ContaminantDB: Buprofezin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (13)XML

Record Information

Version

1.0

Creation Date

2013-04-25 07:56:50 UTC

Update Date

2016-11-09 01:08:58 UTC

Accession Number

CHEM002763

Identification

Common Name

Buprofezin

Class

Small Molecule

Description

Buprofezin is a thiadiazine insect growth regulator acting as moulting inhibitor for the persistent larvicidal action against some Coleoptera, Hemiptera and Acarina. Because the chemical itself is very specific to the certain insects, It is a most successful insect growth regulator in the world for Homopterous insects such as plant hoppers, whiteflies and scale insects, and is widely used in more than 80 countries. Insect growth regulators (IGRs) as third-generation insecticides have a specific mode of action on insects and a lower toxicity against vertebrates than most conventional insecticides

Contaminant Sources

My Exposome Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amide
Amine
Ether
Insecticide
Organic Compound
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2Z)-2-(Tert-butylimino)-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one	ChEBI
(Z)-2-[(1,1-Dimethylethyl)imino]tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one	ChEBI
(Z)-2-Tert-butylimino-3-isopropyl-5-phenyl-1,3,5-thiadiazinan-4-one	ChEBI
(Z)-Buprofezin	ChEBI

Chemical Formula

C₁₆H₂₃N₃OS

Average Molecular Mass

305.438 g/mol

Monoisotopic Mass

305.156 g/mol

CAS Registry Number

69327-76-0

IUPAC Name

(2Z)-2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one

Traditional Name

buprofezine

SMILES

CC(C)N1\C(SCN(C1=O)C1=CC=CC=C1)=N\C(C)(C)C

InChI Identifier

InChI=1S/C16H23N3OS/c1-12(2)19-14(17-16(3,4)5)21-11-18(15(19)20)13-9-7-6-8-10-13/h6-10,12H,11H2,1-5H3/b17-14-

InChI Key

PRLVTUNWOQKEAI-VKAVYKQESA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as thiadiazinanes. These are organic heterocyclic compounds containing a six-membered saturated heterocycle with two nitrogen, one sulfur, and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiadiazinanes

Sub Class

Not Available

Direct Parent

Thiadiazinanes

Alternative Parents

Substituents

Monocyclic benzene moiety
Thiadiazinane
Benzenoid
Isothiourea
Carbonic acid derivative
Urea
Carboximidamide
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

buprofezin (CHEBI:39381 )
Pesticides (C10912 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.23 g/L	ALOGPS
logP	3.71	ALOGPS
logP	3.87	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-0.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.2 m³·mol⁻¹	ChemAxon
Polarizability	34.16 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0169000000-0c06b471fdce1a8c6e44	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0nti-4490000000-3fb280d707347ce5726f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ap0-1960000000-70b8a101047582d9497d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0zfr-0597000000-412d4925c79e77f0bef7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0ik9-2911000000-867db9328fae89b9f110	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-5900000000-bfd721f0f966a8e09a29	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

This is a man-made compound that is used as a pesticide.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Buprofezin

Chemspider ID

Not Available

ChEBI ID

39381

PubChem Compound ID

Not Available

Kegg Compound ID

C10912

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Buprofezin (CHEM002763)

Structure for CHEM002763: Buprofezin