MedKoo Cat#: 591566 | Name: Quintozene
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Quintozene, also known as pentachloronitrobenzene, is used as a soil fungicide on lawns and ornamental crops, as a seed treatment of field crops and vegetables, and as a slime inhibitor in industrial waters. It is no longer approved for use within the European Union.

Chemical Structure

Quintozene
Quintozene
CAS#82-68-8

Theoretical Analysis

MedKoo Cat#: 591566

Name: Quintozene

CAS#: 82-68-8

Chemical Formula: C6Cl5NO2

Exact Mass: 292.8372

Molecular Weight: 295.32

Elemental Analysis: C, 24.40; Cl, 60.02; N, 4.74; O, 10.83

Price and Availability

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100g USD 260.00 2 weeks
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Synonym
Quintozene; NSC 58427; NSC-58427; NSC58427, Pentachloronitrobenzene
IUPAC/Chemical Name
Benzene, 1,2,3,4,5-pentachloro-6-nitro-
InChi Key
LKPLKUMXSAEKID-UHFFFAOYSA-N
InChi Code
InChI=1S/C6Cl5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9
SMILES Code
O=[N+](C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl)[O-]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in Toluene, Methanol, and Heptane
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Quintozene is a C-nitro compound, a member of pentachlorobenzenes and an aromatic fungicide.
In vitro activity:
This study investigated the in vitro activity of four anthelmintics, four chemical fungicides and two antifungal drugs on the spore germination of nematophagous fungi. The results showed that 10 tested drugs, except for levamisole and quintozene, had in vitro inhibitory effects on nematophagous fungi. Reference: Lett Appl Microbiol. 2021 Aug;73(2):124-131. https://pubmed.ncbi.nlm.nih.gov/33590540/
In vivo activity:
Influences of nanoparticles on the accumulation of pesticides in terrestrial organisms are still unclear. This study investigated the influences and mechanisms of metal oxide nanoparticles on accumulation of quintozene in earthworms. Results showed that changes biomarkers demonstrated that pollutants injured earthworms. This study provides a novel hypothesis that nanoparticles facilitate organic pollutants entering terrestrial organisms, and that nanoparticles can exacerbate environmental risks of other pollutants. Reference: Environ Sci Pollut Res Int. 2021 Oct;28(37):51471-51479. https://pubmed.ncbi.nlm.nih.gov/33983610/
Solvent mg/mL mM
Solubility
Toulene 1,140.0 3,860.22
Methanol 20.0 67.72
Heptane 30.0 101.58
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 295.32 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Xuan Z, Ma Y, Zhang J, Zhu J, Cai M. Dissolved legacy and emerging organochlorine pesticides in the Antarctic marginal seas: Occurrence, sources and transport. Mar Pollut Bull. 2023 Feb;187:114511. doi: 10.1016/j.marpolbul.2022.114511. Epub 2022 Dec 27. PMID: 36580836. 2. Wang B, Zhang N, Gong P, Li J, Wang X, Li X, Wang F, Cai K, Zhang X. In vitro assays on the susceptibility of four species of nematophagous fungi to anthelmintics and chemical fungicides/antifungal drug. Lett Appl Microbiol. 2021 Aug;73(2):124-131. doi: 10.1111/lam.13462. Epub 2021 Jun 15. PMID: 33590540. 3. Li M, Xu G, Guo N, Zheng N, Dong W, Li X, Yu Y. Influences and mechanisms of nanoparticles on pentachloronitrobenzene accumulation by earthworms. Environ Sci Pollut Res Int. 2021 Oct;28(37):51471-51479. doi: 10.1007/s11356-021-14368-6. Epub 2021 May 13. PMID: 33983610. 4. To-Figueras J, Gómez-Catalán J, Rodamilans M, Corbella J. Studies on sex differences in excretion of sulphur derivatives of hexachlorobenzene and pentachloronitrobenzene by rats. Toxicol Lett. 1991 Apr;56(1-2):87-94. doi: 10.1016/0378-4274(91)90093-l. PMID: 2017788.
In vitro protocol:
1. Xuan Z, Ma Y, Zhang J, Zhu J, Cai M. Dissolved legacy and emerging organochlorine pesticides in the Antarctic marginal seas: Occurrence, sources and transport. Mar Pollut Bull. 2023 Feb;187:114511. doi: 10.1016/j.marpolbul.2022.114511. Epub 2022 Dec 27. PMID: 36580836. 2. Wang B, Zhang N, Gong P, Li J, Wang X, Li X, Wang F, Cai K, Zhang X. In vitro assays on the susceptibility of four species of nematophagous fungi to anthelmintics and chemical fungicides/antifungal drug. Lett Appl Microbiol. 2021 Aug;73(2):124-131. doi: 10.1111/lam.13462. Epub 2021 Jun 15. PMID: 33590540.
In vivo protocol:
1. Li M, Xu G, Guo N, Zheng N, Dong W, Li X, Yu Y. Influences and mechanisms of nanoparticles on pentachloronitrobenzene accumulation by earthworms. Environ Sci Pollut Res Int. 2021 Oct;28(37):51471-51479. doi: 10.1007/s11356-021-14368-6. Epub 2021 May 13. PMID: 33983610. 2. To-Figueras J, Gómez-Catalán J, Rodamilans M, Corbella J. Studies on sex differences in excretion of sulphur derivatives of hexachlorobenzene and pentachloronitrobenzene by rats. Toxicol Lett. 1991 Apr;56(1-2):87-94. doi: 10.1016/0378-4274(91)90093-l. PMID: 2017788.
1: Nájera JFD, Castellanos JS, Hernández MV, Serna SA, Gómez OGA, Verduzco CV, Ramos MA. Diagnosis and Integrated Management of Fruit Rot in Cucurbita argyrosperma, Caused by Sclerotium rolfsii. Plant Pathol J. 2018 Jun;34(3):171-181. doi: 10.5423/PPJ.OA.08.2017.0185. Epub 2018 Jun 1. PubMed PMID: 29887773; PubMed Central PMCID: PMC5985643. 2: Li J, Wang P, Shi S, Xue J. Background biomonitoring of residue levels of 137 pesticides in the blood plasma of the general population in Beijing. Environ Monit Assess. 2018 Apr 29;190(5):315. doi: 10.1007/s10661-018-6694-3. PubMed PMID: 29705822. 3: Rice PJ, Horgan BP, Hamlin JL. Off-site transport of fungicides with runoff: A comparison of flutolanil and pentachloronitrobeneze applied to creeping bentgrass managed as a golf course fairway. Ecotoxicol Environ Saf. 2018 Aug 15;157:143-149. doi: 10.1016/j.ecoenv.2018.03.070. Epub 2018 Apr 2. PubMed PMID: 29621705. 4: Han Y, Mo R, Yuan X, Zhong D, Tang F, Ye C, Liu Y. Pesticide residues in nut-planted soils of China and their relationship between nut/soil. Chemosphere. 2017 Aug;180:42-47. doi: 10.1016/j.chemosphere.2017.03.138. Epub 2017 Apr 4. PubMed PMID: 28391151. 5: Teng Y, Wang X, Zhu Y, Chen W, Christie P, Li Z, Luo Y. Biodegradation of pentachloronitrobenzene by Cupriavidus sp. YNS-85 and its potential for remediation of contaminated soils. Environ Sci Pollut Res Int. 2017 Apr;24(10):9538-9547. doi: 10.1007/s11356-017-8640-2. Epub 2017 Feb 25. PubMed PMID: 28238184. 6: Zhao X, Zhou Y, Kong W, Gong B, Chen D, Wei J, Yang M. Multi-residue analysis of 26 organochlorine pesticides in Alpinia oxyphylla by GC-ECD after solid phase extraction and acid cleanup. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Apr 1;1017-1018:211-220. doi: 10.1016/j.jchromb.2016.03.009. Epub 2016 Mar 9. PubMed PMID: 26990736. 7: Liu Y, Li S, Ni Z, Qu M, Zhong D, Ye C, Tang F. Pesticides in persimmons, jujubes and soil from China: Residue levels, risk assessment and relationship between fruits and soils. Sci Total Environ. 2016 Jan 15;542(Pt A):620-8. doi: 10.1016/j.scitotenv.2015.10.148. Epub 2015 Nov 3. PubMed PMID: 26544891. 8: Liu Y, Shen D, Li S, Ni Z, Ding M, Ye C, Tang F. Residue levels and risk assessment of pesticides in nuts of China. Chemosphere. 2016 Feb;144:645-51. doi: 10.1016/j.chemosphere.2015.09.008. Epub 2015 Sep 25. PubMed PMID: 26408971. 9: Wang Y, Wang C, Li A, Gao J. Biodegradation of pentachloronitrobenzene by Arthrobacter nicotianae DH19. Lett Appl Microbiol. 2015 Oct;61(4):403-10. doi: 10.1111/lam.12476. PubMed PMID: 26250405. 10: Jantunen LM, Wong F, Gawor A, Kylin H, Helm PA, Stern GA, Strachan WM, Burniston DA, Bidleman TF. 20 Years of Air-Water Gas Exchange Observations for Pesticides in the Western Arctic Ocean. Environ Sci Technol. 2015 Dec 1;49(23):13844-52. doi: 10.1021/acs.est.5b01303. Epub 2015 Aug 18. PubMed PMID: 26196214. 11: Huang J, Gao J, Yu G, Yamazaki N, Deng S, Wang B, Weber R. Unintentional formed PCDDs, PCDFs, and DL-PCBs as impurities in Chinese pentachloronitrobenzene products. Environ Sci Pollut Res Int. 2015 Oct;22(19):14462-70. doi: 10.1007/s11356-014-3507-2. Epub 2014 Aug 30. PubMed PMID: 25167828. 12: Zhong G, Tang J, Xie Z, Mi W, Chen Y, Möller A, Sturm R, Zhang G, Ebinghaus R. Selected current-use pesticides (CUPs) in coastal and offshore sediments of Bohai and Yellow seas. Environ Sci Pollut Res Int. 2015 Feb;22(3):1653-61. doi: 10.1007/s11356-014-2648-7. Epub 2014 Mar 2. PubMed PMID: 24584589. 13: Martínez-Domínguez G, Plaza-Bolaños P, Romero-González R, Garrido-Frenich A. Analytical approaches for the determination of pesticide residues in nutraceutical products and related matrices by chromatographic techniques coupled to mass spectrometry. Talanta. 2014 Jan;118:277-91. doi: 10.1016/j.talanta.2013.10.006. Epub 2013 Oct 16. Review. PubMed PMID: 24274299. 14: Hayward DG, Wong JW, Shi F, Zhang K, Lee NS, DiBenedetto AL, Hengel MJ. Multiresidue pesticide analysis of botanical dietary supplements using salt-out acetonitrile extraction, solid-phase extraction cleanup column, and gas chromatography-triple quadrupole mass spectrometry. Anal Chem. 2013 May 7;85(9):4686-93. doi: 10.1021/ac400481w. Epub 2013 Apr 15. PubMed PMID: 23534560. 15: Li YY, Yang H. Bioaccumulation and degradation of pentachloronitrobenzene in Medicago sativa. J Environ Manage. 2013 Apr 15;119:143-50. doi: 10.1016/j.jenvman.2013.02.004. Epub 2013 Mar 8. PubMed PMID: 23474338. 16: Zhang T, Huang J, Zhang W, Yu Y, Deng S, Wang B, Yu G. Coupling the dechlorination of aqueous 4-CP with the mechanochemical destruction of solid PCNB using Fe-Ni-SiO2. J Hazard Mater. 2013 Apr 15;250-251:175-80. doi: 10.1016/j.jhazmat.2013.01.072. Epub 2013 Feb 4. PubMed PMID: 23454455. 17: Holt E, Weber R, Stevenson G, Gaus C. Formation of dioxins during exposure of pesticide formulations to sunlight. Chemosphere. 2012 Jul;88(3):364-70. doi: 10.1016/j.chemosphere.2012.03.058. Epub 2012 Apr 17. PubMed PMID: 22516206. 18: Zhang W, Huang J, Xu F, Deng S, Zhu W, Yu G. Mechanochemical destruction of pentachloronitrobenzene with reactive iron powder. J Hazard Mater. 2011 Dec 30;198:275-81. doi: 10.1016/j.jhazmat.2011.10.045. Epub 2011 Oct 18. PubMed PMID: 22074892. 19: Falcão VC, Ono MA, de Ávila Miguel T, Vizoni E, Hirooka EY, Ono EY. Fusarium verticillioides: evaluation of fumonisin production and effect of fungicides on in vitro inhibition of mycelial growth. Mycopathologia. 2011 Jan;171(1):77-84. doi: 10.1007/s11046-010-9339-9. Epub 2010 Jun 27. PubMed PMID: 20582630. 20: Wong JW, Zhang K, Tech K, Hayward DG, Krynitsky AJ, Cassias I, Schenck FJ, Banerjee K, Dasgupta S, Brown D. Multiresidue pesticide analysis of ginseng powders using acetonitrile- or acetone-based extraction, solid-phase extraction cleanup, and gas chromatography-mass spectrometry/selective ion monitoring (GC-MS/SIM) or -tandem mass spectrometry (GC-MS/MS). J Agric Food Chem. 2010 May 26;58(10):5884-96. doi: 10.1021/jf903851h. PubMed PMID: 20225896.