<Suppliers Price>

Carboxin

Names

[ CAS No. ]:
5234-68-4

[ Name ]:
Carboxin

[Synonym ]:
2-Methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide
N3-Phenyl-2-methyl-5,6-dihydro-1,4-oxathiine-3-carboxamide
5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide
CARBOXIN
Vitavax 735D
6-methyl-N-phenyl-2,3-dihydro-1,4-oxathiine-5-carboxamide
2,3-dihydro-6-methyl-5-phenylcarbamyl-1,4-oxathiin
Vitavax 100
Carbathiine
MFCD00055403
EINECS 226-031-1
Carbathiin
5,6-Dihydro-2-methyl-1,4-oxathiine-3-carboxanilide
Vitavax 75W
1,4-Oxathiin-3-carboxamide, 5,6-dihydro-2-methyl-N-phenyl-
T6O DS BUTJ B1 CVMR
2,3-dihydro-5-carboxanilido-6-methyl-1,4-oxathiin
5,6-Dihydro-3-methyl-N-phenyl-1,4-oxathin-2-carboxamide
Vitavax
Carboxine
DMOC
DCMO

Biological Activity

[Description]:

Carboxin (Carboxine) is a systemic agricultural fungicide and seed protectant.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Fungal
Research Areas >> Infection

[In Vitro]

Carboxin (Carboxine) is a systemic fungicide from the oxathiin class of agents. Carboxin demonstrates high specificity against the fungal class Basideomycetes, Deuteromycetes and Phycomycetes[1]. The systemic fungicide Carboxin is a powerful inhibitor of succinate oxidation in mitochondria[2].

[References]

[1]. Frampton CS, et al. Two polymorphic forms of the oxathiin systemic fungicide active carboxine. Acta Crystallogr E Crystallogr Commun. 2018 Nov 9;74(Pt 12):1741-1745.

[2]. G.A.White, et al. Oxathiin carboxamides highly active against carboxin-resistant succinic dehydrogenase complexes from carboxin-selected mutants of Ustilago maydis and Aspergillus nidulans. Pestic Biochem Physiol. 1978 Oct;9(2):165-182.


[Related Small Molecules]

Cycloheximide | Hygromycin B | Cancidas | 5-Flucytosine | Posaconazole | Terbinafine | Ciclopirox | Isavuconazole | Anidulafungin | Clotrimazole | Clioquinol | Miconazole Nitrate | Pimaricin | Ascomycin | Econazole (nitrate)

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
420.6±45.0 °C at 760 mmHg

[ Melting Point ]:
91.1-91.7°C

[ Molecular Formula ]:
C12H13NO2S

[ Molecular Weight ]:
235.302

[ Flash Point ]:
208.2±28.7 °C

[ Exact Mass ]:
235.066696

[ PSA ]:
63.63000

[ LogP ]:
3.00

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.636

[ Water Solubility ]:
10.095 g/100 mL

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RP4550000
CHEMICAL NAME :
1,4-Oxathiin-3-carboxamide, 5,6-dihydro-2-methyl-N-phenyl-
CAS REGISTRY NUMBER :
5234-68-4
BEILSTEIN REFERENCE NO. :
0983249
LAST UPDATED :
199701
DATA ITEMS CITED :
14
MOLECULAR FORMULA :
C12-H13-N-O2-S
MOLECULAR WEIGHT :
235.32
WISWESSER LINE NOTATION :
T6O DS BUTJ B1 CVMR

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
430 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle contraction or spasticity
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>20 gm/m3/1H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1050 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3200 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - muscle contraction or spasticity
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
8 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - chicken
DOSE/DURATION :
24 gm/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - ataxia Lungs, Thorax, or Respiration - cyanosis
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
3200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - wild bird species
DOSE/DURATION :
42200 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
54300 ug/m3/4H/6W-I
TOXIC EFFECTS :
Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Blood - changes in leukocyte (WBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - chicken
DOSE/DURATION :
161 gm/kg/2Y-I
TOXIC EFFECTS :
Gastrointestinal - other changes Liver - fatty liver degeneration Blood - changes in erythrocyte (RBC) count

MUTATION DATA

TEST SYSTEM :
Rodent - rat
DOSE/DURATION :
382 mg/kg/48H (Continuous)
REFERENCE :
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 12,235,1988 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 1 mg/m3;Skin JAN 1993

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi,Xn

[ Risk Phrases ]:
R21/22

[ Safety Phrases ]:
36-26

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
RP4550000

[ HS Code ]:
2934999038

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2934999038

[ Summary ]:
2934999038 2-methyl-n-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide 4,4-dioxide。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:20.0%

Articles

The Adh1 gene of the fungus Metarhizium anisopliae is expressed during insect colonization and required for full virulence.

Microbiol. Res. 172 , 57-67, (2015)

Zymography of alcohol dehydrogenase (ADH) activity in the entomopathogenic fungus Metarhizium anisopliae grown under various conditions revealed that micro-aerobic growth was associated with increased...

Controlling food-contaminating fungi by targeting their antioxidative stress-response system with natural phenolic compounds.

Appl. Microbiol. Biotechnol. 70(6) , 735-9, (2006)

The antioxidative stress-response system is essential to fungi for tolerating exposure to phenolic compounds. We show how this system can be targeted to improve fungal control by using compounds that ...

Phototransformation of carboxin in water. Toxicity of the pesticide and its sulfoxide to aquatic organisms.

J. Agric. Food Chem. 52(20) , 6228-32, (2004)

Sunlight exposure of aqueous suspensions of carboxin (1) causes its phototransformation to sulfoxide 2 and minor components. Similar effects are observed in the presence of humic acid or nitrate or at...


More Articles


Related Compounds