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Merck
CN

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:
67747-09-5
Molecular Weight:
376.67
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329760014
EC Number:
266-994-5
Beilstein/REAXYS Number:
8155344
MDL number:
MFCD00078735

Key Documents

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Product Name

Prochloraz, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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

SMILES string

CCCN(CCOc1c(Cl)cc(Cl)cc1Cl)C(=O)n2ccnc2

grade

certified reference material
TraceCERT®

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

Quality Level

300

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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.

Other Notes

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

农药列管产品
This item has

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
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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