| Identification | More | [Name]
1,8-Diacetoxy-3-carboxyanthraquinone | [CAS]
13739-02-1 | [Synonyms]
1,8-DIACETOXY-3-CARBOXYANTHRAQUINONE
DIACEREIN
DIACERHEIN
DIACETYL RHEIN
1,8-diacetoxyanthraquinone-3-carboxylicacid
4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylicaci
4,5-diacetylrhein
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
rhein,diacetate
4,5-Bis(acetyloxy)-9,10-dioxo-2-anthracenecarboxylic acid
Diacereine
4,5-Bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic Acid
4,5-Diacetoxyanthraquinone-2-carboxylic Acid
DAR
Fisiodar
SF 277
4,5-Diacetoxy-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid | [EINECS(EC#)]
237-310-2 | [Molecular Formula]
C19H12O8 | [MDL Number]
MFCD00468030 | [Molecular Weight]
368.29 | [MOL File]
13739-02-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Yellow Crystalline Solid | [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 ]
neat | [pka]
3.01±0.20(Predicted) | [color ]
Light Yellow to Yellow | [Water Solubility ]
240μg/L at 25℃ | [Usage]
A diacetyl derivative of Rhein. Demonstrates anti-arthritic activity without inhibiting prostaglandin synthesis. Antiarthritic | [Merck ]
14,2960 | [InChIKey]
TYNLGDBUJLVSMA-UHFFFAOYSA-N | [LogP]
3.126 (est) | [CAS DataBase Reference]
13739-02-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [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 Information | Back Directory | [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) | [Definition]
ChEBI: 4,5-diacetyloxy-9,10-dioxo-2-anthracenecarboxylic acid is an anthraquinone. | [Brand name]
ARTRODAR | [storage]
Store at -20°C |
| Questions And Answer | Back Directory | [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.
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