Basic information
- CAS
67747-09-5- Standard SMILES
CCCN(CCOc1c(Cl)cc(Cl)cc1Cl)C(=O)n1ccnc1- InChIKey
TVLSRXXIMLFWEO-UHFFFAOYSA-N- Molecular formula
- C15H16Cl3N3O2
- Average molar mass
- 376.7 g/mol
- Monoisotopic mass
- 375.03081
Overview
Prochloraz is a member of the class of ureas that is 1H-imidazole-1-carboxamide substituted by a propyl and a 2-(2,4,6-trichlorophenoxy)ethyl group at the amino nitrogen atom. A fungicide active against a wide range of diseases affecting field crops, fruit, turf and vegetables. It has a role as a xenobiotic, an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor, an environmental contaminant and an antifungal agrochemical. It is a member of imidazoles, a trichlorobenzene, an aromatic ether, a member of ureas, an amide fungicide, a conazole fungicide and an imidazole fungicide.
Names & identifiers
- Preferred name
- Prochloraz
- IUPAC
- N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide
- English name
- Prochloraz
- Molecular formula
- C15H16Cl3N3O2
- Molecular weight
- 376.67
Names & synonyms
Prochloraz67747-09-5SportakOctaveN-Propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)-1H-imidazole-1-carboxamideDTXSID4024270N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamideN-Propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-1H-imidazole-1-carboxamide99SFL01YCLCHEBI:8434BTS-40542DTXCID904270
Show more names
ProclorazMASTERn-propyl-n-(2,4,6-trichlorophenoxy)ethyl-imidazole-1-carboxamide1-(n-propyl-n-(2-(2,4,6-trichlorophenoxy)ethyl)carbamoyl)imidazoleP-242FORTAKEYETAKAbaritKI 835
N-propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)-1H-imidazoleN-Propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)imidazole-1-carboxamideN-Propyl-N-(2-(2,4,6-trichlorophenoxy)ethyl)-1H-pyrazole-1-carboxamideRefChem:176126266-994-5MiragePreludeAscurit
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 47.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 377
Experimental & physicochemical properties
Chemical ClassesCarcinogens
Pesticides
Pesticide -> EPA IRIS
Fungicides
Active substance -> EU Pesticides database: Not approved
Environmental transformation -> Pesticides (parent, predecessor)
Fungicides
Pesticide (Prochloraz) -> USDA PDB
LogP4.1
Human DrugsPharmaceuticals
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section183.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID4024270]
Physicochemical properties
- Melting point
- 46 · 46-49°C
- Boiling point
- 360 ℃ · 360℃
- Density
- 1.405 · 1.405
- vapor pressure
- 1.5 x · 1.5 x l0-4 Pa (25 °C)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P273, P301+P317, P304+P340, P317, P330, P391, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Commission Regulation (EC) No 33/2008
2008/934, Reg. (EU) 2021/1450, Reg. (EU) 2022/801, Reg. (EU) No 1143/2011, Reg. (EU) No 2019/291, Reg. (EU) No 540/2011
Prochloraz: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Other Safety InformationIMAP assessments - 1H-Imidazole-1-carboxamide, N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]-: Environment tier I assessment
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity - category 4
Acute toxicity (Oral) - Category 5
Hazardous to the aquatic environment (Acute) - Category 2
Carcinogens
Acute Tox. 4 *
Toxicology
Cancer SitesHepatic
Target OrgansHepatic
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationChemicals that kill or inhibit the growth of fungi in agricultural applications, on wood, plastics, or other materials, in swimming pools, etc.
Uses & manufacturing
Uses
Prochloraz is a non-systemic imidazole fungicide, an ergosterol biosynthesis inhibitor with contact and translaminar, protectant and eradicant activity. It is used in agriculture and horticulture against various plant diseases, especially Ascomycetes and Fungi Imperfecti. It is used to control foliar diseases of cereals (Pseudocercosporella, Pyrenophora, Rhynchosporium and Septoria spp.), field crops (such as Alternaria, Botrytis, Pyrenopeziza and Sclerotinia in oilseed rape, Ascochyta and Botrytis in legumes, Pyricularia in rice), fruit (blossom blight) and vegetables (anthracnose). (L2082)
Use Classification
Fungicides
Environmental transformation -> Pesticides (parent, predecessor)
Pharmaceuticals
Applications
UsesProchloraz is a protectant and eradicant fungicide effective against a wide range of diseases affecting field crops, fruit, turf and vegetables. It is recommended for use on cereals against Pseudocercosporella, Pyrenophora, Rhyncosporium and Septoria spp. and on oilseed rape against Alternaria, Botrytis, Pyrenopeziza and Sclerotinia spp. When it is applied as a dip treatment it shows good activity against storage or transit diseases of citrus and tropical fruit. It is also used as a seed treatment to control several diseases of cereals.
UsesPlocloraz is used as a fungicide. Plocloraz showed efficacy against cereal powdery mildew.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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