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1,8-Diacetoxy-3-carboxyanthraquinone ;Diacerein

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-D2017

  • Specification : 98%

  • CAS number : 13739-02-1

  • Formula : C19H12O8

  • Molecular Weight : 368.29

  • PUBCHEM ID : 26248

  • Volume : 20mg

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Catalogue Number

BF-D2017

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

368.29

Appearance

Yellow crystalline powder/Yellow cryst.

Botanical Source

root and rhizome of Rheum palmatum L.

Structure Type

Alkaloids

Category

Standards;Natural Pytochemical;API

SMILES

CC(=O)OC1=CC=CC2=C1C(=O)C3=C(C2=O)C=C(C=C3OC(=O)C)C(=O)O

Synonyms

4,5-Diacetoxy-9,10-dioxo-9,10-dihydro-2-anthracenecarboxylic acid/DIACERHEIN/DIACETYL RHEIN/2-Anthracenecarboxylic acid, 4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo-/Fisiodar/4,5-diacetylrhein/Rhein Diacetate/4,5-diacetoxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid/SF 277/rhein,diacetate/Diacerein/4,5-Bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic Acid/artrodar/Diacereine/DAR/4,5-Diacetoxyanthraquinone-2-carboxylic Acid/diacetylrhein

IUPAC Name

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

Applications

Diacerein, a interleukin-1 beta inhibitor, is a slow-acting medicine of the class anthraquinone used to treat joint diseases.Target: IL-1 betaDiacerein, a interleukin-1 beta inhibitor, is a slow-acting medicine of the class anthraquinone used to treat joint diseases. Diacerein works by blocking the actions of interleukin-1 beta, a protein involved in the inflammation and destruction of cartilage that play a role in the development of symptoms of degenerative joint diseases such as osteoarthritis. Due to its specific mode of action, which does not involve the inhibition of prostaglandin synthesis, diacerein has been shown to have anti-osteoarthritis and cartilage stimulating properties in vitro and animal models, together with analgesic and anti-inflammatory properties. Due to its excellent gastro-intestinal tolerance, a combination therapy with an analgesic or a NSAID may be recommended during the first 2-4 weeks of treatment. From Wikipedia.

Density

1.5±0.1 g/cm3

Solubility

DMSO

Flash Point

231.8±25.0 °C

Boiling Point

631.5±55.0 °C at 760 mmHg

Melting Point

217-2180C

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:13739-02-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

31195241

Abstract

Two novel spectrophotometric methods were presented in this work using ethanol as a solvent. The first method was the ratio difference spectrophotometric method [RDSM], in which the amplitude difference between two selected wavelengths on the ratio spectra were recorded and used for estimation of each of Leflunomide LEF in mixture with its alkaline induced degradate DEG and also for Diacerein DIA determination in mixture with Aceclofenac ACEC without interference from the other component in the mixture. The second method is the ratio subtraction coupled with constant multiplication [RS-CM], where LEF was determined in its mixture with its alkaline degradate DEG at 261 nm which is considered as a stability indicating assay. In addition to simultaneous determination of Diacerein DIA and Aceclofenac ACEC in their mixtures at 257 and 277 nm, respectively, by the second method without previous separation. Linearity was shown over the concentration range of [1.5-15 μg/ml] for LEF, [1-11 μg/ml] for DIA and [2.5-25 μg/ml] for ACEC, by both proposed methods. Leflunomide was found to be completely degraded when subjected to alkaline degradation producing one alkaline product. Validation of the suggested methods was conducted according to ICH guidelines, concerning precision, accuracy, repeatability. The suggested spectrophotometric methods were statistically compared to reference methods showing no significant difference. The suggested spectrophotometric methods are considered to be simple, sensitive and could be easily applied in quality control laboratories instead of LC methods.

Copyright © 2019 Elsevier B.V. All rights reserved.

KEYWORDS

Aceclofenac; Diacerein; Leflunomide; RDSM; RS-CM; Spectrophotometry

Title

Novel spectrophotometric methods for the determination of Leflunomide and Diacerein in binary mixtures.

Author

El-Bagary RI1, Mahrouse MA2, El-Hakeem MM3, Megally AB4, Mohamed AA4.

Publish date

2019 Sep 5

PMID

31104217

Abstract

OBJECTIVE:
To evaluate the efficacy and safety of diacerein in patients with rheumatoid arthritis (RA) who are methotrexate inadequate responders (MTX-IR).

METHOD:
In this pilot, multicenter, double-blind, placebo-controlled trial, MTX-IR RA patients were randomized to either diacerein or matching placebo as add-on treatment to MTX for 24 weeks. Efficacy and safety were evaluated every 4 weeks until week 28. Primary and secondary efficacy endpoints were the percentage of patients achieving the ACR20 criteria and a moderate EULAR response at week 24, respectively.

RESULTS:
Forty patients were equally randomized to both study treatments; 16 and 19 participants completed the study in the diacerein and the placebo arms, respectively. Baseline characteristics were similar in both groups, except that tender joint count, DAS28-ESR score, and non-steroidal anti-inflammatory drug consumption were higher in the placebo arm. The ACR20 response at week 24 was similar in the diacerein and placebo groups (65% vs 45%, P = .20). However, treatment response according to the EULAR criteria was better in patients taking diacerein (75% vs 25% of moderate response, P = .002). In the 35 patients with assessments through week 28, diacerein was superior to placebo in ACR20 at weeks 24 and 28 (both 81% vs 47%, P = .04). Incidence of adverse events was comparable in both arms, with only chromaturia being more common with diacerein than placebo (40% vs 10%, P = .03).

CONCLUSIONS:
These preliminary results show the potential benefits of diacerein on pain, joint function, and disease activity in MTX-IR RA patients.

TRIAL REGISTRATION:
ClinicalTrials.gov Identifier: NCT01264211 Key Points • Diacerein has shown positive effects on rheumatoid arthritis symptoms. • A good safety profile of diacerein has been observed when it was administered as add-on therapy to methotrexate in patients with rheumatoid arthritis.

KEYWORDS

Diacerein; Disease activity; Methotrexate; Randomized controlled trial; Rheumatoid arthritis

Title

Diacerein for the treatment of rheumatoid arthritis in patients with inadequate response to methotrexate: a pilot randomized, double-blind, placebo-controlled add-on trial.

Author

Louthrenoo W1, Nilganuwong S2, Nanagara R3, Siripaitoon B4, Collaud Basset S5.

Publish date

2019 Sep;

PMID

31095348

Abstract

Epidermolysis bullosa (EB) is a group of rare mucocutaneous fragility disorders often presenting in infancy and early childhood with painful blistering of the skin and mucous membranes. The severity of EB blister burden varies by disease subtype. Studies have shown that patients with generalized severe epidermolysis bullosa simplex (EBS), a variant characterized by extreme fragility, develop blisters in the setting of overproduced, mutated K14 protein, a component of the intermediate filament integral in keratinocyte stability, and constitutive activation of interleukin (IL)-1 , a pro-inflammatory cytokine that promotes the hyperproliferation of keratinocytes. Diacerein, a rhein prodrug and anthraquinone, has been shown to reduce expression of K14 and inhibit IL-1 converting enzyme. In clinical trials, topical 1% diacerein was shown to be an effective and safe, non-invasive treatment for patients suffering from EBS. This review examines the clinical trials of topical diacerein and its role in EBS. Diacerein ointment was granted US FDA Rare Pediatric Disease designation in May 2018 and Fast Track development designation in August 2018.

KEYWORDS

blistering; diacerein; epidermolysis bullosa; treatment

Title

Topical Diacerein Ointment for Epidermolysis Bullosa Simplex: A Review

Author

Limmer AL1, Nwannunu CE2, Shah R2, Coleman K1, Patel RR3, Mui UN3, Tyring SK1,3.

Publish date

2019 May;