121552-61-2

Basic information

• Product Name: Cyprodinil
• Synonyms: 4-CYCLOPROPYL-6-METHYL-N-PHENYLPYRIMIDIN-2-AMINE;CYPRODINIL;CYPRODYNIL;CYPRODINIL PESTANAL, 250 MG;2-Pyrimidinamine, 4-cyclopropyl-6-methyl-N-phenyl-;chorus;4-Cyclopropyl-6-methyl-N-phenyl-2-pyrimidinamine;Cyprodinil Standard
• CAS NO: 121552-61-2
• Molecular Formula: C₁₄H₁₅N₃
• Molecular Weight: 225.29
• Product Categories: Pesticides intermediate
• Mol File: 121552-61-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 75.9°
• Boiling Point: 405.985 °C at 760 mmHg
• Flash Point: 199.333 °C
• Appearance: off-white solid
• Density: 1.21 g/cm³
• Vapor Pressure: 8.42E-07mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: 0-6°C
• PKA: 4.44 (base)
• Water Solubility: 20 mg l-1 (pH 5), 13 mg l-1 (pH 7), 15 mg l-1 (pH 9) 25 °C
• BRN: 7813601
• CAS DataBase Reference: Cyprodinil(CAS DataBase Reference)
• NIST Chemistry Reference: Cyprodinil(121552-61-2)
• EPA Substance Registry System: Cyprodinil(121552-61-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38-43
• Safety Statements: 26-36
• RIDADR: UN 3077
• WGK Germany: 2
• Hazardous Substances Data: 121552-61-2(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
Cyprodinil is used as an agricultural fungicide for the protection of various crops against fungal infections. It is particularly effective in controlling plant diseases in almonds, grapes, stone fruit crops, and pome fruit crops, targeting fungi responsible for scab and brown rot blossom.
Cyprodinil is used as a broad-spectrum fungicide for the protection of cereal crops and fruits against fungal infections, such as those caused by Septoria, Botrytis, Monilinia, and Rhynchosporium. It is a systemic fungicide, which means it is absorbed by the plant and distributed throughout its tissues, providing comprehensive protection against a wide range of fungal diseases in cereals, grapes, pome fruits, stone fruits, berries, vegetables, field crops, and ornamentals.

Trade name

CGA 219417? technical; CHORUS?; SWITCH?; UNIX?; VANGUARD?

Potential Exposure

Cyprodinil is an anilino pyrimidine fungicide applied to the foliage of almonds, grapes, stone fruit crops, and pome fruit crops to control plant diseases. Target fungi for cyprodinil include scab and brown rot blossom

Metabolic pathway

After single oral administration of 14C-cyprodinil to rats, cyprodinil is rapidly eliminated principally in the urine. The pattern of the metabolic profile in the urine exhibits a significant sex-related difference with respect to the major metabolite. Males and females both produce N-4- (hydroxyphenyl)-4-cyclopropyl-5-hydroxy-6- methylpyrimidin-2-yl-amine. Female rats conjugate this dihydroxy metabolite with sulfate exclusively at the 5- hydroxypyrimidinyl moiety, while males form equal amounts of the monosulfate and disulfate conjugates. Ten cultures of 12 collected microorganisms produce a monohydroxylated metabolite and the filamentous fungus, Beauveria bassiana ATCC 7159, produces a methoxylated glycoside of the monohydroxylated metabolite. Dihydroxylated metabolites and a molecular cleavage product, 4-cyclopropyl-6-methyl-2- pyrimidinylamine, are detected in certain cultures.

Shipping

UN3082 Environmentally hazardous substances, liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz- ardous material, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Degradation

Cyprodinil (1) is stable to hydrolytic degradation in pH 5-9 buffer solutions at 25 °C with a DT50 >1 year. Cyprodinil degrades rapidly in water when exposed to UV light (DT50 ca. 14 days) (PM).

Incompatibilities

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions) if breathing has stopped, and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Do not induce vomiting when formulations containing petroleum solvents are ingested.

Waste Disposal

Recycle any unused portion of the material for its approved use or return it to the manu- facturer or supplier. Ultimate disposal of the chemical must consider: the material’s impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

InChI:InChI=1/C14H15N3/c1-10-9-13(11-7-8-11)17-14(15-10)16-12-5-3-2-4-6-12/h2-6,9,11H,7-8H2,1H3,(H,15,16,17)

Upstream product

• 21573-10-4 1-cyclopropyl-butane-1,3-dione 
• 6685-76-3 phenylguanidinium hydrogencarbonate 

Downstream Products

• 92238-61-4 2-Amino-4-cyclopropyl-6-methyl-pyrimidine 
• 1221293-31-7 cyprodinil 2-aminopyrimidine co-crystal 
• 1221293-37-3 cyprodinil ethyl maltol co-crystal 
• 1221293-36-2 cyprodinil succinamide co-crystal 
• 1342889-36-4 cyprodinil 2,3-naphthalenedicarboximide co-crystal 
• 1342889-34-2 cyprodinil phthalimide co-crystal 

Relevant articles and documents

3-phenyl-pyrones

Novel 3-phenyl-pyrones of the formula in which A, D, X and Y are each as defined in the description, a process for preparing these substances and their use as pesticides, fungicides and herbicides.

Arylphenyl-substituted cyclic keto enols

The present invention relates to novel arylphenyl-substituted cyclic ketoenols, their preparation and the use of such ketoenols as pesticides and/or herbicides. The novel arylphenyl-substituted cyclic ketoenols are of the formula (I) in which CKE refers to the cyclic ketoenol and W, X, Y and Z are as defined in the specification.

Utilization of 3-phenyl-pyrones for pest control

3-Phenyl-pyrones of the formula in which x represents pyrid-2-yl and Y represents fluorine, or x represents 4-fluoro-phenyl and Y represents chlorine, are highly suitable for use as pesticides, fungicides and herbicides.

Halogen pyrimidines and its use thereof as parasite abatement means

PCT No. PCT/EP97/00151 Sec. 371 Date Jul. 16, 1998 Sec. 102(e) Date Jul. 16, 1998 PCT Filed Jan. 15, 1997 PCT Pub. No. WO97/27189 PCT Pub. Date Jul. 31, 1997Compounds of the formula (I) in which A represents optionally substituted alkanediyl, R represents in each case optionally substituted cycloalkyl, aryl or benzo-fused heterocyclyl, E represents -CH= or nitrogen, Q represents oxygen, sulphur, -CH2-O-, a single bond, or a nitrogen atom which is optionally substituted by alkyl, and X represents halogen.

Iminoacetic acid amides and their use as pest control agents

PCT No. PCT/EP96/04345 Sec. 371 Date Apr. 15, 1998 Sec. 102(e) Date Apr. 15, 1998 PCT Filed Oct. 7, 1996 PCT Pub. No. WO97/14673 PCT Pub. Date Apr. 24, 1997Iminoacetamides of the formula (I) in which A represents a single bond or optionally substituted alkylene, Q represents oxygen or sulphur, R1 represents respectively optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclyl, R2 represents respectively optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl, R3 represents hydrogen or respectively optionally substituted alkyl, alkenyl, alkinyl or cycloalkyl, R4 represents respectively optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclcyl a process for their preparation, pesticidal compositions containing them, and their use for controlling pests.

Alkoxyacrylic acid thiol esters used as fungicides

PCT No. PCT/EP96/03436 Sec. 371 Date Feb. 10, 1998 Sec. 102(e) Date Feb. 10, 1998 PCT Filed Aug. 5, 1996 PCT Pub. No. WO97/07096 PCT Pub. Date Feb. 27, 1997The invention relates to novel alkoxyacrylic thiol esters, to a plurality of processes for their preparation and to their use as fungicides, and to novel intermediates and to a plurality of processes for their preparation.

Hydrazonoacetic acid amides and the use thereof as pesticides

The invention concerns hydrazonoacetic acid amides of general formula (I), a process for producing them, and the use of the said amides as pesticides. In the formula shown, the following meanings apply: A stands for a simple bond or optionally substituted alkylene; Q stands for oxygen or sulphur, R1 stands for optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclyl; R2 stands for hydrogen or optionally substituted alkyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl; R3 and R4 are identical or different and each stand for hydrogen or optionally substituted alkyl or cycloalkyl; R2 and R3 together with the nitrogen atom to which they are bound form an optionally substituted heterocyclyl ring; R5 stands for optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclyl.

Halogen alkenyl azolyl microbicides

Novel halogenoalkenyl-azolyl derivatives of the formula STR1 in which R1 represents optionally substituted alkyl, optionally substituted alkenyl, optionally substituted cycloalkyl, optionally substituted aryl or represents optionally substituted heteroaryl, R2 represents alkyl, halogenoalkyl, 1-hydroxyalkyl, 2-hydroxyalkyl, 1-hydroxyhalogenalkyl, 1-alkenyl or 2-alkenyl, X1 represents fluorine, chlorine, bromine or iodine, X2 represents fluorine, chlorine, bromine or iodine, and Y represents nitrogen or a CH group, and addition products thereof with acids or metal salts are very active as microbicides in plant protection and in the protection of materials.

Substituted arylazadioxacyclo alkene fungicides

The invention relates to novel substituted arylazadioxacycloalkenes, a plurality of processes for their preparation and to their use as fungicides.