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Chemical Structure| 13739-02-1 Chemical Structure| 13739-02-1

Structure of Diacerein
CAS No.: 13739-02-1

Chemical Structure| 13739-02-1

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Diacerein is a symptomatic slow-acting medicine in osteoarthritis which can reduce the level of IL-1 receptors leading to fewer receptors to form heterodimer complexes.

Synonyms: Diacerhein; Diacetylrhein; SF 277

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Product Details of Diacerein

CAS No. :13739-02-1
Formula : C19H12O8
M.W : 368.29
SMILES Code : O=C(C1=C2C(OC(C)=O)=CC=C1)C3=CC(C(O)=O)=CC(OC(C)=O)=C3C2=O
Synonyms :
Diacerhein; Diacetylrhein; SF 277
MDL No. :MFCD00468030
InChI Key :TYNLGDBUJLVSMA-UHFFFAOYSA-N
Pubchem ID :26248

Safety of Diacerein

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Chondrocytes 10 μmol/L 24 hours To evaluate the effect of Diacerein on IL-1β-induced chondrocyte apoptosis. Results showed that Diacerein and its nanoformulations significantly reduced chondrocyte apoptosis and exerted protective effects by regulating Bcl-2, Bax, and caspase-3 protein expression. Acta Pharm Sin B. 2024 Nov;14(11):5008-5025.
Mouse primary hepatocytes 40 μM 30 min pretreatment, followed by LPS stimulation for 4 h and cholesterol stimulation for 12 h Diacerein inhibited IL-1β secretion and LDH release but had no effect on TNF-α; inhibited caspase-1 cleavage J Transl Med. 2022 Jun 28;20(1):294.
Mouse Kuffer cells 40 μM 30 min pretreatment, followed by LPS stimulation for 4 h and cholesterol stimulation for 12 h Diacerein inhibited IL-1β secretion but had no effect on TNF-α; inhibited ASC speck formation J Transl Med. 2022 Jun 28;20(1):294.
Mouse bone marrow-derived macrophages (BMDMs) 40 μM 30 min pretreatment, followed by LPS stimulation for 4 h and nigericin stimulation for 2 h Diacerein inhibited IL-1β secretion but had no effect on TNF-α; inhibited caspase-1 cleavage and ASC speck formation J Transl Med. 2022 Jun 28;20(1):294.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/6 mice Destabilized medial meniscus (DMM)-induced osteoarthritis model Intra-articular injection 2 mg/kg Once weekly for 3 weeks To evaluate the therapeutic effect of Diacerein nanoformulations on osteoarthritis. Results showed that Diacerein nanoformulations significantly improved joint degeneration, reduced cartilage damage, and alleviated pain. Acta Pharm Sin B. 2024 Nov;14(11):5008-5025.
C57BL/6 mice NAFLD model induced by methionine and choline deficiency diet (MCD) Gavage 15 mg Every 2 days for 3 weeks or 9 weeks Diacerein improved liver function (ALT and AST), serum inflammation (IL-1β and TNF-α), histopathological inflammation score, and liver fibrosis J Transl Med. 2022 Jun 28;20(1):294.
BALB/c mice Acetaminophen-induced hepatotoxicity model Intraperitoneal injection 20 mg/kg Single administration, total experimental period was 36 hours To evaluate the preventive and curative effects of Diacerein on acetaminophen-induced hepatotoxicity. Results showed that Diacerein significantly reduced biomarkers of liver dysfunction, oxidative stress, hepatocyte necrosis, and infiltration of neutrophils and macrophages whether administered 4 h before or 2 h after acetaminophen. Further, Diacerein counteracted acetaminophen-induced hepatocellular apoptosis by increasing Bcl-2 and decreasing Bax and caspase-3 expression levels. Moreover, DCN normalized hepatic TNF-α and significantly decreased NF-κB p65 expression. Arch Pharm Res. 2022 Mar;45(3):142-158
Mice Partial infraorbital nerve ligation (pIONL)-induced trigeminal neuropathic pain Intra-trigeminal ganglion injection 5 μg Single injection Diacerein attenuated pIONL-induced orofacial pain J Neuroinflammation. 2016 Jul 11;13(1):183

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT04351100 Ocular Surface Disease|Osteoar... More >>thritis|Diacerein Less << COMPLETED 2020-07-31 Faculty of medicine, Chulalong... More >>korn university, Bangkok, 10330, Thailand Less <<
NCT00440661 Osteoarthritis PHASE4 COMPLETED 2025-10-08 Rheumatologic Institut of Mont... More >>real, Montreal, Quebec, H2L1S6, Canada Less <<
NCT00445276 Knee Osteoarthritis PHASE4 COMPLETED 2025-09-06 Chu Trousseau, Tours, 37044, F... More >>rance Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.72mL

0.54mL

0.27mL

13.58mL

2.72mL

1.36mL

27.15mL

5.43mL

2.72mL

Dissolving Methods
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1

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