CAS 89796-99-6|aceclofenac|2-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]acetic acid|2-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)acetic acid|Aceclofenac|Preservex|2-[(2,6-Dichloropheny...

General Information

Structure

Molecular Formula

C₁₆H₁₃Cl₂NO₄

Molecular Mass

354.18472

Exact Mass

353.02216326

Charge

InChI

InChI=1S/C16H13Cl2NO4/c17-11-5-3-6-12(18)16(11)19-13-7-2-1-4-10(13)8-15(22)23-9-14(20)21/h1-7,19H,8-9H2,(H,20,21)

InChIKey

MNIPYSSQXLZQLJ-UHFFFAOYSA-N

Canonic Smiles

OC(=O)COC(=O)Cc1ccccc1Nc1c(Cl)cccc1Cl

Isomeric Smiles

N(c1c(Cl)cccc1Cl)c1c(CC(=O)OCC(=O)O)cccc1

Calculated Properties

JChem

Acid pKa

3.4446704

H Acceptors

H Donor

LogD (pH = 5.5)

1.8380795

LogD (pH = 7.4)

0.49170047

Log P

3.8828866

Molar Refractivity

86.3151

Polarizability

33.552105

Polar Surface Area

75.63

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

aceclofenac 2-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]acetic acid

IUPAC name

2-[(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetyl)oxy]acetic acid

Synonyms

2-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)acetic acidAceclofenacPreservex2-[(2,6-Dichlorophenyl)amino]benzeneacetic acid carboxymethyl ester;PR-82/3ZerodolGlycolic Acid [o-(2,6-Dichloroanilino)phenyl]acetate EsterTresquimGerbinAceclofarAirtalFalcol2-[(2,6-Dichlorophenyl)-amino]benzeneacetic Acid Carboxymethyl EsterAceclofenac

Names and Identifiers

Registration numbers

CAS Number

MDL Number

PubChem SID

PubChem CID

Registration numbers

Properties

Physical Property

Product Information

Purity

≥98% (HPLC)

Empirical Formula (Hill Notation)

C16H13Cl2NO4

Certificate of Analysis

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Application(s)

Antiinflammatory agent

Analgesic

Pharmacology Properties

Mechanism of Action

Cyclooxygenase-Inhibitor-1

Prostaglandin-Antagonist-E2

Cyclooxygenase-Inhibitor-2

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

A8861

Biochem/physiol Actions
Non-steroidal, anti-inflammatory drug (NSAID), with selectivity for COX-2 over COX-1.

TRC

A130400

Aceclofenac is an anti-inflammatory and analgesic drug.

Molecule Details

References

PubChem Literature

From Data Sources

• Ballesteros, R., et al.: Clin. Trials J., 27, 12 (1990)

• Yscla, A., et al.: Drugs Exp. Clin. Res., 14, 491 (1988)

• Ger. Pat., 1969, 1 815 802; CA, 72, 12385d, (synth)

• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DEO600

• Spanish Pat., 1984, 520 813; CA, 104, 88301, (Aceclofenac)

• Tamura, Y. et al., Chem. Pharm. Bull., 1984, 32, 1995, (synth)

• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 3010, (synonyms)

• Adeyeye, C.M. et al., Anal. Profiles Drug Subst., 1990, 19, 123, (rev)

• Castellari, C. et al., Acta Cryst. C, 1994, 50, 1723; 1997, 53, 794-797, (cryst struct)

• Hanses, A. et al., Arch. Pharm. (Weinheim, Ger.), 1995, 328, 257, (hplc)

• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 12; 31

• Dooley, M. et al., Drugs, 2001, 61, 1351-1378, (rev)

• Todd, P.A. et al., Drugs, 1988, 35, 244, (rev)

• Menasse-Gdynia, R. et al., Experientia, 1973, 29, 450, (pharmacol)

• Kracmar, J. et al., Pharmazie, 1976, 31, 614, (uv)

• McNeely, W. et al., Drugs, 1999, 57, 991-1003, (rev)

• Sallman, A.R. et al., Am. J. Med., 1986, 80, 1, (revs)

• Brogden, R.N. et al., Drugs, 1996, 52, 113, (Aceclofenac, rev, pharmacol)

• Grau, M. et al., Arzneim.-Forsch., 1991, 41, 1265, (Aceclofenac, rev)

References

Bioactivity

PubChem BioAssay

Bioactivity