CAS No.13739-02-1,Diacerein Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	13739-02-1
Name:	Diacerein
Article Data:	35

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

Synthetic route

: 478-43-3
1,8-dihydroxy-3-carboxy-anthraquinone

: 108-24-7
acetic anhydride

: 13739-02-1
diacetylrhein

Conditions

Conditions	Yield
With pyridine; dmap	100%
With dmap; triethylamine In acetic anhydride at 20℃; for 1h;	95%
With pyridine at 120℃; for 6h;	93%

: 1,8-diacetoxy-3-carboxaldehyde-9,10-anthraquinone

: 13739-02-1
diacetylrhein

Conditions

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

chromic acid: chromic acid

: 13739-02-1
diacetylrhein

...Expand

acetylated barbaloin: acetylated barbaloin

: 13739-02-1
diacetylrhein

Conditions

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

chromic acid: chromic acid

: 13739-02-1
diacetylrhein

...Expand

chrysophanic acid diacetate: chrysophanic acid diacetate

: 13739-02-1
diacetylrhein

Conditions

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

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

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

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

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: Irritant 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.