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| CAS No.: | 13739-02-1 |
|---|---|
| Name: | Diacerein |
| Molecular Structure: | |
|
|
|
| Formula: | C19H12O8 |
| Molecular Weight: | 368.299 |
| Synonyms: | 2-Anthracenecarboxylic acid, 4,5-bis(acetyloxy)-9,10-dihydro-9,10-dioxo- (9CI);4,5-diacetyloxy-9,10-dioxo-anthracene-2-carboxylic acid;4,5-Bis(acetyloxy)-9,10-dihydro-9,10-dioxo-2-anthracenecarboxylic acid;Fisiodar;9,10-Dihydro-4,5-dihydroxy-9,10-dioxo-2-anthroic acid diacetate;Diacereine [French];Artrodar;9,10-Dihydro-4,5-diacetoxy-9,10-2-anthracenecarboxylic acid; |
| EINECS: | 237-310-2 |
| Density: | 1.491 g/cm3 |
| Melting Point: | 217-218 °C |
| Boiling Point: | 631.5 °C at 760 mmHg |
| Flash Point: | 231.8 °C |
| Solubility: | 240μg/L at 25℃ |
| Appearance: | yellow crystalline solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 124.04000 |
| LogP: | 2.01080 |
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| Conditions | Yield |
|---|---|
| With pyridine; dmap | 100% |
| With dmap; triethylamine In acetic anhydride at 20℃; for 1h; | 95% |
| With pyridine at 120℃; for 6h; | 93% |
- 13739-02-1
diacetylrhein
| Conditions | Yield |
|---|---|
| With sodium chlorite; sodium dihydrogenphosphate dihydrate; water In dimethyl sulfoxide; acetone for 9h; | 54.6% |
| With chromium trioxide-pyridine complex In pyridine at 0 - 5℃; for 6h; Oxidation; | 5 mg |
- 18713-45-6
1,8-diacetoxy-3-methyl-anthraquinone
- 108-24-7
acetic anhydride
- 64-19-7
acetic acid
- 13739-02-1
diacetylrhein
- 13739-02-1
diacetylrhein
| Conditions | Yield |
|---|---|
| With chromium(VI) oxide; acetic anhydride; acetic acid |
- 61446-06-8
1,8,9-triacetoxy-3-methyl-anthracene
- 108-24-7
acetic anhydride
- 64-19-7
acetic acid
- 13739-02-1
diacetylrhein
- 13739-02-1
diacetylrhein
| Conditions | Yield |
|---|---|
| With acetic anhydride; chromic acid; acetic acid |
- 820243-52-5
(2,4-dibromo-6-hydroxyphenyl)-(2-hydroxyphenyl)methanone
- 13739-02-1
diacetylrhein
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: 87 percent / K2CO3 / dimethylformamide / 12 h / 80 °C 2: 92 percent / Et3N; (dppf)PdCl2; dppf / dimethylformamide / 18 h / 80 °C / 750.06 Torr 3: KOH / methanol / 48 h / 60 °C 4: 414 mg / H2 / Pd/C / ethanol / 12 h / 20 °C / 750.06 Torr 5: 50 percent / AlCl3; NaCl / 2 h / 150 °C 6: 75 percent / Et3N / 1 h / 20 °C View Scheme |
- 820243-51-4
5-hydroxy-4-(2-hydroxybenzoyl)isophthalic acid
- 13739-02-1
diacetylrhein
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 50 percent / AlCl3; NaCl / 2 h / 150 °C 2: 75 percent / Et3N / 1 h / 20 °C View Scheme |
- 820243-54-7
(2-benzyloxy-4,6-dibromophenyl)-(2-benzyloxyphenyl)methanone
- 13739-02-1
diacetylrhein
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: 92 percent / Et3N; (dppf)PdCl2; dppf / dimethylformamide / 18 h / 80 °C / 750.06 Torr 2: KOH / methanol / 48 h / 60 °C 3: 414 mg / H2 / Pd/C / ethanol / 12 h / 20 °C / 750.06 Torr 4: 50 percent / AlCl3; NaCl / 2 h / 150 °C 5: 75 percent / Et3N / 1 h / 20 °C View Scheme |
- 820243-55-8
5-benzyloxy-4-(2-benzyloxybenzoyl)isophthalic acid dimethyl ester
- 13739-02-1
diacetylrhein
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: KOH / methanol / 48 h / 60 °C 2: 414 mg / H2 / Pd/C / ethanol / 12 h / 20 °C / 750.06 Torr 3: 50 percent / AlCl3; NaCl / 2 h / 150 °C 4: 75 percent / Et3N / 1 h / 20 °C View Scheme |
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Chemistry
Molecular structure of Diacerein (CAS NO.13739-02-1) is:
Product Name: Diacerein
CAS Registry Number: 13739-02-1
IUPAC Name: 4,5-diacetyloxy-9,10-dioxoanthracene-2-carboxylic acid
Molecular Weight: 368.29378 [g/mol]
Molecular Formula: C19H12O8
XLogP3-AA: 1.9
H-Bond Donor: 1
H-Bond Acceptor: 8
EINECS: 237-310-2
Melting Point: 217-218 °C
Surface Tension: 65.7 dyne/cm
Density: 1.491 g/cm3
Flash Point: 231.8 °C
Enthalpy of Vaporization: 98.15 kJ/mol
Boiling Point: 631.5 °C at 760 mmHg
Vapour Pressure: 8.17E-17 mmHg at 25°C
Product Categories: Miscellaneous Biochemicals;Aromatics Compounds;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Uses
Diacerein (CAS NO.13739-02-1) is a drug used in the treatment of osteoarthritis.
Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany : 3
RTECS: CB8781000
Specification
Diacerein , its cas register number is 13739-02-1. It also can be called 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 [INN] ; Diacetylrhein ; 1,8-Diacetoxyanthraquinone-3-carboxylic acid ; 4,5-Diacetoxy-9,10-dihydro-9,10-dioxo-2-anthrylcarbonsaeure . It is a yellow crystalline solid.