260417-83-2

Upstream product

• 260417-82-1 (2S)-N-[(2-allyloxycarbonylamino)-4-benzyloxy-5-methoxybenzoyl]-4-(2-acetyloxyethyl)-2-(tert-butyldimethylsilyloxymethyl)-2,3-dihydropyrrole 
• 260417-80-9 (2S)-N-[(2-allyloxycarbonylamino)-4-benzyloxy-5-methoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-(methoxycarbonylmethyl)-2,3-dihydropyrrole 
• 260417-81-0 (2S)-N-[(2-allyloxycarbonylamino)-4-benzyloxy-5-methoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-(2-hydroxyethyl)-2,3-dihydropyrrole 
• 260417-69-4 {5-benzyloxy-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-4-oxo-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester 

Downstream Products

• 260543-56-4 (11aS)-8-benzyloxy-2-(2-hydroxyethyl)-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 
• 260417-85-4 (11S,11aS)-10-allyloxycarbonyl-8-benzyloxy-11-hydroxy-2-(2-hydroxyethyl)-7-methoxy-1,10,11,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 
• 260417-84-3 (11S,11aS)-2-(2-acetyloxyethyl)-10-allyloxycarbonyl-8-benzyloxy-11-hydroxy-7-methoxy-1,10,11,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 

Relevant academic research and scientific papers

Pyrrolobenzodiazepines

Compounds of the formulae Ia and Ib: wherein:A is CH2, or a single bond;R2 is selected from: R, OH, OR, CO2H, CO2R, COH, COR, SO2R, CN;R6, R7 and R9 are independently selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn;and R8 is selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn, where R is as defined above, or the compound is a dimer with each monomer being the same or different and being of formula Ia or Ib, where the R8 groups of the monomers form together a bridge having the formula -X-R'-X- linking the monomers, where R' is an alkylene chain containing from 3 to 12 carbon atoms, which chain may be interrupted by one or more hetero-atoms and/or aromatic rings and may contain one or more carbon-carbon double or triple bonds, and each X is independently selected from O, S, or N; except that in a compound of formula Ia when A is a single bond, then R2 is not CH=CH(CONH2) or CH=CH(CONMe2). Other related compounds are also disclosed.

Effect of C2/C3-endo unsaturation on the cytotoxicity and DNA-binding reactivity of pyrrolo[2,1-c][1,4]benzodiazepines

A series of novel C2/C3-endo unsaturated pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) has been synthesised via cleavage of the N10-Alloc protecting group from appropriate precursors. Biophysical and biological evaluations show that the presence of C2/C3-endo unsaturation in the PBD C-ring enhances both DNA-binding reactivity and in vitro cytotoxic potency. (C) 2000 Elsevier Science Ltd. All rights reserved.