1.2.3- Triazoles spectra

Amino-l,2,4-triazole undergoes a cyclocondensation with 3-etlioxyacrolein (7) to form 1,2,4-triazolo[l,5-a]pyrimidine (3) or its [4,3-u] isomer (5), according to whether it reacts as IH or 4H tautomer 2 or 4. Moreover, the pyrimidines 3 and 5 can interconvert by a Dimroth rearrangement. Since the H NMR spectrum 30a does not enable a clear distinction to be made AMX systems for... 

Shiratori Y, Nakata R, Shimizu N, Katada H, Hisamitsu S, Yasuda E, Matsumura M, Narita T, Kawada K, Omata M (2000) High viral eradication with a daily 12-week natural interferon-beta treatment regimen in chronic hepatitis C patients with low viral load. Dig Dis Sci 45 2414-2421 Sidwell RW, Huffman JH, Khare GP, Allen LB, Witkowski JT, Robins RK (1972) Broad-spectrum antiviral activity of Virazole l-beta-D-ribofuranosyl-l,2,4-triazole-3-carboxamide. Science 177 705-706... 

Sidwell RW, Huffman JH, Khare GP, Allen LB, Witkowski JT, Robins RK (1972) Broad-spectrum antiviral activity of Virazole l-beta-D-ribofuranosyl-l,2,4-triazole-3-carboxamide. Science 177(50) 705-706... 

Use pattern Tebuconazole is a broad-spectrum triazole fungicide which provides protective and, in some cases, curative activity on a wide variety of crops including cereal grains, peanuts, grapes, bananas, pome fruit, stone fruit, nuts, and vegetables... 

Compound 5-hydroxy-4-thioimidazo[l,2-r][l,2,4]triazole is present as a mixture of tautomers 102 and 151, as detected in the H NMR spectrum <1998MI1> (Figure 22). 

The spectrum of 1,2,3-triazole has been recorded in solution and in the vapor phase, and an analysis made of the absorption bands. The conclusion is drawn that the asymmetric (fH-) structure is present in the vapor phase and in dilute solution (although a criticism of this interpretation has appeared ). A similar conclusion is reached concerning the structure of 4-phenoxytriazole. ... 

The NH stretching band in triazole appears in the vapor phase at 3522 cm and in carbon tetrachloride at 3470 cm in the solid phase the NH absorption is a broad band at 2400-3300 cm (for 4-phenyl-triazole). The CH stretching frequency of 4- or 5-unsubstituted triazoles is at 3100-3140 cm (liquid phase).In-plane and out-of-plane deformation bands of the CH bond have also been distinguished at 1237 and 1076 cm (in the solution spectrum of 1,2,3-triazole), at 1290-1150 and 850-700 cm (for various substituted triazoles) and at 1149—1074 and 855-825 cm (for 2-aryltriazoles). ... 

Other characteristic absorptions have been observed at 935-890 cm in the spectra of C-benzoyltriazoles, and at 1640 cm for triazolium oxides. A comparison of the spectra of 1 - and 2-propyl triazole shows that the latter spectrum contains fewer bands, because of the greater symmetry of the molecule. 

The high-resolution C spectrum has also been measured, and the following values obtained chemical shift (in acetone) 62.4 ppm upheld from CSg (130.9 ppm downfield from tetramethylsilane) J (geminal) CH, 205 Hz J (vicinal) CH, 13.4 Hz. The chemical shift value is in accord with an empirical equation based on the number and position of the nitrogen atoms in several five-membered heterocyclics, and also reflects the 7T-electron density of the system as calculated by the extended Hiickel method - and by the simple MO method. spectra of v-triazole and of its 1- and 2-methyl derivative have also been obtained. ... 

Several lif-triazoles have been observed to undergo a primary loss of nitrogen M — 28) in the mass spectrum. - The isomeric 2H-triazoles do not undergo this fragmentation, and this appears to provide a simple means of distinguishing H- and 2. -isomers. However, w-triazole can eliminate nitrogen from both the H- and the 2H-tautomer. ... 

Pharmacology Fluconazole, a synthetic broad spectrum bis-triazole antifungal agent, is a highly selective inhibitor of fungal cytochrome P450 and sterol C-14 alpha-demethylation. 

The microwave spectrum of the parent 1,2,3-triazole was interpreted in terms of the l//-form <70SA(A)825>. The microwave spectrum of a highly enriched sample of V-deuterio-1,2,3-triazole was also assigned unambiguously, apparently to the 1-deuterio form <74CC605>. However, analysis of the microwave spectra of the parent molecule, the highly enriched species, and the V-deuterated... 

For UV spectra of parent and substituted 1,2,3-triazoles and benzotriazoles, see CHEC-I <84CHEC-1(5)684 >. The UV spectra of benzotriazole, 1-methyl- and 2-methyl-benzotriazole in the gas phase at 90°C have been recorded <94JOC2799>. 1-Alkyltriazolines show two A ax in acetonitrile, 239-242 and 263-266 nm, both with log e w 3.50 <93JOC2097>. The UV spectra of bicyclic triazolines (754) have been recorded <9lJOC4463>. The Si-So electronic absorption spectrum of 1/f-benzotriazole at 286 nm has been studied by computer simulation of the rotational contours. The result shows that the benzotriazole band is an almost pure type-5 band <93JSP(158)399>. 

The IR and Raman spectra of benzotriazole, benzotriazole anion and its Cu(I) complex have been measured. The characteristic peaks in the IR spectrum of the triazole moiety in benzotriazole anion occur at 1163 cm , 1134 cm , and 1115 cm . A broad band with a main peak at 1151 cm occurs in the spectrum of the Cu(I)-BTA complex <85JST(l00)57i>. The chemisorption of benzotriazole on clean copper and cuprous oxide surfaces is investigated by combining XPS, UV-PE and IR reflection absorption spectroscopy (IRAS). Coordination geometry including the triazole-... 

A-acylation of the triazole nucleus results in a bathochromic shift whereas acylation of substituent amino groups has little effect on the spectrum (55CR(24l)l049>. 

The nuclear quadrapole resonance spectrum of 3-chloro-5-aryltriazoles (absorption at 36.80 0.4 MHz) is in accord with the tautomeric structure (16) <82CHE637> and in agreement with earlier studies. " N Quadrapole coupling tensors have been determined for triazole in the solid state and agree with theory and with earlier determinations <85CPH103>. 

The observed dipole moment of (1) in dioxan is 10.57 x 10 C m and that obtained from the microwave spectrum of the vapour is 9.07 x 10 C m. Values have been tabulated <84CHEC-I(5)733 p. 743>. Theoretical calculations for the dipole moment of (1) gave values for the IH-tautomer that were closely in agreement with the observed value of triazole, whereas the calculated values for the 4H-tautomer were much higher. 

Nuclear magnetic resonance studies on meso-ionic l,2,4-triazol-3-ones (200) were used to examine their relationship to the alternative l,3,4-oxadiazol-2-imine structure (153). The effect of solvent polarity upon the ultraviolet spectrum of anhydro-3-hydroxy-1,4-diphenyl-1,2,4-triazolium hydroxide (200, R = = Ph, R = H) has been discussed... 

The azole derivatives for systemic administration include the imidazoles ketoconazole and miconazole and the triazoles fluconazole, itraconazole, posaconazole and voriconazole. They are broad spectrum antifungals and have activity against several dermatophytes, Candida, Cryptococcus and other fungi that cause deep-seated infections. 

Azole antifungal drugs are synthetic compounds with broad-spectrum fungistatic activity. Azoles can be divided into two groups the older imidazole agents, in which the hve-member azole nucleus contains two nitrogens, and the newer triazole compounds, fluconazole and itraconazole, in which the azole nucleus contains three nitrogens. 

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