mandipropamid
benzeneacetamide, 4-chloro-N-[2-[3-methoxy-4-(2-propyn-1-yloxy)phenyl]ethyl]-a-(2-propyn-1-yloxy)-
 
Notes:
effective against the economically important phytopathogens phytophthora infestans (potato and tomato late blight) and plasmopara viticola (grape downy mildew.
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CAS Number: 374726-62-2Picture of molecule3D/inchi
Other(deleted CASRN): 1135441-79-0
FDA UNII: 11GP4ELK0U
Nikkaji Web: J2.290.045E
MDL: MFCD09751510
XlogP3-AA: 3.90 (est)
Molecular Weight: 411.88414000
Formula: C23 H22 Cl N O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
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Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 608.60 °C. @ 760.00 mm Hg (est)
Flash Point: 611.00 °F. TCC ( 321.90 °C. ) (est)
logP (o/w): 4.160 (est)
Soluble in:
 water, 2.311 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Mandipropamid
Sigma-Aldrich
For experimental / research use only.
Mandipropamid PESTANAL®, analytical standard
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for mandipropamid usage levels up to:
 not for fragrance use.
 
Recommendation for mandipropamid flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Reasoned opinion on the modification of the existing MRL for mandipropamid in tomato
View page or View pdf
Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment for mandipropamid in light of confirmatory data
View page or View pdf
Review of the existing maximum residue levels for mandipropamid according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
Setting of an import tolerance for mandipropamid in cocoa beans
View page or View pdf
Modification of the existing maximum residue levels for mandipropamid in various crops
View page or View pdf
Modification of the existing maximum residue levels for mandipropamid in kohlrabies and herbs and edible flowers
View page or View pdf
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 11292824
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 2-(4-chlorophenyl)-N-[2-(3-methoxy-4-prop-2-ynoxyphenyl)ethyl]-2-prop-2-ynoxyacetamide
Chemidplus: 0374726622
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References:
 2-(4-chlorophenyl)-N-[2-(3-methoxy-4-prop-2-ynoxyphenyl)ethyl]-2-prop-2-ynoxyacetamide
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 11292824
Pubchem (sid): 135213992
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C18522
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•suspension concentrate (= flowable concentrate); water dispersible granule. •premix partners: difenoconazole •revus (syngenta crop protection, llc.) 23.3% mandipropamide technical mandipropamide •revus top (syngenta crop protection, llc.) 21.9% mandipropamide technical, 21.9% difenoconazole mandipropamide •revus opti (syngenta crop protection, llc.) 3.33% mandipropamide technical, 33.3% chlorothalonil mandipropamide •mandipropamid technical (syngenta crop protection, llc.) 96% mandipropamide technical mandipropamide
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
 benzeneacetamide, 4-chloro-N-[2-[3-methoxy-4-(2-propyn-1-yloxy)phenyl]ethyl]-a-(2-propyn-1-yloxy)-
2-(4-chlorophenyl)-N-[2-(3-methoxy-4-prop-2-ynoxyphenyl)ethyl]-2-prop-2-ynoxyacetamide
2-(4-chlorophenyl)-N-[2-(3-methoxy-4-prop-2-ynyloxyphenyl)-ethyl]-2-prop-2-ynyloxyacetamide
2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(2-propyn-1-yloxy)phenyl]ethyl}-2-(2-propyn-1-yloxy)acetamide
2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide
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Articles:
PubMed: [Determination of six novel amide fungicides in vegetables and fruits by liquid chromatography-tandem mass spectrometry].
PubMed: Enantioselective determination of carboxyl acid amide fungicide mandipropamid in vegetables and fruits by chiral LC coupled with MS/MS.
PubMed: Resistance to the novel fungicide pyrimorph in Phytophthora capsici: risk assessment and detection of point mutations in CesA3 that confer resistance.
PubMed: The cellulose synthase 3 (CesA3) gene of oomycetes: structure, phylogeny and influence on sensitivity to carboxylic acid amide (CAA) fungicides.
PubMed: Insights into the molecular mechanism of tolerance to carboxylic acid amide (CAA) fungicides in Pythium aphanidermatum.
PubMed: Treatment of amphibians infected with chytrid fungus: learning from failed trials with itraconazole, antimicrobial peptides, bacteria, and heat therapy.
PubMed: Method for rapid detection of the PvCesA3 gene allele conferring resistance to mandipropamid, a carboxylic acid amide fungicide, in Plasmopara viticola populations.
PubMed: Synthesis and biological evaluation of isosteric analogs of mandipropamid for the control of oomycete pathogens.
PubMed: Baseline sensitivity and resistance-risk assessment of Phytophthora capsici to iprovalicarb.
PubMed: A quantitative review of fungicide efficacy for managing downy mildew in cucurbits.
PubMed: Mandipropamid targets the cellulose synthase-like PiCesA3 to inhibit cell wall biosynthesis in the oomycete plant pathogen, Phytophthora infestans.
PubMed: Generation and characterization of isolates of Peronophythora litchii resistant to carboxylic acid amide fungicides.
PubMed: A single point mutation in the novel PvCesA3 gene confers resistance to the carboxylic acid amide fungicide mandipropamid in Plasmopara viticola.
PubMed: Differential Activity of Carboxylic Acid Amide Fungicides Against Various Developmental Stages of Phytophthora infestans.
PubMed: Multicomponent reactions in fungicide research: the discovery of mandipropamid.
PubMed: Synthesis and fungicidal activity of N-2-(3-methoxy-4-propargyloxy) phenethyl amides. Part 3: stretched and heterocyclic mandelamide oomyceticides.
PubMed: Synthesis and fungicidal activity of N-2-(3-methoxy-4-propargyloxy)phenethyl amides. Part II: anti-oomycetic mandelamides.
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