4-Pyridinecarboxylic acid 2-[(1,1-dimethylethoxy)carbonyl]hydrazide 1-oxide
[CAS# 577778-86-0]

Identification

• Classification: Organic raw materials >> Organic derivative of hydrazine or hydrazine
• Name: 4-Pyridinecarboxylic acid 2-[(1,1-dimethylethoxy)carbonyl]hydrazide 1-oxide
• Synonyms: ert-butyl N-[(1-oxidopyridin-1-ium-4-carbonyl)amino]carbamate
• Molecular Formula: C₁₁H₁₅N₃O₄
• Molecular Weight: 253.25
• CAS Registry Number: 577778-86-0
• SMILES: CC(C)(C)OC(=O)NNC(=O)C1=CC=[N+](C=C1)[O-]

Properties

• Solubility: Sparingly soluble (16 g/L) (25 ºC), Calc.^*
• Density: 1.25±0.1 g/cm³ (20 ºC 760 Torr), Calc.^*
• Index of Refraction: 1.552, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2015 ACD/Labs)

Safety Data

• Hazard Symbols: GHS06 Danger
• Hazard Statements: H301-H315-H319-H335
• Precautionary Statements: P261-P264-P270-P271-P280-P301+P310+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501

Discovory and Applicatios

4-Pyridinecarboxylic acid 2-[(1,1-dimethylethoxy)carbonyl]hydrazide 1-oxide is a chemical compound that has garnered interest in the fields of medicinal and organic chemistry due to its unique structure and potential applications. This compound is characterized by the presence of a pyridine ring, a carboxylic acid group, and a hydrazide functional group, with the added steric protection from the tert-butoxycarbonyl (Boc) group. The Boc group is commonly used in organic synthesis to protect functional groups from undesirable reactions during synthetic procedures, making this compound useful in various synthetic and medicinal applications.

The discovery of 4-pyridinecarboxylic acid 2-[(1,1-dimethylethoxy)carbonyl]hydrazide 1-oxide stemmed from the ongoing need for novel hydrazide derivatives that could act as intermediates in the synthesis of bioactive compounds. Hydrazides, including their derivatives, are important in medicinal chemistry as they can exhibit a wide range of biological activities, such as antimicrobial, antiviral, and anticancer properties. The incorporation of a pyridine ring in this structure enhances the compound’s potential to interact with biological targets, as pyridine-containing compounds are known to have a variety of pharmacological effects.

Synthetically, 4-pyridinecarboxylic acid 2-[(1,1-dimethylethoxy)carbonyl]hydrazide 1-oxide can be prepared by introducing the hydrazide group to 4-pyridinecarboxylic acid, followed by the protection of the hydrazide nitrogen with a Boc group. The 1-oxide functionality is likely introduced during the synthesis process, adding an additional layer of reactivity and potentially altering the compound's interaction with biological systems. The use of the Boc group provides a means of controlling reactivity in the compound, which is particularly useful when the substance is being used in multi-step synthetic processes or as a precursor in the design of more complex molecules.

In terms of applications, 4-pyridinecarboxylic acid 2-[(1,1-dimethylethoxy)carbonyl]hydrazide 1-oxide can be utilized as an intermediate in the synthesis of pharmacologically active compounds. Its structure suggests that it may have potential in the development of new drug candidates, particularly those aimed at treating conditions that require the modulation of enzymatic activity or the inhibition of particular protein-protein interactions. Furthermore, its ability to be modified through the protection and subsequent deprotection of functional groups makes it an excellent candidate for use in combinatorial chemistry or high-throughput screening efforts aimed at discovering novel therapeutics.

The compound may also have potential applications in materials science, particularly in the development of functionalized polymers or coordination complexes. The pyridine ring and hydrazide functional group can interact with metals or other molecular species, making this compound useful in the design of materials with specific binding properties or catalytic activity.

Overall, 4-pyridinecarboxylic acid 2-[(1,1-dimethylethoxy)carbonyl]hydrazide 1-oxide represents a versatile and promising compound for both synthetic and medicinal chemistry. Its ability to act as an intermediate in the synthesis of bioactive molecules and its potential for modification make it a valuable tool in the development of new therapeutic agents.