Diclofenac sodium

Base Information

• Chemical Name: Diclofenac sodium
• CAS No.: 15307-79-6
• Deprecated CAS: 1147187-62-9
• Molecular Formula: C14H10Cl2NNaO2
• Molecular Weight: 318.135
• Hs Code.: 29224999
• European Community (EC) Number: 239-346-4
• UNII: QTG126297Q
• ChEMBL ID: CHEMBL1034
• DSSTox Substance ID: DTXSID3037208
• NCI Thesaurus Code: C47984
• Nikkaji Number: J8.556A
• Pharos Ligand ID: MUDSKU2U2VCB
• RXCUI: 203214
• Wikidata: Q12430631
• Mol file: 15307-79-6.mol

Synonyms:Dichlofenal;Diclofenac;Diclofenac Potassium;Diclofenac Sodium;Diclofenac, Sodium;Diclonate P;Diclophenac;Dicrofenac;Feloran;GP 45,840;GP-45,840;GP45,840;Novapirina;Orthofen;Orthophen;Ortofen;Sodium Diclofenac;SR 38;SR-38;SR38;Voltaren;Voltarol

Chemical Property of Diclofenac sodium

Chemical Property:

• Appearance/Colour: white or off-white powder
• Melting Point: 288-290 °C
• Boiling Point: 412 °C at 760 mmHg
• PKA: 4(at 25℃)
• Flash Point: 203 °C
• PSA: 52.16000
• Density: 0.781 g/cm3
• LogP: 3.10240
• Storage Temp.: -20°C Freezer
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: Soluble in water to 50mg/ml.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 316.9986282
• Heavy Atom Count: 20
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

Diclofenac sodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 25-36/37/38-63
• Safety Statements: 22-36/37-45-36-26-60-20

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)[O-])NC2=C(C=CC=C2Cl)Cl.[Na+]
• Recent ClinicalTrials: The Antimicrobial Potential of Diclofenac Sodium as an Intracanal Medicament
• Recent EU Clinical Trials: Randomized, double-blind, parallel-groups, active - and placebo-controlled study to Evaluate the efficacy of a fixed combination of diclofenac 75 mg + thiocolchicoside 4 mg as solution for injection, in reLIEving back pain symptoms. Controlled study vs. dicloFenac 75 mg solution for injection and placebo (RELIEF study).
• Recent NIPH Clinical Trials: Low dose Rectal diclofenac for prevention of Post-ESD Coagulation Syndrome(LOWER PECS): a randomized controlled trial
• Chemical Composition and Pharmacological Effects: Diclofenac sodium (DS) is the sodium salt of o-(2,6-dichlorophenylamino)-phenyl acetic acid, classified as a nonsteroidal anti-inflammatory drug (NSAID).; Used in the management of ankylosing spondylitis, rheumatoid arthritis, and osteoarthritis due to its antipyretic, analgesic, and anti-inflammatory effects.; Available in various formulations such as topical gels, tablets, and capsules.
• Dosing Regimen and Pharmacokinetics: The dosing regimen includes tablets ranging from 25 to 100 mg and capsules at 18 and 35 mg, with a dosing frequency of two, three, or four times daily.; Rapid and complete absorption when administered orally, with a short half-life of 1鈥?2 hours, necessitating frequent dosing.
• Adverse Effects and Need for New Delivery Strategies: Frequent administration of DS can lead to adverse effects such as peptic ulcers and gastrointestinal bleeding.; New delivery strategies are needed to overcome rapid administration-associated adverse effects.
• Annual Consumption and Excretion: DCF is widely consumed, with reported annual consumption ranging from 195 to 940 mg per person.; About 11% of DCF and its conjugates are directly excreted without undergoing metabolism.
• FDA Approvals and Generic Equivalents: Voltaren (diclofenac sodium) topical gel, 1%, approved by the FDA for osteoarthritis pain relief.; Several generic products therapeutically equivalent to Voltaren topical gel, 1%, have been approved.
• Novel Drug Delivery Systems: Combination of chitosan (CS) and polyvinylpyrrolidone (PVP) based hydrogels used for controlled drug delivery, with DS as a model drug. Addresses issues related to drug release, aiming to enhance therapeutic efficacy.
• Removal Strategies: Various approaches for DS removal include adsorption, biodegradation, membrane separation, and advanced oxidation.; Adsorption is favored due to its simplicity, availability, low cost, and lack of byproducts.

Technology Process of Diclofenac sodium

There total 29 articles about Diclofenac sodium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.1%

2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester (15307-78-5) → diclofenac sodium (15307-79-6)

Guidance literature:

With sodium hydroxide; In water; N,N-dimethyl-formamide; at 80 ℃; for 24h;

Reference yield: 93.0%

1-(2,6-dichlorophenyl)indolin-2-one (15362-40-0) → diclofenac sodium (15307-79-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 4h; Heating;

DOI:10.1021/jm00171a008

Reference yield: 89.1%

2,6-Dichlorophenol (87-65-0) + 2-aminophenylacetic acid methyl ester (35613-44-6) → diclofenac sodium (15307-79-6)

Guidance literature:

2-aminophenylacetic acid methyl ester; With chloroacetyl chloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 50 - 110 ℃; for 5h; Cooling with ice;

2,6-Dichlorophenol; With sodium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 65 - 110 ℃; for 24h;

upstream raw materials:

1-(2,6-dichlorophenyl)indolin-2-one

2-(2-((2,6-dichlorophenyl)amino)phenyl)-2-oxoacetic acid

potassium 2-iodophenylacetate

2,6-Dichloroaniline

Downstream raw materials:

1-(2,6-dichlorophenyl)indolin-2-one

2-[(2,6-dichlorophenyl)amino]benzaldehyde

2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester

1-(2,6-Dichlorphenyl)-2,3-indoldion

Refernces

• 1、 -. "Synthesis process of diclofenac sodium". . . Retrieved 2021/09/26.
• 2、 -. "Synthetic method of diclofenac sodium". Paragraph 0017-0026. . Retrieved 2019/04/26.