2-Aminooxazole

Chemical compound 2-Aminooxazole 2-Aminooxazole.svg 1,3-Oxazol-2-amine 2-Oxazolamine imino oxazole Oxazole-2-amine oxazolyl amine 4570-45-0 485518 610-269-1Substance Information ECHA 2023-05-19 https://echa.europa.eu/substance-information/-/substanceinfo/100.128.287 2024-04-28 InChI=1S/C3H4N2O/c4-3-5-1-2-6-3/h1-2H,(H2,4,5) InChIKey = ACTKAGSPIFDCMF-UHFFFAOYSA-N 2-aminooxazole 558521 C1=COC(=N1)N White solid (at 97% purity) 186.7±23.0 °C 1.2±0.1 g/cm3 C3H4N2O 84.08 g/mol 90-95 °C 0.7±0.4 mmHg 66.7±22.6 °C 07 Warning H315 H319 H335 P261 P264 P264+P265 P271 P280 P302+P352 P304+P340 P305+P351+P338 P319 P321 P332+P317 P337+P317 P362+P364 P403+P233 P405 P501 2-Aminooxazole is a heterocyclic organic compound, belonging to the class of oxazoles. It is a five-membered ring structure containing one oxygen and two nitrogen atoms. Properties 2-Aminooxazole contains a primary amine group which can participate in various reactions like protonation, acylation, or alkylation. The oxazole ring can also show reactions like ring expansion, electrophilic substitution, etc.Katritzky Alan R. https://books.google.com/books?id=7RglQV5yxKcC&q=aminooxazole&pg=PP1 Handbook of Heterocyclic Chemistry Ramsden Christopher A. Joule John A. Zhdankin Viktor V. 2010-08-24 Elsevier 978-0-08-095844-6 en and also contributes aromatic character and stability to the molecule. Applications 2-Aminooxazole possesses antimicrobial properties against various fungal and bacterial strains especially against Tuberculosis-causing Mycobacterium tuberculosis.Juhás Martin Bachtíková Andrea Nawrot Daria Elżbieta Hatoková Paulína Pallabothula Vinod Sukanth Kumar Diepoltová Adéla Janďourek Ondřej Bárta Pavel Konečná Klára Paterová Pavla Šesták Vít Zitko Jan Improving Antimicrobial Activity and Physico-Chemical Properties by Isosteric Replacement of 2-Aminothiazole with 2-Aminooxazole Pharmaceuticals MDPI AG 15 5 2022-05-06 1424-8247 10.3390/ph15050580 free 580 35631406 9143880 The amine group of 2-Aminooxazole can potentially link with different molecules, making it a potential candidate for drug synthesis in antitubercular medicinal chemistry.Azzali Elisa Girardini Miriam Annunziato Giannamaria Pavone Marialaura Vacondio Federica Mori Giorgia Pasca Maria Rosalia Costantino Gabriele Pieroni Marco 2020-07-09 2-Aminooxazole as a Novel Privileged Scaffold in Antitubercular Medicinal Chemistry ACS Medicinal Chemistry Letters en 11 7 1435–1441 10.1021/acsmedchemlett.0c00173 1948-5875 7357219 32676151 2-Aminooxazole has also been hypothesised to have played a role in chemical evolution as a precursor of RNA nucleotides.Szabla Rafał Tuna Deniz Góra Robert W. Šponer Jiří Sobolewski Andrzej L. Domcke Wolfgang 2013-08-15 Photochemistry of 2-Aminooxazole, a Hypothetical Prebiotic Precursor of RNA Nucleotides https://pubs.acs.org/doi/10.1021/jz401315e The Journal of Physical Chemistry Letters en 4 16 2785–2788 10.1021/jz401315e 1948-7185 subscription 11104/0228447 free See also Oxazoles 2-Aminothiazole References Category:Aromatic amines Category:Antimicrobials Category:Aromatic compounds Category:Heterocyclic compounds with 1 ring Category:Oxazoles