Auranofin

Auranofin Struktur
34031-32-8
CAS-Nr.
34031-32-8
Bezeichnung:
Auranofin
Englisch Name:
Auranofin
Synonyma:
Adtil;ridaura;Auranon;Crisofin;Crisinor;Ridauran;AURANOFIN;sk&f39162;AURANOFINE;sk&f39162d
CBNumber:
CB5363410
Summenformel:
C20H34AuO9PS
Molgewicht:
678.48
MOL-Datei:
34031-32-8.mol

Auranofin Eigenschaften

Schmelzpunkt:
112-115°
storage temp. 
room temp
Löslichkeit
DMSO: ≥5mg/mL
Aggregatzustand
solid
Farbe
Crystals
Stabilität:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 63-22
S-Sätze: 36/37
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
RTECS-Nr. MD6500000
Giftige Stoffe Daten 34031-32-8(Hazardous Substances Data)
Toxizität LD50 in rats, mice (mg/kg): 265, 310 orally (Payne, Walz)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizität oral Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P264, P270, P301+P310, P321, P330,P405, P501
H361 Kann vermutlich die Fruchtbarkeit beeinträchtigen oder das Kind im Mutterleib schädigen. Reproduktionstoxizität Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

Auranofin Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Auranofin is the first orally effective gold compound to be marketed for the treatment of severe rheumatoid arthritis. It is better tolerated and more convenient than gold sodium thiomalate, which is administered intramuscularly.

Chemische Eigenschaften

White to Off-White Solid

Verwenden

Auranofin is a new oral gold-based antiarthritis drug. Auranofin inhibits various leukocyte activation pathways at multiple sites. Auranofin inhibits the release of inflammatory mediators from human m acrophages, basophils, and pulmonary mast cells. Auranofin is an efficient inducer of mitochondrial membrane permeability transition pore in the presence of calcium ions related to its inhibition of m itochondrial thioredoxin reductase.

Definition

ChEBI: An S-glycosyl compound consisting of 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranose with the sufur atom coordinated to (triethylphosphoranylidene)gold. It is administered orally fo the treatment of active progressive rheumatoid arthritis.

Pharmazeutische Anwendungen

Auranofin ([tetra-O-acetyl-β-D- (glucopyranosyl)thio]-triethylphosphine)gold(I) is a second-generation gold-based drug, licensed as an orally available gold drug for the treatment of RA. It features a linear S Au P geometry, as shown by X-ray analysis. It is more lipophilic than the first-generation drugs, which makes oral administration possible. Treatment with Auranofin requires less visits to the clinic, but it is believed to be less successful in the treatment of RA compared to gold drugs being administered intramuscularly.

Clinical Use

Auranofin is indicated in adults with active rheumatoid arthritis who have not responded sufficiently to one or more NSAIDs.

Sicherheitsprofil

Poison by ingestion,intraperitoneal, and intravenous routes. Human systemiceffects by ingestion: ulceration or bleeding from stomach.An experimental teratogen. Other experimentalreproductive effects. Human mutation data reported.When heated to decomp

Synthese

Synthesis: ethanolic thiodiglycol is treated first with aqueous gold(I) acid chloride trihydrate, then with ethanolic triethylphosphine to give triethylphosphine gold(I) chloride, which is added to an aqueous solution of S-(2,3,4,6-tetra-O-acetylglucopyranosyl)pseudothiourea hydrobromide and potassium carbonate to give the desired auranofin.
Auranofin synthesis

Stoffwechsel

On a mg gold/kg basis, it is reported to be as effective in the rat adjuvant arthritis assay as the parenterally effective drugs. Daily oral doses produce a rapid increase in kidney and blood gold levels for the first 3 days of treatment, with a more gradual increase on subsequent administration. Plasma gold levels are lower than those attained with parenteral gold compounds. The major route of excretion is via the urine. Auranofin may produce fewer adverse reactions than parenteral gold compounds, but its therapeutic efficacy also may be less.

Auranofin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Auranofin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 154)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12459 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886
info@dakenam.com China 16216 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21670 55
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282
alice@crovellbio.com China 8826 58
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19553 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49391 58
career henan chemical co
+86-0371-86658258 +8613203830695
factory@coreychem.com China 29826 58
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
+8615377521700
wangwendy93@gmail.com China 868 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671
sales@tnjchem.com China 34571 58

34031-32-8(Auranofin)Verwandte Suche:


  • gold,(1-thio-beta-d-glucopyranose2,3,4,6-tetraacetato-s)(triethylphosphine)
  • ridaura
  • sk&f39162
  • sk&f39162d
  • sk&fd-39162
  • AURANOFIN
  • AURANOFINE
  • (1-Thio-β-D-glucopyranosato)(triethylphosphine)gold-2,3,4,6-tetraacetate
  • Adtil
  • Crisinor
  • Crisofin
  • Ridauran
  • [(Tetra-O-acetyl-b-D-glucopyranosyl)thio](triethylphosphine)gold
  • [1-(Thio-κS)-β-D-glucopyranose 2,3,4,6-tetraacetato](triethylphosphine)gold
  • Gold, [1-(thio-kS)-b-D-glucopyranose2,3,4,6-tetraacetato](triethylphosphine)-
  • 3,4,5-Triacetyloxy-6-(acetyloxymethyl) oxane-2-thiolate triethylphosphanium
  • S-TRIETHYLPHOSPHINE GOLD(1) 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE
  • (1-thio-beta-d-glucopyranosato)-(triethylphosphine)gold2,3,4,6-tetraacetate
  • 2,3,4,6-tetra-o-acetyl-1-thio-beta-d-glucopyranosato-s(triethylphosphine)gol
  • gold,(1-thio-beta-d-glucopyranosato-s)(triethylphosphine)-,2,3,4,6-tetraaceta
  • Auranofin, >=98%
  • Auranon
  • Auranofin RS
  • Auranofin USP/EP/BP
  • ((2S,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-thio)(triethylphosphine)gold
  • Auranofin, for HPLC ≥98%
  • 34031-32-8
  • C20H34O9PSAu
  • C20H34AuO9PS
  • C6H15AuP
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