804-36-4
Chemical Structure
Nitrovin
Synonym(s): Difurazon
- No. CAS: 804-36-4
- Formula:C14H12N6O6
- Molecular Weight:360.28
IUPAC Name: (2,6-dichlorobenzyl)phosphonic acid
InChIKey: XQCFHQBGMWUEMY-ZPUQHVIOSA-N
SMILES: O=[N+](C1=CC=C(/C=C/C(/C=C/C2=CC=C([N+]([O-])=O)O2)=N\NC(N)=N)O1)[O-]
Biological Activity: Nitrovin (Difurazon) is an orally active inhibitor of thioredoxin reductase 1 (TrxR1) with both antibacterial and anticancer activities. Nitrovin induces ROS generation and endoplasmic reticulum stress by targeting and inhibiting TrxR1, which in turn induces cytoplasmic vacuolation, activates MAPK, and inhibits Alix. Nitrovin induces paraptosis-like non-apoptotic cell death, thereby exerting significant cytotoxicity against cancer cells. Nitrovin is used for research on glioblastoma, liver cancer, and bacterial infections[1][2][3][4][5].
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Nitrovin | Nitrovin (Difurazon) is an orally active inhibitor of thioredoxin reductase 1 (TrxR1) with both antibacterial and anticancer activities. Nitrovin induces ROS generation and endoplasmic reticulum stress by targeting and inhibiting TrxR1, which in turn induces cytoplasmic vacuolation, activates MAPK, and inhibits Alix. Nitrovin induces paraptosis-like non-apoptotic cell death, thereby exerting significant cytotoxicity against cancer cells. Nitrovin is used for research on glioblastoma, liver cancer, and bacterial infections. | |||||||||||||||||||||
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References
- [1]. Zhao L, et al. Nitrovin (difurazone), an antibacterial growth promoter, induces ROS-mediated paraptosis-like cell death by targeting thioredoxin reductase 1 (TrxR1). Biochemical pharmacology. 2023 Apr;210:115487. [Content Brief]
- [2]. Barnes EM, et al. Factors affecting the incidence and anti-salmonella activity of the anaerobic caecal flora of the young chick. J Hyg (Lond). 1979;82(2):263-283.
- [3]. McCalla DR. Nitrofurans. InMechanism of action of antibacterial agents 1979 (pp. 176-213). Berlin.
- [4]. Bunyan J, et al. Antimicrobial substances and chick growth promotion: the growth-promoting activities of antimicrobial substances, including fifty-two used either in therapy or as dietary additives. Br Poult Sci. 1977;18:283-294.
- [5]. Thorne N, et al. High-Throughput Phenotypic Screening of Human Astrocytes to Identify Compounds That Protect Against Oxidative Stress. Stem Cells Transl Med. 2016 May;5(5):613-27.
