5-Butyl-2-ethylamino-6-methylpyrimidin-4-yldimethylsulfamat

Bezeichnung:5-Butyl-2-ethylamino-6-methylpyrimidin-4-yldimethylsulfamat

CAS-Nr41483-43-6

Englisch Name:BUPIRIMATE

CBNumberCB0310530

SummenformelC13H24N4O3S

Molgewicht316.42

MOL-Datei41483-43-6.mol

Synonyma

5-Butyl-2-ethylamino-6-methylpyrimidin-4-yldimethylsulfamat

5-Butyl-2-ethylamino-6-methylpyrimidin-4-yldimethylsulfamat physikalisch-chemischer Eigenschaften

Schmelzpunkt	50-51°
Siedepunkt	463.2±55.0 °C(Predicted)
Dichte	1.2120 (rough estimate)
Dampfdruck	1.0 x 10^-4 Pa at 25 °C
Brechungsindex	1.6200 (estimate)
Flammpunkt	100 °C
storage temp.	0-6°C
Löslichkeit	Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand	Solid
pka	5
Wasserlöslichkeit	22 mg l^-1 (pH 5.2), 18 mg l^-1 (pH 7.3), 17 mg l^-1 (pH 9.3) at 25 °C
Farbe	White to Pale Beige
Merck	13,1482
BRN	758056
InChIKey	DSKJPMWIHSOYEA-UHFFFAOYSA-N
LogP	2.700
EPA chemische Informationen	Bupirimate (41483-43-6)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	21
S-Sätze:	36/37
WGK Germany	2
RTECS-Nr.	WO5970000
Toxizität	LD50 orally in rats: 4000 mg/kg (Finney)

Gefahreninformationscode (GHS)

BUPIRIMATE Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden
Bupirimate is a systemic fungicide that provides protective and curative control of powdery mildew (Podosphaera leucotricha) mainly in pome fruits, stone fruits and glasshouse roses. Other uses include berries, vines and cucurbits.
Verwenden
Fungicide.
Verwenden
Bupirimate is a pyrimidine based fungicide with protective and curative activity for the control of fungal diseases by interfearing with nucleic acid synthesis.
Definition
ChEBI: A member of the class of aminopyrimidines that is 2-ethylaminopyrimidine carrying methyl, butyl and dimethylaminosulfooxy substituents at posiitons 4, 5 and 6 respectively.
Stoffwechselwegen
Bupirimate degrades rapidly when exposed to sunlight. Minimal penetration of bupirimate residues in treated apples was observed. Degradation of bupirimate in/on fruit surfaces was mainly due to photolytic processes. Metabolism in plants and animals is similar and includes the initial cleavage of the dimethylsulfamate-pyrimidine linkage to yield ethirimol which is also an active fungicide. Numerous degradation products were generated from N-dealkylation, hydroxylation and conjugation reactions and the opening of the pyrimidine ring (Scheme 1).
Degradation
Bupirimate (1) is stable in dilute alkaline solution, but readily hydrolysed in dilute acidic solution. Bupirimate was rapidly decomposed in aqueous solution when exposed to sunlight (Hassall, 1982). Cleavage of the dimethylsulfamate-pyrimidine linkage yielded ethirimol [5-butyl-2- ethylamino-6-methylpyrimidin-4-ol (2)] as the major product. Ethirimol, an active fungicide, was degraded slowly under these test conditions. Four additional minor products were also detected. Three of these products were identified aS isomers of bupirimate, resulting from the migration of the dimethylsulfamate moiety to the various nitrogen molecules (compounds 3, 4 and 5; Cavell and Lincoln, 1974; Teal and Skidmore, 1976).

BUPIRIMATE Upstream-Materialien And Downstream Produkte

5-Butyl-2-ethylamino-6-methylpyrimidin-4-yldimethylsulfamat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

41483-43-6, BUPIRIMATE Verwandte Suche:

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