41205-21-4

Basic information

• Product Name: FLUOROIMIDE
• Synonyms: 3,4-DICHLORO-1-(4-FLUORO-PHENYL)-PYRROLE-2,5-DIONE;FLUOROIMIDE;OTAVA-BB BB7014250005;2,3-dichloro-n-4-fluorophenylmaleimide;3,4-dichloro-1-(4-fluorophenyl)-1h-pyrrole-2,5-dione;3,4-dichloro-1-(4-fluorophenyl)-1h-pyrrole-5-dione;mk23;n-p-fluorophenyl-2,3-dichloromaleimide
• CAS NO: 41205-21-4
• Molecular Formula: C₁₀H₄Cl₂FNO₂
• Molecular Weight: 260.05
• Mol File: 41205-21-4.mol

Chemical Properties

• Boiling Point: 324.7°Cat760mmHg
• Flash Point: 150.2°C
• Appearance: /
• Density: 1.63g/cm³
• Vapor Pressure: 0.000242mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: 0-6°C
• PKA: -4.79±0.60(Predicted)
• Water Solubility: 5.9 mg l-1 (20 °C)
• CAS DataBase Reference: FLUOROIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: FLUOROIMIDE(41205-21-4)
• EPA Substance Registry System: FLUOROIMIDE(41205-21-4)

Safety Data

• Hazard Codes: T,N
• Statements: 23-41-51/53
• Safety Statements: 26-39-45-61
• RIDADR: UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s.,
• Hazardous Substances Data: 41205-21-4(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
FLUOROIMIDE is used as a fungicide for controlling various fungal infections in different crops. It is effective against a wide range of fungal pathogens, providing protection to the plants and ensuring a healthy yield.
FLUOROIMIDE is used as a fungicide for controlling Monilinia mali and Mycosphaerella pomi in apples, Diaporthe citri and Elsinoe fawcetti in citrus, Corticium spp. in rubber trees, Botrytis cinerea and Peronospora destructor in onions, Colletotrichum theae-sinensis and Exobasidium vexans in tea, Phytophthora infestans in potatoes at 2-5 kg a.i. ha-1, and Cercospora kaki and Mycosphaerella mwae in persimmons at 0.5-2 kg ha-1.
These applications highlight the versatility of FLUOROIMIDE in addressing various fungal issues across different agricultural sectors, contributing to the overall health and productivity of the crops.

Metabolic pathway

Fluoroimide is a relatively volatile solid with a high melting point. It degrades to a range of products in soils and plants. The main pathways are hydrolysis of the amide bond causing scission of the maleimide ring and stepwise reduction involving dechlorination of the maleimide ring. Little transformation of the parent fungicide occurred on plants.

Degradation

Hydrolysis of fluoroimide is base catalysed. The DT50 values for the hydrolysis are 52.9,7.5 and 1.4 minutes at pH 3,7 and 8, respectively. The fungicide is stable to sunlight (PM).

InChI:InChI=1/C10H4Cl2FNO2/c11-7-8(12)10(16)14(9(7)15)6-3-1-5(13)2-4-6/h1-4H

Upstream product

• 108-31-6 maleic anhydride 
• 371-40-4 4-fluoroaniline 
• 608-42-4 cis-2,3-dichlorobutenedioic acid 
• 1114-23-4 dimethyl 2,3-dichloromaleate 
• 1122-17-4 dichloromaleic acid anhydride 

Downstream Products

• 1109273-48-4 2-(4-fluorophenyl)-pyrrolo[3,4-b][1,4]benzoxazine-1,3(2H,9H)-dione 
• 1109273-72-4 2-(4-fluorophenyl)-7-tert-butyl-pyrrolo[3,4-b][1,4]benzoxazine-1,3(2H,9H)-dione 
• 1109273-61-1 2-(4-fluorophenyl)-7-chloro-pyrrolo[3,4-b][1,4]benzoxazine-1,3(2H,9H)-dione 
• 876370-90-0 C₂₈H₁₉FN₅O₂P 
• 55142-00-2 N-(4-fluorophenyl)-2,3-diazidomaleimide 

Relevant articles and documents

Application of maleimide compound as chitin synthase inhibitor

The invention discloses an application of a maleimide compound as shown in a formula I. In the formula I, R0 is phenyl, benzyl, phenethyl, phenylpropyl, p-fluorophenyl, p-chlorophenyl, p-bromophenyl,p-methoxyphenyl, p-methylphenyl or p-hydroxyphenyl, R1 is hydrogen, methyl, phenyl or chlorine; and R2 is hydrogen, methyl, phenyl or chlorine. The provided maleimide compound has a good inhibition effect on chitin synthase.

Anti-leishmanial and cytotoxic activities of a series of maleimides: Synthesis, biological evaluation and structure-activity relationship

In the present study, 45 maleimides have been synthesized and evaluated for anti-leishmanial activities against L. donovani in vitro and cytotoxicity toward THP1 cells. All compounds exhibited obvious anti-leishmanial activities. Among the tested compounds, there were 10 maleimides with superior anti-leishmanial activities to standard drug amphotericin B, and 32 maleimides with superior anti-leishmanial activities to standard drug pentamidine, especially compounds 16 (IC50 50 50 > 10 μg/mL). The anti-leishmanial activities of 16 and 42 were 10 times better than that of amphotericin B. The structure and activity relationship (SAR) studies revealed that 3,4-non-substituted maleimides displayed the strongest anti-leishmanial activities compared to those for 3-methyl-maleimides and 3,4-dichloro-maleimides. 3,4-dichloro-maleimides were the least cytotoxic compared to 3-methyl-maleimides and 3,4-non-substituted maleimides. The results show that several of the reported compounds are promising leads for potential anti-leishmanial drug development.

Synthesis of novel 1,4-benzoxazine-2,3-dicarboximides from maleic anhydride and substituted aromatic amines

A series of novel 1,4-benzoxazine-2,3-dicarboximides starting from maleic anhydride and substituted aromatic amines were synthesized. Copyright Taylor & Francis Group, LLC.

Syntheses and structures of N-phenylmaleimidetriazoles and by-products

The syntheses, properties, and structures of N-phenylmaleimidetriazole derivatives are described. Intermediates and by-products are also discussed. 1b. a = 43.997(7) A, 5.7610(9) A, 8.245(1) A, β = 99.339(4)°, C2/c; 2a. a = 13.646(4) A, b = 7.7

Method for producing N-(4-fluorophenyl)-2,3,-dichloromaleimide

N-(4-fluorophenyl)-2,3-dichloromaleimide of uniform grain size is produced either by reacting 2,3-dichloromaleic acid, an anhydride or an ester thereof with 4-fluoroaniline in an aqueous medium or by dehydrative-cyclization of either N-(4-fluorophenyl)-2,