| Identification | Back Directory | [Name]
CYAZOFAMID | [CAS]
120116-88-3 | [Synonyms]
RANMAN
IKF-916
DOCIOUS
Midicut
MILDICUT
CYAZOFAMID
BAS 54500F
FendazosulaM
CyaMidazosulfaMid
cyazofamid solution
CYAZOFAMID STANDARD
Fenamidone, Pestanal
cyazofamid (bsi, pa iso)
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-imidazol-1-sulfonamide
4-Chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide | [EINECS(EC#)]
203-625-9 | [Molecular Formula]
C13H13ClN4O2S | [MDL Number]
MFCD04112761 | [MOL File]
120116-88-3.mol | [Molecular Weight]
324.79 |
| Chemical Properties | Back Directory | [Melting point ]
152.7° | [Boiling point ]
498.2±37.0 °C(Predicted) | [density ]
1.38±0.1 g/cm3(Predicted) | [Fp ]
4 °C | [storage temp. ]
-20°C | [solubility ]
DMF: 15 mg/ml; DMSO: 10 mg/ml | [form ]
neat | [pka]
-6.61±0.70(Predicted) | [color ]
White to off-white | [Henry's Law Constant]
2.5×101 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/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 | [SMILES]
C1(C#N)N(S(N(C)C)(=O)=O)C(C2=CC=C(C)C=C2)=C(Cl)N=1 | [LogP]
1.750 (est) | [EPA Substance Registry System]
Cyazofamid (120116-88-3) |
| Hazard Information | Back Directory | [Usage]
Cyazofamid is a imidazole fungicide for use on food crops. | [Description]
Cyazofamid is a foliar fungicide. It has a low aqueous solubility, is unlikely to leach to groundwater and is volatile. It is not persistent in soils or aquatic systems. Whilst it has a low mammalian toxicity there is some concern regarding its potential for bioaccumulation. It is a skin and eye irritant. It is moderately toxic to birds, most aquatic organisms, honeybees and earthworms. | [Chemical Properties]
Pale yellow, odorless powdery solid, mp 152.7℃, vapor pressure <1.33×10-5 Pa, solubility in water at 20℃ is 0.121 μg/mL (pH=5), and the partition coefficient is 3.2 (25℃). | [Uses]
Agricultural fungicide. | [Uses]
Cyazofamid is a imidazole fungicide for use on food crops. | [Definition]
ChEBI: A member of the class of imidazoles carrying dimethylsulfamyl, cyano, chloro and 4-tolyl substituents at positions 1, 2, 4 and 5 respectively. A fungicide used mainly for controlling Oomycete and Plasmodiophora diseases on potatoe
and tomatoes. It is a skin and eye irritant and is moderately toxic to birds, most aquatic organisms, honeybees and earthworms. | [Production Methods]
Cyazofamid is commercially produced through a multi-step chemical synthesis. One common method involves the reaction of 4-chloro-2-cyano-N,N-dimethyl-5-(4'-methylphenyl)-1H-imidazole-1-sulfonamide with N,N-dimethylaminosulfonyl chloride in the presence of potassium carbonate and ethyl acetate under reflux conditions for several hours. After cooling, water is added, and the mixture is stirred and filtered. The resulting solid is then recrystallised from ethyl acetate to yield cyazofamid. | [Mechanism of action]
Foliar and soil preventative action with some residual activity. Respiration inhibitor, inhibition of complex III. | [Pesticide Type]
Fungicide |
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