Development and Validation of a Kilogram-Scale Synthesis of Tirapazamine | Zendy

Philippe Lienard | Zendy; Steven Elenbaas | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

Development and Validation of a Kilogram-Scale Synthesis of Tirapazamine

Author(s) -

Philippe Lienard,

Steven Elenbaas

Publication year - 2020

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.0c01250

Subject(s) - kilogram , tirapazamine , yield (engineering) , chemistry , acetonitrile , computer science , chromatography , materials science , medicine , body weight , cytotoxicity , in vitro , metallurgy , biochemistry

The process selection and subsequent development of a reliable, scalable synthesis of the anticancer prodrug tirapazamine (SR259075) is described in this paper. Reaction of benzofuroxan with cyanamide in acetonitrile in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene at 20-25 °C afforded, after an acidic workup, the targeted molecule in good yield at a kilogram scale. Notable critical parameters and safety enhancements are defined and successfully implemented to produce three consecutive validation batches in a reproducible manner.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research