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

Used in Agriculture:
Oryzaemate is used as a fungicide for the control of rice blast and bacterial diseases in paddy rice, helping to protect crops and improve yield.
Used in Biological Studies:
Oryzaemate can be used in the biological study of the preparation of nicotinamide compounds containing chiral oxazoline. These compounds have potential applications as agricultural antimicrobial agents, further contributing to the protection and enhancement of crop health.

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.

Regioselective alkylation of saccharin with alcohols under Mitsunobu conditions

The regioselective Mitsunobu alkylation of saccharin with various alcohols has been examined. The N/O-alkylation is dependent on the steric hindrance of the alcohols, that is, less sterically hindered alcohol preferentially afford N-alkylated saccharin an

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.

Synergistic Active Compound Combinations Comprising Phenyltriazoles

The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and R2 have the meanings given in the description. and 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.

Pyrazolyl benzyl ether derivatives containing a fluoromethoxyimino group and use thereof as pesticides

The invention relates to novel pyrazolyl benzyl ethers, to a plurality of processes for their preparation and to their use for controlling harmful organisms.

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.

2-and 2,5-substituted phenylketoenols

PCT No. PCT/EP97/03973 Sec. 371 Date Jan. 28, 1999 Sec. 102(e) Date Jan. 28, 1999 PCT Filed Jul. 23, 1997 PCT Pub. No. WO98/05638 PCT Pub. Date Feb. 12, 1998The invention relates to novel phenyl-substituted cyclic ketoenols of the formula (I) in which Het represents one of the groups in which A, B, D, G, X and Z are each as defined in the description, to a plurality of processes and intermediates for their preparation, and to their use as pesticides.

Microbicidal benzotriazoles

Novel benzotriazoles of the formula STR1 in which R, X1, X2, X3, X4 and Y have the meanings given in the description, and their acid addition salts and metal salt complexes, a process for the preparation of these substances and their use as microbicides in crop protection and in material protection.

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.