Carboxin

Modify Date: 2024-01-02 23:18:30

Carboxin Structure
Carboxin structure
Common Name Carboxin
CAS Number 5234-68-4 Molecular Weight 235.302
Density 1.3±0.1 g/cm3 Boiling Point 420.6±45.0 °C at 760 mmHg
Molecular Formula C12H13NO2S Melting Point 91.1-91.7°C
MSDS Chinese USA Flash Point 208.2±28.7 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of Carboxin


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

 Names

Name carboxin
Synonym More Synonyms

 Carboxin Biological Activity

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

 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

 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
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

 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%

 Articles26

More 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...

 Synonyms

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
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