828934-85-6

Basic information

• Product Name: (R)-20-Deoxy-20-fluorocaMptothecin
• Synonyms: (R)-20-Deoxy-20-fluorocaMptothecin
• CAS NO: 828934-85-6
• Molecular Formula: C20H15FN2O3
• Molecular Weight: 350.34
• EINECS: -0
• Mol File: 828934-85-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-20-Deoxy-20-fluorocaMptothecin(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-20-Deoxy-20-fluorocaMptothecin(828934-85-6)
• EPA Substance Registry System: (R)-20-Deoxy-20-fluorocaMptothecin(828934-85-6)

Safety Data

• Hazardous Substances Data: 828934-85-6(Hazardous Substances Data)

Upstream product

• 7689-03-4 camptothecin 
• 202745-00-4 (R)-(-)-4-ethyl-4-hydroxy-8-methoxy-6-(trimethylsilyl)-1,4-dihydro-3H-pyrano[3,4-c]pyridin-3-one 
• 174092-77-4 4-Ethyl-8-methoxy-6-trimethylsilanyl-1H-pyrano[3,4-c]pyridine 
• 869097-05-2 (S)-(+)-4-ethyl-4-fluoro-8-methoxy-6-(trimethylsilyl)-1,4-dihydro-3H-pyrano[3,4-c]pyridin-3-one 
• 869097-12-1 (S)-(+)-4-ethyl-4-fluoro-6-iodo-8-methoxy-1,4-dihydro-3H-pyrano[3,4-c]pyridin-3-one 
• 869097-15-4 (S)-(+)-4-ethyl-4-fluoro-6-iodo-1H-pyrano[3,4-c]pyridin-3,8(4H,7H)-dione 
• 869097-06-3 (S)-(+)-4-ethyl-4-fluoro-6-iodo-7-prop-2-ynyl-1H-pyrano[3,4-c]pyridin-3,8(4H,7H)-dione 
• 1197040-29-1 phenyl isocyanate 
• 174092-78-5 (S)-(+)-4-ethyl-4-hydroxy-8-methoxy-6-(trimethylsilyl)-1,4-dihydro-3H-pyrano[3,4-c]pyridin-3-one 
• 869097-10-9 (R)-(-)-4-ethyl-4-fluoro-8-methoxy-6-(trimethylsilyl)-1,4-dihydro-3H-pyrano[3,4-c]pyridin-3-one 
• 869097-13-2 (R)-(-)-4-ethyl-4-fluoro-6-iodo-8-methoxy-1,4-dihydro-3H-pyrano[3,4-c]pyridin-3-one 
• 869097-16-5 (R)-(-)-4-ethyl-4-fluoro-6-iodo-1H-pyrano[3,4-c]pyridin-3,8(4H,7H)-dione 
• 869097-18-7 (R)-(-)-4-ethyl-4-fluoro-6-iodo-7-prop-2-ynyl-1H-pyrano[3,4-c]pyridin-3,8(4H,7H)-dione 
• 869097-09-6 (+/-)-4-ethyl-4-hydroxy-8-methoxy-6-(trimethylsilyl)-1,4-dihydro-3H-pyrano[3,4-c]pyridin-3-one 

Relevant articles and documents

Total and semisynthesis and in vitro studies of both enantiomers of 20-fluorocamptothecin

Both enantiomers of 20-fluorocamptothecin and the racemate have been prepared by total synthesis. The (R)-enantiomer is essentially inactive in a topoisomerase-I/DNA assay, while the (S)-enantiomer is much less active than (20S)-camptothecin. The lactone ring of 20-fluorocamptothecin hydrolyzes more rapidly than that of camptothecin in PBS. The results provide insight into the role of the 20-hydroxy group in the binding of camptothecin to topoisomerase-I and DNA.