5221-53-4 Usage
Description
DIMETHIRIMOL is a member of the aminopyrimidines class, specifically 2-dimethylaminopyrimidine with methyl, butyl, and hydroxy substituents at positions 4, 5, and 6, respectively. It was first marketed in 1970 as a fungicide and has been used to control powdery mildew in various crops, particularly in glasshouses. However, it is no longer approved for use within the European Union.
Uses
Used in Agriculture:
DIMETHIRIMOL is used as a systemic fungicide for both protective and curative control of powdery mildew (Sphaeratheca fulginea) in cucurbits. It is effective in preventing and treating fungal infections in crops such as tobacco, tomatoes, and ornamentals.
Used in Fungicide Industry:
DIMETHIRIMOL is used as a fungicide to prevent powdery mildew and other fungal infections in crops. It was widely utilized in glasshouses to control powdery mildew, but its use has been discontinued within the European Union due to regulatory changes.
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Information presented in this summary is abstracted from unpublished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.
Check Digit Verification of cas no
The CAS Registry Mumber 5221-53-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,2,2 and 1 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5221-53:
(6*5)+(5*2)+(4*2)+(3*1)+(2*5)+(1*3)=64
64 % 10 = 4
So 5221-53-4 is a valid CAS Registry Number.
InChI:InChI=1/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)
5221-53-4Relevant articles and documents
-
Elias et al.
, p. 1160 (1968)
-
Iminooxy-substituted benzyl phenyl ethers, processes and intermediates for their preparation, compositions comprising them, and their use for controlling harmful fungi
-
, (2008/06/13)
Iminooxy-substituted benzyl phenyl ethers of the formula I in which the substituents and the index are as defined below: Y is H, CH3, F or Cl; Q is C(═CHOCH3)—COOCH3, C(═CHCH3)—COOCH3, C(═NOCH3)—COOCH3, C(═NOCH3)—CONHCH3 or N(—OCH3)—COOCH3; X is hydrogen, halogen, alkyl, alkoxy or CF3; m is 1 or 2, where the radicals X may be different if m=2; R1 is alkyl and R2 is hydrogen or alkyl; or R1 and R2 together are cyclopropyl, cyclopentyl or cyclohexyl; R3 is alkyl or CF3; and R4 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl or haloalkynyl; processes and intermediates for their preparation, compositions comprising them, and their use, are described.
Bisimino-substituted phenyl compounds and their use as pesticides
-
, (2008/06/13)
Imino-substituted phenyl compounds of the formula I where the substituents have the following meanings:z is a group A or B ?where? denotes the bond with the phenyl ring and?Ra is halogen, alkyl or alkoxy;y is halogen, alkyl, haloalkyl or alkoxy;n is 0, 1 or 2, it being possible for the radicals Y to be different if n=2;R1 is halogen, haloalkyl or alkoxy;R2 is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl or haloalkynyl;R3 is cyano, alkyl, haloalkyl, alkoxy, cycloalkoxy, alkoxyalkyl;?unsubstituted or substituted cycloalkyl, aryl, aryloxy or arylmethylene, heteroaryl, heterocyclyl,?C(R3a)=N—OR3b or C(R3a)=CR3cR3d, whereR3a, R3b, R3c, R3d independently of one another are hydrogen, alkyl or unsubstituted or substituted phenyl,processes for their preparation, and their use.
