Diacerein CAS 13739-02-1
Introduction：Basic information about Diacerein CAS 13739-02-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Diacerein Basic informationImmunosuppressive drugs Uses
| Product Name: | Diacerein |
| Synonyms: | 1,8-DIACETOXY-3-CARBOXYANTHRAQUINONE;DIACEREIN;DIACERHEIN;DIACETYL RHEIN;9,10-dihydro-4,5-diacetoxy-9,10-2-anthracenecarboxylicacid;9,10-dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroicaciddiacetate;9,10-dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroicacidiacetate;artrodar |
| CAS: | 13739-02-1 |
| MF: | C19H12O8 |
| MW: | 368.29 |
| EINECS: | 237-310-2 |
| Product Categories: | Miscellaneous Biochemicals;Aromatics Compounds;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Pyridines ,Halogenated Heterocycles |
| Mol File: | 13739-02-1.mol |
Diacerein Chemical Properties
| 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 |
| InChI | InChI=1S/C19H12O8/c1-8(20)26-13-5-3-4-11-15(13)18(23)16-12(17(11)22)6-10(19(24)25)7-14(16)27-9(2)21/h3-7H,1-2H3,(H,24,25) |
| InChIKey | TYNLGDBUJLVSMA-UHFFFAOYSA-N |
| SMILES | C1=C2C(C(=O)C3=C(C2=O)C=CC=C3OC(C)=O)=C(OC(C)=O)C=C1C(O)=O |
| LogP | 3.126 (est) |
| CAS DataBase Reference | 13739-02-1(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | 3 |
| RTECS | CB8781000 |
| HS Code | 29146990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Toxicity | rat,LD50,unreported,7500mg/kg (7500mg/kg),Drugs of the Future. Vol. 4, Pg. 445, 1979. |
| 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 beuseful in the treatment of various inflammatory conditions, includingosteoarthritis. It forms water soluble chelates with calcium and copper, actingultimately to reduce the activity of lysosomal enzymes and decrease the formationof 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 |
Diacerein Preparation Products And Raw materials
| Raw materials | Rhein |
