5680-83-1

Usage

Uses

Used in Pharmaceutical Industry:
CBZ-GLY HYDRAZIDE is used as a key intermediate in the synthesis of pharmaceuticals for its potential therapeutic applications in treating various diseases and conditions. Its chemical structure and functional groups enable the development of new drugs and biologically active compounds with improved efficacy and selectivity.
Used in Organic Compounds Synthesis:
CBZ-GLY HYDRAZIDE is used as a versatile building block in the synthesis of organic compounds, contributing to the discovery and development of novel chemical entities with diverse applications in various fields.
Used in Antimicrobial Applications:
CBZ-GLY HYDRAZIDE is used as an antibacterial and antifungal agent, exhibiting potential in the treatment of infectious diseases caused by various pathogens. Its antimicrobial properties can be harnessed to develop new therapeutic agents for combating drug-resistant infections.
Used in Cancer Research:
CBZ-GLY HYDRAZIDE is used as a potential therapeutic agent in cancer research, with studies exploring its ability to target and inhibit the growth of cancer cells. Its unique molecular properties and functional groups make it a promising candidate for the development of novel anticancer drugs.
Used in Materials Science:
CBZ-GLY HYDRAZIDE is used in the field of materials science due to its unique molecular properties, which can be utilized in the development of new materials with specific characteristics and applications.
Used in Catalysis:
CBZ-GLY HYDRAZIDE has shown potential for use in catalysis, where its functional groups can be employed to facilitate chemical reactions and improve reaction efficiency. Its unique molecular properties make it a valuable component in the development of new catalytic systems.

InChI:InChI=1/C10H13N3O3/c11-13-9(14)6-12-10(15)16-7-8-4-2-1-3-5-8/h1-5H,6-7,11H2,(H,12,15)(H,13,14)

Upstream product

• 1212-53-9 methyl N-benzyloxycarbonylglycinate 
• 23776-82-1 tert-butyl 2-(((benzyloxy)carbonyl)glycyl)hydrazine-1-carboxylate 
• 173459-80-8 benzyl [2?(1H?benzo[d][1,2,3]triazol?1?yl)?2?oxoethyl]carbamate 
• 64-17-5 ethanol 
• 1145-81-9 ethyl 2-(benzyloxycarbonylamino)ethanoate 
• 7803-57-8 hydrazine hydrate 
• 6154-42-3 Carbobenzoxyglycin-m-nitrophenylester 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 

Downstream Products

• 23262-07-9 Cbz-glycylalanine ethyl ester 
• 50622-95-2 benzyl (2-azido-2-oxoethyl)carbamate 
• 35180-85-9 N-(N-benzyloxycarbonyl-glycyl)-alanine benzyl ester 
• 64532-71-4 Z-Gly-D-Ala-OEt 
• 3069-69-0 (5-oxo-4,5-dihydro-[1,3,4]oxadiazol-2-ylmethyl)-carbamic acid benzyl ester 
• 113398-28-0 {[3,5-Bis-(benzyloxycarbonylamino-methyl)-[1,2,4]triazol-4-ylcarbamoyl]-methyl}-carbamic acid benzyl ester 
• 77437-38-8 ethyl 4,6-O-benzylidene-2-<(N-Z-glycyl)-amino>-2-deoxy-D-gluconate 
• 54321-69-6 [(6-Chloro-4-hydroxy-2-methyl-4-phenyl-4H-quinazolin-3-ylcarbamoyl)-methyl]-carbamic acid benzyl ester 
• 83520-05-2 3-<<(benzyloxycarbonyl)glycyl>amino>-6-chloro-4-(2-chlorophenyl)-3,4-dihydro-4-hydroxy-2-methylquinazoline 
• 95317-10-5 N-Carbobenzoxyglycyl-N'-DL-phenylalanyl-hydrazin 
• 7352-60-5 L-α-<1-(N-Cbo-glycyl)-semicarbazino-(4)>-γ-methyl-valeriansaeureaethylester 
• 94310-08-4 Z-Gly-NH-NH-L-Phe 
• 21134-80-5 (5,6-diphenyl-[1,2,4]triazin-3-ylmethyl)-carbamic acid benzyl ester 
• 112037-37-3 Z-Gly-NCO 

Relevant academic research and scientific papers

An efficient, stereocontrolled and versatile synthetic route to bicyclic partially saturated privileged scaffolds

Herein, we describe the development of a simple, high yielding and stereocontrolled strategy for the synthesis of a series of triazolopiperazines and other biologically relevant fused scaffolds from optically active amino acids. This route was applied to the synthesis of 22 scaffolds containing new, previously inaccessible vectors and used to access a novel analogue of ganaplacide.

Consecutive hydrazino-Ugi-azide reactions: Synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles

Isocyanide-based multicomponent reactions (IMCRs) allow the construction of relatively complex molecules through a one-pot synthesis. The combination of IMCRs in a consecutive or sequential fashion further extends the complexity of the molecules obtained. Herein, we report the efficient application of this approach to the synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles. Our strategy was accomplished in only three steps: first, a one-pot hydrazino-Ugi-azide four-component reaction; second a hydrazinolysis and finally an additional hydrazino-Ugi-azide reaction. This sequence provides the title compounds in moderate to excellent yields. The products synthesized herein contain functional groups within their structures that can be easily modified to obtain new acylhydrazino 1,5-disubstituted tetrazoles.

Synthesis of acylhydrazino-peptomers, a new class of peptidomimetics, by consecutive Ugi and hydrazino-Ugi reactions

Herein we describe a versatile approach for the synthesis of acylhydrazino-peptomers, a new class of peptidomimetics. The key idea in this approach is based on a simple route using a one-pot hydrazino-Ugi four-component reaction followed by a hydrazinolysis or hydrolysis reaction and subsequent hydrazino-Ugi reaction or classical Ugi reaction for the construction of acyclic acylhydrazino-peptomers. The consecutive multicomponent reactions produced a variety of acylhydrazino-peptomers in moderate to excellent yields (47-90%). These compounds are multifunctional intermediates that can be further functionalized to obtain new peptidomimetics with potential biological activity.

Oxadiazole-Based Cell Permeable Macrocyclic Transition State Inhibitors of Norovirus 3CL Protease

Human noroviruses are the primary causative agents of acute gastroenteritis and a pressing public health burden worldwide. There are currently no vaccines or small molecule therapeutics available for the treatment or prophylaxis of norovirus infections. Norovirus 3CL protease plays a vital role in viral replication by generating structural and nonstructural proteins via the cleavage of the viral polyprotein. Thus, molecules that inhibit the viral protease may have potential therapeutic value. We describe herein the structure-based design, synthesis, and in vitro and cell-based evaluation of the first class of oxadiazole-based, permeable macrocyclic inhibitors of norovirus 3CL protease.

Benzotriazole-mediated synthesis of aza-peptides: En route to an aza-leuenkephalin analogue

Novel N-(N-Pg-azadipeptidoyl)benzotriazoles 20a-e couple efficiently with α-amino acids 21a-e, dipeptides 22a-c, aminoxyacetic acid 23a, depsidipeptide 23b, and α-hydroxy-β-phenylpropionic acid 27 yielding, respectively, azatripeptides 24a-g, azatetrapeptides 25a,b, a hybrid azatripeptide with an oxyamide bond 26a, a hybrid azatetrapeptide with an ester bond 26b, and a hybrid azatripeptide with an ester bond 28. A new protocol for the synthesis of N-Pg-azatripeptides 33a,b and 35a,b, each containing a natural amino acid at the N-terminus, avoids the low coupling rates of the aza-amino acid residue and enables the solution-phase synthesis of an azaphenylalanine analogue of Leu-enkephalin 40.

Induction of chirality: Experimental evidence of atropisomerism in azapeptides

Methylation of the peptide bond in model azadipeptides leads to the E configuration and hence to atropisomerism due to a restricted rotation around the N-N axis. This journal is

COMPOUNDS FOR TREATING DISORDERS MEDIATED BY METABOTROPIC GLUTAMATE RECEPTOR 5, AND METHODS OF USE THEREOF

Provided herein are compounds and methods of synthesis thereof. The compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as neurological disorders, psychiatric disorders, neuromuscular disorders, gastrointestinal disorders, lower urinary tract disorder, and cancer. Compounds provided herein modulate the activity of metabotropic glutamate receptor 5 (mGluR5) in the central nervous system or the periphery. Pharmaceutical formulations containing the compounds and their methods of use are also provided herein.

New system for peptide synthesis using N-acylpyrazoles

New system of peptide synthesis was described. The extension of one amino acid unit on the peptide chain was constituted from only 2 reaction steps, the conversion from esters to the corresponding N-acylpyrazoles and the subsequent aminolysis with amino esters. This new system was distinctive from the conventional peptide synthesis, which was consisted of 3 steps of the deprotection, the activation and the condensation. Moreover, the key intermediate N-acylpyrazoles exhibited the excellent properties of high sensitivity and separability for the chiral column on HPLC using the UV detector.

Inverse Electron Demand Diels-Alder Reactions of Indole IV. A New Route to β-Carbolines

β-Carbolines have been prepared by the intramolecular cycloaddition of indole with 1,2,4-triazines tethered from C3 with the indolyl nitrogen using a thiourea linkage.Subsequent to the cycloaddition, reductive cleavage of the thiourea subunit provides the β-carboline.