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248593-16-0

248593-16-0 Structure

248593-16-0 Structure
IdentificationBack Directory
[Name]

Orysastrobin
[CAS]

248593-16-0
[Synonyms]

bas520f
OxiMe ether
Orysastrobin
Orysastrobin [iso]
ORYSASTROBIN STANDARD
Orysastrobin Solution, 100ppm
Benzeneacetamide, α-(methoxyimino)-2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethyl-2,8-dioxa-3,7-diazanona-3,6-dien-1-yl]-N-methyl-, (αE)-
[Molecular Formula]

C18H25N5O5
[MDL Number]

MFCD09953920
[MOL File]

248593-16-0.mol
[Molecular Weight]

391.43
Chemical PropertiesBack Directory
[Melting point ]

97~101℃
[density ]

1.16±0.1 g/cm3(Predicted)
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

11.26±0.46(Predicted)
[color ]

White to off-white
[BRN ]

11330196
[Henry's Law Constant]

2.9×105 mol/(m3Pa) at 25℃, Ebert et al. (2023)
[Major Application]

agriculture
environmental
[InChI]

1S/C18H25N5O5/c1-12(20-25-4)16(22-26-5)13(2)21-28-11-14-9-7-8-10-15(14)17(23-27-6)18(24)19-3/h7-10H,11H2,1-6H3,(H,19,24)/b20-12+,21-13+,22-16+,23-17+
[InChIKey]

JHIPUJPTQJYEQK-ZLHHXESBSA-N
[SMILES]

CNC(=O)C(=N\OC)\c1ccccc1CO\N=C(C)\C(=N\OC)\C(C)=N\OC
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

20/22-40-50/53
[Safety Statements ]

22-36/37-46-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Hazard InformationBack Directory
[Description]

Orysastrobin is a rice fungicide. It has a moderate aqueous solubility, is volatile and, based on its chemical properties, is mobile and can be expected to leach to groundwater. It is generally moderately persistent in soil systems but will not usually persist in aquatic systems under certain conditions. It is not generally susceptible to hydrolysis. It has a moderate mammalian toxicity and has a high potential to bioaccumulate. It is moderately toxic to most aquatic species, birds and earthworms but relatively non-toxic to honeybees.
[Uses]

Orysastrobin is a fungicide used in the treatment of blast and sheath blight in transplanted rice inhibiting the mitochondrial respiration chain.
[Definition]

ChEBI: A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2E)-(methoxyimino){2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethyl-2,8-dioxa-3,7-diazanona-3,6-dien-1-yl]ph nyl}acetic acid with the amino group of methylamine. A rice fungicide that is highly effective against Magnaporthe oryzae, Pyricularia oryzae, Thanatephorus cucumeris and Rhizoctonia solani.
[Production Methods]

Orysastrobin is synthesised through a multi-step chemical process involving the construction of its complex heterocyclic structure. The synthesis typically begins with the formation of a methoxyimino intermediate, which is then coupled with a substituted benzene ring containing a dioxa-diazanonadiene moiety. This key intermediate undergoes further condensation with N-methylacetamide under controlled conditions to form the final active compound. The reaction sequence involves precise temperature control, solvent selection and purification steps such as crystallisation or chromatography to ensure high purity.
[Mechanism of action]

Systemic, broad-spectrum with protective and curative properties. Interferes with the respiration process. Respiration inhibitor (QoL fungicide).
[Pesticide Type]

Fungicide
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