198470-84-7

Basic information

• Product Name: Parecoxib
• Synonyms: N-[4-(5-methyl-3-phenyl-oxazol-4-yl)phenyl]sulfonylpropanamide;SC 69124;Valus-P;Vorth-P;Parocoxib;N-((4-(5-Methyl-3-phenyl-2,3-dihydrooxazol-4-yl)phenyl)sulfonyl)propionaMide;N-(4-(5-Methyl-3-phenylisoxazol-4-yl)phenylsulfonyl)propionaMide;Parecoxib SodiuM IMpurity W
• CAS NO: 198470-84-7
• Molecular Formula: C₁₉H₁₈N₂O₄S
• Molecular Weight: 370.4222
• EINECS: 1308068-626-2
• Product Categories: Inhibitors
• Mol File: 198470-84-7.mol

Chemical Properties

• Melting Point: 148.9-151°
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.264
• Refractive Index: 1.58
• Storage Temp.: 2-8°C
• PKA: 5.08±0.10(Predicted)
• BRN: 8640266
• CAS DataBase Reference: Parecoxib(CAS DataBase Reference)
• NIST Chemistry Reference: Parecoxib(198470-84-7)
• EPA Substance Registry System: Parecoxib(198470-84-7)

Safety Data

• Hazard Codes: Xn,N
• Statements: 63-48/22-51/53
• Safety Statements: 36/37-61
• WGK Germany: 3
• RTECS: TX1478700
• Hazardous Substances Data: 198470-84-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Parecoxib is used as an anti-inflammatory agent for reducing inflammation and alleviating pain. Its selective inhibition of COX-2 makes it a valuable option for managing various conditions characterized by inflammation and pain.
Used in Pain Management:
Parecoxib is used as an analgesic for the management of acute and chronic pain. Its COX-2 inhibitory action helps in reducing the sensation of pain and providing relief to patients.
Used in Endometriosis Treatment:
Parecoxib is used in combination with Telmisartan for the treatment of endometriosis. This combination therapy helps in managing the pain and inflammation associated with the condition.
Used in Neuroprotection:
Parecoxib is used for reducing hippocampal inflammation and improving short-term memory function in aged rats after splenectomy. Its COX-2 inhibitory properties contribute to its neuroprotective effects, making it a potential candidate for the treatment of age-related cognitive decline and other neurodegenerative conditions.

InChI:InChI=1/C19H18N2O4S/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15/h4-12H,3H2,1-2H3,(H,21,22)

Upstream product

• 123-62-6 propionic acid anhydride 
• 181695-72-7 valdecoxib 
• 509074-26-4 4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonyl chloride 
• 71-43-2 benzene 
• 13148-19-1 1,2-diphenyl(butane-1,3-dione) 
• 15856-60-7 2,3-epoxy-2-methyl-1,3-diphenyl-propan-1-one 
• 42353-58-2 1-(1,2-diphenyl-vinyl)-pyrrolidine 
• 37928-17-9 5-methyl-3,4-diphenyl isoxazole 
• 181696-73-1 3,4-diphenyl-4-hydrido-5-hydroxy-5-methylisoxazole 
• 181697-05-2 2-[4-aminosulfonylphenyl]-1-phenyl-ethan-1-one 
• 451-40-1 phenyl benzyl ketone 
• 673-32-5 1-Phenylprop-1-yne 
• 932-90-1 Benzaldoxime 
• 181696-35-5 5-methyl-3-phenyl-4-(4-sulfophenyl)isoxazole 

Relevant articles and documents

Intermediate compound of parecoxib sodium

The invention belongs to the technical field of medicines, and provides an intermediate compound of parecoxib sodium and parecoxib synthesized by using the intermediate compound. The use of chlorosulfonic acid is avoided, and meanwhile, the generation of related genotoxic impurities, isomer impurities, dimer impurities and the like introduced by the use of chlorosulfonic acid is avoided. The product obtained through the preparation process is high in yield and purity, and the technical method is low in production cost, high in safety, small in pollution and suitable for industrial production of parecoxib sodium.

Parecoxib sodium intermediate compound

The invention belongs to the technical field of drug synthesis, and provides a parecoxib intermediate and a method for synthesizing parecoxib by using the parecoxib intermediate, so that the use of chlorosulfonic acid is avoided, and meanwhile, the generation of related genotoxic impurities, isomer impurities, dimer impurities and the like introduced by the use of chlorosulfonic acid is avoided. The product obtained through the preparation process is high in yield and purity, and the technical method is low in production cost, high in safety, small in pollution and suitable for industrial production of parecoxib sodium.

Preparation method of parecoxib sodium

The invention belongs to the technical field of medicines, and particularly relates to a preparation method of parecoxib sodium. 5-methyl-3, 4-diphenyl isoxazole is used as a raw material, and the parecoxib sodium is obtained through sulfonation reaction, ammoniation reaction, propionylation reaction and salification. The method has the advantages of mild reaction, easy operation, great reductionof the generation of HCl gas, short reaction time, high product yield, and suitableness for industrial production.

Parecoxib sodium, injection preparation and preparation method

The invention discloses parecoxib sodium, an injection preparation and a preparation method. The preparation method of the parecoxib sodium is as follows: 5-methyl-3,4-diphenylisoxazole is used as theraw material; sulfonation and amination are carried out in sequence, so that a valdecoxib intermediate is obtained; then, the valdecoxib intermediate is subjected to acylation reaction and salt forming reaction, so that crude parecoxib sodium is obtained; the crude parecoxib sodium is dissolved and decolourized, so that the finished parecoxib sodium is obtained; the finished parecoxib sodium is the parecoxib sodium A crystal form; and the parecoxib sodium preparation for injection is prepared by adding accessories into the parecoxib sodium A crystal form. The preparation method of the parecoxib sodium in the invention is simple in synthetic route and moderate in reaction condition; raw materials are available at low prices; and furthermore, the impurity content of the prepared parecoxib sodium is low.

Preparation method of parecoxib sodium

The invention belongs to the technical field of drug preparation, and specifically relates to a preparation method of parecoxib sodium. The preparation method comprises sulfonation reactions, amination reactions, propionylation reactions, and salt forming reactions. In sulfonation reactions, 5-methyl-3,4-diphenyl isoxazole is taken as the primary raw material and directly carries out reactions with chlorosulfonic acid, after reactions, and the reaction system is poured into water to carry out quenching to obtain suspension of reaction products. All used reagents are common reagents; the preparation method only uses third kind solvents, which are regulated by International Council for Harmonization (ICH) and are harmless for human body; the operation of the preparation method and post treatment is simple, the repeatability is good, the yield is high, and the cost is low. The purity of prepared parecoxib sodium can reach 99.9% or more. The quality of prepared parecoxib sodium is higher than the standards made by a plant that develops parecoxib sodium. The preparation method is suitable for industrial production of pharmaceutical enterprises.

A handkerchief auspicious past cloth sodium freeze-dried powder, its preparation method and its powder products

The invention discloses a parecoxib sodium freeze-dried powder, a preparation method and a powder product thereof. The freeze-dried powder comprises 95-100 wt% of the parecoxib sodium and 0-5 wt% of a pH regulator; or 40-100 wt% of the parecoxib sodium and 0-60 wt% of L-malate. The freeze-dried powder has simple preparation method, is free of auxiliary materials or employs few auxiliary materials, is reduced in cost, and satisfies national medicine standards in storage stability, clinical application stability and safety.

Rhodium(iii)-catalyzed sulfonamide directed ortho C-H carbenoid functionalization via metal carbene migratory insertion

A rhodium(iii)-catalyzed sulfonamide directed ortho C-H carbenoid functionalization has been developed with good yields. This method is attractive due to its broad substrate scope, and enables derivation of diverse biologically active sulfonamide structures and late-stage modification of sulfa drugs.

A synthesis method of intermediate handkerchief auspicious past cloth handkerchief auspicious past cloth sodium (by machine translation)

The invention provides a method for synthesis of intermediate handkerchief auspicious past cloth sodium handkerchief auspicious past cloth, the use of the synthesis handkerchief auspicious past cloth obtained by the method of high yield, high purity. The invention handkerchief auspicious past cloth synthetic method overcomes the problems of the prior art production yield is low, the production cost is high. More conducive to the industrial production of the handkerchief auspicious past cloth. (by machine translation)

A process for the preparation of the handkerchief auspicious past cloth method

The invention discloses a method for preparing parecoxib. The method comprises the following steps: an initial raw material 3-oxo-2-phenylbutanoyl chloride and benzene undergo a Friedel-Crafts reaction to generate 1,2-diphenylbutane-1,3-dione, 1,2-diphenylbutane-1,3-dione is sulfonated by chlorosulfonic acid or concentrated sulfuric acid/acetyl chloride to obtain 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonyl chloride, 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonyl chloride is acted by ammonia water to generate 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonamide, and 4-(1,3-dioxo-1-phenylbutyl-2-yl)-1-sulfonamide reacts with propionic anhydride or propionyl chloride to obtain N-(4-(1,3-dioxo-1-phenylbutyl-2-yl)phenylsulfonyl)propionamide, N-(4-(1,3-dioxo-1-phenylbutyl-2-yl)phenylsulfonyl)propionamide undergoes condensation by using hydroxylamine hydrochloride to synthesize a ring, and dehydration is carried out under an acidic condition to obtain parecoxib. The parecoxib is prepared from 3-oxo-2-phenylbutanoyl chloride as the initial raw material through the Friedel-Crafts reaction, a sulfonation reaction, an amidation reaction and a condensation reaction. The method has the advantages of low cost of the initial raw material, simple process, low requirements of reaction conditions, simple post-treatment operation, high product yield and purity, and realization of large-scale production.

Bone-targeted parecoxib sodium nanocapsule freeze-dried injection and preparation method thereof

The invention discloses a bone-targeted nanocapsule freeze-dried injection containing parecoxib sodium and a preparation method of the injection. By virtue of a preparation, namely the injection, the concentration of parecoxib sodium in a bone tissue can be increased, so that the effects of parecoxib sodium in orthopedic surgeries and bone cancer analgesia are improved. By utilizing a capsule material and a carrier material which have good biodegradability and biocompatibility, a drug can be tightly combined with soft and hard tissues in a human body in a short time after entering the human body so as to rapidly play a role of treatment. By utilizing a nanocapsule packaging manner, the content of degradation products of the preparation is extremely low.