10465-82-4

Usage

Uses

Used in Pharmaceutical Industry:
Azodicarboxylic dimorpholide is used as a key intermediate in the synthesis of galanthamine, a potent acetylcholinesterase inhibitor. AZODICARBOXYLIC BISMORPHOLIDE is crucial for the management of Alzheimer's disease, as it helps improve cognitive function and memory in patients.
Used in Organic Synthesis:
Azodicarboxylic dimorpholide is utilized in the intramolecular Heck reaction to establish the benzofuran ring system, which is an essential structural component of galanthamine. This reaction is vital for the development of complex organic molecules and contributes to the advancement of pharmaceutical chemistry.

InChI:InChI=1/C10H16N4O4/c15-9(13-1-5-17-6-2-13)11-12-10(16)14-3-7-18-8-4-14/h1-8H2/b12-11+

Upstream product

• 110-91-8 morpholine 
• 4143-61-7 diethyl diazodicarboxylate 
• 1972-28-7 diethylazodicarboxylate 

Downstream Products

• 52962-86-4 N-benzenesulfonyl-N,N'-bis-(morpholine-4-carbonyl)-hydrazine 
• 1226859-23-9 C₃₇H₄₁N₇O₁₄S 
• 1226859-24-0 C₃₇H₄₂N₆O₁₂S 
• 1226859-18-2 C₃₃H₃₅N₇O₇S 
• 52962-89-7 N-cyclohexanesulfonyl-N,N'-bis-(morpholine-4-carbonyl)-hydrazine 
• 35003-64-6 4,4'-(2-dianilinophosphoryl-2,3-diaza-butanedioyl)-bis-morpholine 
• 52962-88-6 N-(4-chloro-benzenesulfonyl)-N,N'-bis-(morpholine-4-carbonyl)-hydrazine 
• 52962-87-5 N,N'-bis-(morpholine-4-carbonyl)-N-(toluene-4-sulfonyl)-hydrazine 

Relevant academic research and scientific papers

Synthesis of five libraries of 6,5-fused heterocycles to establish the importance of the heterocyclic core for antiplasmodial activity

Research has indicated that N-myristoyl transferase, an enzyme that catalyzes the addition of a myristate group to the N-terminal glycine residues of proteins, is involved in the myristoylation of more than 100 proteins. Genetic knockdown of the enzyme proved detrimental for the viability of the parasite P. knowlesi. A crystal structure of P. vivax N-myristoyl transferase (pvNMT), containing a 3-methyl benzofuran ligand has made it possible to assess key amino acid residue-ligand interactions. We synthesized five libraries of 6,5-fused heterocycles to establish the importance of the heterocycles as core scaffolds, as well as introduced various aromatic amides and esters to determine which carbonylic group affects the potency of each heterocyclic antiplasmodial agent.

Azodicarbonyl dimorpholide (ADDM): An effective, versatile, and water-soluble Mitsunobu reagent

One of the caveats of the Mitsunobu reaction is the often difficult and laborious purification of the reaction mixture. Herein, we show that azodicarbonyl dimorpholide (ADDM) is an effective and versatile Mitsunobu reagent, which, along with its reduced form ADDM-H2, may be removed from the reaction mixture by a simple aqueous extraction. Furthermore, we demonstrate that the isolated ADDM-H2 may be re-oxidized with silver(I) oxide to regenerate ADDM. Finally, a chromatography-free Mitsunobu reaction is presented.

Thiohydrazine-1,2-dicarboxylic acid derivatives and process for their preparation

The invention concerns new 1-tert.-alkyl-thiohydrazine-1,2-dicarboxylic a derivatives, their production, and their use as reagents for the transfer of a 1-tert.-alkylthio residue, particularly of a 1-tert.-butylthio residue as a protective group for thiols.