For over 50 years, ANGUS chemistries have been used safely and effectively as synthesis building blocks, as reaction solvents, in Active Pharmaceutical Ingredient (API) salt formation, and as excipients in final drug formulations. Numerous, highly successful pharmaceuticals are based on ANGUS’ basic nitroalkane and nitroalkane derivative chemistries. However, the full potential of this novel class of compounds is often overlooked by synthetic chemists during drug discovery and development.
During early stage synthesis, ANGUS nitroalkane-based chemistries offer unique utility and value as small molecule building blocks to efficiently create complex molecules, reduce reaction steps and optimize synthesis costs. They are also used as solvents for Friedel-Crafts reactions to form 1:1 complexes with Lewis acids, providing excellent solvency, moderating their reactivity and minimizing side reactions or rearrangements. After an API is synthesized, ANGUS’ high-purity amino alcohols are also routinely used as excipients in the final formulation for API stabilization, or as a high-purity API salt to manage pH and solubility.
Uncovering innovative solutions is only the beginning. Our state-of-the-art analytical laboratories, world-class manufacturing facilities, and deep synthesis and applications expertise help our customers explore the potential of nitroalkane chemistry.
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Nitroalkane chemistry provides the reactivity to efficiently create complex molecules often by the most direct route. Nitroalkanes produced by ANGUS under efficient C-C bond forming chemistry using the Henry, Michael and Mannich reactions. All others represented in the diagram are nitroalkane functional group transformations.
- Cost-effective synthetic feedstocks
- Building blocks that can systematically adjust drug hydrophilicity
- Highly versatile reagents that offer efficient carbon skeleton synthesis
- Synthesis solvents with high solubility of Lewis acids and stable 1:1 complex with AlCl3
- Crystallization solvents, with proven ability to drive polymorph selectivity
- Used as oxazoline protecting / directing groups in metal mediated coupling reactions
DID YOU KNOW?
ANGUS nitroalkanes can undergo carbon-centered reactions as anions, cations, or as free radicals – depending on the conditions employed – to rapidly build a complex intermediate. After using its utility in carbon framework construction, the nitro group may be transformed into a wide variety of other moieties, such as amines, oximes, hydroxylamines, carboxylic acids, aldehydes, ketones, and nitriles. Additionally, nitroalkenes are efficient Diels-Alder reagents, allowing access to highly functionalized heterocycles.