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Naproxen sodium (NS) is a sodium salt of the propionic acid derivative, belonging to the group of nonsteroidal anti-inflammatory drugs (NSAIDs). It demonstrates analgesic, anti-pyretic, and anti-inflammatory properties, making it an effective treatment for various conditions.

26159-34-2

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26159-34-2 Usage

Uses

Used in Pharmaceutical Industry:
Naproxen sodium is used as an anti-inflammatory analgesic for the treatment of conditions such as ankylosing spondylitis, osteoarthritis, rheumatoid disorders, acute gout, mild to moderate pain, tendonitis, bursitis, dysmenorrhea, fever, and migraine headache.
Used in Quality Control:
Naproxen sodium serves as a pharmaceutical secondary standard for application in quality control, providing a convenient and cost-effective alternative to the preparation of in-house working standards for pharma laboratories and manufacturers.
Used as a COX Inhibitor:
Naproxen sodium acts as a nonselective inhibitor of Cox-1 and Cox-2, with IC50 values of 8.7 μM and 5.2 μM, respectively. It serves as an anti-inflammatory agent with analgesic and antipyretic properties, further used in the treatment of rheumatoid arthritis and other rheumatic or musculoskeletal disorders, dysmenorrhea, and acute gout.
Chemical Properties:
Naproxen sodium is a white powder and is known by the brand names Aleve (Bayer), Anaprox (Roche), and Naprelan (Stat Trade).

Non-steroidal anti-inflammatory analgesic

Naproxen sodium is a non-steroidal anti-inflammatory analgesic drug which is more tolerable to human, belonging to the phenylpropionic acid compounds. It plays anti-inflammatory effect by inhibiting prostaglandin synthesis.It is absorbed rapidly after oral administration and the plasma reached the peak concentration within 2 to 4 hours. Food has little effect on the rate of absorption. Naproxen and plasma protein are highly binded(99%); the plasma concentration is between 23~40mcg/ml. The metabolic process is demethylation and then combining with glucuronide; the elimination half-life is 12 to 15 hours, mainly excreted by the urine. Clinical application is to relieve a variety of mild to moderate degree of pain, such as tooth extraction and other postoperative pain, primary dysmenorrhea and headache. It is also used for rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, juvenile arthritis, tendinitis, bursitis and acute gouty arthritis; it also plays a role in arthritis pain, swelling and activity restricted symptom. Psoriatic arthritis and Reiter's syndrome can also be treated with this product. Compared with ibuprofen, fenoprofen, aspirin, sulindac and indomethacin, the symptom relief effect was similar, but the incidence and severity of adverse reactions in the gastrointestinal and neurological systems were low. In addition, this product is also the same as aspirin which can inhibit platelet aggregation and prolong bleeding time; but the effect is reversible, and can be restored after stopping. Naproxen sodium and plasma protein binding rate is high (99%), and other protein-binding drugs can be replaced by its joint out. Therefore, the acceptance of these drugs (such as oral anticoagulants, sulfonylurea, hydantoins) people should observe the interaction effects. At the same time the application of probenecid, naproxen can increase the plasma concentration, half-life period. Magnesium hydroxide, aluminum can make this product absorption rate slightly lower; sodium bicarbonate can make it higher.

Biological Activity

Non-selective cyclooxygenase (COX) inhibitor that displays anti-inflammatory, antipyretic and analgesic effects. Has a neuroprotective role against colchicine-induced cognitive impairment and oxidative stress.

Biochem/physiol Actions

Cyclooxygenase (Prostaglandin H synthase 1 and 2) inhibitor.

references

[1]. mendias cl, tatsumi r and allen re. role of cyclooxygenase-1 and -2 in satellite cell proliferation, differentiation, and fusion. muscle nerve, 2004, 30(4):497-500.[2]. hinz b, cheremina o, besz d, et al. impact of naproxen sodium at over-the-counter doses on cyclooxygenase isoforms in human volunteers. int j clin pharmacol ther, 2008, 46(4):180-6.[3]. sances g, martignoni e, fioroni l, et al. naproxen sodium in menstrual migraine prophylaxis: a double-blind placebo controlled study. headache, 1990, 30(11):705-9.[4]. tavolari s, bonafè m, marini m, et al. licofelone, a dual cox/5-lox inhibitor, induces apoptosis in hca-7 colon cancer cells through the mitochondrial pathway independently from its ability to affect the arachidonic acid cascade. carcinogenesis, 2008, 29(2):371-80.

Check Digit Verification of cas no

The CAS Registry Mumber 26159-34-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,1,5 and 9 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 26159-34:
(7*2)+(6*6)+(5*1)+(4*5)+(3*9)+(2*3)+(1*4)=112
112 % 10 = 2
So 26159-34-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H14O3.Na/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10;/h3-9H,1-2H3,(H,15,16);/q;+1/p-1/t9-;/m0./s1

26159-34-2 Well-known Company Product Price

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  • Sigma-Aldrich

  • (PHR1165)  Naproxensodium  pharmaceutical secondary standard; traceable to USP

  • 26159-34-2

  • PHR1165-1G

  • 878.44CNY

  • Detail
  • USP

  • (1457403)  Naproxensodium  United States Pharmacopeia (USP) Reference Standard

  • 26159-34-2

  • 1457403-200MG

  • 4,588.74CNY

  • Detail
  • Sigma

  • (M1275)  Naproxensodium  98.0-102.0%

  • 26159-34-2

  • M1275-5G

  • 766.35CNY

  • Detail
  • Sigma

  • (M1275)  Naproxensodium  98.0-102.0%

  • 26159-34-2

  • M1275-25G

  • 2,228.85CNY

  • Detail
  • Sigma

  • (M1275)  Naproxensodium  98.0-102.0%

  • 26159-34-2

  • M1275-50G

  • 3,834.09CNY

  • Detail

26159-34-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name naproxen sodium

1.2 Other means of identification

Product number -
Other names Naproxen sodium

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:26159-34-2 SDS

26159-34-2Synthetic route

racemic 2-(6-methoxy-2-naphthyl)propionic acid

racemic 2-(6-methoxy-2-naphthyl)propionic acid

naproxen
23981-80-8

naproxen

Naprelan
26159-34-2

Naprelan

Conditions
ConditionsYield
With sodium hydroxide In water; toluene
naproxen
23981-80-8

naproxen

Naprelan
26159-34-2

Naprelan

Conditions
ConditionsYield
With sodium hydroxide In toluene
(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

Naprelan
26159-34-2

Naprelan

Conditions
ConditionsYield
In methanol
With sodium hydroxide In methanol
With sodium hydroxide In methanol at 55℃; Industry scale;
With sodium hydroxide In water Schlenk technique; Inert atmosphere;
C14H13O3(1-)*C56H98O35*Na(1+)

C14H13O3(1-)*C56H98O35*Na(1+)

A

heptakis(2,6-di-O-methyl)cyclomaltoheptaose
51166-71-3

heptakis(2,6-di-O-methyl)cyclomaltoheptaose

B

Naprelan
26159-34-2

Naprelan

Conditions
ConditionsYield
With pluronic copolymer F127 In water at 25℃; Equilibrium constant; Reagent/catalyst;
Naprelan
26159-34-2

Naprelan

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃;98%
With hydrogenchloride In water pH=< 2; Inert atmosphere;94.3%
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

Naprelan
26159-34-2

Naprelan

[Ru(η6-p-cymene)(naproxenate)Cl]

[Ru(η6-p-cymene)(naproxenate)Cl]

Conditions
ConditionsYield
In methanol at 20℃; for 1h; Schlenk technique; Inert atmosphere;87%
In methanol at 20℃; for 4h;78%
cis-dichlorobis(2,2′-bipyridine)ruthenium(II)
345911-20-8, 19542-80-4, 158060-65-2, 34795-02-3, 15746-57-3

cis-dichlorobis(2,2′-bipyridine)ruthenium(II)

ammonium hexafluorophosphate

ammonium hexafluorophosphate

Naprelan
26159-34-2

Naprelan

[Ru(2,2'-bipyridine)2(naproxen)][hexafluorophosphate]

[Ru(2,2'-bipyridine)2(naproxen)][hexafluorophosphate]

Conditions
ConditionsYield
Stage #1: Naprelan With triethylamine In ethanol at 24.84℃;
Stage #2: cis-dichlorobis(2,2′-bipyridine)ruthenium(II) In ethanol for 8h; Reflux;
Stage #3: ammonium hexafluorophosphate In ethanol
66%
[Ru(1,10-phenanthroline)2Cl2]

[Ru(1,10-phenanthroline)2Cl2]

ammonium hexafluorophosphate

ammonium hexafluorophosphate

Naprelan
26159-34-2

Naprelan

[Ru(1,10-phenanthroline)2(naproxen)][hexafluorophosphate]

[Ru(1,10-phenanthroline)2(naproxen)][hexafluorophosphate]

Conditions
ConditionsYield
Stage #1: Naprelan With triethylamine In ethanol at 24.84℃;
Stage #2: [Ru(1,10-phenanthroline)2Cl2] In ethanol for 8h; Reflux;
Stage #3: ammonium hexafluorophosphate In ethanol
61%
didecyldimethylammonium chloride
7173-51-5

didecyldimethylammonium chloride

Naprelan
26159-34-2

Naprelan

didecyldimethylammonium (S)-6-methoxy-α-methyl-2-naphthaleneacetate
934544-44-2

didecyldimethylammonium (S)-6-methoxy-α-methyl-2-naphthaleneacetate

Conditions
ConditionsYield
In water at 20℃; for 1h;95%
Naprelan
26159-34-2

Naprelan

zinc(II) chloride
7646-85-7

zinc(II) chloride

[Zn2(nap)4]

[Zn2(nap)4]

Conditions
ConditionsYield
In water at 20℃;86%
Naprelan
26159-34-2

Naprelan

C28H30CaO8

C28H30CaO8

Conditions
ConditionsYield
With water; calcium chloride at 20℃;76%
Naprelan
26159-34-2

Naprelan

2-bromoethanol
540-51-2

2-bromoethanol

2-Hydroxyethyl 2-(6-methoxy-2-naphthyl)propionat
87426-50-4

2-Hydroxyethyl 2-(6-methoxy-2-naphthyl)propionat

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60 - 80℃; for 3.5h;84%
1,4-butanediol dinitrate
3457-91-8

1,4-butanediol dinitrate

Naprelan
26159-34-2

Naprelan

naproxcinod
163133-43-5

naproxcinod

Conditions
ConditionsYield
In dimethyl sulfoxide for 120h;75%
1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

Naprelan
26159-34-2

Naprelan

3-bromopropyl (2S)-2-(6-methoxy-2-naphthyl)propanoate
639857-84-4

3-bromopropyl (2S)-2-(6-methoxy-2-naphthyl)propanoate

Conditions
ConditionsYield
In DMF (N,N-dimethyl-formamide) at 20℃; for 24h;
3-Bromophthalide
6940-49-4

3-Bromophthalide

Naprelan
26159-34-2

Naprelan

phthalidyl d-2-(6-methoxy-2-naphthyl)propionate

phthalidyl d-2-(6-methoxy-2-naphthyl)propionate

Conditions
ConditionsYield
With sodium carbonate In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate
curcumin
458-37-7

curcumin

Naprelan
26159-34-2

Naprelan

C21H20O6*C14H13O3(1-)*Na(1+)

C21H20O6*C14H13O3(1-)*Na(1+)

Conditions
ConditionsYield
In acetone at 20℃; for 24h;
Naprelan
26159-34-2

Naprelan

[2-(2,6-dichloroanilino)phenyl]acetic acid
15307-86-5

[2-(2,6-dichloroanilino)phenyl]acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃;82.2%
zirconium phosphate chloride dimethyl sulfoxide
191654-67-8

zirconium phosphate chloride dimethyl sulfoxide

water
7732-18-5

water

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

Naprelan
26159-34-2

Naprelan

Zr(4+)*O4P(3-)*C2H6OS*0.35HO(1-)*0.65C14H13O3(1-)

Zr(4+)*O4P(3-)*C2H6OS*0.35HO(1-)*0.65C14H13O3(1-)

Conditions
ConditionsYield
In dimethyl sulfoxide at 75℃; for 72h;0.34 g
Naprelan
26159-34-2

Naprelan

(+)-6-O-Demethylnaproxen
52079-10-4

(+)-6-O-Demethylnaproxen

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; cytochrome P450BM3 R47L/Y51F/A191T/N239H/I259V/A276T/P329V/A330P/L353I mutant; β-nicotinamide adenine dinucleotide phosphate sodium salt In methanol; aq. phosphate buffer at 25℃; for 2h; pH=7.5; Enzymatic reaction;57%
(+/-)-ketamine hydrochloride
1867-66-9

(+/-)-ketamine hydrochloride

Naprelan
26159-34-2

Naprelan

rac-ketamine naproxenate

rac-ketamine naproxenate

Conditions
ConditionsYield
In water for 1h;
morphine sulfate
64-31-3

morphine sulfate

Naprelan
26159-34-2

Naprelan

5R,6S,9R,13S,14R-morphine naproxenate

5R,6S,9R,13S,14R-morphine naproxenate

Conditions
ConditionsYield
In water for 1h;
codeine sulphate
29485-83-4

codeine sulphate

Naprelan
26159-34-2

Naprelan

5R,6S,9R,13S,14R-codeine naproxenate

5R,6S,9R,13S,14R-codeine naproxenate

Conditions
ConditionsYield
In water for 1h;
propoxyphene hydrochloride
1639-60-7

propoxyphene hydrochloride

Naprelan
26159-34-2

Naprelan

d-propoxyphene (S)-naproxenate

d-propoxyphene (S)-naproxenate

Conditions
ConditionsYield
In water for 1h;
(-)-Ketamine hydrochloride
33643-47-9

(-)-Ketamine hydrochloride

Naprelan
26159-34-2

Naprelan

(S)-ketamine naproxenate

(S)-ketamine naproxenate

Conditions
ConditionsYield
In water for 1h;
Naprelan
26159-34-2

Naprelan

levorphanol tartrate
125-72-4

levorphanol tartrate

levorphanol naproxenate

levorphanol naproxenate

Conditions
ConditionsYield
In water for 1h;
5R,9R,13S,14R-hydrocodone bitartrate

5R,9R,13S,14R-hydrocodone bitartrate

Naprelan
26159-34-2

Naprelan

5R,9R,13S,14R-hydrocodone naproxenate

5R,9R,13S,14R-hydrocodone naproxenate

Conditions
ConditionsYield
In water for 1h;
methadone hydrochloride
1095-90-5

methadone hydrochloride

Naprelan
26159-34-2

Naprelan

rac-methadone naproxenate

rac-methadone naproxenate

Conditions
ConditionsYield
In water for 1h;
oxycodone hydrochloride
124-90-3

oxycodone hydrochloride

Naprelan
26159-34-2

Naprelan

5R,9R,13R,14S-oxycodone naproxenate

5R,9R,13R,14S-oxycodone naproxenate

Conditions
ConditionsYield
In water for 1h;

26159-34-2Relevant articles and documents

A Ru(II)-p-cymene compound bearing naproxen-pyridineamide. Synthesis, spectroscopic studies, computational analysis and in vitro anticancer activity against lung cells compared to Ru(II)-p-cymene-naproxen and the corresponding drug ligands

Tabares, Julie Pauline Gaitan,Santos, Rodrigo Luis S.R.,Cassiano, Jefferson Luiz,Zaim, Marcio H.,Honorato, Jo?o,Batista, Alzir A.,Teixeira, Sarah F.,Ferreira, Adilson Kleber,Viana, Rommel B.,Martínez, Sandra Quispe,Stábile, Antonio Carlos,de Oliveira Silva, Denise

, p. 27 - 38 (2019)

The design of new Ru(II) organometallics is a subject of interest to the field of anticancer metallodrugs. This work reports the interaction of the Ru(II)-η6-p-cymene framework with naproxen-pyridineamide (Npxpya, L1), a structurally modified form of the naproxen (HNpx, HL2) drug, to give the new organometallic [Ru(η6-p-cymene)(L1)Cl2] (1) bearing the Npxpya ligand. The reported naproxenate-derived, [Ru(η6-p-cymene)(L2)Cl] (2), is re-prepared, also from the precursor [Ru(η6-p-cymene)Cl2]2 (3), and additional investigation is performed. The two Ru(II)-arenes and the L1 ligand are fully characterized by ESI-MS, NMR, ATR/FT-IR and UV/VIS, and their structures corroborated by DFT computational calculations. Time-dependent 1H MNR studies show that both Ru(II)-arenes, despite being stable in non-coordinating solvents, undergo distinct step dissociation in dimethylsulfoxide solvent to give the corresponding drug ligands and [Ru(η6-p-cymene)(dmso)Cl2] (4) species. Electronic absorption spectroscopy experimental data show good correlation with DFT calculations. Organometallics 1 and 2, as well as their corresponding parent drug ligands, exhibit luminescence properties mainly associated to the naproxen moiety. Screening in NCI-H460 and A549 lung cancer cells reveals lack of activity for 2 and L2, while the new organometallic 1 is found to inhibit cell proliferation of both types of cell lines in similar way to the L1 drug. The structural modification, by inserting the pyridineamide moiety into the original structure of naproxen to form the Npxpya conjugated drug, is shown to be crucial for the anticancer activity. Compound 1, despite having IC50 close to the IC50 of L1, does not show significant effect on the mitochondrial membrane potential (MMP), in contrast to the behavior of the free L1 parent drug which significantly decreases the MMP in NCI-H460 cells. Interestingly, since 1H MNR studies indicate that organometallic 1 is completely dissociated in dmso (the solvent used to prepare the drug solutions for cell treatment in the biological assays) to give the L1 free drug and species 4, it is plausible to infer that the presence of Npxpya-free Ru species, probably in the form of species 4, might play a role in inhibiting the mechanism related to the mitochondrial function when the cells are treated with 1, in comparison with the cell treatment with the L1 free drug.

Growth, shrinking, and breaking of pluronic micelles in the presence of drugs and/or β-cyclodextrin, a study by small-angle neutron scattering and fluorescence spectroscopy

Valero, Margarita,Dreiss, Cecile A.

experimental part, p. 10561 - 10571 (2011/01/12)

The associative structures between F127 Pluronic micelles and four drugs, namely, lidocaine (LD), pentobarbital sodium salt (PB), sodium naproxen (NP), and sodium salicylate (SAL), were studied by small-angle neutron scattering (SANS). Different outcomes for the micellar aggregates are observed, which are dependent on the chemical nature of the drug and the presence of charge or otherwise: the micelles grow with LD, are hardly modified with PB, and decrease in size with both NP and SAL. The partition coefficient, determined by fluorescence spectroscopy, is directly correlated to the amount of charge, following NP ≈ SAL a slightly deeper localization of LD and more superficial for PB. All drugs can form inclusion complexes with heptakis(2,6-di-O-methyl) β-cyclodextrin (hep2,6 β-CD). Hep2,6 β-CD, as shown in previous studies (Joseph, J.; Dreiss, C. A.; Cosgrove, T. Langmuir, 2008, 24, 10005-10010; Dreiss, C. A.; Nwabunwanne, E.; Liu, R.; Brooks, N. J. Soft Matter, 2009, 5, 1888-1896), is also able to form a complex with F127, resulting in micellar breakup. In the ternary mixtures, a fine balance of forces is involved, which results in drastic micellar changes, as observed from the SANS patterns. Depending on the ratio of drug, polymer, and hep2,6 β-CD and the nature of the interactions (which is directly linked to the drug chemical structure), the presence of drug either hinders micellar breakup by β-CD (at high enough concentration of LD or PB) or leads to micellar growth (NP). These effects are mainly attributed to a preferential drug/β-CD interaction (except for PB), which, at least in the conditions studied here, explains the higher β-CD concentration needed for micellar breakup to occur.

NAPROXCINOD PROCESS AND SOLID DISPERSION

-

Page/Page column 28, (2009/12/28)

Processes for the preparation of naproxcinod and its purification, solid dispersions of naproxcinod with a pharmaceutically acceptable carrier, and processes for making dispersions. Also provided is crystalline 2-(S)-(4-chlorobutyl)-2-(6-methoxy-2-naphthyl)-propanoate and methods for its preparation.

Process for chiral enrichment of optically active carboxylic acids or salts or esters thereof

-

, (2008/06/13)

A highly efficient method for enriching the chiral purity of a partially enriched mixture of enantiomers of an optically active compound, a major portion of the partially enriched mixture of enantiomers comprising a first enantiomer of the optically active compound, a minor portion of the partially enriched mixture of enantiomers comprising a second enantiomer of the optically active compound. The method comprises mixing an acid in whatever form it may exist in solution with an aqueous solution of the partially enriched mixture of enantiomers, in whatever form the partially enriched mixture of enantiomers may exist in solution, to form a reaction mass comprising a further enriched mixture of enantiomers of the optically active compound, the further enriched mixture of enantiomers having a higher percentage of the first enantiomer than the partially enriched mixture. The optically active compound has the formula: where R1, R2, and R3 are different from each other and are selected from the group consisting of a hydrogen atom, hydrocarbyl groups, hydrocarbyloxy groups, hydrocarbylthio groups, hydrocarbylcarbonyl groups, halohydrocarbyl groups, hydrocarbyloxyhydrocarbyl groups, heteroaromatic groups, and halogen atoms, with the proviso that none or only one of R1, R2, and R3 can be a halogen atom, and where Z is an alkali metal cation, a cation of a nitrogenous base or a combination of the foregoing.

Sodium (S)-2-(6-methoxy-2-naphthyl)propionate monohydrate

-

, (2008/06/13)

Novel and very useful forms of sodium (S)-2-(6-methoxy-2-naphthyl)propionate are provided. These forms are sodium (S)-2-(6-methoxy-2-naphthyl)propionate monohydrate having an average particle size significantly larger than about 70 microns--the size of conventional sodium (S)-2-(6-methoxy-2-naphthyl)propionate--and a chiral purity of at least 98% (S)-enantiomer. Process technology enabling the production of such novel products is also described. The provision of such novel products makes possible significant improvements in processing time, plant capacity and product handling operations.

Manufacture of optically active α-arylalkanoic acids and precursors thereof

-

, (2008/06/13)

This invention concerns a new process of preparing optically active α-arylalkanoic acids and their precursors. These α-arylalkanoic acids, esters, amides, nitriles, oxazolines and metal salts are stereoselectively prepared by forming the metal or metal halide of the corresponding acid, ester, amide, oxazoline, nitrile, or metal salt and treating the compound so prepared with an aryl halide in the presence of a chiral (optically active) transition metal catalyst of the formula (LL*)QZT wherein Q is a transition metal selected from palladium and nickel; Z and T are independently halogen; and LL* is a chiral tertiary diphosphine compound capable of acting as a bidentate ligand with Q to form a 5-membered ring, optionally in the presence of a dipolar aprotic solvent or mixtures thereof, for a time sufficient to form the corresponding optically active α-arylalkanoic acid, ester, amide, nitrile, oxazoline or metal salt, and optionally concomitantly or sequentially hydrolyzing any ester, amide, nitrile, oxazoline or metal salt formed to the corresponding optically active α-arylalkanoic acid. The process optionally further includes removal of halogen atom from the aromatic portion of the α-arylalkanoic acid. The process optionally includes subsequent formation of the pharmaceutically acceptable salts and esters of the optionally active α-arylalkanoic acid. This is a simple process for the preparation of the described optically active α-arylalkanoic acids. These compounds are useful as pharmaceutical (e.g., anti-inflammatory) agents.

Optically active 1-(6-methoxy-2-naphthyl)-2-(alkoxycarbonyl) amino-1-propanone, its derivatives and their halo analogs and the methods for their manufacture

-

, (2008/06/13)

A manufacturing method is described for the preparation of optically active 1-(6-methoxy-2-naphthyl)-2-(alkoxycarbonyl)amino-1-propanone, its derivatives and their halo analogs. The optically active 1-(6-methoxy-2-naphthyl)-2-(alkoxycarbonyl)amino-1-propanone, its derivatives and their halo analogs are useful intermediates in the preparation of 2-(6-methoxy-2-naphthyl)propionic acid, which is useful as pharmaceutical, e.g. antiinflammatory, analgesic and anti-pyretic agents.

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