ContaminantDB: Diflufenican

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 02:38:35 UTC

Update Date

2016-11-09 01:13:44 UTC

Accession Number

CHEM008119

Identification

Common Name

Diflufenican

Class

Small Molecule

Description

A pyridinecarboxamide that is pyridine-3-carboxamide substituted by a 2,4-difluorophenyl group at the carbamoyl nitrogen and a 3-(trifluoromethyl)phenoxy group at position 2.

Contaminant Sources

My Exposome Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2',4'-Difluoro-2-(alpha,alpha,alpha-trifluoro-m-tolyloxy)nicotinanilide	ChEBI
2',4'-Difluoro-2-(a,a,a-trifluoro-m-tolyloxy)nicotinanilide	Generator
2',4'-Difluoro-2-(α,α,α-trifluoro-m-tolyloxy)nicotinanilide	Generator
Diflufenican	MeSH

Chemical Formula

C₁₉H₁₁F₅N₂O₂

Average Molecular Mass

394.301 g/mol

Monoisotopic Mass

394.074 g/mol

CAS Registry Number

83164-33-4

IUPAC Name

N-(2,4-difluorophenyl)-2-[3-(trifluoromethyl)phenoxy]pyridine-3-carboxamide

Traditional Name

diflufenican

SMILES

FC1=CC(F)=C(NC(=O)C2=C(OC3=CC=CC(=C3)C(F)(F)F)N=CC=C2)C=C1

InChI Identifier

InChI=1S/C19H11F5N2O2/c20-12-6-7-16(15(21)10-12)26-17(27)14-5-2-8-25-18(14)28-13-4-1-3-11(9-13)19(22,23)24/h1-10H,(H,26,27)

InChI Key

WYEHFWKAOXOVJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Aromatic anilides

Alternative Parents

Substituents

Aromatic anilide
Diaryl ether
Trifluoromethylbenzene
Nicotinamide
Pyridine carboxylic acid or derivatives
Pyridinecarboxamide
Phenoxy compound
Phenol ether
Fluorobenzene
Halobenzene
Aryl fluoride
Aryl halide
Pyridine
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Ether
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Alkyl halide
Organic oxide
Alkyl fluoride
Organopnictogen compound
Organic oxygen compound
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

aromatic ether (CHEBI:81824 )
(trifluoromethyl)benzenes (CHEBI:81824 )
pyridinecarboxamide (CHEBI:81824 )
Pyridine herbicides (C18549 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

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

Not Available

Appearance

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	0.0031 g/L	ALOGPS
logP	4.47	ALOGPS
logP	5.11	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	10.27	ChemAxon
pKa (Strongest Basic)	0.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	51.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.4 m³·mol⁻¹	ChemAxon
Polarizability	32.71 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00or-4957000000-cf0e6387de984950d4fb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0002-0009000000-118ee858fe041e7c5323	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0093000000-06cb23a1376c7e7a6f34	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Negative	splash10-0fi0-0009000000-b5ee54f8fca704e34f12	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0fi0-0009000000-185443b62147fca5d7ce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Negative	splash10-03dl-2960000000-f4d294f0cf825b149929	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-0udi-0290000000-a5dcad64572fa825e94c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-0ik9-1590000000-e80c86798d880b17656f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0uk9-0190000000-fd6368db715a8e763fb4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-0fki-0292000000-bb34bc069b0ca42b264e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-00di-0198000000-366cfcb5bf7e52eb4749	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-00fu-0019000000-d70c7a3d778dd19ff78d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-014i-0290000000-a0bdbb94e05d66015aab	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-00di-0190000000-ef74a582e729f22895c6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0192000000-5bc39478a799fcb6cb7f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-00dl-0049000000-5ef3f2f784c7d548da2a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0090000000-9495dab4bd46ca77bb4a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-03dl-2960000000-ecdee75a4b165b59a4d8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-014i-0090000000-f741650eee1bf83eeba1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-0069000000-cbfe9e426006c5d84da2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-6045e8ebc88e73973993	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0029000000-2152df4c85aedeea4d89	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9640000000-e02922059fb1891b8a94	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000f-0249000000-767366a0d483845cc5b2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0290000000-6d67a7f5443934e922e5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f7a-6920000000-71a816df5441581f81fa	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)

Not Available

Uses/Sources

Not Available

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

Not Available

Chemspider ID

Not Available

ChEBI ID

81824

PubChem Compound ID

91735

Kegg Compound ID

C18549

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22961490

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23887887

3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25096492

Diflufenican (CHEM008119)

Structure for CHEM008119: Diflufenican