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Auranofin

Auranofin
Auranofin structure
CAS No.
34031-32-8
Chemical Name:
Auranofin
Synonyms
Adtil;ridaura;Auranon;Crisinor;Crisofin;Ridauran;AURANOFIN;sk&f39162;sk&f39162d;AURANOFINE
CBNumber:
CB5363410
Molecular Formula:
C20H34AuO9PS
Formula Weight:
678.48
MOL File:
34031-32-8.mol

Auranofin Properties

Melting point:
112-115°
storage temp. 
room temp
solubility 
DMSO: ≥5mg/mL
form 
solid
color 
Crystals
FDA UNII
3H04W2810V
Proposition 65 List
Auranofin
NCI Drug Dictionary
auranofin
ATC code
M01CB03
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS06, GHS08
Signal word  Danger
Hazard statements  H301-H361
Precautionary statements  P281-P301+P310
Hazard Codes  Xn
Risk Statements  63-22
Safety Statements  36/37
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
RTECS  MD6500000
Toxicity LD50 in rats, mice (mg/kg): 265, 310 orally (Payne, Walz)

Auranofin price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A6733 Auranofin ≥98% (HPLC) 34031-32-8 10mg $96.5 2021-03-22 Buy
Sigma-Aldrich A6733 Auranofin ≥98% (HPLC) 34031-32-8 50mg $385 2021-03-22 Buy
Cayman Chemical 15316 Auranofin ≥95% 34031-32-8 25mg $38 2021-03-22 Buy
Cayman Chemical 15316 Auranofin ≥95% 34031-32-8 100mg $59 2021-03-22 Buy
Cayman Chemical 15316 Auranofin ≥95% 34031-32-8 500mg $266 2021-03-22 Buy

Auranofin Chemical Properties,Uses,Production

Description

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.

Chemical Properties

White to Off-White Solid

Originator

Smith Kleiu & French (USA)

Uses

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.

Uses

antirheumatic

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.

Manufacturing Process

(A) Triethylphosphine gold chloride: A solution of 10.0 g (0.08 mol) of thiodiglycol in 25 ml of ethanol is mixed with a solution of 15.76 g (0.04 mol) of gold acid chloride trihydrate in 75 ml of distilled water. When the bright orange-yellow solution is almost colorless, it is cooled to -5°C and an equally cold solution of 5.0 g (0.0425 mol) of triethylphosphine in 25 ml of ethanol is added dropwise to the stirred solution. After the addition is complete, the cooled mixture is stirred for ? hour. Solid that separates is removed and the filtrate is concentrated to about 30 ml to yield a second crop. The combined solid is washed with aqueous-ethanol (2:1) and recrystallized from ethanol by adding water to the cloud point. The product is obtained as white needles, MP 85° to 86°C.
(B) Auranofin: A cold solution of 1.66 g (0.012 mol) of potassium carbonate in 20 ml of distilled water is added to a solution of 5.3 g (0.011 mol) of S- (2,3,4,6-tetra-O-acetylglucopyranosyl)-thiopseudourea hydrobromide [Methods in Carbohydrate Chemistry, vol 2, page 435 (1963)] in 30 ml of water at -10°C. A cold solution of 3.86 g (0.011 mol) of triethylphosphine gold chloride in 30 ml of ethanol containing a few drops of methylene chloride is added to the above mixture before hydrolysis of the thiouronium salt is complete. After the addition is complete, the mixture is stirred in the cold for ? hour. The solid that separates is removed, washed first with aqueous ethanol then water and dried in vacuum. There is obtained colorless crystals, MP 110° to 111°C, of S-triethylphosphine gold 2,3,4,6-tetra-O-acetyl-1-thio-β- D-glucopyranoside.

brand name

Ridaura (Promethus).

Therapeutic Function

Antiarthritic

Pharmaceutical Applications

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.

Safety Profile

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

Veterinary Drugs and Treatments

Auranofin has been used to treat idiopathic polyarthritis and pemphigus foliaceous in dogs and cats. Several clinicians report that while auranofin may be less toxic, it also less efficacious than injectable gold (aurothioglucose).

Metabolism

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 Preparation Products And Raw materials

Raw materials

Preparation Products


Auranofin Suppliers

Global( 117)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 20891 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hebei Guanlang Biotechnology Co., Ltd.
+8619930503282
sales3@crovellbio.com China 5930 58
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19752 58
CONIER CHEM AND PHARMA LIMITED
86-18523575427
sales@conier.com CHINA 47498 58
career henan chemical co
13203830695 0086-371-86658258
0086-371-86658258 factory@coreychem.com CHINA 29864 58
Shaanxi Dideu Medichem Co. Ltd
13772537765
029-88380327 1010@dideu.com CHINA 3993 58
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
15377521700 +8615377521700
027-81302088 wangwendy93@gmail.com CHINA 869 58
Target Molecule Corp
18019718960 781-999-5354
marketing@targetmol.com United States 19232 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671
0551-65418697 sales@tnjchem.com CHINA 37441 58

View Lastest Price from Auranofin manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-12-07 Auranofin
34031-32-8
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
2021-07-20 Auranofin
34031-32-8
US $1.00-1.00 / KG 1g 99% 50tons Shaanxi Dideu Medichem Co. Ltd
2021-06-10 Auranofin USP/EP/BP
34031-32-8
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited

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