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

Description

Cyprodinil, a member of the aminopyrimidine class, is a broad-spectrum fungicide characterized by its white to off-white crystalline solid or beige powder appearance. It is specifically known as N-phenylpyrimidin-2-amine with cyclopropyl and methyl substituents at positions 4 and 6, respectively. Cyprodinil is recognized for its effectiveness in controlling a range of pathogens, including Tapesia yallundae, Botrytis spp., Alternaria spp., and Rhynchosporium secalis. While it is considered an irritant, no serious human health concerns have been identified. It exhibits moderate toxicity to birds, aquatic organisms, and earthworms, but is not toxic to honeybees.

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

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

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.

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.

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.