271-95-4 Usage
Description
1,2-Benzisoxazole is a heterocyclic compound belonging to the benzoxazole family, characterized by the fusion of a benzene ring to a 1,2-oxazole ring across positions 4 and 5. It is known for its potential as a substrate for rabbit liver aldehyde oxidase and is a key component in the development of various pharmaceuticals, including antiepileptic and antipsychotic drugs.
Uses
Used in Pharmaceutical Industry:
1,2-Benzisoxazole is used as a key component in the development of antiepileptic drugs, such as zonisamide, which is effective for the treatment of partial seizures. Its presence in the molecular structure of these drugs contributes to their therapeutic effects.
1,2-Benzisoxazole is also used as a substrate for rabbit liver aldehyde oxidase, an enzyme involved in the metabolism of various compounds, including drugs and xenobiotics. This application aids in the study of enzyme activity and the development of new pharmaceuticals.
Additionally, 1,2-Benzisoxazole is utilized in the production of 5-nitro-benzo[d]isoxazole, a compound with potential applications in the synthesis of other pharmaceuticals.
Used in Chemical Synthesis:
1,2-Benzisoxazole serves as a versatile building block in the synthesis of various organic compounds, including those with potential applications in the pharmaceutical, agrochemical, and materials science industries. Its unique structure and reactivity make it a valuable intermediate in the development of new molecules with diverse properties and functions.
Check Digit Verification of cas no
The CAS Registry Mumber 271-95-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,7 and 1 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 271-95:
(5*2)+(4*7)+(3*1)+(2*9)+(1*5)=64
64 % 10 = 4
So 271-95-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H5NO/c1-2-4-7-6(3-1)5-8-9-7/h1-5H
271-95-4Relevant articles and documents
-
Grellmann,Tauer
, p. 1909 (1967)
-
[3 + 2]-Cycloaddition of Azaoxyallyl Cations with 1,2-Benzisoxazoles: A Rapid Entry to Oxazolines
Feng, Juan,Zhao, Ming,Lin, Xuanzi
, p. 9548 - 9560 (2019/08/26)
A novel and efficient [3 + 2] cycloaddition reaction of azaoxyallyl cations and 1,2-benzisoxazoles to give oxazoline derivatives has been developed. The transformation provides a rapid entry to functionalized oxazoline scaffolds under mild and transition-metal-free conditions, which will greatly expand the reaction types of heterocycle chemistry and pave the way for syntheses of bioactive compounds.
Utility of Nitrogen Extrusion of Azido Complexes for the Synthesis of Nitriles, Benzoxazoles, and Benzisoxazoles
Nimnual, Phongprapan,Tummatorn, Jumreang,Thongsornkleeb, Charnsak,Ruchirawat, Somsak
, p. 8657 - 8667 (2015/09/15)
The utility of the nitrogen extrusion reaction of azido complexes, generated in situ from the corresponding aldehydes or ketones with TMSN3 in the presence of ZrCl4 or TfOH, has been described. These azido complexes could undergo three different pathways, depending on the substrates. First, azido methanolate complexes or imine diazonium ions could lead to benzisoxazole products via an intramolecular nucleophilic substitution. Second, imine diazonium ions could also undergo either the elimination of proton to provide nitrile products in good to excellent yields or an aryl migration, followed by an intramolecular nucleophilic addition, to give benzoxazole products in good yields.
