CAS No.202409-33-4,Etoricoxib Suppliers

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Basic Information

Molecular Structure:
CAS No.:	202409-33-4
Name:	Etoricoxib
Article Data:	44

Formula:	C₁₈H₁₅ClN₂O₂S
Molecular Weight:	358.848
Synonyms:	5-Chloro-6'-methyl-3-[4-(methylsulfonyl)phenyl]-2,3'-bipyridine;Algix;Arcoxia;Etobrix;Etocox;
EINECS:	682-421-5
Density:	1.298 g/cm³
Melting Point:	134-135 °C
Boiling Point:	510 °C at 760 mmHg
Flash Point:	262.2 °C
Appearance:	off-white powder
Hazard Symbols:	T
Risk Codes:	22-24
Safety:	36/37-45
PSA:	68.30000
LogP:	5.25670

Synthetic route

: 202409-40-3
etoricoxib hydrochloride

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane; water at 10 - 20℃; for 0.5h; Reagent/catalyst; Large scale;	96.5%

: 4-(5-chloro-6'-methyl-[2,3'-bipyridin]-3-yl)benzenesulfinic acid

: 74-88-4
methyl iodide

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
Stage #1: 4-(5-chloro-6'-methyl-[2,3'-bipyridin]-3-yl)benzenesulfinic acid With tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 65℃; for 0.333333h; Stage #2: methyl iodide In tetrahydrofuran at 65℃; for 2h; Cooling with liquid nitrogen;	95%

: 292067-97-1
5-chloro-3-(4-methylsulphonyl)phenyl-2-(2-methyl-5-pyridinyl)pyridine

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
With sodium molybdate; sulfuric acid; dihydrogen peroxide In methanol at 55℃; for 0.25h;	94%
With oxygen; uranyl(VI) acetate dihydrate In o-xylene; water; acetonitrile at 20℃; under 760.051 Torr; Schlenk technique; Irradiation;	91%
With diethylene glycol dibutyl ether; oxygen at 110℃; for 20h; Green chemistry;	78%

: 5-chloro-1,2,3-triazine

: 221615-75-4
1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
With potassium hydroxide In acetonitrile at 80℃; for 8h; Concentration; Inert atmosphere;	89%
With caesium carbonate In tetrahydrofuran at 20℃; for 3h;	82%

: 221615-75-4
1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone

: N-(2-chloro-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate(V)

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
Stage #1: 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.25h; Inert atmosphere; Stage #2: N-(2-chloro-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate(V) With acetic acid In tetrahydrofuran at 20 - 25℃; for 2.5h; Inert atmosphere; Stage #3: With ammonium hydroxide In tetrahydrofuran at 60 - 65℃; for 1.5h; Inert atmosphere;	84.4%
With methanesulfonic acid; ammonium acetate; propionic acid In toluene at 25 - 75℃; for 14 - 16h; Reflux;

Yield

Stage #1: 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.25h; Inert atmosphere;
Stage #2: N-(2-chloro-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate(V) With acetic acid In tetrahydrofuran at 20 - 25℃; for 2.5h; Inert atmosphere;
Stage #3: With ammonium hydroxide In tetrahydrofuran at 60 - 65℃; for 1.5h; Inert atmosphere;

84.4%

With methanesulfonic acid; ammonium acetate; propionic acid In toluene at 25 - 75℃; for 14 - 16h; Reflux;

: 202409-86-7
2,5-dichloro-3-[4-(methylsulfonyl)phenyl]pyridine

: C15H27BNO3(1-)*Li(1+)

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
palladium	79%

: 2-chloro-1,3-(bis-piperidinyl)trimethinium hexafluorophosphate

: 221615-75-4
1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
Stage #1: 1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone With potassium tert-butylate In tetrahydrofuran at 25 - 30℃; for 1h; Stage #2: 2-chloro-1,3-(bis-piperidinyl)trimethinium hexafluorophosphate In tetrahydrofuran at 30 - 55℃; Product distribution / selectivity;	75.9%

: 2-chloro-3-hydroxyacrylaldehyde

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 221615-75-4
1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
With methanesulfonic acid In 1,2-dichloro-ethane at 80 - 100℃; for 24h;	73%

...Expand

: (2Z,4Z)-4-Chloro-5-dimethylamino-2-(4-methanesulfonyl-phenyl)-1-(6-methyl-pyridin-3-yl)-penta-2,4-dien-1-one

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
With ammonium hydroxide In tetrahydrofuran at 60 - 65℃; Inert atmosphere;	72.1%
With ammonium hydroxide In tetrahydrofuran for 5h; cyclocondensation; Heating;

: 5-chloro-3-(4-(methylsulfonyl)phenyl)pyridin-2-yl fluorosulfate

: 659742-21-9
(6-methylpyridin-3-yl)boronic acid

: 202409-33-4
etoricoxib

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,4-dioxane; water at 80℃; for 8h; Suzuki Coupling; chemoselective reaction;	71%

Raw Materials

Downstream Products

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Chemistry

Molecule structure of Etoricoxib (CAS NO.202409-33-4):

IUPAC Name: 5-Chloro-2-(6-methylpyridin-3-yl)-3-(4-methylsulfonylphenyl)pyridine
Molecular Weight: 358.8419 g/mol
Molecular Formula: C₁₈H₁₅ClN₂O₂S
Density: 1.298 g/cm³
Melting Point: 134-135 °C
Boiling Point: 510 °C at 760 mmHg
Flash Point: 262.2 °C
Index of Refraction: 1.6
Molar Refractivity: 94.65 cm³
Molar Volume: 276.4 cm³
Surface Tension: 49.6 dyne/cm
Enthalpy of Vaporization: 75.11 kJ/mol
Vapour Pressure: 5.17E-10 mmHg at 25 °C
XLogP3-AA: 3.3
H-Bond Acceptor: 4
Rotatable Bond Count: 3
Exact Mass: 358.054276
MonoIsotopic Mass: 358.054276
Topological Polar Surface Area: 59.9
Heavy Atom Count: 24
Canonical SMILES: CC1=NC=C(C=C1)C2=NC=C(C=C2C3=CC=C(C=C3)S(=O)(=O)C)Cl
InChI: InChI=1S/C18H15ClN2O2S/c1-12-3-4-14(10-20-12)18-17(9-15(19)11-21-18)13-5-7-16(8-6-13)24(2,22)23/h3-11H,1-2H3
InChIKey: MNJVRJDLRVPLFE-UHFFFAOYSA-N
Product Categories: Osteoarthritis and Rheumatoid Arthritis; Intermediates & Fine Chemicals; Pharmaceuticals

Uses

Etoricoxib (CAS NO.202409-33-4) is a non-steroidal anti-inflammatory drug (NSAID). It is used for treating the diseases such as rheumatoid arthritis, psoriatic arthritis, osteoarthritis, ankylosing spondylitis, chronic low back pain, acute pain and gout.

Specification

Etoricoxib (CAS NO.202409-33-4) is also named as 5-Chloro-6'-methyl-3-(p-(methylsulfonyl)phenyl)-2,3'-bipyridine ; Arcoxia ; Etoxib ; Etropain ; Kingcox ; L-791456 ; MK 0663 ; MK 663 ; Tauxib ; Torcoxia ; UNII-WRX4NFY03R ; 2,3'-Bipyridine, 5-chloro-6'-methyl-3-(4-(methylsulfonyl)phenyl)- . Etoricoxib (CAS NO.202409-33-4) is off-white powder.

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