125830-36-6

Basic information

• Product Name: NPF-etoposide
• Synonyms: NPF-etoposide
• CAS NO: 125830-36-6
• Molecular Formula: C₂₇H₂₄FNO₇
• Molecular Weight: 493.4803632
• Mol File: 125830-36-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 689.7°Cat760mmHg
• Flash Point: 370.9°C
• Appearance: /
• Density: 1.414g/cm³
• Vapor Pressure: 1.18E-19mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: NPF-etoposide(CAS DataBase Reference)
• NIST Chemistry Reference: NPF-etoposide(125830-36-6)
• EPA Substance Registry System: NPF-etoposide(125830-36-6)

Safety Data

• Hazardous Substances Data: 125830-36-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C27H24FNO7/c1-32-21-7-13(8-22(33-2)26(21)30)23-16-9-19-20(36-12-35-19)10-17(16)25(18-11-34-27(31)24(18)23)29-15-5-3-14(28)4-6-15/h3-10,18,23-25,29-30H,11-12H2,1-2H3/t18-,23+,24-,25+/m0/s1

Upstream product

• 16477-16-0 4'-O-demethyl-4β-bromo-4-desoxypodophyllotoxin 
• 371-40-4 4-fluoroaniline 
• 518-28-5 podofilox 
• 746639-24-7 4β-iodo-4-O-demethylpodophyllotoxin 
• 6559-91-7 4'-demethylepipodophyllotoxin 
• 106636-74-2 1α-bromo-desoxypodophyllotoxin 

Relevant articles and documents

A one-pot, efficient synthesis of the potent cytotoxic podophyllotoxin derivative NPF

One-pot syntheses of 4'-demethylepipodophyllotoxin 7 and NPF 2 (4'-O-demethyl-4β-(4'-fluoroanilino )-4-deoxypodaphyllotoxin) are described from podophyllotoxin 3 via a protocol using trimethylsilyl iodide in 72% and 52% overall yields, respectively.

Facile and efficient one-pot synthesis of 4β-arylamino-podophyllotoxins: Synthesis of DNA topoisomerase II inhibitors (NPF and W-68)

A series of 4β-arylamino-4'-O-demethylepipodophyllotoxins and 4β-arylaminoepipodophyllotoxins have been synthesized with significant stereoselectivity and improved yields by employing the methanesulphonic acid/sodium iodide reagent system. Compounds NPF, W-68 and other DNA topoisomerase II inhibitors are prepared in good to excellent yields by this method and these are active or more active than etoposide in their inhibition of the human DNA topoisomerase II. (C) 2000 Elsevier Science Ltd.

Antitumor agents. 144. New γ-lactone ring-modified arylamino etoposide analogs as inhibitors of human DNA topoisomerase II

The trans-fused γ-lactone ring of etoposide is readily epimerized to its cis epimer, which is biologically inactive, or is metabolized to the inactive ring-opened hydroxy acids. Modification of this γ-lactone ring of 4β- (arylamino)-4'-O-demethyl-4-desoxy