79514-49-1

Basic information

• Product Name: [(dimethylamino)(1-pyridin-2-ylethylidene)carbonohydrazonoyl]selanyl
• CAS NO: 79514-49-1
• Molecular Formula: C₁₀H₁₄N₄Se
• Molecular Weight: 268.197
• Mol File: 79514-49-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: [(dimethylamino)(1-pyridin-2-ylethylidene)carbonohydrazonoyl]selanyl(CAS DataBase Reference)
• NIST Chemistry Reference: [(dimethylamino)(1-pyridin-2-ylethylidene)carbonohydrazonoyl]selanyl(79514-49-1)
• EPA Substance Registry System: [(dimethylamino)(1-pyridin-2-ylethylidene)carbonohydrazonoyl]selanyl(79514-49-1)

Safety Data

• Hazardous Substances Data: 79514-49-1(Hazardous Substances Data)

Usage

General Description

[(dimethylamino)(1-pyridin-2-ylethylidene)carbonohydrazonoyl]selanyl is a chemical compound with the molecular formula C12H15N5Se. It contains a selanyl group, a dimethylamino group, a pyridin-2-ylethylidene group, and a carbonohydrazonoyl group. [(dimethylamino)(1-pyridin-2-ylethylidene)carbonohydrazonoyl]selanyl is mainly used in research and pharmaceutical applications as a reagent in organic synthesis. Its unique structure and properties make it valuable for exploring various reactions and potential biological activities. Additionally, the presence of the selanyl group may impart interesting redox properties, making it of interest for potential applications in catalysis and as a pharmacophore for the development of new drugs.

Upstream product

• 79514-55-9 C₁₁H₁₆N₄S 
• 71555-14-1 2-acetylpyridine 4,4-dimethylthiosemicarbazone 

Relevant articles and documents

Novel Mechanism of Cytotoxicity for the Selective Selenosemicarbazone, 2-Acetylpyridine 4,4-Dimethyl-3-selenosemicarbazone (Ap44mSe): Lysosomal Membrane Permeabilization

Selenosemicarbazones show marked antitumor activity. However, their mechanism of action remains unknown. We examined the medicinal chemistry of the selenosemicarbazone, 2-acetylpyridine 4,4-dimethyl-3-selenosemicarbazone (Ap44mSe), and its iron and copper complexes to elucidate its mechanisms of action. Ap44mSe demonstrated a pronounced improvement in selectivity toward neoplastic relative to normal cells compared to its parent thiosemicarbazone. It also effectively depleted cellular Fe, resulting in transferrin receptor-1 up-regulation, ferritin down-regulation, and increased expression of the potent metastasis suppressor, N-myc downstream regulated gene-1. Significantly, Ap44mSe limited deleterious methemoglobin formation, highlighting its usefulness in overcoming toxicities of clinically relevant thiosemicarbazones. Furthermore, Cu-Ap44mSe mediated intracellular reactive oxygen species generation, which was attenuated by the antioxidant, N-acetyl-l-cysteine, or Cu sequestration. Notably, Ap44mSe forms redox active Cu complexes that target the lysosome to induce lysosomal membrane permeabilization. This investigation highlights novel structure-activity relationships for future chemotherapeutic design and underlines the potential of Ap44mSe as a selective anticancer/antimetastatic agent.

2-acetyl- and 2-propionylpyridine selenosemicarbazones

This invention relates to novel 2-acetyl- and 2-propionylpyridine selenosemicarbazones. These compounds are useful as antimalarial and antileukemic agents. Also disclosed are several synthetic procedures used to prepare the selenosemicarbazones.