CAS 5234-68-4|Carboxin
| 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 | ChineseUSA | Flash Point | 208.2±28.7 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | carboxin |
|---|---|
| Synonym | More Synonyms |
Carboxin BiologicalActivity
| Description | Carboxin (Carboxine) is a systemic agricultural fungicide and seed protectant. |
|---|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>FungalResearch 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. |
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 |
| InChIKey | GYSSRZJIHXQEHQ-UHFFFAOYSA-N |
| SMILES | CC1=C(C(=O)Nc2ccccc2)SCCO1 |
| Water Solubility | 10.095 g/100 mL |
Toxicological Information
CHEMICAL IDENTIFICATION |
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
- 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 |
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
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| 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 |
