⌘+K

Pulse Explore Communities Researchers Journals

Home Communities Explore

March 1, 1994Journal of Medicinal Chemistry

Synthesis of 2-Methyl-(Z)-4-(phenylimino)naphth[2,3-d]oxazol-9-one, a Monoimine Quinone with Selective Cytotoxicity toward Cancer Cells

Violeta Benedetti-Doctorovich Edward M. Burgess John Lambropoulos Daniel Lednicer Donald Van Derveer Leon H. Zalkow

View at Publisher

Ask AI

Bookmark

Share

Abstract

A regio and stereospecific synthesis of 2-methyl-(Z)-4-(phenylimino)naphth[2,3-d]oxazol-9-one (1) was achieved by using titanium tetrachloride in methylene chloride in the preparation of the imine. The regiochemistry was assigned by single-crystal X-ray analysis. In vitro tests showed that this diastereomer is selectively active for some solid cancer tumors.

Discussion

No takes yet. Share an insight, caveat, or question.

Cite This Study

Benedetti-Doctorovich et al. (1994) studied this question.

synapsesocial.com/papers/6ab8a3893d9c6f8e203ddb99 https://doi.org/10.1021/jm00031a023

View at Publisher

Ask AI

Bookmark

Share

Keep reading

Synapse has enriched 5 related papers. Consider them for comparative context:

1Discovery of Potent and Non-cytotoxic HDAC3-Selective Degraders Featuring a Propyl Hydrazide Zinc-Binding GroupJournal of Medicinal Chemistry · Sat,
2Evaluation and an Exploratory Human Study of 99mTc-Labeled PSMA-Targeting Agents with Reduced Renal Uptake via Proline IncorporationJournal of Medicinal Chemistry · Fri,
3Rational Design of Potent and Highly Selective FGFR1 Irreversible Inhibitors Guided by Molecular Dynamics SimulationsJournal of Medicinal Chemistry · Fri,
4Lysosome-Targeted Iridium(III)-BODIPY Conjugates with GSH-Activatable Reactive Oxygen Species Generation for Enhanced Photodynamic Immunotherapy of MelanomaJournal of Medicinal Chemistry · Fri,
5Discovery of a Highly Potent and Selective Oncolytic Peptide NF27 through Structure−Activity Relationship StudiesJournal of Medicinal Chemistry · Fri,

More from Journal of Medicinal Chemistry

Identification and Development of Pyrano[2,3- c ]Pyrazole-Based Scaffold for Selective Human Carbonic Anhydrase IX InhibitionSat,
Design and Biological Evaluation of a Potent Dual PARP and BRD4 Inhibitor for Tumor Therapy via Disrupting HRR and BRD4-cJUN-CCL2 AxisThu,
Design, Synthesis, and Antifibrotic Evaluation of Silicon-Incorporated Alkyl Hydrazide Analogs of Tubastatin A: HDAC3 Selective Inhibitor for Ameliorating Liver FibrosisThu,
Structure-Based Design of 2-(Pyridone)Indoles as Antagonists of the Toll-Like Receptors TLR7 and TLR8 for the Treatment of Autoimmune DisordersWed,
Discovery of Novel Orally Bioavailable STING Inhibitors with 4,5,6,7-Tetrahydropyrazolo[1,5- a ]pyrazine Moiety for STING-Mediated Inflammatory DisordersWed,