64947
Prochloraz
certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
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About This Item
Empirical Formula (Hill Notation):
C15H16Cl3N3O2
CAS Number:
Molecular Weight:
376.67
Beilstein/REAXYS Number:
8155344
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
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grade
certified reference material
TraceCERT®
Quality Level
product line
TraceCERT®
shelf life
limited shelf life, expiry date on the label
manufacturer/tradename
Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
agriculture
environmental
format
neat
storage temp.
2-8°C
SMILES string
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
InChI key
TVLSRXXIMLFWEO-UHFFFAOYSA-N
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General description
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.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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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.
Legal Information
TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_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)
Inês Domingues et al.
Environmental toxicology, 28(3), 155-163 (2011-06-10)
Zebrafish early life stages (ELS) assays have been increasingly used to assess the toxicity of chemicals and waste waters, showing a great potential due to the wide variety of endpoints that can be incorporated in the test. Moreover, zebrafish ELS
Henrik Holbech et al.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP, 155(2), 407-415 (2011-11-26)
Results are presented from a validation (with 5 laboratories) of the Fish Sexual Development Test (FSDT) developed to detect endocrine disrupters (EDs) and included in the OECD (Organisation for Economic Co-operation and Development) working program. The aromatase-inhibiting fungicide prochloraz was
Synergy in microcosms with environmentally realistic concentrations of prochloraz and esfenvalerate.
Maj-Britt A Bjergager et al.
Aquatic toxicology (Amsterdam, Netherlands), 101(2), 412-422 (2011-01-11)
Laboratory experiments have shown that azole fungicides enhance the toxic effect of pyrethroid insecticides towards the aquatic crustacean Daphnia magna. Due to their sorptive properties the pesticides may, however, be less bioavailable in natural environments, possibly rendering them less toxic
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
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