127810-77-9

Basic information

• Product Name: Pyrrolidine, 2-[bis(ethylthio)methyl]-1-[5-methoxy-2-nitro-4-(phenylmethoxy)benzoyl]- , (2S)-
• CAS NO: 127810-77-9
• Molecular Formula: C24H30N2O5S2
• Molecular Weight: 490.645
• Mol File: 127810-77-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 2-[bis(ethylthio)methyl]-1-[5-methoxy-2-nitro-4-(phenylmethoxy)benzoyl]- , (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 2-[bis(ethylthio)methyl]-1-[5-methoxy-2-nitro-4-(phenylmethoxy)benzoyl]- , (2S)-(127810-77-9)
• EPA Substance Registry System: Pyrrolidine, 2-[bis(ethylthio)methyl]-1-[5-methoxy-2-nitro-4-(phenylmethoxy)benzoyl]- , (2S)-(127810-77-9)

Safety Data

• Hazardous Substances Data: 127810-77-9(Hazardous Substances Data)

Upstream product

• 140693-22-7 (S)-1-(4-(benzyloxy)-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carbaldehyde 
• 75-08-1 ethanethiol 
• 64154-78-5 4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride 
• 105089-88-1 (2S)-2-[di(ethylsulfanyl)methyl]tetrahydro-1H-pyrrole 
• 60547-92-4 4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid 
• 100-44-7 benzyl chloride 
• 140646-99-7 (S)-methyl 1-(4-(benzyloxy)-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylate 
• 64154-79-6 (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylic acid 
• 1486-53-9 4-(benzyloxy)-3-methoxybenzoic acid 
• 121-34-6 3-methoxy-4-hydroxybenzoic acid 

Downstream Products

• 127810-78-0 (2S)-N-(2-amino-4-benzyloxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl dithioacetal 
• 140647-02-5 (2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal 
• 850211-99-3 ethyl 1-(3-(5-amino-4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxyphenoxy)propyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate 
• 850211-97-1 ethyl 1-(3-(4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxy-5-nitrophenoxy)propyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate 
• 850212-13-4 ethyl 1-(4-(4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxy-5-nitrophenoxy)butyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate 
• 850212-06-5 ethyl 1-(4-(5-amino-4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxyphenoxy)butyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate 
• 850212-08-7 ethyl 1-(5-(5-amino-4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxyphenoxy)pentyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate 
• 850212-04-3 ethyl 1-(5-(4-[2-di(ethylsulfanyl)methyl-(2S)-tetrahydro-1H-1-pyrrolylcarbonyl]-2-methoxy-5-nitrophenoxy)pentyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate 
• 787558-55-8 (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal 
• 787558-53-6 (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-propane-3-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal 
• 787558-54-7 (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-butane-4-carboxamide]-oxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal 
• 787558-56-9 (2S)-N-{4-[N-(9,10-dihydro-9,10-dioxo-1-anthracenyl)-butane-4-carboxamide]-oxy-5-methoxy-2-aminobenzoyl}pyrrolidine-2-carboxaldehyde diethyl dithioacetal 
• 745014-30-6 (2S)-N-[4-(3-aminopropoxy)-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal 
• 745014-24-8 (2S)-N-[4-(N-t-butoxycarbonyl)aminoethoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl thioacetal 

Relevant articles and documents

Synthesis, DNA-binding ability and anticancer activity of benzothiazole/benzoxazole-pyrrolo[2,1-c][1,4]benzodiazepine conjugates

A series of benzothiazole and benzoxazole linked pyrrolobenzodiazepine conjugates attached through different alkane or alkylamide spacers was prepared. Their anticancer activity, DNA thermal denaturation studies, restriction endonuclease digestion assay and flow cytometric analysis in human melanoma cell line (A375) were investigated. One of the compounds of the series 17d showed significant anticancer activity with promising DNA-binding ability and apoptosis caused G0/G1 phase arrest at sub-micromolar concentrations. To ascertain the binding mode and understand the structural requirement of DNA binding interaction, molecular docking studies using gold program and more rigorous 2 ns molecular dynamic simulations using Molecular Mechanics-Poisson-Boltzman Surface Area (MM-PBSA) approach including the explicit solvent were carried out. Further, the compound 17d was evaluated for in vivo efficacy studies in human colon cancer HT29 xenograft mice.

Design and synthesis of C-8 linked pyrrolobenzodiazepine-naphthalimide hybrids as anti-tumour agents

The facile synthesis of C-8 linked pyrrolobenzodiazepine-naphthalimide hybrid analogues is described. The compounds are prepared with varying degrees of linker length in order to probe the structural requirements for optimal in vitro anti-tumour activity. Some of these new hybrid compounds showed higher cytotoxic activity than the existing natural and synthetic pyrrolo[2,1-c][1,4]benzodiazepines.

O-debenzylation of a pyrrolo[2,1-c][1,4]benzodiazepine in the presence of a carbinolamine functionality: Synthesis of DC-81

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