Dimetridazole

Dimetridazole

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Dimetridazole
Category Antibiotics
Catalog number BBF-03900
CAS 551-92-8
Molecular Weight 141.13
Molecular Formula C5H7N3O2
Purity >98%

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Description

Dimetridazole is an anti-fungal and anti-protozoal drug. It is a nitroimidazole class drug. Dimenidazole is an effective anti-histonia and anti-treponema pallidum agent.

Specification

Synonyms 1,2-dimethyl-5-nitro-1h-imidazole; TIMTEC-BB SBB006915; 1,2-dimethyl-5-nitro-1h-imidazol; 1,2-dimethyl-5-nitro-imidazol; 1H-Imidazole, 1,2-dimethyl-5-nitro-
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage Store at -20°C
IUPAC Name 1,2-dimethyl-5-nitroimidazole
Canonical SMILES CC1=NC=C(N1C)[N+](=O)[O-]
InChI InChI=1S/C5H7N3O2/c1-4-6-3-5(7(4)2)8(9)10/h3H,1-2H3
InChI Key IBXPYPUJPLLOIN-UHFFFAOYSA-N
Source Synthetic

Properties

Appearance Pale Yellow to Pale Orange Solid
Application Antibacterial and anticoccidial activity
Antibiotic Activity Spectrum Gram-negative bacteria; fungi; parasites
Boiling Point 313.7°C at 760 mmHg
Melting Point 177-182°C
Density 1.36 g/cm3
Solubility Soluble in DMSO, chloroform, ether

Reference Reading

1.Determination of nitroimidazole residues in aquaculture tissue using ultra high performance liquid chromatography coupled to tandem mass spectrometry.
Gadaj A1, di Lullo V2, Cantwell H3, McCormack M3, Furey A4, Danaher M5. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Jun 1;960:105-15. doi: 10.1016/j.jchromb.2014.04.024. Epub 2014 Apr 20.
An UHPLC-MS/MS method was developed for the quantitative confirmatory analysis of residues of nitroimidazole drugs (dimetridazole, ipronidazole, metronidazole, ornidazole and ronidazole) and their corresponding hydroxy metabolites (HMMNI, ipronidazile-OH and metronidazole-OH) in aquaculture tissue. Samples were extracted by shaking in acetonitrile, water, MgSO4 and NaCl before being defatted with n-hexane pre-saturated with acetonitrile and concentrated under nitrogen. Nitroimidazole residues were determined by UHPLC-MS/MS operating in positive electrospray ionisation mode using a reversed phase BEH C18 column. The method was validated according to the EU Commission Decision 2002/657/EC guidelines. The following performance studies were carried out: specificity, selectivity, linearity, within laboratory repeatability (WLr)/reproducibility (WLR), accuracy, precision, decision limit (CCα), detection capability (CCβ), absolute recovery and stability.
2.[Kinetics and Reactive Species Analysis of Dimetridazole Degradation by TiO2].
Chen DM, Yu ZB, Sun L, Huang J, Gao LH, Li MJ. Huan Jing Ke Xue. 2015 Nov;36(11):4135-40.
Dimetridazole is considered as an emerging pollutant in waterbodies, which can potentially impact ecosystem and human health. Heterogeneous photocatalytic decomposition of dimetridazole by TiO2 was investigated under 365 nm UV light and effects of initial pH, TiO2 content and dimetridazole concentration on photocatalytic process were discussed. The results indicated that the optimized experiment condition is that the TiO2 content of 1 g x L(-1), dimetridazole concentration of 40 mg x L (-1), pH of 11, dimetridazole can be removed 90%. The photocatalytic degradation kinetics of dimetridazole could be fitted to the quasi-first-order equation. Photocatalytic degradation of dimetridazole can take place via two pathways: oxidation by *OH and reduction by e -.
3.High-throughput method for the determination of nitroimidazoles in muscle samples by liquid chromatography coupled to mass spectrometry.
Rúbies A1, Sans G, Kumar P, Granados M, Companyó R, Centrich F. Anal Bioanal Chem. 2015 Jun;407(15):4411-21. doi: 10.1007/s00216-014-8436-x. Epub 2015 Jan 11.
We present a high-throughput confirmatory method for the analysis of 11 nitroimidazoles in muscle samples (metronidazole, MNZ; dimetridazole, DMZ; ronidazole, RNZ; tinidazole, TNZ; carnidazole, CRZ; secnidazole semihydrate, SCZ; ornidazole, ORZ; metronidazole-hydroxy, MNZ-OH; ipronidazole, IPZ; ipronidazole-hydroxy, IPZ-OH; and dimetridazole-hydroxy, HMMNI). Extraction with acetonitrile is efficient and simple, with the majority of recoveries ranging between 65 and 101%, and without the need for clean-up of the extracts. The chromatographic analysis is performed using UPLC-QqQ-MS in the MRM mode, with an electrospray source operated in positive mode. Total chromatographic analysis time is 12 min. This method has been fully validated in muscle according to Decision 657/2002/CE guidelines, and the CCα values obtained were in the range of 0.04-0.4 μg·kg(-1). The method is currently used for the analysis of muscle samples and has been tested in other matrices of animal origin, such as kidney, retina and egg, with excellent results.
4.Development of a monoclonal antibody-based indirect competitive enzyme-linked immunosorbent assay for nitroimidazoles in edible animal tissues and feeds.
Han W1, Pan Y1, Wang Y1, Chen D1, Liu Z1, Zhou Q1, Feng L1, Peng D2, Yuan Z3. J Pharm Biomed Anal. 2016 Feb 20;120:84-91. doi: 10.1016/j.jpba.2015.12.017. Epub 2015 Dec 15.
The misuse of nitroimidazoles (NDZs) can lead to NDZs residues in edible animal tissues, which would be harmful to consumer health. To quickly monitor NDZs residues in edible animal tissues and feed, a monoclonal antibody-based indirect competitive enzyme-linked immunosorbent assay (ic-ELISA) with a simple sample preparation method and clean-up was developed in the present study. At first, a broad-specificity monoclonal antibody, 1D5, against NDZs has been produced, which the IC50 values of the NDZs, dimetridazole, ipronidazole, ronidazole hydroxydimetridazole, and hydroxyipronidazole, were 4.79μgL(-1), 0.47μgL(-1), 5.97μgL(-1), 23.48μgL(-1), and 15.03μgL(-1), respectively. The limit of detection of the method for the NDZ matrix calibration ranged from 4.2μgkg(-1) to 50.3μgkg(-1) in the feed matrices and from 0.11μgkg(-1) to 4.11μgkg(-1) in the edible animal tissues matrices. The recoveries of the NDZs were in the range of 75.5-111.8%. The CVs were less than 14.

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