79583-67-8

Basic information

• Product Name: AZIDOPROPIONICACID
• Synonyms: 3-azidopropanoic acid;AZIDOPROPIONICACID
• CAS NO: 79583-67-8
• Molecular Formula: C3H5N3O2
• Molecular Weight: 115.0907
• Mol File: 79583-67-8.mol
• Article Data: 45

Chemical Properties

• Appearance: /
• CAS DataBase Reference: AZIDOPROPIONICACID(CAS DataBase Reference)
• NIST Chemistry Reference: AZIDOPROPIONICACID(79583-67-8)
• EPA Substance Registry System: AZIDOPROPIONICACID(79583-67-8)

Safety Data

• Hazardous Substances Data: 79583-67-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C3H5N3O2/c1-2(3(7)8)5-6-4/h2H,1H3,(H,7,8)

Upstream product

• 57-57-8 β-Propiolactone 
• 40139-55-7 3-azidopropionic acid ethyl ester 
• 107-94-8 chloropropionic acid 
• 107-95-9 3-amino propanoic acid 
• 23605-39-2 azido-b-alanine methyl ester 
• 590-92-1 3-Bromopropionic acid 
• 79-10-7 acrylic acid 

Downstream Products

• 958295-02-8 C₃₅H₄₇N₇O₇Si 
• 958295-03-9 C₃₆H₄₉N₇O₇Si 
• 1033050-03-1 C₇₄H₇₄N₁₀O₁₈S 
• 1097194-52-9 C₇₂H₇₀N₁₀O₁₈S 
• 1301120-25-1 C₄₄H₆₅N₁₁O₉ 
• 1367695-01-9 C₁₈H₂₆N₆O₆S 
• 1604837-34-4 rhodamine B 3-azido-1-(piperazin-1-yl)propan-1-one 
• 1604837-38-8 rhodamine 101 3-azido-1-(piperazin-1-yl)propan-1-one 

Relevant articles and documents

Antibiotic Conjugates with an Artificial MECAM-Based Siderophore Are Potent Agents against Gram-Positive and Gram-Negative Bacterial Pathogens

The development of novel drugs against Gram-negative bacteria represents an urgent medical need. To overcome their outer cell membrane, we synthesized conjugates of antibiotics and artificial siderophores based on the MECAM core, which are imported by bacterial iron uptake systems. Structures, spin states, and iron binding properties were predicted in silico using density functional theory. The capability of MECAM to function as an effective artificial siderophore in Escherichia coli was proven in microbiological growth recovery and bioanalytical assays. Following a linker optimization focused on transport efficiency, five β-lactam and one daptomycin conjugates were prepared. The most potent conjugate 27 showed growth inhibition of Gram-positive and Gram-negative multidrug-resistant pathogens at nanomolar concentrations. The uptake pathway of MECAMs was deciphered by knockout mutants and highlighted the relevance of FepA, CirA, and Fiu. Resistance against 27 was mediated by a mutation in the gene encoding ExbB, which is involved in siderophore transport.

Discovery of triazolyl thalidomide derivatives as anti-fibrosis agents

Fibrosis with excessive accumulation of extracellular matrix (ECM) often causes progressive organ dysfunction and results in many inflammatory and metabolic diseases, including systemic sclerosis, pulmonary fibrosis, advanced liver disease and advanced kidney disease. The store-operated calcium entry (SOCE) pathway and the related signaling pathway were both found to be the important routes for fibrogenesis. Our aim in this study was to discover novel compounds to inhibit fibrogenesis. A number of triazolyl thalidomide derivatives were synthesized and evaluated for their anti-fibrosis activities. Compounds 7b-e, 8c-d, 10a-b and 10e inhibited intracellular Ca2+ activation and showed no cytotoxicity. Among them, 6-{4-[(3-(1,3-dioxoisoindolin-2-yl)-2,6-dioxopiperidin-1-yl)methyl]-1H-1,2,3-triazol-1-yl}hexanoic acid (10e) with the most potent inhibitory effect was chosen for further examination. The results revealed that compound 10e, a SOCE inhibitor, reversed the migratory ability of TGF-β1-induced myofibroblasts, dedifferentiated myofibroblasts to fibroblasts due to cytoskeleton remodeling, and restrained myofibroblast activation by targeting Orai1 and TGF-β1/SMAD2/3 signaling pathways. The in silico study indicated that compound 10e, with the appropriate lipophilic carbon chain and carboxylic acid, showed a good drug-likeness model score. Conclusively, the SOCE inhibitor, compound 10e, is used as a promising lead compound for the development of a new treatment for fibrosis. This journal is

Amino-Acid-Anthraquinone Click Chemistry Conjugates Selectively Target Human Telomeric G-Quadruplexes

Guanine-rich sequences are known to fold into G-quadruplex (G4) arrangements, which are present in oncogenes and in the telomeric regions of chromosomes. In particular, G4s represent an obstacle to functioning of telomerase, an enzyme overexpressed in cancer cells causing their immortalization. Therefore, G4 stabilization using small molecules represents an appealing strategy for the medicinal chemist. Ligands based on an anthraquinone scaffold, to which peptidic side chains were attached by an amide bond, were previously reported. We envisioned improving this ligand concept leveraging the click chemistry approach, which, besides representing a flexible, high yielding synthetic strategy, allows an elongation of the side chains and an increase of π–π stacking and H-bond interactions with the nucleobases through the triazole ring. Compounds were tested for their ability to interact with G4 DNA with a multiple analytical approach, demonstrating an elevated aptitude to stabilize the G4 and high selectivity over double stranded DNA.