2-(Tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one
Basic information
- CAS
69327-76-0- Standard SMILES
CC(C)N1C(=O)N(c2ccccc2)CSC1=NC(C)(C)C- InChIKey
PRLVTUNWOQKEAI-UHFFFAOYSA-N- Molecular formula
- C16H23N3OS
- Average molar mass
- 305.4 g/mol
- Monoisotopic mass
- 305.15618354
Overview
Buprofezin is a 2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one in which the C=N double bond has Z configuration. It has a role as an insecticide and a member of homopteran inhibitor of chitin biosynthesis.
Names & identifiers
- Preferred name
- 2-(Tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one
- IUPAC
- 2-tert-butylimino-5-phenyl-3-propan-2-yl-1,3,5-thiadiazinan-4-one
- English name
- Buprofezin
- Molecular formula
- C16H23N3OS
- Molecular weight
- 305.44
Names & synonyms
2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-oneCHEBI:3218RefChem:1062068BUPROFEZIN69327-76-0ApplaudBuprofenzinBuprofezineBuprofezin [ISO]NNI 750PP618(E)-buprofezin
Show more names
BUTYL3,5-Thiadiazin-4-one,2-[(1,1-dimethylethyl)imino]tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1AproadApplandVIAPPLA
2-((1,1-Dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one953030-84-7Buprofezin solutionDTXSID8034401HSDB 7610(Z)-2-(TERT-BUTYLIMINO)-3-ISOPROPYL-5-PHENYL-1,3,5-THIADIAZINAN-4-ONE2-tert-Butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one2-tert-butylimino-5-phenyl-3-propan-2-yl-1,3,5-thiadiazinan-4-one
Database identifiers
- CAS
69327-76-0、953030-84-7- PubChem CID
- 50367
- DTXSID
DTXSID8034401
Properties
Computed structural properties
- XLogP
- 3.8
- Topological polar surface area
- 61.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 408
Experimental & physicochemical properties
Pesticides
Environmental transformation -> Pesticides (parent, predecessor)
Acaricides, Insecticides
Pesticide
LogP4.3
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section
173.9 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8034401]
173.58 Ų [M+H]+ [CCS Type: TW]
180.36 Ų [M+Cl]-
173.08 Ų [M]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+]
Physicochemical properties
- Melting point
- 104 · 104-106°C
- alpha
- 22 · 22 º (c=8,6N HCl)
- Boiling point
- 273 °C · 273°C (12 torr)
- Density
- 1.18 · 1.18
- vapor pressure
- 1.25 x · 1.25 x l0-3 Pa (25 °C)
- refractive index
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 2
- rtecs
- XI2865000
- ridadr
- UN3077(solid)
- Toxicity
- LD50 in mice, rats (mg/kg): 10000, 8740 orally; LC50 (48 hr) in carp: 2-10 mg/l (Kanno, 1981)
- Signal word
- Warning
- Symbol(GHS)
- GHS08,GHS09
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H373-H410
- Hazard Classifications
- Aquatic Acute 1Aquatic Chronic 1STOT RE 2
- Precautionary statements
- P260-P273-P314-P391-P501
- Hazardous Substances Data
- 69327-76-0(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Use Classification
Acaricides, Insecticides
Environmental transformation -> Pesticides (parent, predecessor)
Applications
UsesBuprofezin is a contact and ingested insecticide, active against Homoptera (whiteflies, leafhoppers, scale insects, etc.) in and on citrus, cotton, cucumbers, tomatoes, sweet potatoes, rice, etc.
UsesBuprofezin is a insecticide which works as a chitin synthesis inhibitor. Buprofezin is used to control stubborn rice pests and is effective in controlling green leaf hoppers and white back plant hoppe rs for long durations.
UsesInsecticide.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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