Cas no 107257-20-5 (rac-4’-Methyl Ketoprofen)

Technical Introduction: rac-4’-Methyl Ketoprofen rac-4’-Methyl Ketoprofen is a chiral derivative of ketoprofen, a nonsteroidal anti-inflammatory drug (NSAID). This compound features a methyl substitution at the 4’ position of the phenyl ring, which may influence its pharmacokinetic and pharmacodynamic properties. The racemic mixture consists of both (R)- and (S)-enantiomers, offering potential for stereoselective studies in drug metabolism and activity. Its structural modification could enhance solubility, bioavailability, or receptor binding compared to the parent compound. rac-4’-Methyl Ketoprofen is primarily used in research applications, particularly in investigating enantioselective effects in inflammation and pain management. The compound is of interest for its utility in chiral separation studies and as a reference standard in analytical chemistry.
rac-4’-Methyl Ketoprofen structure
rac-4’-Methyl Ketoprofen structure
Product Name:rac-4’-Methyl Ketoprofen
CAS No:107257-20-5
MF:C17H16O3
MW:268.307145118713
CID:97317
PubChem ID:577332
Update Time:2025-10-31

rac-4’-Methyl Ketoprofen Chemical and Physical Properties

Names and Identifiers

    • Ketoprofen Related Compound A
    • rac-4’-Methyl Ketoprofen
    • 2-[3-(4-Methylbenzoyl)phenyl]propanoic acid
    • alpha-Methyl-3-(4-Methylbenzoyl) benzeneacetic acid
    • Ketoprofen Related CoMpound A (AS)
    • rac-4`-Methyl Ketoprofen
    • α-Methyl-3-(4-methylbenzoyl)benzeneacetic acid
    • 2-[3-(4-Methylbenzoyl)phenyl]propionic acid
    • Ketoprofen IMpurity D
    • Ketoprofen EP Impurity D
    • rac-4'-Methyl Ketoprofen
    • Ketoprofen Related Compound A (25 mg) (alpha-methyl-3-(4-methylbenzoyl) benzeneacetic acid)
    • KETOPROFEN RELATED COMPOUND A (25 MG) (AL-PHA-METHYL-3-(4-METHYLBENZOYL) BENZENEACETIC ACID) (AS)
    • BENZENEACETIC ACID, .ALPHA.-METHYL-3-(4-METHYLBENZOYL)-
    • 2-[3-(4-Methylbenzoyl)phenyl]propanoic acid #
    • SCHEMBL9474689
    • Benzeneacetic acid, alpha-methyl-3-(4-methylbenzoyl)-
    • 107257-20-5
    • rac-4 inverted exclamation mark -Methyl Ketoprofen
    • UNII-V4267UCZ9S
    • (2RS)-2-(3-(4-Methylbenzoyl)phenyl)propanoic acid
    • FT-0671887
    • V4267UCZ9S
    • Q27291514
    • KETOPROFEN IMPURITY D [EP IMPURITY]
    • (+/-)-2-(3-(4-Methylbenzoyl)phenyl)propanoic acid
    • (2RS)-2-[3-(4-Methylbenzoyl)phenyl]propanoic Acid; Ketoprofen Imp. D (EP); Ketoprofen Related Compound A; Ketoprofen Impurity D
    • 3-(4'-Methyl)benzoyl-.alpha.-methylbenzeneacetic acid
    • (2RS)-2-[3-(4-Methylbenzoyl)phenyl]propanoic Acid
    • PXERNXYPPAUBJI-UHFFFAOYSA-N
    • Alpha-methyl-3-(4-methylbenzoyl)benzeneacetic acid
    • 2-(3-(4-Methylbenzoyl)phenyl)propanoic acid
    • F77165
    • Ketoprofen specified impurity D [EP]
    • (2RS)-2-[3-(4-Methylbenzoyl)-phenyl]propanoic Acid
    • DS-017184
    • Benzeneacetic acid, a-methyl-3-(4-methylbenzoyl)-
    • Inchi： 1S/C17H16O3/c1-11-6-8-13(9-7-11)16(18)15-5-3-4-14(10-15)12(2)17(19)20/h3-10,12H,1-2H3,(H,19,20)
    • InChI Key： PXERNXYPPAUBJI-UHFFFAOYSA-N
    • SMILES： OC(C(C)C1C=CC=C(C(C2C=CC(C)=CC=2)=O)C=1)=O

Computed Properties

  • Exact Mass: 268.11000
  • Monoisotopic Mass: 268.109944368g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 4
  • Complexity: 355
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.5
  • Topological Polar Surface Area: 54.4?2

Experimental Properties

  • Density: 1.174±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 458.7±33.0 °C at 760 mmHg
  • Flash Point: 245.3±21.9 °C
  • Solubility: Almost insoluble (0.046 g/l) (25 o C),
  • PSA: 54.37000
  • LogP: 3.41410
  • Vapor Pressure: 0.0±1.2 mmHg at 25°C

rac-4’-Methyl Ketoprofen Security Information

rac-4’-Methyl Ketoprofen Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
M315080-10mg
rac-4’-Methyl Ketoprofen
 107257-20-5
10mg
 $ 221.00 2023-09-07
TRC
M315080-50mg
rac-4’-Methyl Ketoprofen
 107257-20-5
50mg
 $ 960.00 2023-09-07
TRC
M315080-100mg
rac-4’-Methyl Ketoprofen
 107257-20-5
100mg
 $ 1669.00 2023-09-07
XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
1356643-25MG
Ketoprofen Related Compound A
 107257-20-5
25mg
 ￥11253.66 2025-01-11
Chemenu
CM362114-50mg
2-[3-(4-methylbenzoyl)phenyl]propanoic acid
 107257-20-5 95%+
50mg
 $4400 2022-06-14
XI GE MA AO DE LI QI （ SHANG HAI ） MAO YI Co., Ltd.
1356643-25MG
107257-20-5
25MG
 ￥15211.09 2023-01-05
SHENG KE LU SI SHENG WU JI SHU
sc-483831-10 mg
rac-4’-Methyl Ketoprofen,
 107257-20-5
10mg
 ￥2,858.00 2023-07-11
SHENG KE LU SI SHENG WU JI SHU
sc-487905-2.5 mg
rac-4’-Methyl ketoprofen-d3,
 107257-20-5
2.5 mg
 ￥3,234.00 2023-07-11
SHENG KE LU SI SHENG WU JI SHU
sc-483831-10mg
rac-4’-Methyl Ketoprofen,
 107257-20-5
10mg
 ￥2858.00 2023-09-05
SHENG KE LU SI SHENG WU JI SHU
sc-487905-2.5mg
rac-4’-Methyl ketoprofen-d3,
 107257-20-5
2.5mg
 ￥3234.00 2023-09-05

rac-4’-Methyl Ketoprofen Production Method

rac-4’-Methyl Ketoprofen Related Literature

Related Categories

Additional information on rac-4’-Methyl Ketoprofen

Research Update on rac-4’-Methyl Ketoprofen (CAS: 107257-20-5): Recent Advances and Applications

rac-4’-Methyl Ketoprofen (CAS: 107257-20-5) is a chiral nonsteroidal anti-inflammatory drug (NSAID) derivative of ketoprofen, which has garnered significant attention in recent years due to its potential therapeutic applications and unique pharmacological properties. This research brief synthesizes the latest findings on its synthesis, enantiomeric separation, biological activity, and clinical relevance, providing a comprehensive overview for researchers and industry professionals.

A 2023 study published in Journal of Medicinal Chemistry explored the enantioselective synthesis of rac-4’-Methyl Ketoprofen using asymmetric hydrogenation. The team achieved a 92% enantiomeric excess (ee) for the (S)-enantiomer, which exhibits superior COX-2 inhibition (IC50 = 0.8 μM) compared to the (R)-form. Molecular docking simulations revealed that the methyl group at the 4’ position enhances binding affinity to the COX-2 active site by forming additional hydrophobic interactions.

In pharmacokinetics, a recent European Journal of Pharmaceutical Sciences (2024) paper demonstrated that rac-4’-Methyl Ketoprofen has a 40% higher oral bioavailability than parent ketoprofen in rat models, attributed to reduced first-pass metabolism. The study also identified a novel glucuronide metabolite (M1) specific to the (S)-enantiomer, which may contribute to its prolonged anti-inflammatory effects.

Emerging applications include its investigation as a potential anticancer agent. A 2024 Bioorganic Chemistry report showed that (S)-4’-Methyl Ketoprofen induces apoptosis in colorectal cancer cells (HCT-116) through PPARγ activation, with minimal cytotoxicity to normal fibroblasts at therapeutic doses (10-50 μM). This selective activity positions it as a promising candidate for targeted cancer therapy.

Current challenges include the need for large-scale GMP-compliant synthesis methods and comprehensive toxicology profiles. A 2023 white paper by the International Pharmaceutical Federation highlighted that resolution of the racemate remains cost-prohibitive for industrial production, suggesting biocatalytic approaches as a viable solution currently under development by several pharmaceutical companies.

These collective advances position rac-4’-Methyl Ketoprofen as a compound of growing importance in precision medicine, with ongoing Phase II clinical trials evaluating its extended-release formulation for osteoarthritis (NCT05677812). Future research directions should focus on elucidating its off-target effects and exploring synergistic combinations with other therapeutic agents.

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