129953-15-7

Basic information

• Product Name: methyl (2R,8S)-8-(bromomethyl)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-1-oxo-6-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-1,2,3,6,7,8-hexahydropyrrolo[3,2-e]indole-2-carboxylate
• CAS NO: 129953-15-7
• Molecular Formula: C₃₂H₄₀BrN₃O₈Si
• Molecular Weight: 702.6648
• Mol File: 129953-15-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 751°C at 760 mmHg
• Flash Point: 408°C
• Density: 1.337g/cm³
• Vapor Pressure: 1.95E-22mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: methyl (2R,8S)-8-(bromomethyl)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-1-oxo-6-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-1,2,3,6,7,8-hexahydropyrrolo[3,2-e]indole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2R,8S)-8-(bromomethyl)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-1-oxo-6-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-1,2,3,6,7,8-hexahydropyrrolo[3,2-e]indole-2-carboxylate(129953-15-7)
• EPA Substance Registry System: methyl (2R,8S)-8-(bromomethyl)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-methyl-1-oxo-6-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-1,2,3,6,7,8-hexahydropyrrolo[3,2-e]indole-2-carboxylate(129953-15-7)

Safety Data

• Hazardous Substances Data: 129953-15-7(Hazardous Substances Data)

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 124325-94-6 duocarmycin B₂ 

Downstream Products

• 153925-97-4 3-methoxycarbonyl-2-methylduocarmycin A 
• 205050-94-8 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzylthiocarbonyl)-A-ring-pyrrole-duocarmycyn B₂ 
• 246034-77-5 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(benzyloxycarbonyl)-A-ring-pyrrole-duocarmycin B₂ 
• 205050-45-9 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(N-phenylcarbamoyl)-A-ring-pyrrole-duocarmycyn B₂ 
• 205050-80-2 8-O-(tert-butyldimethylsilyl)-2-methyl-3-(phenylthiocarbonyl)-A-ring-pyrrole-duocarmycyn B₂ 
• 205050-86-8 8-O-(tert-butyldimethylsilyl)-2-methyl-3-benzoyl-A-ring-pyrrole-duocarmycin B₂ 
• 205051-16-7 4'-methoxycinnamoyl 2-methyl-3-(dimethylaminomethyl)-A-ring-pyrrole-duocarmycin C₂ 
• 205051-17-8 C₂₅H₂₇N₃O₃ 
• 205051-54-3 C₂₂H₂₀N₂O₃ 

Relevant articles and documents

Antitumor antibiotics: Duocarmycins

-

Synthesis and antitumor activity of duocarmycin derivatives: Modification of segment A of duocarmycin B2

Several A-ring pyrrole derivatives of duocarmycin B2 were synthesized effectively from the 3-hydroxy compounds by utilizing an interesting acid- catalyzed rearrangement, their anticellular activity was preliminarily evaluated by assays of growth inhibition of HeLa S3 cells (in vitro) and antitumor activity against murine sarcoma 180 (in vivo). The 8-O-N,N- dialkylcarbamoyl derivatives of the A-ring pyrrole compound showed remarkably potent in vivo antitumor activity, superior to that of duocarmycin B2. These derivatives were subjected to further biological evaluation. They exhibited potent antitumor activity toward murine solid tumors including M5076 sarcoma, B-16 melanoma and Colon 26 adenocarcinoma. Their most noteworthy feature was their efficacy against various human xenografts including LC-6 (lung), St-4 (stomach), and Co-3 (colon).