

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Properties

Related Categories Apoptosis and Cell Cycle, Cell Biology, Cell Signaling and Neuroscience, DNA Intercalators and Crosslinkers, DNA metabolism More...
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.

Packaging

10 mg in glass bottle

Other Notes

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

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Dale Boger - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Dale Boger - Professor Product Portal
Keywords: Annulations, Antibiotics, Antitumor agents, Combinatorial synthesis, Medicinal chemistry

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