Category: 874-36-2

Brown, Alex published the artcileSubstituted benzoxadiazoles as fluorogenic probes: A computational study of absorption and fluorescence, Recommanded Product: Benzo[c][1,2,5]oxadiazol-5-amine, the publication is Journal of Physical Chemistry A (2012), 116(1), 46-54, database is CAplus and MEDLINE.

General chem. strategies which provide controlled changes in the emission or absorption properties of biol. compatible fluorophores remain elusive. One strategy employed is the conversion of a fluorophore-attached alkyne (or azide) to a triazole through a copper-catalyzed azide-alkyne coupling (CuAAC) reaction. In this study, we have computationally examined a series of structurally related 2,1,3-benzoxadiazole (benzofurazan) fluorophores and evaluated changes in their photophys. properties upon conversion from alkyne (or azide) to triazole forms. We have also determined the photophys. properties for a known set of benzoxadiazole compounds The absorption and emission energies have been determined computationally using time-dependent d. functional theory (TD-DFT) with the Perdew, Burke, and Ernzerhof exchange-correlation d. functional (PBE0) and the 6-31+G(d) basis set. The TD-DFT results consistently agreed with the exptl. determined absorption and emission wavelengths except for certain compounds where charge-transfer excited states occurred. In addition to determining the absorption and emission wavelengths, simple methods for predicting relative quantum yields previously derived from semiempirical calculations were reevaluated on the basis of the new TD-DFT results and shown to be deficient. These results provide a necessary framework for the design of new substituted benzoxadiazole fluorophores.

Journal of Physical Chemistry A published new progress about 874-36-2. 874-36-2 belongs to isoxazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[c][1,2,5]oxadiazol-5-amine, and the molecular formula is C6H5N3O, Recommanded Product: Benzo[c][1,2,5]oxadiazol-5-amine.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Tsuji, Toshiyuki published the artcileTheoretical study on the excited states of heteroarene chromophores: Comparison of calculated and experimental values, HPLC of Formula: 874-36-2, the publication is Chemical Physics Letters (2009), 473(1-3), 196-200, database is CAplus.

We compare the absorption/emission energies of three heteroaromatic chromophores, indoles, benzofurazans and coumarins, both exptl. and theor. First we used TDDFT and SAC-CI methods to calculate S₀ → S₁ vertical excitation energies corresponding to the absorptions. The excitation energies obtained by the SAC-CI method were superior to those obtained by the TDDFT method, as well as being consistent with those exptl. obtained. We thus applied the SAC-CI method to estimate the emission energies of these chromophores on the basis of the CIS- or TDDFT-optimized excited-state structures. We found a good and consistent agreement of the CIS-structure-based values with the exptl. values, whereas the TDDFT-structure based values showed less good agreement.

Chemical Physics Letters published new progress about 874-36-2. 874-36-2 belongs to isoxazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[c][1,2,5]oxadiazol-5-amine, and the molecular formula is C17H14F3N3O2S, HPLC of Formula: 874-36-2.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Yngve, Ulrika published the artcileTriazolopyrimidinones as γ-secretase modulators: structure-activity relationship, modulator profile, and in vivo profiling, Synthetic Route of 874-36-2, the publication is MedChemComm (2013), 4(2), 422-431, database is CAplus.

The structure-activity relationship for a series of potent γ-secretase modulators based on the 6,7-dihydro-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one scaffold is described. Furthermore, we report details regarding the modulator profile on Aβ processing, as well as in vivo efficacy, for the optimized compounds

MedChemComm published new progress about 874-36-2. 874-36-2 belongs to isoxazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[c][1,2,5]oxadiazol-5-amine, and the molecular formula is C6H17NO3Si, Synthetic Route of 874-36-2.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Uchiyama, Seiichi published the artcilePhotophysical study of 5-substituted benzofurazan compounds as fluorogenic probes, COA of Formula: C6H5N3O, the publication is Physical Chemistry Chemical Physics (2002), 4(18), 4514-4522, database is CAplus.

Nine 5-substituted benzofurazans including the non-substituted benzofurazan were synthesized, and measurements of the fluorescence, photolysis, transient absorption, and time-resolved thermal lensing signal were performed in order to understand the relaxation processes of these compounds The results indicated that the main relaxation process was a photoreaction from an excited singlet state and the rate of the primary bond cleavage in the excited state tended to increase in the compound in which the S₂ ← S₀ absorption band is located close to the S₁ ← S₀ absorption band. These results suggest that the reactive state might be the S₂ state, and that the interaction between the S₁ and S₂ states promotes the photoreaction. The separation of the S₁ state from the S₂ state decreases the rate of photoreaction, resulting in an increase in the Φ_f values. The Φ_f values of the 5-substituted benzofurazans in cyclohexane and acetonitrile were compared with their ΔE(S₁, S₂) (energy gap between the S₁ and S₂ states) values calculated by using a combination of AM1 (EXCITED) and AM1-CAS/CI (CI = 6) for geometric optimization and calculation of the energy levels, resp. The ΔE(S₁, S₂) values correlated well with the Φ_f values in each solvent, thus enabling authors to predict the fluorescence properties of the 5-substituted benzofurazans based on their chem. structures.

Physical Chemistry Chemical Physics published new progress about 874-36-2. 874-36-2 belongs to isoxazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[c][1,2,5]oxadiazol-5-amine, and the molecular formula is C18H26ClN3O, COA of Formula: C6H5N3O.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Dal Monte, D. published the artcile2,1,3-Benzothia-, selena-, and oxadiazoles. III. Amine derivatives, Category: isoxazole, the publication is Bollettino Scientifico della Facolta di Chimica Industriale di Bologna (1964), 22(2), 33-40, database is CAplus.

cf. CA 61, 10573c. Uv spectra of I and II (X = O, S, and Se) were presented and discussed. The following pK_a, values in H₂O at 25° were calculated: I (X = S), 2.02; I (X = Se), 2.18; I (X = O), 0.78; II (X = S), 2.01; II (X = 0),0.77; the OH analogs have pK_a, 7.86, 8.16, 6.83, 8.16, and 7.28, resp. I (X = O), m. 110-11°, and II (X = O), m. 127-9°, were prepared by heating 3.1 g. 4- or 5-chloro compound with 0.8 g. CuSO₄ in 80 cc. 20% NH₃ 8 hrs. in a sealed tube at 140-50°.

Bollettino Scientifico della Facolta di Chimica Industriale di Bologna published new progress about 874-36-2. 874-36-2 belongs to isoxazole, auxiliary class Other Aromatic Heterocyclic,Amine, name is Benzo[c][1,2,5]oxadiazol-5-amine, and the molecular formula is C6H5N3O, Category: isoxazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem