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Thiamphenicol Produkt Beschreibung

Thiamphenicol Struktur
15318-45-3
CAS-Nr.
15318-45-3
Bezeichnung:
Thiamphenicol
Englisch Name:
Thiamphenicol
Synonyma:
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 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
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.

Global( 249)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3203 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21956 58
Shanghai Bojing Chemical Co.,Ltd.
+86-21-37122233
+86-21-37127788 Candy@bj-chem.com CHINA 495 55
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0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20676 55
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+8615102730682; +8618874586545
02783214688 bruce@xrdchem.cn CHINA 539 55
Xiamen AmoyChem Co., Ltd
+86 (0)592-605 1114
sales@amoychem.com CHINA 6374 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 25796 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23959 58
Hubei Jusheng Technology Co.,Ltd.
86-188-71490254
peter@hubeijusheng.com CHINA 20084 58

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
  • 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
  • 156-2-16
  • 15218-45-3
  • BioChemical
  • 15318-45-3
  • C12H15Cl2NO5S
  • 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
  • CAPITROL
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