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Substance Name: Diacerein [INN]
RN: 13739-02-1
UNII: 4HU6J11EL5
InChIKey: TYNLGDBUJLVSMA-UHFFFAOYSA-N
Note
- Chelates with bivalent metals; a quinone which possesses redox properties; metabolized to active rhein; proposed mechanisms include inhibiting IL1 and metalloproteinases; called a slow acting symptomatic drug in osteoarthritis; no effect of cyclooxygenase.
Molecular Formula
- C19-H12-O8
Molecular Weight
- 368.296
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- Registry Numbers
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- Toxicity
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Classification Codes
- Anti-Inflammatory Agents
- Drug / Therapeutic Agent
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Names and Synonyms
Name of Substance
- Diacerein
- Diacerein [INN]
- Diacetylrhein
Synonyms
- 1,8-Diacetoxyanthraquinone-3-carboxylic acid
- 3-10-00-04790 (Beilstein Handbook Reference)
- 4,5-Diacetoxy-9,10-dihydro-9,10-dioxo-2-anthrylcarbonsaeure
- 4,5-Diacetylrhein
- 9,10-Dihydro-4,5-diacetoxy-9,10-2-anthracenecarboxylic acid
- 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid diacetate
- ART 50
- Artrodar
- BRN 2184909
- Diacerein
- Diacereina
- Diacereina [Spanish]
- Diacereine
- Diacereine [French]
- Diacereinum
- Diacereinum [Latin]
- Diacerhein
- Diacetylrhein
- EINECS 237-310-2
- Fisiodar
- Rhein, diacetate (6CI)
- SF-277
- UNII-4HU6J11EL5
Systematic Names
- 2-Anthracenecarboxylic acid, 4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo- (9CI)
- 2-Anthroic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-, diacetate
- 9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid, diacetate
- Diacerein
Registry Numbers
CAS Registry Number
- 13739-02-1
FDA UNII
- 4HU6J11EL5
System Generated Number
- 0013739021
Structure Descriptors
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)InChIKey
TYNLGDBUJLVSMA-UHFFFAOYSA-NSmiles
c12c(C(c3cccc(c3C2=O)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LD50 | unreported | 7500mg/kg (7500mg/kg) | Drugs of the Future. Vol. 4, Pg. 445, 1979. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 217.5 | deg C | EXP | |
| log P (octanol-water) | 2.420 | (none) | EST | |
| Atmospheric OH Rate Constant | 1.59E-12 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.