Fentrazamide Metabolite

Fentrazamide Metabolite

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Fentrazamide Metabolite
Category Others
Catalog number BBF-04545
CAS 98377-35-6
Molecular Weight 196.59
Molecular Formula C7H5ClN4O
Purity ≥98%

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Description

Fentrazamide Metabolite is an active metabolite derived from the prodrug fentrazamide, a promising candidate in the realm of antineoplastic therapy. Its mechanism of action centers on the selective disruption of crucial tumor-associated signaling cascades, thereby impeding the proliferation and advancement of malignancies.

Specification

Synonyms 1-(2-Chlorophenyl)-1,4-dihydrotetrazol-5-one; 1-(2-chlorophenyl)-1,2-dihydro-5H-tetrazol-5-one; 1-(2-chlorophenyl)-2H-tetrazol-5-one
Storage Store at 2-8°C
IUPAC Name 4-(2-chlorophenyl)-1H-tetrazol-5-one
Canonical SMILES C1=CC=C(C(=C1)N2C(=O)NN=N2)Cl
InChI InChI=1S/C7H5ClN4O/c8-5-3-1-2-4-6(5)12-7(13)9-10-11-12/h1-4H,(H,9,11,13)
InChI Key NTLCSWYRVIMNEI-UHFFFAOYSA-N

Properties

Boiling Point 264.7°C at 760 mmHg
Density 1.64 g/cm3
Solubility Soluble in Acetonitrile

Reference Reading

1. Antimicrobial Mechanism and Secondary Metabolite Profiles of Biocontrol Agent Streptomyces lydicus M01 Based on Ultra-High-Performance Liquid Chromatography Connected to a Quadrupole Time-of-Flight Mass Spectrometer Analysis and Genome Sequencing
Wenjie Cong, Mingxuan Wang, Jing Li, Jianguo Zhang Front Microbiol . 2022 May 31;13:908879. doi: 10.3389/fmicb.2022.908879.
Streptomyces lydicuswas used as biopesticide for crop protection in agriculture, however, the antimicrobial mechanism remains unclear and no systematic research on the secondary metabolites ofS. lydicushas been reported. In this study, the extract ofS. lydicusM01 culture was used to treat plant pathogenAlternaria alternataand morphological changes in the plasma membrane and cell wall of hyphae and conidia were observed. Fluorescence microscopy combined with different dyes showed that the accumulation of reactive oxygen species and cell death were also induced. To investigate the secondary metabolites in the culture filtrate, an online detection strategy of ultra-high-performance liquid chromatography connected to a quadrupole time-of-flight mass spectrometer (UPLC-Q-TOF-MS) was used for identification. The results revealed an excess of 120 metabolites, mainly consisted of fungicides, antibacterial agents, herbicides, insecticides, and plant growth regulators, such as IAA. Among which the five dominant components were oxadixyl, chloreturon, S-metolachlor, fentrazamide, and bucarpolate. On the other hand, the complete genome ofS. lydicusM01 was sequenced and a number of key function gene clusters that contribute to the biosynthesis of active secondary metabolites were revealed. This is the first systematic characterization ofS. lydicussecondary metabolites, and these results offer novel and valuable evidence for a comprehensive understanding of the biocontrol agentS. lydicusand its application in agriculture.

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