[CAS NO. 13739-02-1] Diacerein

Name: Diacerein
Brand: Arctom Scientific
SKU: SLK-S4267

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PRODUCTS SPECIFICATIONS [13739-02-1]

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Catalog

SLK-S4267

Brand

Selleck

CAS

13739-02-1

DESCRIPTION [13739-02-1]

Overview

MDL	MFCD00468030
Molecular Weight	368.29
Molecular Formula	C19H12O8
SMILES	O(C(C)=O)C1=C2C(C(=O)C=3C(C2=O)=C(OC(C)=O)C=CC3)=CC(C(O)=O)=C1

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	1 mg	5 mg	10 mg
1 mM	2.7153 mL	13.5763 mL	27.1525 mL
5 mM	0.5431 mL	2.7153 mL	5.4305 mL
10 mM	0.2715 mL	1.3576 mL	2.7153 mL
50 mM	-	-	-

Description

Diacerein is an inhibitor of pro-inflammatory cytokine (IL-1B) production, prescribed for osteoarthritis and chronic inflammatory arthritis.

In vitro

Diacerein significantly inhibits LPS-induced IL-1beta production by synovial tissue and cartilage. Diacerein (1 μM) has a significantly less inhibitory effect on cartilage synthesis than culture media containing LPS only. Diacerein (1 μM) decreases NO release in synovial tissue and cartilage media and increases IL-1ra levels in cartilage culture media. Diacerein (10 μM) enhances the expression of TGF-beta1 and TGF-beta2 in cultured bovine articular chondrocytes. Diacerein reduces, in a dose-dependent manner, the interleukin-1-beta (IL-1beta)-induced MMP-13 production in osteoarthritic subchondral bone. Diacerein significantly reduces the activity of MMP-13 and cathepsin K in osteoclasts. Diacerein effectively blocks the IL-1beta effect on the osteoclast differentiation process and the survival of mature osteoclasts.

In vivo

Diacerein (100 mg/kg/day) significantly suppresses the paw edema and the increase in serum mucoprotein in the adjuvant-induced arthritic rats. Diacerein (30 mg/kg/day) combined with Naproxen (3 mg/kg/day) results in significantly greater anti-inflammatory activity than with naproxen alone in the adjuvant-induced arthritic rats. Diacerein (100 mg/kg/day) also significantly prevents bone loss and reduces the serum alkaline phosphatase and decreases the excretion of urinary hydroxyproline in the ovariectomized rats. Diacerein (25 mg/kg) decreases the thickness of cartilage and subchondral bone in the lesion (middle) zone of the lateral tibial plateau in Merino wethers.

References

[1] Yaron M, et al. Osteoarthritis Cartilage, 1999, 7(3), 272-280.
[2] Felisaz N, et al. Osteoarthritis Cartilage, 1999, 7(3), 255-264.
[3] Boileau C, et al. Arthritis Res Ther, 2008, 10(3), R71.
[4] Tamura T, et al. Eur J Pharmacol, 2002, 448(1), 81-87.
[5] Hwa SY, et al. J Rheumatol, 2001, 28(4), 825-834.

Synonyms

2-Anthracenecarboxylic acid, 4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo-

2-Anthroic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-, diacetate

Rhein, diacetate

4,5-Bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid

1,8-Diacetoxy-3-carboxyanthraquinone

Diacetylrhein

4,5-Diacetylrhein

Diacerhein

Diacerein

4,5-Diacetoxyanthraquinone-2-carboxylic acid

DAR

SF 277

Fisiodar

Artrodar

4,5-Diacetoxy-9,10-dioxoanthracene-2-carboxylic acid

Osteocerein

AC 201

Inflabion