64947
Prochloraz
certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
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About This Item
Formule empirique (notation de Hill):
C15H16Cl3N3O2
Numéro CAS:
Poids moléculaire :
376.67
Numéro Beilstein :
8155344
Numéro CE :
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24
Produits recommandés
Qualité
certified reference material
TraceCERT®
Niveau de qualité
Gamme de produits
TraceCERT®
Durée de conservation
limited shelf life, expiry date on the label
Fabricant/nom de marque
Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Technique(s)
HPLC: suitable
gas chromatography (GC): suitable
Application(s)
agriculture
environmental
Format
neat
Température de stockage
2-8°C
Chaîne SMILES
CCCN(CCOc1c(Cl)cc(Cl)cc1Cl)C(=O)n2ccnc2
InChI
1S/C15H16Cl3N3O2/c1-2-4-20(15(22)21-5-3-19-10-21)6-7-23-14-12(17)8-11(16)9-13(14)18/h3,5,8-10H,2,4,6-7H2,1H3
Clé InChI
TVLSRXXIMLFWEO-UHFFFAOYSA-N
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Description générale
Prochloraz is a fungicide possessing imidazole moiety, which can show anti-androgenic activity in blocking androgens like testosterone from mediating their biological effects in the body. It is involved in the inhibition of cytochrome P450-dependent, 14α-demethylase activity required in the conversion of lanosterol to ergosterol, a key constituent of fungal cell membranes.
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Conditionnement
Bottomless glass bottle. Contents are inside inserted fused cone.
Produits recommandés
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
Informations légales
TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany
Mention d'avertissement
Warning
Mentions de danger
Conseils de prudence
Classification des risques
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
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Antiandrogenic effects in vitro and in vivo of the fungicide prochloraz
Vinggaard MA, et al.
Toxicological Sciences, 69(2), 344-353 (2002)
Sarah Y Skolness et al.
Aquatic toxicology (Amsterdam, Netherlands), 103(3-4), 170-178 (2011-04-08)
Prochloraz is a fungicide known to cause endocrine disruption through effects on the hypothalamic-pituitary-gonadal (HPG) axis. To determine the short-term impacts of prochloraz on gene expression and steroid production, adult female fathead minnows (Pimephales promelas) were exposed to the chemical
Sofie Christiansen et al.
Environmental health perspectives, 117(12), 1839-1846 (2010-01-06)
By disrupting the action of androgens during gestation, certain chemicals present in food, consumer products, and the environment can induce irreversible demasculinization and malformations of sex organs among male offspring. However, the consequences of simultaneous exposure to such chemicals are
Anne Marie Vinggaard et al.
International journal of andrology, 29(1), 186-192 (2006-02-10)
Prochloraz is an imidazole fungicide that is widely used in Europe, Australia, Asia and South America within gardening and agriculture. Screening studies have shown that prochloraz elicits multiple mechanisms of action in vitro, as it antagonizes the androgen and the
Sandra Halwachs et al.
Toxicological sciences : an official journal of the Society of Toxicology, 131(2), 491-501 (2012-10-20)
The molecular mechanisms by which environmental pollutants including 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) or widely used imidazole fungicide prochloraz display their toxic effects in vertebrates are still not well understood. Using computer analysis, we recently identified nuclear aryl hydrocarbon receptor (AhR) binding sites
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