| Identification | Back Directory | [Name]
DIMETHIRIMOL | [CAS]
5221-53-4 | [Synonyms]
PP675
melkeb
MILCURB
Midinol
methyrimol
NSC 263490
imethirimol
Dimethrimol
'LGC' (1633)
DIMETHIRIMOL
DiMethiriMol 0
Ethiprole Impurity 2
DIMETHIRIMOL STANDARD
dimethirimol (bsi,iso,jmaf)
Dimethirimol in Acetonitrile
Dimethirimol Solution in Methanol, 1000μg/mL
Dimethirimol PESTANAL(R), analytical standard
5-butyl-2-dimethylamino-6-methyl-4-pyrimidino
5-BUTYL-2-DIMETHYLAMINO-6-METHYLPYRIMIDIN-4-OL
4-PYRIMIDINOL,5-BUTYL-2-DIMETHYLAMINO-6-METHYL-
5-butyl-2-(dimethylamino)-6-methyl-4-pyrimidinol
5-Butyl-6-methyl-2-dimethylaminopyrimidin-4(1H)-one
2-Dimethylamino-6-hydroxy-4-methyl-5-butylpyrimidine
5-butyl-2-(dimethylamino)-6-methyl-4(1h)-pyrimidinone
5-butyl-2-dimethylamino-4-hydroxy-6-methyl pyrimidine
5-n-butyl-2-dimethylamino-4-hydroxy-6-methylpyrimidine
2-dimethylamino-4-hydroxy-5-n-butyl-6-methylpyrimidine
2-dimethylamino-4-methyl-5-n-butyl-6-hydroxypyrimidine
4(3H)-Pyrimidinone, 5-butyl-2-(dimethylamino)-6-methyl- | [EINECS(EC#)]
226-021-7 | [Molecular Formula]
C11H19N3O | [MDL Number]
MFCD00129666 | [MOL File]
5221-53-4.mol | [Molecular Weight]
209.29 |
| Chemical Properties | Back Directory | [Melting point ]
103℃ | [Boiling point ]
348.66°C (rough estimate) | [density ]
1.0465 (rough estimate) | [vapor pressure ]
1.5 x 10-3 Pa at 30 °C | [refractive index ]
1.5700 (estimate) | [storage temp. ]
0-6°C | [pka]
5 | [Water Solubility ]
1.2 g l-1 (25 °C) | [Henry's Law Constant]
2.3×1010 mol/(m3Pa) at 25℃, MacBean (2012) | [InChI]
InChI=1S/C11H19N3O/c1-5-6-7-9-8(2)12-11(14(3)4)13-10(9)15/h5-7H2,1-4H3,(H,12,13,15) | [InChIKey]
CJHXCRMKMMBYJQ-UHFFFAOYSA-N | [SMILES]
C1(N(C)C)=NC(C)=C(CCCC)C(=O)N1 | [EPA Substance Registry System]
Dimethirimol (5221-53-4) |
| Hazard Information | Back Directory | [Description]
Dimethirimol is a systemic, eradicant fungicide. It has a high aqueous solubility and is quite volatile. Based on its chemical properties, it may leach to groundwater. It can be persistent in soil systems. Dimethirimol has a low mammalian toxicity. It is moderately toxic to birds and fish. | [Chemical Properties]
The pure product is odorless, white, needle-shaped crystals. Its mp is 102°C, vapor pressure is 1.46×10-3 Pa (30°C), and solubility at 25°C is: chloroform 1200 g/L, xylene 360 g/L, ethanol 65 g/L, propanol 45 g/L, and water 1.2 g/L. It is stable to acids, alkalis, and heat, and is non-corrosive to metals. | [Uses]
Dimethirimol is a systemic fungicide that provides both protective
and curative control of powdery mildew (Sphaeratheca fulginea)
in cucurbits. Other uses include tobacco, tomatoes and ornamentals. | [Uses]
Fungicide. | [Definition]
ChEBI: A member of the class of aminopyrimidines that is 2-dimethylaminopyrimidine carrying methyl, butyl and hydroxy substituents at posiitons 4, 5 and 6 respectively. A fungicide first marketed in 1970, and used particularly in glasshouses to control powdery mi
dew, it is no longer approved for use within the European Union. | [Production Methods]
The commercial production of dimethirimol involves a multi-step process. It starts with the condensation of ethyl acetoacetate and butylamine to form an intermediate, followed by cyclisation with guanidine or a dimethylguanidine derivative in the presence of a base, such as sodium ethoxide, in an alcoholic solvent under controlled temperature to yield the pyrimidine ring structure. The crude dimethirimol is purified through filtration, washing, and recrystallisation to achieve high purity. | [Mechanism of action]
Systemic, ergosterol biosynthesis inhibitor. Nucleic acid synthesis - adenosin-deaminase. | [Metabolic pathway]
Information presented in this summary is abstracted from unpublished
data in the 1971 ICI dimethirimol petition submitted to the Canadian
authority. Dimethirimol is rapidly metabolised in both plants and
animals. Primary metabolic reactions in soils, plants and animals are
N-dealkylation, hydroxylation of the butyl group and the direct conjugation
of dimethirimol in plants (glucosides) and animals (glucuronides).
Metabolic pathways are shown in Scheme 1. | [Degradation]
Dimethirimol (1) is stable to heat and in acid and alkahe solutions. It is
decomposed rather rapidly in aqueous solution when exposed to sunlight
with an observed DT50 of 7 days. | [Pesticide Type]
Fungicide |
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| Company Name: |
Shaanxi Dideu Medichem Co. Ltd
|
| Telephone: |
+86-29-87569266 +86-17392581500 |
| Website: |
https://www.chemicalbook.com/manufacturer/shaanxi-dideu-medichem-220/ |
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