Sulfametoxydiazin

Bezeichnung:Sulfametoxydiazin

CAS-Nr651-06-9

Englisch Name:Sulfameter

CBNumberCB4147644

SummenformelC11H12N4O3S

Molgewicht280.3

MOL-Datei651-06-9.mol

Synonyma

Sulfametoxydiazin

Sulfametoxydiazin physikalisch-chemischer Eigenschaften

Schmelzpunkt	214-216°C
Siedepunkt	539.4±56.0 °C(Predicted)
Dichte	1.3936 (rough estimate)
Brechungsindex	1.6200 (estimate)
storage temp.	2-8°C
Löslichkeit	DMSO (Slightly), Methanol (Sparingly)
pka	pKa 7.02 (Uncertain)
Aggregatzustand	powder
Farbe	white with faint yellow cast
Wasserlöslichkeit	0.47g/L(30 ºC)
Merck	13,8999
BRN	621130
InChIKey	GPTONYMQFTZPKC-UHFFFAOYSA-N
CAS Datenbank	651-06-9(CAS DataBase Reference)
NIST chemische Informationen	Sulfameter(651-06-9)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	2
RTECS-Nr.	WP0525000
HS Code	29350090

Gefahreninformationscode (GHS)

Sulfameter Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Crystalline Solid
Originator
Sulla,Robins,US,1968
Verwenden
Sulfameter is an antibacterial.
Verwenden
Sulfameter is a sulfonamide antibiotic used as a leprostatic agent and to treat urinary tract infections. It has been investigated as a potential therapy for chloroquine-resistant malaria during pregnancy.
Definition
ChEBI: A sulfonamide consisting of pyrimidine having a methoxy substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 2-position.
Manufacturing Process
2-Amino-5-methoxy pyrimidine is obtained having a melting point of about 300°C by condensation of methoxymalonic acid ester with guanidine carbonate in the presence of sodium ethylate. The resultant reaction product is then converted to 2-amino-5-methoxy-4,6-dichloropyrimidine (melting point 216°C to 217°C) by heating this reaction product with phosphorus oxychloride. The dichloro compound is then suspended in water with zinc dust and is tested in the presence of caustic alkaline or carbonates to produce the 2-aminod-methoxy pyrimidine compound, melting point 80°C to 82°C, (benzene).
12.6 g of 2-amino-5-methoxy pyrimidine, 26.4 g of carbethoxy-sulfanilic acid chloride and 50 cc of dry pyridine are heated for 30 minutes with frequent shaking to a temperature of 80°C. The reaction product is then mixed with 200 cc of water and with dilute hydrochloric acid (0.1 N) until the reaction is acid to Congo Red indicator. A precipitate is formed which is then filtered under suction, washed with distilled water, and dried at 150°C. A practically quantitative yield is recovered of 2-(p-carbethoxyaminobenzene-sulfonamido)- 5-methoxypyrimidine, melting point 248°C to 250°C.To hydrolyze the sulfapyrimidine compound, the same is heated at 90°C with 200 cc of 2 N potassium hydroxide solution for about one hour until complete solution is obtained. The resultant solution is then cooled to room temperature (25°C) and acidified with acetic acid to precipitate the hydrolyzed product, which is then recrystallized from dilute acetone admixed with animal charcoal.
Therapeutic Function
Antibacterial
Allgemeine Beschreibung
Chemical structure: sulfonamide
Pharmazeutische Anwendungen
2-Sulfanilamido-5-methoxypyrimidine. A long-acting compound with activity similar to that of sulfadiazine. Binding to plasma proteins is about 75%.
Biochem/physiol Actions
Sulfameter is a sulfonamide antibiotic. Sulfonamides block the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfonamides are competitive inhibitors of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. Sulfameter is a dihydrofolate reductase (DHFR) inhibitor. Sulfonamides are active against Gram positive bacteria and Gram negative bacteria. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

Sulfameter Upstream-Materialien And Downstream Produkte

Sulfametoxydiazin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

651-06-9, Sulfameter Verwandte Suche:

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