Diacerein

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Names

[ CAS No. ]:
13739-02-1

[ Name ]:
Diacerein

[Synonym ]:
4,5-Diacetoxy-9,10-dioxo-9,10-dihydro-2-anthracenecarboxylic acid
DIACERHEIN
MFCD00468030
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
EINECS 237-310-2
DAR
4,5-Diacetoxyanthraquinone-2-carboxylic Acid
diacetylrhein

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
631.5±55.0 °C at 760 mmHg

[ Melting Point ]:
217-2180C

[ Molecular Formula ]:
C19H12O8

[ Molecular Weight ]:
368.294

[ Flash Point ]:
231.8±25.0 °C

[ Exact Mass ]:
368.053223

[ PSA ]:
124.04000

[ LogP ]:
1.99

[ Vapour Pressure ]:
0.0±1.9 mmHg at 25°C

[ Index of Refraction ]:
1.634

[ Storage condition ]:
Refrigerator

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CB8781000
CHEMICAL NAME :
2-Anthroic acid, 9,10-dihydro-4,5-dihydroxy-9,10-dioxo-, diacetate
CAS REGISTRY NUMBER :
13739-02-1
BEILSTEIN REFERENCE NO. :
2184909
LAST UPDATED :
199612
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C19-H12-O8
MOLECULAR WEIGHT :
368.31
WISWESSER LINE NOTATION :
L C666 BV IVJ DOV1 FVQ NOV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
7500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,445,1979

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
CB8781000

[ HS Code ]:
2918990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Rhein
  • Ethanoic anhydride
  • potassium salt of diacerein
  • (2,4-dibromo-6-hydroxyphenyl)-(2-hydroxyphenyl)methanone
  • (2-benzyloxy-4,6-dibromophenyl)-(2-benzyloxyphenyl)methanone
  • 5-benzyloxy-4-(2-benzyloxybenzoyl)isophthalic acid dimethyl ester
  • Carbon
  • (4,5-diacetyloxy-9,10-dioxoanthracen-2-yl)methyl acetate

DownStream

  • Rhein
  • 4,5-dimethoxy-9,10-dioxoanthracene-2-carboxylic acid

Customs

[ HS Code ]: 2918990090

[ Summary ]:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

[Diacerein].

Ann. Ital. Med. Int. 1(2) , 172-4, (1986)

[Efficacy of diacerein on the symptoms and radiographic progression of osteoarthritis].

Presse Med. 31(39 Pt 2) , 4S13-5, (2002)

SYMPTOMATIC EFFECTS OF DIACEREIN: Data obtained from several clinical trials have demonstrated that relief of joint pain obtained with the interleukin-1 inhibitor diacerein is comparable with that obs...

Diacerein as a disease-modulating agent in osteoarthritis.

Curr. Rheumatol. Rep. 3(6) , 479-83, (2001)

This paper reviews the most recent clinical and experimental studies on diacerein, both of which are under investigation. Diacerein could be a disease-modulating agent in osteoarthritis because struct...


More Articles

Related Compounds

  • Diacerein-d6
  • diacerein potassium
  • Diacerein Impurity 7
  • Diacerein Impurity F
  • Diacerein impurity B
  • Diacerein Impurity 1
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  • 2-[(1RS,3SR)-3-[(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-(methylsulfanyl)butanamido]cyclopentyl]acetic acid
  • rac-2-[(1R,3S)-3-[5-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylpentanamido]cyclopentyl]acetic acid
  • 3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-{hexahydro-1H-thieno[3,4-c]pyrrol-5-yl}-4-oxobutanoic acid
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  • 4-(dimethylamino)-2-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pentanamido]butanoic acid
  • 2-{[1-benzyl-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pyrrolidin-3-yl]formamido}-4-(dimethylamino)butanoic acid
  • 6-[(3R)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pentanoyl]-6-azaspiro[2.5]octane-1-carboxylic acid
  • 3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-(3-methyl-5-oxopiperazin-1-yl)-4-oxobutanoic acid
  • 4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-[(prop-2-en-1-yloxy)carbamoyl]butanoic acid