Pefurazoate

HCID 93532

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Basic information

CAS: 101903-30-4
Standard SMILES: C=CCCCOC(=O)C(CC)N(Cc1ccco1)C(=O)n1ccnc1
InChIKey: WBTYBAGIHOISOQ-UHFFFAOYSA-N
Molecular formula: C18H23N3O4
Average molar mass: 345.4 g/mol
Monoisotopic mass: 345.16885622

Overview

Pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate is a carboxylic ester obtained by formal condensation of the carboxy group of 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoic acid with the hydroxy group of pent-4-en-1-ol. It is a member of furans, a carboxylic ester, a N-acylimidazole and an olefinic compound.

Names & identifiers

Preferred name: Pefurazoate
IUPAC: pent-4-enyl 2-[furan-2-ylmethyl(imidazole-1-carbonyl)amino]butanoate
English name: Pefurazoate
Molecular formula: C18H23N3O4
Molecular weight: 345.39

Names & synonyms

Pefurazoate101903-30-4HealthiedUHF-8615Pefurazoate [ISO:BSI]UR 003VX45582AWMPEFURAZOATE [MI]PEFURAZOATE [ISO]UR-00034-Pentenyl 2-((2-furanylmethyl)(1H-imidazol-1-ylcarbonyl)amino)butanoateDTXSID4057920

Show more names

UR 0003UHF 8615Pefurazoate Standard4-pentenyl-N-furfuryl-N-imidazol-1-ylcarbonyl-DL-homoalaninatepent-4-enyl 2-(2-furylmethyl-(imidazole-1-carbonyl)amino)butanoate2-[Furfuryl(1H-imidazole-1-ylcarbonyl)amino]butanoic acid 4-pentenyl esterpent-4-en-1-yl 2-{[(furan-2-yl)methyl](1H-imidazole-1-carbonyl)a mino}butanoate2-[(2-Furanylmethyl)[(1H-imidazol-1-yl)carbonyl]amino]butanoic acid 4-pentenyl esterButanoic acid, 2-[(2-furanylmethyl)(1H-imidazol-1-ylcarbonyl)amino]-, 4-penten-1-yl ester

Pent-4-enyl N-furfuryl-N-imidazol-1-ylcarbonyl-DL-homoalaninate (IUPAC)Butanoic acid, 2-((2-furanylmethyl)(1H-imidazol-1-ylcarbonyl)amino)-, 4-pentenyl esterBUTANOIC ACID, 2-((2-FURANYLMETHYL)(1H-IMIDAZOL-1-YLCARBONYL)AMINO)-, 4-PENTEN-1-YL ESTERrac-pefurazoaterac-pent-4-en-1-yl 2-((2-furylmethyl)(1H-imidazol-1-ylcarbonyl)amino)butanoaterac-pent-4-en-1-yl 2-[(2-furylmethyl)(1H-imidazol-1-ylcarbonyl)amino]butanoateracemic pefurazoate(RS)-pefurazoate

Database identifiers

CAS: 101903-30-4
PubChem CID: 93532
DTXSID: DTXSID4057920
ChEMBL: CHEMBL2286350
ChEBI: CHEBI:83845
UNII: VX45582AWM
EC Number: 600-245-9
Nikkaji: J327.335K

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 77.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 10
Heavy atoms: 25
Formal charge: 0
Complexity: 458

Experimental & physicochemical properties

Pesticides · 2 items

Fungicides

Active substance -> EU Pesticides database: Not approved

LogP3.0

Physicochemical properties

Melting point: 25 °C · 25°C
Boiling point: 480.31 °C · 480.31°C (rough estimate)
Density: 420 · d420 1.152
vapor pressure: 0.648 x · 0.648 x l0-4 Pa (23 °C)
refractive index: 24.4 · nD24.4 1.5140
pka: 3.8 · 3.8 (base)
Water Solubility: 443 mg · 443 mg l-1 (25 °C)
Henry's Law Constant: 1.8 · 1.8×103 mol/(m3Pa) at 25℃, Ebert et al. (2023)
FDA UNII: 45582 AWM · VX45582AWM
Symbol(GHS): 8 · GHS08,GHS07
Signal word: Danger
Hazard statements: 302 · H302-H371-H360-H373
Precautionary statements: 264 · P264-P270-P301+P312-P330-P501-P260-P264-P270-P309+P311-P405-P501-P260-P314-P501
Toxicity: 50 in · LD50 in male, female rats, male, female mice (mg/kg): 981, 1051, 1299, 946 orally; in rats (mg/kg): >2000 dermally; LC50 in rats (mg/m3): >3450 by inhalation; LC50 (48 hr) in carp, rainbow trout, bluegill sunfish (ppm): 16.9, 4.0, 12.0 (Takenaka, 1990)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P264, P270, P280, P301+P317, P308+P316, P318, P319, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 31 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

Toxicity: LD50 in male, female rats, male, female mice (mg/kg): 981, 1051, 1299, 946 orally; in rats (mg/kg): >2000 dermally; LC50 in rats (mg/m3): >3450 by inhalation; LC50 (48 hr) in carp, rainbow trout, bluegill sunfish (ppm): 16.9, 4.0, 12.0 (Takenaka, 1990)
Signal word: Danger
Symbol(GHS): GHS08,GHS07
Hazard statements: H302-H371-H360-H373
Precautionary statements: P264-P270-P301+P312-P330-P501-P260-P264-P270-P309+P311-P405-P501-P260-P314-P501

Chemistry & industry

Applications · 2 items

UsesFungicide.

UsesPefurazoate is used to control seed-borne fungal diseases, particularly Fusuriurn monuliniforme (Bakanae disease), Pyriculuriu ovyzae (rice blast) and Cuchliobolus rniyubeunus (brown spot) on rice plants. It also controls rice seedling blight caused by soil-borne pathogens (Trichoderme viride and Fusurium spp.) in nursery box cultivation, and other fungal pathogens on seeds of wheat, barley and flower bulbs.

Upstream & downstream products

Upstream raw materials

Hexane

Suppliers10 total

湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]

南京世洲生物科技有限公司13675144456 · [email protected]

山东西亚化学有限公司4009903999 13395398332 · [email protected]

山东小野化学股份有限公司0539-6362799 20）

上海泰坦科技股份有限公司18616708014 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate is a carboxylic ester obtained by formal condensation of the carboxy group of 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoic acid with the hydroxy group of pent-4-en-1-ol. It is a N-acylimidazole, a member of furans, a carboxylic ester and an olefinic compound.

Related reactions

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Compound notes

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