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MilliporeSigma

D9302

Sigma-Aldrich

Diacerein

≥95% (HPLC)

Synonym(s):

1,8-Diacetoxy-3-carboxyanthraquinone

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About This Item

Empirical Formula (Hill Notation):
C19H12O8
CAS Number:
13739-02-1
Molecular Weight:
368.29
EC Number:
237-310-2
MDL number:
MFCD00468030
UNSPSC Code:
41116107
PubChem Substance ID:
24894281
NACRES:
NA.25

Key Documents

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Quality Level

200

assay

≥95% (HPLC)

form

powder

SMILES string

CC(=O)Oc1cccc2C(=O)c3cc(cc(OC(C)=O)c3C(=O)c12)C(O)=O

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)

InChI key

TYNLGDBUJLVSMA-UHFFFAOYSA-N

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Biochem/physiol Actions

Diacerin is an inhibitor of Interleukin-1B (IL-1B) production.

Pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCH5485
SLBW4566
SLBW4568
SLBT8119
SLBP2999V

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E M Bartels et al.
Osteoarthritis and cartilage, 18(3), 289-296 (2009-10-28)
To estimate the efficacy and safety of diacerein as a pain-reducing agent in the treatment of osteoarthritis (OA), using meta-analysis of published randomized placebo-controlled trials (RCTs). Systematic searches of the bibliographic databases Medline, Embase, Cinahl, Chemical Abstracts, Cochrane and Web
Vinícius Maria Gadotti et al.
Pharmacology, biochemistry, and behavior, 102(4), 549-554 (2012-07-04)
The present study evaluated the antinociceptive effect of the pro-inflammatory cytokines inhibitor diacerein in mice and its possible mechanism of action. The antinociception produced by diacerein was tested at different sites of action, moreover selective antagonists or agonists were used
Pascal Richette
Therapie, 66(5), 383-390 (2011-10-28)
According to international recommendations, acetaminophen should be used as a first-line therapy in patients with osteoarthritis, because of its safety and effectiveness. NSAIDs should be considered in patients unresponsive to acetaminophen, and should be prescribed at the lowest effective dose
P Härle et al.
Der Internist, 49(12), 1458-1462 (2008-11-18)
There is an increasing incidence in osteoarthritis, particularly following the 5th life-decade. However, also young people may suffer from severe osteoarthritis, which is estimated to be the most common cause of disability in adults resulting in substantial economic burden. To
Amit Kumar Aggarwal et al.
Drug development and industrial pharmacy, 37(10), 1181-1191 (2011-04-01)
Diacerein (DCN) is a new anti-inflammatory analgesic and antipyretic drug developed specially for the treatment of osteoarthritis. DCN is a poorly water-soluble drug with relatively low bioavailability. Therefore, the purpose of this study was to enhance the solubility and dissolution
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