27605-76-1

Basic information

• Product Name: Oryzaemate
• Synonyms: 3-(allyloxy)-1,2-benzisothiazole1,1-dioxide;oryzaemate;po-20;PROBENAZOIE;probenazole (jmaf);ORYZAMATE;3-Allyloxy-1,2-benzoisothiazole 1,1-dioxide;Probenazole Standard
• CAS NO: 27605-76-1
• Molecular Formula: C₁₀H₉NO₃S
• Molecular Weight: 223.25
• Mol File: 27605-76-1.mol
• Article Data: 13

Chemical Properties

• Melting Point: 136～141℃
• Boiling Point: 220°C (rough estimate)
• Flash Point: 177 °C
• Appearance: /
• Density: 1.3588 (rough estimate)
• Vapor Pressure: 2.6E-05mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• Storage Temp.: 0-6°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -2.43±0.20(Predicted)
• Water Solubility: 150 mg l-1
• CAS DataBase Reference: Oryzaemate(CAS DataBase Reference)
• NIST Chemistry Reference: Oryzaemate(27605-76-1)
• EPA Substance Registry System: Oryzaemate(27605-76-1)

Safety Data

• Hazardous Substances Data: 27605-76-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 27605-76-1 differently. You can refer to the following data:
1. Probenazole is used for the control of rice blast and bacterial diseases in paddy rice.
2. Probenazole can be used in agricultural use and biological study of preparation of nicotinamide compounds containing chiral oxazoline and application thereof as agricultural antimicrobial agent.

Definition

ChEBI: A member of the class of 1,2-benzothiazoles that is 1,2-benzothiazole 1,1-dioxide substituted at position 3 by an allyloxy group. A fungicide used to control rice blast.

Metabolic pathway

Probenazole is metabolised readily in plants by hydrolytic ring opening followed by a cyclisation-induced dealkylation to form saccharin which is N-glucosylated. Saccharin may be the active metabolite of probenazole. No information on the fate of probenazole in soil or animals could be located.

Metabolism

Probenazole is taken up by the rice plants after spray or paddy application and distributed throughout the plants as parent compound or as one of its metabolites . The main metabolites of probenazole in rice are 2-sulfamoyl-allyl-benzoate, saccharin, and N-β- D-glucopyranosylsaccharin (37).

Degradation

Probenazole is a stable compound but it is subject to hydrolysis.

InChI:InChI=1/C10H9NO3S/c1-2-7-14-10-8-5-3-4-6-9(8)15(12,13)11-10/h2-6H,1,7H2

Upstream product

• 107-18-6 allyl alcohol 
• 567-19-1 3-chloro-1,2-benzisothiazole 1,1-dioxide 
• 81-07-2 saccharin 

Relevant articles and documents

Preparation method of probenazole

The invention provides a preparation method of probenazole. The method comprises the following steps: by taking saccharin as an initial raw material, chlorinating with thionyl chloride in 1, 4-dioxaneto obtain a chloride, adding a high-boiling-point solvent to remove the solvent dioxane and excessive thionyl chloride, directly carrying out substitution reaction with a sodium salt or a potassium salt of allyl alcohol, and carrying out centrifugal desalination and cooling recrystallization to directly obtain high-purity probenazole. The preparation method is capable of solveing the problem of difficult kettle rotation caused by chloride solidification in the prior art, avoiding the generation of allyl chloride during etherification by allyl alcohol, and reducing the water washing procedurein the traditional method. Compared with the traditional method, the advantages are that the preparation method is simple and convenient to operate, high in yield, less in three wastes and high in purity of the obtained product, greatly saves the production cost and the environmental protection cost, and is easy to realize industrialization.

Synergistic Combinations Of Active Ingredients

The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and A have the meanings given in the description and, secondly, at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.

Substituted imide derivatives

The present invention relates to novel substituted imide derivatives of the general formula (I) in which R1 represents optionally substituted cycloalkyl, R2 represents optionally substituted alkyl or optionally substituted cycloalkyl, R3 represents alkyl, alkoxy, alkylthio, amino, alkylamino or dialkylamino and R4 represents cyano or nitro, and to processes for their preparation and to their use for controlling animal pests and as herbicides.