4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide
CYAZOFAMID
CAS: 120116-88-3
Molecular Formula: C13H13ClN4O2S
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide - Names and Identifiers
| Name | CYAZOFAMID |
| Synonyms | RANMAN IKF-916 DOCIOUS MILDICUT CYAZOFAMID BAS 54500F FendazosulaM CyaMidazosulfaMid Fenamidone, Pestanal cyazofamid (bsi, pa iso) -1H-imidazole-1-sulfonamide Cyazofamid Solution, 1000ppm 4-Chloro-2-cyano-N,N-diMethyl-5-p-tolyliMidazole-1-sulfonaMide 4-chloro-2-cyano-N,N-diMethyl-5-(p-tolyl)-1H-iMidazole-1-sulfonaMide 4-CHLORO-1-(DIMETHYLAMINOSULFONYL)-5-(P-TOLYL)IMIDAZOLE-2-CARBONITRILE 4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide 4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide |
| CAS | 120116-88-3 |
| EINECS | 601-671-8 |
| InChI | InChI=1/C13H13ClN4O2S/c1-9-4-6-10(7-5-9)12-13(14)16-11(8-15)18(12)21(19,20)17(2)3/h4-7H,1-3H3 |
| InChIKey | YXKMMRDKEKCERS-UHFFFAOYSA-N |
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide - Physico-chemical Properties
| Molecular Formula | C13H13ClN4O2S |
| Molar Mass | 324.79 |
| Density | 1.38±0.1 g/cm3(Predicted) |
| Melting Point | 152.7° |
| Boling Point | 498.2±37.0 °C(Predicted) |
| Flash Point | 4°C |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | neat |
| pKa | -6.61±0.70(Predicted) |
| Storage Condition | -20°C |
| Refractive Index | 1.634 |
| Physical and Chemical Properties | Storage Conditions:-20 ℃ |
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide - Risk and Safety
| Risk Codes | R11 - Highly Flammable R38 - Irritating to the skin R48/20 - R63 - Possible risk of harm to the unborn child R65 - Harmful: May cause lung damage if swallowed R67 - Vapors may cause drowsiness and dizziness R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S36 - Wear suitable protective clothing. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. S16 - Keep away from sources of ignition. |
| UN IDs | UN1294 3/PG 2 |
| WGK Germany | 3 |
| Toxicity | LD50 orally in mice, rats: >5000, >5000 mg/kg; dermally in rats: >2000 mg/kg; LC50 in rats: >5.5 mg/l by inhalation; LC50 (48 hr) in carp, rainbow trout: >69.6, >100 mg/l (Mitani) |
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide - Nature
Open Data Verified Data
A pale yellow powdery solid having a melting point of 152.7 °c. Vapor pressure <1.33 x 10-5 Pa. Solubility in water at 20 ℃ is 0. 121ug/mL(pH = 5).
Last Update：2024-01-02 23:10:35
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide - Use
Open Data Verified Data
sulfonamides and imidazoles. The oomycetes fungi such as Phytophthora, Frost mold, false Frost mold, rot mold, and rhizome of Brassica rhizome has high biological activity. It can block the electron transfer of mitochondrial cytochrome bc. Complex in oomycetes to interfere with the supply of energy, and its binding site is the Q, center of the enzyme.
Last Update：2022-01-01 10:12:25
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| description | cyanazole is an imidazole fungicide used in food crops. |
| toxicity | rat acute oral LD50>5000mg/kg, acute percutaneous LD50>5000mg/kg, acute inhalation LD50>2000mg/kg, rat eye prick LC50>5.5mg/L, rabbit skin prick has slight irritation, rabbit skin allergy has extremely slight irritation, guinea pig has no sensitization effect. No carcinogenic, teratogenic and mutagenic effects. Carp LC50>69.6mg/L (48h), rainbow trout LC50>100mg/L (48h), Daphnia EC50>0.487mg/L (3h), crescent algae EbC50>0.858mg/L (72h). Quail acute LD50>2000 mg/kg, feed LC50>5000 mg/kg; Duck acute LD50>2000 mg/kg, feed LC50>5000 mg/kg; Bees oral LD50>151.7 μg/, contact LD50>100 μg/, earthworm acute NDEC>1000 mg/kg. |
| use | sulfamidazole fungicides. It has high biological activity against oomycetes such as Phytophthora, Frost Mold, Pseudofrost Mold, Pythium and Brassica rhizoma of Rhizoma Brassica. The mechanism of action is to block the electron transfer of the mitochondrial cytochrome bc1 complex in the oomycetes to interfere with the supply of energy. The binding site is the Q1 center of the enzyme and has no cross resistance with other fungicides. Its high selective activity to pathogenic bacteria may be caused by the difference in sensitivity of target enzymes to drugs. Field application has extremely high control effect on late blight and downy mildew, and the dosage is 2-38 times lower than other fungicides. For example, the treatment of potato late blight at a concentration of 50-100mg/L has outstanding control effect, and the medication period is flexible., Long lasting period. Treating downy mildew of grapes, cucumbers and melons with the same concentration also has excellent control effect. The agent can prolong the growth time of crops and increase production and income. It can improve the quality of tomatoes. The number of times of use shall not exceed 4, and the method of use shall be foliar spray. At the treatment concentration 4 times higher than the actual dosage, no drug damage was reported. At present, the control targets are being expanded, including sweet pepper blight, watermelon cotton rot, downy mildew of large white disease, downy mildew of onion and other diseases. |
| Production method | Using 4-methylacetophenone as a raw material, it is first chlorinated, then condensed with hydroxylamine, and cyclized with glyoxal to produce an intermediate Substituted imidazole; then chlorinated and dehydrated to obtain intermediate substituted cyanoimidazole, and finally reacted with dimethylaminosulfonyl chloride to obtain cyanoidazole. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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