Thiamphenicol Produkt Beschreibung

Thiamphenicol Struktur
15318-45-3
  • CAS-Nr.15318-45-3
  • Bezeichnung:Thiamphenicol
  • Englisch Name:Thiamphenicol
  • Synonyma:Thiamphenicol
    8065c.b.;Neomyson;win-5063-2;NSC 522822;thiocymetin;thiophenicol;THIAMPHENICOL;D-Thiocymetin;D-Thiophenicol;THIAMPHENICHOL
  • CBNumber:CB0102588
  • Summenformel:C12H15Cl2NO5S
  • Molgewicht:356.22
  • MOL-Datei:15318-45-3.mol
Thiamphenicol physikalisch-chemischer Eigenschaften
  • Schmelzpunkt: :163-166 °C
  • alpha  :D25 +12.9° (ethanol)
  • Dichte :1.3281 (rough estimate)
  • Brechungsindex :1.6000 (estimate)
  • storage temp.  :-20°C Freezer, Under Inert Atmosphere
  • Löslichkeit :ethanol: 50 mg/mL, clear, colorless
  • Aggregatzustand :powder
  • pka :11.05±0.46(Predicted)
  • pka :11.05±0.46(Predicted)
  • Farbe :white to off-white
  • Wasserlöslichkeit :Soluble in acetonitrile or DMF. Slightly soluble in water
  • Merck  :14,9301
  • BRN  :2819542
  • InChIKey :OTVAEFIXJLOWRX-NXEZZACHSA-N
  • CAS Datenbank :15318-45-3
  • EPA chemische Informationen :Acetamide, 2,2-dichloro-N-[(1R,2R)-2- hydroxy-1-(hydroxymethyl)- 2-[4-(methylsulfonyl)phenyl] ethyl]-(15318-45-3)
Sicherheit
  • S-Sätze: :22-24/25
  • WGK Germany  :2
  • RTECS-Nr. :AB6680000
  • HS Code  :29414000

Thiamphenicol Chemische Eigenschaften,Einsatz,Produktion Methoden

  • S-Sätze Betriebsanweisung: S22:Staub nicht einatmen.
    S24/25:Berührung mit den Augen und der Haut vermeiden.
  • Chemische Eigenschaften Off-White Solid
  • Verwenden Antimicrobial
  • Verwenden chelating agent, antiseborrheic
  • Verwenden Thiamphenicol is an antibiotic. Thiamphenicol is the methyl-sulfonyl analogue of chloramphenicol and has a similar spectrum of activity, but is 2.5 to 5 times as potent. Thiamphenicol is used particul arly for the treatment of sexually transmitted infections and pelvic inflammatory disease.
  • Verwenden Thiamphenicol is a semi-synthetic chloramphenicol prepared by total synthesis from thiophenol in which the nitro moiety of chloramphenicol is replaced by a methylsulphone, first synthesised at Sterling Winthrop in 1952. Thiamphenicol is a broad spectrum antibiotic with good activity against Gram negative and anaerobic bacteria. Thiamphenicol acts by binding to the 23S sub-unit of the 50S ribosome inhibiting protein synthesis. Thiamphenicol has been extensively studied with over 800 literature citations.
  • Antimicrobial activity It is generally less active than chloramphenicol, but is equally active against Str. pyogenes, Str. pneumoniae, H. influenzae and N. meningitidis, including some strains resistant to chloramphenicol. It is more actively bactericidal against Haemophilus and Neisseria spp.
  • Acquired resistance There is complete cross-resistance with chloramphenicol in those bacteria which elaborate acetyltransferase, although the affinity of the enzyme for thiamphenicol is lower. Organisms that owe their resistance to other mechanisms may be susceptible.
  • Pharmakokinetik An oral dose of 500 mg produces a peak plasma level of 3–6 mg/L after about 2 h. The plasma half-life is 2.6–3.5 h. It is said to reach the bronchial lumen in concentrations sufficient to exert a bactericidal effect on H. influenzae. Unlike chloramphenicol it is not a substrate for hepatic glucuronyl transferase; it is not eliminated by conjugation, and its half-life is not affected by phenobarbital induction.
    About 50% of the dose can be recovered in an active form in the urine within 8 h and 70% over 24 h. The drug is correspondingly retained in the presence of renal failure, and in anuric patients the plasma half-life has been reported to be 9 h, a value not significantly affected by peritoneal dialysis. Biliary excretion is believed to account for removal of the antibiotic in anuric patients. The plasma concentration is elevated and half-life prolonged in patients with hepatitis or cirrhosis.
  • Clinical Use Similar to that of chloramphenicol.
  • Nebenwirkungen There are no reports of irreversible bone-marrow toxicity. This has been related to the absence of the nitro group, and hence its reduction products, and differences in the biochemical effects of thiamphenicol and chloramphenicol on mammalian cells. It exerts a greater dose-dependent reversible depression of hemopoiesis and immunogenesis than chloramphenicol, and has been used for its immunosuppressive effect. Therapeutic doses (1–1.5 g) are likely to depress erythropoiesis in the elderly or others with impaired renal function.
  • läuterung methode Recrystallise thiamphenicol from H2O or CHCl3. The UV has max at 224, 266 and 274nm ( 13,700, 800 and 700) in 95% EtOH. The 1S,2S-isomer [1478651-7] has m 164.3-166.3o (from H2O/EtOAc/pet ether) and [] D 25 -12.6o (c 1, EtOH); and the racemate 1RS,2RS-Racefenical [847-25-6] has m 181-183o (dec) from CHCl3/EtOAc/pet ether. [Cutler et al. J Am Chem Soc 74 5475, 5482 1952, UV: Nachod & Cutler J Am Chem Soc 74 1291 1952, Suter et al. J Am Chem Soc 75 4330 1953, Cutler et al. J Am Pharm Assoc 43 687 1954, Beilstein 13 IV 2957.]
Thiamphenicol Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Thiamphenicol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
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15318-45-3, Thiamphenicol Verwandte Suche:
  • Thiamphenicol BP2007
  • THIAMPHENICOL
  • methylsulfonyl chloramphenicol
  • D-THREO-2,2-DICHLORO-N-(BETA-HYDROXY-ALPHA-[HYDROXYMETHYL]-4-[METHYLSULFONYL]PHENETHYL)ACETAMIDE
  • D-THREO-2,2-DICHLORO-N-[BETA-HYDROXY-ALPHA-(HYDROXYMETHYL)-P-(METHYL-SULFONYL)PHENETHYL]ACETAMIDE
  • 2,2-Dichloro-N-[(1R,2R)-2-hydroxy-1-hydroxymethyl-2-(4-methylsulfonylphenyl)ethyl]acetamide
  • Acetamide, 2,2-dichloro-N-(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-4-(methylsulfonyl)phenylethyl-
  • d-threo-2,2-dichloro-n-(β-hydroxy-α-[hydroxymethyl]-4-[methylsulfonyl]phenethyl)acetamide
  • Acetamide, 2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]- (9CI)
  • Acetamide, 2,2-dichloro-N-[2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]-, [R-(R*,R*)]-
  • Acetamide, 2,2-dichloro-N-[b-hydroxy-a-(hydroxymethyl)-p-(methylsulfonyl)phenethyl]-, D-threo-(+)- (8CI)
  • D-d-threo-2-Dichloroacetamido-1-(4-methylsulfonylphenyl)-1,3-propanediol
  • D-Thiocymetin
  • D-Thiophenicol
  • D-threo-(1R,2R)-1-(p-Methylsulfonylphenyl)-2-dichloroacetamido-1,3-propanediol
  • NSC 522822
  • 2,2-Dichloro-N[(1R,2R)-2-hydroxy-1-hydroxymethyl-2-(4-methylsulphonylphenyl)-acetamide
  • THIAMPHENICHOL
  • 2,2-Dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-methylsulfonylphenyl)propan-2-yl]acetamide
  • D-threo-2,2-Dichloro-N-(b-hydroxy-a-[hydroxymethyl]-4-[methylsulfonyl]phenethyl)acetamide
  • (+)-2,2-Dichloro-N-[(αR,βR)-β-hydroxy-α-(hydroxymethyl)-4-(methylsulfonyl)phenethyl]acetamide
  • Neomyson
  • Thiamphenicol,D-threo-2,2-Dichloro-N-(β-hydroxy-α-[hydroxymethyl]-4-[methylsulfonyl]phenethyl)acetamide
  • 8065c.b.
  • acetamide,2,2-dichloro-n-(beta-hydroxy-alpha-(hydroxymethyl)-p-(methylsulfonyl
  • dextrosulphenidol
  • thiocymetin
  • thiophenicol
  • win-5063-2
  • ThiaMphenicol / Methylsulfonyl chloraMphenicol
  • 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-Methanesulfonylphenyl)propan-2-yl]acetaMide
  • ThiaMphenicol API
  • 2,2-Dichloro-N-[(1R,2R)-1,3-dihydroxy-1-[4-(methylsulfonyl)phenyl]-2-propyl]acetamide
  • ThiocyMetin, Thiophenicol, Win 5062-2, NSC 522822
  • ThiamphenicolBP, 98.0-100.5% (Assay)
  • Thiamphenicol, 98%, an antimicrobial antibiotic
  • Thiamphenicol 15318-45-3
  • 15318-45-3
  • 156-2-16
  • 15218-45-3
  • C12H14Cl2N2O7S
  • C12H15Cl2NO5S
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