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Triazol

Triazol
MotaAzol
Identifikatzaileak
Gmelin35727
MeSHD014230

Triazola konposatu organiko heteroziklikoa da, C2H3N3 formula duena. Bi isomero eta bina tautomero ditu. Solido marroixka da. Uretan eta alkoholetan disolbagarria da[1][2].

Triazol ordezkatuak edo egituran triazol taldea duten konposatuak herbizida eta fungizida gisa baliatzen dira adibidez, 3-Amino-1,2,4-triazola. 1,2,3-triazola bioisostero gisa baliatzen da medikuntzan eta hainbat sendagairen egituraren parte da, esaterako tazobaktama[3]. Kimika bioortogonalean ere baliatzen dira[4].

Isomeria

Gorago esan bezala triazolak bi isomero eta bina tautomero ditu. 1,2,3-triazolean hiru nitrogeno-atomoak bata bestearen ondoan daude. 1,2,4-triazolean karbono-atomo batek separatzen du nitrogeno-atomoetako bat. Tautomeroen arteko diferentzia da nitrogeno-atomok duen hidrogeno-atomoa lotuta[5].

Triazolaren isomeroak eta beren tautomeroak

Erreferentziak

  1. ↑ (Ingelesez) PubChem. «1H-1,2,3-Triazole» pubchem.ncbi.nlm.nih.gov (kontsulta data: 2024-10-30).
  2. ↑ (Ingelesez) PubChem. «1,2,4-Triazole» pubchem.ncbi.nlm.nih.gov (kontsulta data: 2024-10-30).
  3. ↑ Bonandi, Elisa; Christodoulou, Michael S.; Fumagalli, Gaia; Perdicchia, Dario; Rastelli, Giulio; Passarella, Daniele. (2017-10-01). «The 1,2,3-triazole ring as a bioisostere in medicinal chemistry» Drug Discovery Today 22 (10): 1572–1581.  doi:10.1016/j.drudis.2017.05.014. ISSN 1359-6446. (kontsulta data: 2025-01-26).
  4. ↑ (Ingelesez) Isobe, Hiroyuki; Fujino, Tomoko; Yamazaki, Naomi; Guillot-Nieckowski, Marine; Nakamura, Eiichi. (2008-09-01). «Triazole-Linked Analogue of Deoxyribonucleic Acid ( TL DNA): Design, Synthesis, and Double-Strand Formation with Natural DNA» Organic Letters 10 (17): 3729–3732.  doi:10.1021/ol801230k. ISSN 1523-7060. (kontsulta data: 2024-10-30).
  5. ↑ (Ingelesez) «Advances in Triazole Chemistry» ScienceDirect (kontsulta data: 2024-10-30).

Kanpo estekak

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