CHEBI:83396 - (S)-fipronil

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-fipronil
ChEBI ID CHEBI:83396
ChEBI ASCII Name (S)-fipronil
Definition A 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile that has S configuration at the sulfoxide.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C12H4Cl2F6N4OS
Net Charge 0
Average Mass 437.14800
Monoisotopic Mass 435.93871
InChI InChI=1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2/t26-/m0/s1
InChIKey ZOCSXAVNDGMNBV-SANMLTNESA-N
SMILES Nc1c([S@+]([O-])C(F)(F)F)c(nn1-c1c(Cl)cc(cc1Cl)C(F)(F)F)C#N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-fipronil (CHEBI:83396) is a 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile (CHEBI:83394)
(S)-fipronil (CHEBI:83396) is enantiomer of (R)-fipronil (CHEBI:83395)
Incoming fipronil (CHEBI:5063) has part (S)-fipronil (CHEBI:83396)
(R)-fipronil (CHEBI:83395) is enantiomer of (S)-fipronil (CHEBI:83396)
IUPAC Name
5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(S)-(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile
Synonyms Sources
(+)-fipronil ChEBI
(S)-(+)-fipronil ChEBI
Registry Number Type Source
11246528 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14667049 PubMed citation Europe PMC
17562454 PubMed citation Europe PMC
17687584 PubMed citation Europe PMC
18835630 PubMed citation Europe PMC
19355792 PubMed citation Europe PMC
20821427 PubMed citation Europe PMC
22502899 PubMed citation Europe PMC
23109279 PubMed citation Europe PMC
24742550 PubMed citation Europe PMC
24899256 PubMed citation Europe PMC
25077813 PubMed citation Europe PMC
Last Modified
23 October 2014