Sulfamethoxazol

Sulfamethoxazole Struktur
723-46-6
CAS-Nr.
723-46-6
Bezeichnung:
Sulfamethoxazol
Englisch Name:
Sulfamethoxazole
Synonyma:
SMZ;SMX;SULPHAMETHOXAZOLE;Sulfamethoxazol;Co-trimoxazole;Bactrim;N1-(5-METHYLISOXAZOL-3-YL)SULFANILAMIDE;Trib;Septra;Septrin
CBNumber:
CB6473303
Summenformel:
C10H11N3O3S
Molgewicht:
253.28
MOL-Datei:
723-46-6.mol

Sulfamethoxazol Eigenschaften

Schmelzpunkt:
166 °C
Siedepunkt:
482℃
Dichte
1.3915 (rough estimate)
Brechungsindex
1.6630 (estimate)
Flammpunkt:
>110°(230°F)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
Practically insoluble in water, freely soluble in acetone, sparingly soluble in ethanol (96 per cent). It dissolves in dilute solutions of sodium hydroxide and in dilute acids.
pka
pKa 5.60±0.05 (Uncertain)
Farbe
White to Pale Yellow
Wasserlöslichkeit
Soluble in ethanol or acetone. Very slightly soluble in water
Sensitive 
Light Sensitive
Merck 
14,8918
BRN 
6732984
BCS Class
2,4
Stabilität:
Stable, but light sensitive. Incompatible with strong oxidizing agents.
InChIKey
JLKIGFTWXXRPMT-UHFFFAOYSA-N
CAS Datenbank
723-46-6(CAS DataBase Reference)
IARC
3 (Vol. Sup 7, 79) 2001
NIST chemische Informationen
Sulfanilamide, n1-(5-methyl-3-isoxazolyl)-(723-46-6)
EPA chemische Informationen
Sulfamethoxazole (723-46-6)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xi,Xn
R-Sätze: 36/37/38-43-22
S-Sätze: 26-36-36/37/39-22
WGK Germany  2
RTECS-Nr. WP0700000
TSCA  Yes
HazardClass  IRRITANT
HS Code  29350090
Giftige Stoffe Daten 723-46-6(Hazardous Substances Data)
Toxizität LD50 orally in mice: 3662 mg/kg (Yamamoto)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Sulfamethoxazol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R43:Sensibilisierung durch Hautkontakt möglich.
R22:Gesundheitsschädlich beim Verschlucken.

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.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S22:Staub nicht einatmen.

Beschreibung

Like sulfisoxazole, this drug is effective in treating infections caused by streptococci, gonococci, pneumococci, staphylococci as well as colon bacillus. Unlike sulfisoxazole, only about 70% of it binds with proteins in the plasma after oral administration, and it diffuses mostly to tissues and tissue fluids. However, since it is removed much slower than sulfisoxazole, it does not require frequent administration and is also the drug of choice for many systemic infections. Moreover, it is an ingredient of a combined drug named bactrim, biseptol, and so on (which will be examined later on), which has a fixed correlation with trimethoprim. Synonyms of this drug are gantanol, sinomin, sulfisomezole, and others.

Chemische Eigenschaften

solid

Definition

ChEBI: An isoxazole (1,2-oxazole) compound having a methyl substituent at the 5-position and a 4-aminobenzenesulfonamido group at the 3-position.

Antimicrobial activity

The intrinsic activity is similar to that of sulfadiazine.

Allgemeine Beschreibung

Sulfamethoxazole’s plasma half-life is 11 hours. Sulfamethoxazole is a sulfonamide drug closely relatedto sulfisoxazole in chemical structure and antimicrobial activity.It occurs as a tasteless, odorless, almost white crystallinepowder. The solubility of sulfamethoxazole in the pHrange of 5.5 to 7.4 is slightly lower than that of sulfisoxazole but higher than that of sulfadiazine, sulfamerazine, or sulfamethazine.Following oral administration, sulfamethoxazole is notabsorbed as completely or as rapidly as sulfisoxazole, andits peak blood level is only about 50% as high.

Air & Water Reaktionen

Insoluble in water.

Brandgefahr

Flash point data for Sulfamethoxazole are not available but Sulfamethoxazole is probably non-flammable.

Pharmazeutische Anwendungen

This is the sulfonamide component of co-trimoxazole. It is slightly soluble in water.

Pharmakokinetik

Oral absorption: 85%
Cmax 800 mg oral: c.50 mg/L after 3–6 h
Plasma half-life: 6–20 h
Volume of distribution: 12–18 L
Plasma protein binding: 65%
Penetration of extravascular sites, including the CSF, is good. It crosses the placenta and achieves levels in breast milk of about 10% of the simultaneous plasma concentration. It is extensively metabolized, but about 30% of the dose is excreted unchanged in urine so that high concentrations are achieved.

Clinical Use

Sulfamethoxazole is used only in combination with the diaminopyrimidine trimethoprim.

Nebenwirkungen

Unwanted effects are those common to sulfonamides. In addition, benign intracranial hypertension has been reported in children. Most side effects of co-trimoxazole are thought to be attributable to the sulfonamide component.

Sicherheitsprofil

Moderately toxic by ingestion and intraperitoneal routes. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of NOx and SOx.

Sulfamethoxazol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Sulfamethoxazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 650)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Wuhan Fortuna Chemical Co., Ltd
+86-27-59207850 +86-13986145403
info@fortunachem.com China 5988 58
Henan Suikang Pharmaceutical Co.,Ltd.
+8618239973690
sales@suikangpharm.com China 179 58
shandong perfect biotechnology co.ltd
+86-53169958659; +8618596095638
sales@sdperfect.com China 294 58
Sigma Audley
+86-18336680971 +86-18126314766
nova@sh-teruiop.com China 525 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+86-13474506593 +86-13474506593
sarah@tnjone.com China 874 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
bruce@xrdchem.cn CHINA 566 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679 +86-18949832763
info@tnjchem.com China 2989 55
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083
scglp@glp-china.com CHINA 1824 58

723-46-6(Sulfamethoxazol)Verwandte Suche:


  • n’-(5-methyl-3-isoxazolyl)-sulfanilamid
  • n’-(5-methyl-3-isoxazolyl)sulfanilamide
  • n’-(5-methylisoxazol-3-yl)sulphanilamide
  • N1-(5-Methyl-3-isoxazolyl)sulphanilamide
  • Radonil
  • Ro 4-2130
  • Ro 6-2580/11
  • ro4-2130
  • Septran
  • Simsinomin
  • Sinomin
  • 4-AMINO-N-[5-METHYL-3-ISOXAZOLYL]BENZENESULFONAMIDE
  • 4-AMINO-N-(5-METHYL-3-ISOXAZOYL)BENZENESULFONAMIDE
  • 4-AMINO-N-(5-METHYL-ISOXAZOL-3-YL)-BENZENESULFONAMIDE
  • AKOS 90377
  • AKOS BBB/021
  • AKOS NCG1-0043
  • SULFAMETHOXAZOLE
  • N1-(5-METHYLISOXAZOL-3-YL)-4-AMINOBENZENE-1-SULFONAMIDE
  • N1-(5-methylisoxazol-3-yl)sulphanilamide
  • Sulfamethoxazole solution
  • Sulfamethoxazole,98%
  • SULPHAMETHOXAZOLE USP
  • LABOTEST-BB LT00452029
  • sufisomezole
  • Sulphamethoxazole BP98
  • 4-Amino-N-(5-methylisoxazol-3-yl)benzenesulphonamide
  • SULFAMETHOXAZOLE USP
  • SULFAMETHOXAZOL VETRANAL
  • SULFAMETHOXAZOLE,MICRONIZED,USP
  • Water-soluble sulfamethoxazole
  • WLN: T5NOJ C1 EMSWR DZ
  • 4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
  • 3-Sulphanilamido-5-m
  • SMZ(SULFAMETHOXAZOLE)
  • 4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide N1-(5-Methylisoxazol-3-yl)sulfanilamide N1-(5-methylisoxazol-3-yl)-4-aminobenzene-1-sulfonamide 3-(p-aminophenylsulfonamido)-5-methylisoxazole SMZ
  • component of Septra
  • component of Smz/tmp
  • component of Sulfatrim
  • Eusaprim
  • Fectrim
  • Metoxal
  • MS 53
  • ms53
  • n(1)-(5-methyl-3-isoxazolyl)-sulfanilamid
  • n(1)-(5-methyl-3-isoxazolyl)sulfanilamide
  • N'-(5-Methyl-3-isoxazole)sulfanilamide
  • N'-(5-Methyl-3-isoxazolyl)sulfanilamide
  • N'-(5-Methylisoxazol-3-yl)sulphanilamide
  • N(sup1)-(5-Methyl-3-isoxazolyl)sulfanilamide
  • n(sup1)-(5-methyl-3-isoxazolyl)sulphanilamide
  • n’-(5-methyl-3-isoxazole)sulfanilamide
  • Sulfamethalazole
  • sulfamethoxizole
  • Sulfamethylisoxazole
  • Sulfanilamide, N'-(5-methyl-3-isoxazolyl)-
  • Sulfanilamide, ndimethyl1-(5-methyl-3-isoxazolyl)-
  • sulfanilamide,N1-(5-methyl-3-isoxazolyl)-
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