3889-13-2

Basic information

• Product Name: 5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE
• Synonyms: 5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE;2(3H)-BENZOXAZOLONE, 5-NITRO-;5-Nitrobenzo[d]oxazol-2(3H)-one;5-Nitro-3H-benzooxazol-2-one;5-nitro-3H-1,3-benzoxazol-2-one
• CAS NO: 3889-13-2
• Molecular Formula: C₇H₄N₂O₄
• Molecular Weight: 180.12
• Mol File: 3889-13-2.mol
• Article Data: 27

Chemical Properties

• Melting Point: 242 °C
• Appearance: /
• Density: 1.58g/cm³
• Refractive Index: 1.635
• Storage Temp.: 2-8°C
• PKA: 8.05±0.70(Predicted)
• CAS DataBase Reference: 5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE(3889-13-2)
• EPA Substance Registry System: 5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE(3889-13-2)

Safety Data

• Hazardous Substances Data: 3889-13-2(Hazardous Substances Data)

Usage

General Description

5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE is a chemical compound with the molecular formula C7H4N2O4. It is a derivative of benzoxazole and is characterized by a nitro group at the 5-position of the benzene ring. 5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE is known for its yellow crystalline appearance and its use in various chemical reactions and organic synthesis. It is also used as a pharmaceutical intermediate and in the production of certain dyes and pigments. Additionally, it has been studied for its potential biological and pharmacological activities, including antifungal and antibacterial properties. However, it is important to handle 5-NITRO-1,3-BENZOXAZOL-2(3H)-ONE with caution due to its potential hazardous and toxic nature.

InChI:InChI=1/C7H4N2O4/c10-7-8-5-3-4(9(11)12)1-2-6(5)13-7/h1-3H,(H,8,10)

Upstream product

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• 1659-31-0 2,2'-dipyridyl carbonate 
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• 1202680-24-7 phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate 
• 19213-72-0 ethyl 1-imidazolecarboxylate 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 101084-60-0 3-methyl-5-nitrobenzo[d]oxazol-2(3H)-one 
• 99584-09-5 5-amino-3-methyl-1,3-benzoxazol-2(3H)-one 

Relevant articles and documents

Synthesis and evaluation of technetium-99m labelled 1-(2-methoxyphenyl)piperazine derivative for single photon emission computed tomography imaging for targeting 5-HT1A

Quantitative changes in expression level of 5HT1A are somewhere related to common neurological disorders such as anxiety, major depression and schizophrenia. We have designed EDTA conjugated SPECT imaging probe for localization of 5HT1A/s

Identification and characterization of benzo[d]oxazol-2(3H)-one derivatives as the first potent and selective small-molecule inhibitors of chromodomain protein CDYL

Chemical probes of epigenetic ‘readers’ of histone post-translational modifications (PTMs) have become powerful tools for mechanistic and functional studies of their target proteins in physiology and pathology. However, only limited ‘reader’ probes have been developed, which restricted our understanding towards these macromolecules and their roles in cells or animals. Here, we reported a structure-guided approach to develop and characterize benzo [d]oxazol-2(3H)-one analogs as the first potent and selective small-molecule inhibitors of chromodomain Y-like (CDYL), a histone methyllysine reader protein. The binding conformation between the chromodomain of CDYL and the modified peptidomimetics was studied via molecular docking and dynamic simulations, facilitating subsequent virtual screening of tens of hits from Specs chemical library validated by SPR technique (KD values: from 271.1 μM to 5.4 μM). Further design and synthesis of 43 compounds helped to interpret the structure-activity relationship (SAR) that lead to the discovery of novel small-molecule inhibitors of CDYL. Compound D03 (KD: 0.5 μM) was discovered and showed excellent selectivity among other chromodomain proteins, including CDYL2 (>140 folds), CDY1 (no observed binding) and CBX7 (>32 folds). Moreover, we demonstrated that D03 engaged with endogenous CDYL in a dose-dependent manner, and perturbed the recruitment of CDYL onto chromatin, resulting in transcriptional derepression of its target genes. Finally, the results showed that D03 promoted the development and branching of neurodendrites by inhibiting CDYL in hippocampal and cortical cultured neurons. This study not only discovers the first selective small-molecule inhibitors of CDYL, but provids a new chemical tool to intervene the dynamic nature of bio-macromolecules involved in epigenetic mechanism.

SUBSTITUTED BICYCLE HETEROCYCLIC DERIVATIVES USEFUL AS ROMK CHANNEL INHIBITORS

Disclosed are compounds of Formula (I) or a salt thereof, wherein R1 is (II) or (III); each W is independently NR1b or O; Z is a bond or CHR1d; and R1, R2, Rd, R3, L1, L2, R1a, R1b, R1c, and n are define herein. Also disclosed are methods of using such compounds as inhibitors of ROMK, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating cardiovascular diseases.