175609-19-5

Usage

Uses

Used in Biochemical and Biotechnology Applications:
2,1,3-Benzoxadiazol-4-ylmethanol is used as a fluorescent labeling reagent for its high quantum yield and exceptional photostability, enabling researchers to track and visualize biomolecules in diverse biological studies.
Used in Fluorescent Dye Development:
2,1,3-Benzoxadiazol-4-ylmethanol is utilized in the development of fluorescent dyes, providing a reliable and stable source of fluorescence for detecting specific biomolecules.
Used in Molecular and Cellular Biology:
In the field of molecular and cellular biology, 2,1,3-Benzoxadiazol-4-ylmethanol is used as a fluorescent probe for imaging applications, allowing researchers to observe cellular processes and interactions with greater clarity and precision.

InChI:InChI=1/C7H6N2O2/c10-4-5-2-1-3-6-7(5)9-11-8-6/h1-3,10H,4H2

Upstream product

• 32863-30-2 4-(bromomethyl)benzo[c][1,2,5]oxadiazole 
• 32863-32-4 benzo[c][1,2,5]oxadiazole-4-carbaldehyde 
• 273-09-6 benzofurazan 

Downstream Products

• 1454663-37-6 C₁₃H₇ClN₄O₄ 
• 32863-32-4 benzo[c][1,2,5]oxadiazole-4-carbaldehyde 

Relevant academic research and scientific papers

Benzofurazanyl- and benzofuroxanyl-1,4-dihydlropyridines : Synthesis, structure and calcium entry blocker activity

The synthesis, structural characterization and calcium blocking activity of a series of benzofurazanyl-1,4-dihydropyridines (18 and 19) and benzofuroxanyl analogues (20 and 21) are reported. 1H-NMR showed that all the benzofuroxan derivatives exist in solution as tautomeric mixtures. The predominant tautomeric form in solution of the derivative 20 (dimethyl 1,4-dihydro-2,6-dimethyl-4-(4-benzofuroxanyl)-3,5-pyridinedicarboxylate) is also the one preferred in the solid state as shown by X-ray analysis. The conformation in the solid state of the benzofurazanyl analogue is also reported. Calcium entry blocker activity of the dihydropyridine derivatives 18-21 has been evaluated in isolated rabbit basilar artery as relaxation of calcium-induced contractions in high K+-depolarizing solution. All the compounds displayed high potency. The activity of benzofurazan derivatives was not changed by the N-oxidation. The two most active compounds 18 and 20 were as potent as Nifedipine.

Identification, synthesis and evaluation of substituted benzofurazans as inhibitors of CREB-mediated gene transcription

Cyclic-AMP response-element binding protein (CREB) is a stimulus-activated transcription factor. Its transcription activity requires its binding with CREB-binding protein (CBP) after CREB is phosphorylated at Ser133. The domains involved for CREB-CBP interaction are kinase-inducible domain (KID) from CREB and KID-interacting domain (KIX) from CBP. Recent studies suggest that CREB is an attractive target for novel cancer therapeutics. To identify novel chemotypes as inhibitors of KIX-KID interaction, we screened the NCI-diversity set of compounds using a split renilla luciferase assay and identified 2-[(7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio]pyridine 1-oxide (compound 1, NSC228155) as a potent inhibitor of KIX-KID interaction. However, compound 1 was not particularly selective against CREB-mediated gene transcription in living HEK 293T cells. Further structure-activityrelationship studies identified 4-aniline substituted nitrobenzofurazans with improved selectivity.