3-(Trifluoromethyl)-1H-1,2,4-triazole

Cov tshuaj no feem ntau tau txais los ua cov dawb rau tawm -dawb crystalline hmoov nrog rau qhov muag tsis pom kev, tus yam ntxwv tsw. Nws cov mis molecular yog C3H2F3N3, sib xws rau qhov hnyav molecular ntawm 137.06. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 102-106 degree, qhia txog lub qhov dej -txhais siv lead ua lattice. Qhov ntsuas qhov ceev yog kwv yees li 1.69 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws pom zoo solubility nyob rau hauv polar organic solvents xws li methanol, ethanol, acetone, thiab dimethyl sulfoxide, thaum qhia me ntsis solubility nyob rau hauv dej thiab txwv solubility nyob rau hauv tsis muaj polar hydrocarbons xws li hexane. Cov pab pawg trifluoromethyl muab cov hluav taws xob tseem ceeb- rho tawm cov cim, cuam tshuam cov acidity ntawm NH proton thiab tag nrho cov reactivity ntawm lub nplhaib triazole. Cia nyob rau hauv ib lub thawv kaw nruj nreem tiv thaiv los ntawm lub teeb thiab noo noo ntawm ambient kub yog feem ntau txaus, txawm hais tias desiccated tej yam kev mob raug pom zoo rau lub sij hawm cia. Kev sib cuag nrog cov neeg muaj zog oxidizing thiab cov hauv paus muaj zog yuav tsum zam.

3-(Trifluoromethyl)-1H-1,2,4-triazole muaj tsib- koom nrog 1,2,4-triazole nplhaib hloov ntawm 3- txoj hauj lwm nrog ib pawg trifluoromethyl. Lub triazole core nta peb nitrogen atoms nyob rau hauv ib qho asymmetric kev npaj, muab ntau yam hydrogen-bond-kev txais chaw thiab ib tug nruab nrab acidic NH proton muaj peev xwm koom nyob rau hauv hydrogen bonding los yog ntsev tsim. Lub trifluoromethyl hloov pauv qhia cov cim muaj zog electron-tshem tawm los ntawm ob qho tib si inductive thiab teb cov teebmeem, uas ua rau hloov pauv hluav taws xob hauv lub nplhaib thiab ruaj khov tsis zoo hauv cov ntaub ntawv deprotonated. Qhov no electron deficiency ua rau lub molecule lub peev xwm los koom nyob rau hauv π-stacking kev sib cuam tshuam nrog electron nplua nuj aromatic systems thiab cuam tshuam nws tus cwj pwm kev sib koom tes nrog hlau ions. Cov qauv compact, muaj fluorinated heev sib txuas metabolic stability nrog lub peev xwm rau tej yam uas tsis yog-covalent kev sib cuam tshuam, ua qhov no azole ib tug tseem ceeb tsev thaiv nyob rau hauv ntau yam tshuaj contexts.

Pharmaceutical Intermediate
Qhov no trifluoromethylated triazole yog dav siv nyob rau hauv tshuaj chemistry rau tsim cov tshuaj tua kab mob thiab tshuaj tua kab mob. Lub 1,2,4-triazole core yog ib tug tseem ceeb pharmacophore nyob rau hauv azole antifungal tshuaj xws li fluconazole thiab voriconazole, uas nws inhibits lanosterol 14 -demethylase nyob rau hauv fungal sterol biosynthesis. Pab pawg trifluoromethyl txhim kho metabolic stability thiab lipophilicity, txhim kho pharmacokinetic profiles thiab lub hom phiaj affinity. Nws kuj tseem ua tus thawj coj rau kev sib txuas triazole-muaj kinase inhibitors thiab modulators ntawm G-protein coupled receptors.

Kev tshawb fawb Agrochemical
Hauv kev tiv thaiv qoob loo, qhov sib xyaw no ua haujlwm ua lub tsev thaiv kev tsim cov tshuaj fungicides tshiab thiab cov tswj kev loj hlob ntawm cov nroj tsuag. Triazole derivatives yog dav siv los tswj cov kab mob fungal nyob rau hauv cereals, txiv hmab txiv ntoo, thiab zaub los ntawm inhibiting ergosterol biosynthesis. Cov hluav taws xob- rho tawm pawg trifluoromethyl pab txhawb rau kev ua haujlwm ntev ntev thiab txhim kho nag hmo, thaum lub nplhaib triazole ua kom muaj kev khi tshwj xeeb rau lub hom phiaj enzyme. Xws li cov derivatives tau pom tias muaj txiaj ntsig tiv thaiv kab mob ntawm cov kab mob powdery mildew thiab xeb fungi.

Cov ntaub ntawv siv Science
Cov yam ntxwv hluav taws xob tshwj xeeb ntawm cov fluorinated azole no ua rau nws muaj txiaj ntsig rau kev tsim cov khoom siv zog thiab kev sib koom ua ke polymers. Lub siab nitrogen cov ntsiab lus thiab thermal stability ntawm triazole derivatives yog exploited nyob rau hauv lub synthesis ntawm insensitive siab explosives thiab propellant formulations. Tsis tas li ntawd, pawg trifluoromethyl imparts hydrophobicity thiab txhim khu cov thermal thiab oxidative stability ntawm hlau -organic moj khaum tsim los ntawm no ligand, uas yog soj ntsuam rau roj cia thiab sib cais.

Organic Synthesis Building Block
Raws li ntau yam heteroaromatic nruab nrab, qhov sib xyaw no koom nrog ntau qhov kev hloov pauv suav nrog N-alkylation, N-arylation, thiab cross- coupling cov tshuaj tiv thaiv tom qab tsim kom tsim nyog. Cov kua qaub NH proton tso cai rau kev qhia yooj yim ntawm kev hloov pauv hauv cov xwm txheej me me, ua rau kev npaj cov tsev qiv ntawv ntawm N- hloov triazoles rau kev tshuaj ntsuam lom. Nws kuj tseem ua haujlwm raws li ligand hauv kev hloov pauv- hlau catalysis, qhov twg pawg trifluoromethyl tuaj yeem cuam tshuam cov khoom siv hluav taws xob ntawm lub chaw hlau thiab hloov cov kev ua haujlwm catalytic hauv cov tshuaj tiv thaiv xws li C-H functionalization thiab oxidation.

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