Sulfisomidin

Bezeichnung:Sulfisomidin

CAS-Nr515-64-0

Englisch Name:SULFISOMIDINE

CBNumberCB6455785

SummenformelC12H14N4O2S

Molgewicht278.33

MOL-Datei515-64-0.mol

Synonyma

Sulfisomidin

Sulfisomidin physikalisch-chemischer Eigenschaften

Schmelzpunkt	245°C
Siedepunkt	294°C (rough estimate)
Dichte	1.2997 (rough estimate)
Brechungsindex	1.6440 (estimate)
storage temp.	0-6°C
Löslichkeit	Acetonitrile (Slightly), DMSO (Slightly)
pka	pKa 7.25 (Uncertain)
Farbe	White to Off-White
Wasserlöslichkeit	1.382g/L(25 ºC)
Merck	8951
BRN	261305

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25-36-26
RIDADR	3249
WGK Germany	2
RTECS-Nr.	WO9270000
HazardClass	6.1(b)
PackingGroup	III

Gefahreninformationscode (GHS)

SULFISOMIDINE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Originator
Elkosin,Ciba,US,1951
Verwenden
Sulfisomidine is a sulfanilamide antibacterial agent.
Definition
ChEBI: A sulfonamide consisting of pyrimidine having methyl substituents at the 2- and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position.
Manufacturing Process
This starting material can be prepared as follows. 123 parts of finely powdered 6-amino-2,4-dimethylpyrimidine are suspended in 250 parts of dry pyridine and 222 parts of p-nitrobenzenesulfonyl chloride added at 50°C to 55°C. The whole is then warmed for 2 hours to 55°C. Water is added to the crystalline aggregate obtained, the precipitated bis-N-(pnitrobenzenesulfonyl)- 6-amino-2,4-dimethylpyrimidine filtered off by suction and washed with water. It is purified by recrystallizing from methyl ethyl ketone. On slowly heating it decomposes; on rapidly heating it melts at about 210°C to 215°C with decomposition.
49.3 parts of bis-N-(p-nitrobenzenesulfonyl)-6-amino-2,4-dimethylpyrimidine are heated to boiling for one hour with 12.3 parts of 6-amino-2,4- dimethylpyrimidine in 50 parts of dry pyridine. After cooling, the 6-(pnitrobenzenesulfonamido)- 2,4-dimethylpyrimidine formed is precipitated with water and filtered off by suction. It is purified by dissolving in dilute caustic soda and precipitating with acid. On recrystallization from dilute alcohol it melts (with decomposition) at 188°C to 189°C.
On reaction, for example, with iron and hydrochloric acid, 6-(paminobenzenesulfonamido)- 2,4-dimethylpyrimidine, melting point 236°C is obtained.
Trademarks
Isosulf;Oestro-gynedron;Poly-gynedron;Sulfamethine;Tricho-gynedron.
Therapeutic Function
Antibacterial
Weltgesundheitsorganisation (WHO)
Sulfisomide, a sulfonamide anti-infective agent, was introduced several decades ago for the treatment of bacterial infections. The importance of sulfonamides has subsequently decreased as a result of increasing resistance and their replacement by antibiotics which are generally more active and less toxic. The sulfonamides are known to cause serious adverse effects such as renal toxicity, sometimes fatal exfoliative dermatitis and erythema multiforma and dangerous adverse reactions affecting blood formation such as agranulocytosis and haemolytic or aplastic anaemia. Sulfisomide is still used topically in some countries for vaginal infection.
Pharmazeutische Anwendungen
6-Sulfanilamido-2,4-dimethylpyrimidine (syn: sulphasomidine). A highly soluble sulfonamide with a plasma half-life of 6–8 h. Protein binding is about 90%. Activity is similar to that of sulfadiazine. It is less extensively metabolized than most other sulfonamides and is largely excreted unchanged in the urine.

SULFISOMIDINE Upstream-Materialien And Downstream Produkte

Sulfisomidin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

515-64-0, SULFISOMIDINE Verwandte Suche:

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