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Auranofin

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Name

Auranofin

EINECS 251-801-9
CAS No. 34031-32-8 Density g/cm3
PSA 149.54000 LogP 2.79250
Solubility N/A Melting Point 103 - 105ºC
Formula C20H34 Au O9 P S Boiling Point 425.5°Cat760mmHg
Molecular Weight 678.54 Flash Point 298°C
Transport Information N/A Appearance Needles.
Safety Poison by ingestion, intraperitoneal, and intravenous routes. Human systemic effects by ingestion: ulceration or bleeding from stomach. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SOx and POx. See also GOLD COMPOUNDS. Risk Codes 63-22
Molecular Structure Molecular Structure of 34031-32-8 (Auranofin) Hazard Symbols Xn
Synonyms

Gold,(1-thio-b-D-glucopyranosato)(triethylphosphine)-,2,3,4,6-tetraacetate (8CI); Gold, (1-thio-b-D-glucopyranose2,3,4,6-tetraacetato-S)(triethylphosphine)-; b-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate, goldcomplex; Aktil; Auranofin; Crisinor; Crisofin; NSC 321521; Ridaura; Ridauran;SKF 39162; SKF 39162D; [(Tetra-O-acetyl-b-D-glucopyranosyl)thio](triethylphosphine)gold

 

Auranofin Chemical Properties

IUPAC:  Gold(1+); 3,4,5-triacetyloxy-6-(acetyloxymethyl)oxane-2-thiolate;triethylphosphane
 Auranofin with CAS NO. of 34031-32-8 is also called for (1-Thio-beta-D-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate ; 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranosato-S (triethylphosphine)gold ; Auranofina ; Auranofinum ; EINECS 251-801-9 ; HSDB 7172 ; Ridaura ; SK&F 39162D ; SK&F D-39162 ; SKF-39162d ; Triethylphosphine gold ; UNII-3H04W2810V ; Gold, (1-thio-beta-D-glucopyranosato-S)(triethylphosphine)-, 2,3,4,6-tetraacetate ; Gold, (1-thio-beta-D-glucopyranose 2,3,4,6-tetraacetato-S)(triethylphosphine)- (9CI) ; Gold, (2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranosato-S)(triethylphosphine)- and so on.
Molecular Formula: C20H34AuO9PS
Molecular Weight: 678.48
EINECS: 251-801-9
ACD/LogP: 1.95
ACD/LogD (pH 5.5): 1.93 
ACD/LogD (pH 7.4): 1.16 
ACD/BCF (pH 5.5): 16.87 
ACD/BCF (pH 7.4): 2.91 
ACD/KOC (pH 5.5): 258.3 
ACD/KOC (pH 7.4): 44.52 
H bond acceptors: 9 
H bond donors: 0 
Freely Rotating Bonds: 10
Heavy Atom Count: 32
Formal Charge: 0
Complexity: 532
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 0
Undefined Atom StereoCenter Count: 5
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 0
Covalently-Bonded Unit Count: 3 
Flash Point: 298°C
Melting Point: 103-105°C
Enthalpy of Vaporization: 68.02 kJ/mol 
Boiling Point: 425.5°C at 760 mmHg 
Vapour Pressure: 1.9E-07 mmHg at 25°C 
The appearance of Auranofin (CAS NO.34031-32-8) is needle.
The molecular structure of  Auranofin with CAS NO. of 34031-32-8 :

Auranofin Uses

 Auranofin with CAS NO. of 34031-32-8 is used in the treatment of rheumatoid arthritis.

Auranofin Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 3200ug/kg (3.2mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
man TDLo oral 1200ug/kg/2W- (1.2mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH Journal of Rheumatology. Vol. 13, Pg. 228, 1986.
mouse LD50 intraperitoneal 33800ug/kg (33.8mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
mouse LD50 intravenous 22600ug/kg (22.6mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
mouse LD50 oral 84940ug/kg (84.94mg/kg)   Bollettino Chimico Farmaceutico. Vol. 128, Pg. 22, 1989.
mouse LD50 subcutaneous 53600ug/kg (53.6mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
rat LD50 intraperitoneal 25500ug/kg (25.5mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
rat LD50 intravenous 39mg/kg (39mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
rat LD50 oral 265mg/kg (265mg/kg)   Veterinary Pathology. Vol. 15(Suppl,
rat LD50 subcutaneous 235mg/kg (235mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
women TDLo oral 5400ug/kg/10D (5.4mg/kg) BEHAVIORAL: TOXIC PSYCHOSIS

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Arthritis and Rheumatism. Vol. 27, Pg. 1316, 1984.

Auranofin Safety Profile

Poison by ingestion, intraperitoneal, and intravenous routes. Human systemic effects by ingestion: ulceration or bleeding from stomach. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SOx and POx. See also GOLD COMPOUNDS.

Auranofin Specification

The exact mechanism of Auranofin (CAS NO.34031-32-8) action is unknown, but it is believed to act via immunological mechanisms and alteration of lysosomal enzyme activity. Its efficacy is slightly less than that of injected gold salts, but it is better tolerated, and side effects which occur are potentially less serious.

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