Diacerein Property

Melting point:

217-2180C

Boiling point:

631.5±55.0 °C(Predicted)

Density 

1.491±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Solid

pka

3.01±0.20(Predicted)

color 

Light Yellow to Yellow

Water Solubility 

240μg/L at 25℃

Merck 

14,2960

InChIKey

TYNLGDBUJLVSMA-UHFFFAOYSA-N

LogP

3.126 (est)

CAS DataBase Reference

13739-02-1(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

CB8781000

HS Code 

29146990

Toxicity

rat,LD50,unreported,7500mg/kg (7500mg/kg),Drugs of the Future. Vol. 4, Pg. 445, 1979.

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Diacerein Chemical Properties,Usage,Production

Immunosuppressive drugs

Diacerein is a novel interleukin (IL)-1 inhibitor , the chemical name is diacetyl rhein,it is a compound of anthraquinones, the product can induce cartilage generation, it has analgesic, antipyretic and anti-inflammatory effects, but also it can significantly improve joint function in patients with osteoarthritis, and delay duration, and reduce pain to improve the quality of life of patients, it has better security, it is mainly used in clinical treatment of osteoarthritis (OA) to exert an antibacterial effect.
Solubility: soluble in dimethyl sulfoxide, dimethyl acetamide; insoluble in water, methanol, chloroform.
Diacerein and its active metabolite rhubarb (rhein) can reduce the generation and activity of IL-1β by inhibiting IL-1 converting enzyme. Mechanisms include:
1, inhibit the IL-1 synthesis of synovial tissue.
2, inhibit the expression of IL-1 receptor in chondrocytes .
3, inhibition of IL-1 activity.
4, repress formation of metalloproteinases such as collagenase and matrix dissolved elements and peroxide.
5, promote the synthesis of collagen and glycosaminoglycan.
6, inhibit the leukocyte chemotaxis and lysosomal stability.
Diacerein does not change the cyclooxygenase activity of kidneys and platelets, and does not inhibit the synthesis of prostaglandin , so prostaglandin-dependent renal dysfunction patients can tolerate.
Oral 50mg, PPB is 99%, Tmax is 2.2 h, Cmax is 3.2 mg/L, AUC is 21.3 mg • h/L, T1/2β is 4.3 h. Tmax and AUC values can be increased if it is administrated with food .
Adverse reactions: 50% of patients suffer diarrhea, abdominal pain and loose stools.
The above information is edited by the chemicalbook of Tian Ye.

Uses

It is widely used in new liquid crystal polymer, engineering plastics and high-strength fibers with high performance.
This product is an important osteoarthritis IL-1 inhibitor. It is used for osteoarthritis.
It is a natural antioxidant, it has anti-aging, enhance immunity, removing sub-health state, physical recovery, increasing energy and body immunity effects.

Description

Diacerein is a disease-modifying antirheumatic drug (DMARD), reported to be useful in the treatment of various inflammatory conditions, including osteoarthritis. It forms water soluble chelates with calcium and copper, acting ultimately to reduce the activity of lysosomal enzymes and decrease the formation of rheumatoid factor.

Chemical Properties

Yellow Crystalline Solid

Originator

Proter (Italy)

Uses

A diacetyl derivative of Rhein. Demonstrates anti-arthritic activity without inhibiting prostaglandin synthesis. Antiarthritic

Uses

antiinflammatory

Uses

A diacetyl derivative of Rhein (R318500). Demonstrates anti-arthritic activity without inhibiting prostaglandin synthesis. Antiarthritic.

Uses

Treatment of Osteoarthritis (Prevent cartilage destruction)

Uses

Diacerein is a diacetyl precursor of rhein, an anthraquinone found in plants. Rhein, at 10 μM, inhibits IL-1β signaling, suppressing signaling through NF-κB and AP-1, and reduces the expression of the matrix metalloproteases MMP-1 and MMP-13. Diacerein, presumably after conversion to rhein, down-regulates the expression of the IL-1β receptor on articular chondrocytes, enhances the expression of TGF-β, and increases collagen and aggrecan. It does not alter COX activity. It is mildly effective in ameliorating osteoarthritis.

Definition

ChEBI: 4,5-diacetyloxy-9,10-dioxo-2-anthracenecarboxylic acid is an anthraquinone.

brand name

ARTRODAR