# New Chemical Tools for the Synthesis of Trisubstituted Hydroxylamines and their Application as Bioisosteres in Medicinal Chemistry

> **NIH NIH R21** · UNIVERSITY OF GEORGIA · 2022 · $185,445

## Abstract

This is a proposal to develop new tools for the practical effective synthesis of N,N,O-
trisubstituted hydroxylamines, or hydroxalogs, as novel isosteres for application in
medicinal chemistry across a broad swath of compound classes and diseases states.
The three specific aims presented encompass i) tools development for the synthesis of
N,N,O-trisubstituted hydroxylamines by a variety of inter- and intramolecular methods; ii)
synthesis of a series of phenylpropylpiperidine ligands for the σ-1 and σ-2 receptors and
their use as models for the comparative study of the physical and drug-like properties of
the hydroxalogs, thereby enhancing their applicability as tools in medicinal chemistry; iii)
synthesis of a series of hydroxalogs of the ethanolamine H1 antagonists and
comparative determination of their antihistamine activity in a cell-based assay, again
with the view to validating the hydroxalogs as isosteres as tools in medicinal chemistry.

## Key facts

- **NIH application ID:** 10485273
- **Project number:** 5R21GM144753-02
- **Recipient organization:** UNIVERSITY OF GEORGIA
- **Principal Investigator:** David Crich
- **Activity code:** R21 (R01, R21, SBIR, etc.)
- **Funding institute:** NIH
- **Fiscal year:** 2022
- **Award amount:** $185,445
- **Award type:** 5
- **Project period:** 2021-09-15 → 2023-08-31

## Primary source

NIH RePORTER: https://reporter.nih.gov/project-details/10485273

## Citation

> US National Institutes of Health, RePORTER application 10485273, New Chemical Tools for the Synthesis of Trisubstituted Hydroxylamines and their Application as Bioisosteres in Medicinal Chemistry (5R21GM144753-02). Retrieved via AI Analytics 2026-05-24 from https://api.ai-analytics.org/grant/nih/10485273. Licensed CC0.

---

*[NIH grants dataset](/datasets/nih-grants) · CC0 1.0*