Carboxin

Carboxin
Names
	Preferred IUPAC name 2-methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide
Identifiers
CAS Number	5234-68-4 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	983249
ChEBI	CHEBI:3405 ;
ChEMBL	ChEMBL1231667 [EMBL];
ChemSpider	20027 ;
ECHA InfoCard	100.023.665
EC Number	226-031-1;
PubChem CID	21307;
UNII	5A8K850HDE;
CompTox Dashboard (EPA)	DTXSID0023951 ;
	InChI InChI=1S/C12H13NO2S/c1-9-11(16-8-7-15-9)12(14)13-10-5-3-2-4-6-10/h2-6H,7-8H2,1H3,(H,13,14) Key: GYSSRZJIHXQEHQ-UHFFFAOYSA-N ;
	SMILES CC1=C(SCCO1)C(=O)NC2=CC=CC=C2;
Properties
Chemical formula	C12H13NO2S
Molar mass	235.3
Appearance	Off-white solid
Density	1.45 g/cm3
Melting point	91.5°C
Solubility in water	134 mg/L
log P	2.3
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H317, H373, H410
Precautionary statements	P260, P261, P272, P273, P280, P302+P352, P319, P321, P333+P313, P362+P364, P391, P501
Related compounds
Related compounds	Oxycarboxin
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Carboxin is a narrow-spectrum fungicide used as a seed treatment in agriculture to protect crops from fungal diseases. It was first marketed by Uniroyal in 1969 using their brand name Vitavax. The compound is an anilide which combines a heterocyclic acid with aniline to give an inhibitor of succinate dehydrogenase (SDHI).^[1]^[3]

^ ^a ^b Pesticide Properties Database (2023-07-21). "Carboxin". University of Hertfordshire. Retrieved 2023-08-03.
^ "GHS Classification". pubchem.ncbi.nlm.nih.gov. 2023-07-29. Retrieved 2023-08-03.
^ Walter, Harald (2016). "Fungicidal Succinate-Dehydrogenase-Inhibiting Carboxamides". In Lamberth, Clemens; Dinges, Jürgen (eds.). Bioactive Carboxylic Compound Classes: Pharmaceuticals and Agrochemicals. Wiley. pp. 405–425. doi:10.1002/9783527693931.ch31. ISBN 9783527339471.

[PPDB-1] Pesticide Properties Database (2023-07-21). "Carboxin". University of Hertfordshire. Retrieved 2023-08-03.

[2] "GHS Classification". pubchem.ncbi.nlm.nih.gov. 2023-07-29. Retrieved 2023-08-03.

[Walter-3] Walter, Harald (2016). "Fungicidal Succinate-Dehydrogenase-Inhibiting Carboxamides". In Lamberth, Clemens; Dinges, Jürgen (eds.). Bioactive Carboxylic Compound Classes: Pharmaceuticals and Agrochemicals. Wiley. pp. 405–425. doi:10.1002/9783527693931.ch31. ISBN 9783527339471.

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