Naproxen drug

Rao BR, Rambhau D. Influence of diazepam on the pharmacokinetic properties of oraUy administered naproxen. Drug Invest (1992) 4, 416-21. 

T. Madrakian, M. Ahmadi, A. Afkhami and M. Soleimani, Selective sohd-phase extraction of naproxen drug from human urine samples using molecularly imprinted polymer-coated magnetic multi-walled carbon nanotubes prior to its spectrofluorometric determination. Analyst, 138 (16) 4542-4549,2013. 

Nonsteroidal Antiinflammatory Drugs. Nonsteroidal antiinflammatory dmgs (NSAIDs) include, among the numerous agents of this class, aspirin (acetylsaflcyhc acid), the arylacetic acids indomethacin and sulindac, and the arylpropionic acids, (5)-(147) and (R)-(148) ibuprofen, (5)-(149) and (R)- (150), flurbiprofen naproxen (41), and fenoprofen (see Analgesics, antipyretics, and antiinflammatory agents Salicylic acid and related compounds). 

Electropherograms of a urine sample (8 ml) spiked with non-steroidal anti-inflammatory drugs (10 p-g/ml each) after direct CE analysis (b) and at-line SPE-CE (c). Peak identification is as follows I, ibuprofen N, naproxen K, ketoprofen P, flurbiprofen. Reprinted from Journal of Chromatography, 6 719, J. R. Veraait et al., At-line solid-phase exti action for capillary electrophoresis application to negatively charged solutes, pp. 199-208, copyright 1998, with permission from Elsevier Science. 

Although very efficient, the broad application of the direct preparation is restricted due to the limited number of pure starting enantiomers. The design of a multistep process that includes asymmetric synthesis is cumbersome and the development costs may be quite high. This approach is likely best suited for the multi-ton scale production of commodity enantiomers such as the drugs ibuprofen, naproxen, atenolol, and albuterol. However, even the best asymmetric syntheses do not lead to products in an enantiomerically pure state (100 % enantiomeric excess). Typically, the product is enriched to a certain degree with one enantiomer. Therefore, an additional purification step may be needed to achieve the required enantiopurity. 

Most of the reactions applied to amines can also be transferred to alcohols (Eig. 7-5). One large group of chiral alcohols are the (i-adrenoreceptor blockers, for which a variety of derivatization agents was developed. One highly versatile reagent for the separation of (i-blockers is A-[(2-isothiocyanato)cyclohexyl]3,5-dinitrobenzoyl-amide (DDITC) [11]. Alternatively, unichiral drugs such as (3-blockers or (S)-naproxen [12] may be used in a reciprocal approach to derivatize racemic amine compounds. 

Among the most common over-the-counter drugs you might find in a medicine cabinet are mild pain relievers such ibuprofen (Advil, Motrin), naproxen (Aleve), and acetaminophen (Tylenol). 

In the 1990s, a large number of so-called chiral drugs containing a single enantiomer came on the market. One of the first of these was naproxen (trade name Aleve). 

However, already in an early clinical trial, rofecoxib was found to produce four times the number of myocardial infarctions than its comparator drug, naproxen. A subsequent trial of rofecoxib compared to placebo in colorectal cancer prevention demonstrated, after 18 months of study, that a greater number of myocardial infarctions occulted in the rofecoxib group. In 2004 the manufacturers of rofecoxib withdrew the diug from the market. A similar study of celecoxib compared to placebo in cancer prevention, showed that celecoxib also increased the risk of cardiovascular embolisms [3]. 

These discoveries generated a lot of effort over the successive 25 years in the preparation of especially designed drug delivery systems for the controlled release of radioactive progesterone [654], colchicine [656], naproxen [657,673, 674], mitomycin C [675-677], inulin [678], trimethoprin [657], succinylsul-fathiazole [657], ethacrynic acid [653], and steroids [633], regardless of whether these drugs are physically trapped in polyphosphazene matrices, or chemically bonded to the polymer skeleton. 

Naphthalene has been used as a moth repellant and an insecticide, but these uses are decreasing due to the increasing use of para-dichlorobenzene instead. Derivatives of naphthalene are used in dyes and drugs. An example of the latter is the pain reliever naproxen (sold in drugstores as Aleve ). Some anthracene derivatives are also used as dyes. 

The system developed by personnel at Sanofl uses the Formulogic shell with specific preformulation data on the drug. The system recommends one first-pass clinical capsule formulation with as many subsequent formulations as desired to accommodate an experimental design [24]. An example of a formulation proposed for naproxen at a dose of 500 mg is shown in Table 28.2. In addition to the formulation the system provides advice on the milling of the drug, the process to be used for blending, and details of the capsule shell. 

FIGURE 2.20 Schematic presentation of the hydrogen-bonded cyclic dimers of enantiomeric antipodes of 2-phenylpropionic acid, Ibuprofen, and Naproxen (the latter two compounds are drugs from the group of profens). 

Fig. 3.2 Solubility profiles log S-pH. The dashed curves, representing uncharged precipitate in equilibrium with solution of the drugs, were calculated by Henderson-Hasselbalch equations. The dotted horizontal lines are estimates of the solubility of the charged form of the drugs, using either actual data (naproxen) or estimates based on the sdiff 3-4 approximation (atenolol and...

However, it is important to note that the addition of nephrotoxic agents, such as amphotericin B, aminoglysides (e.g., gentamicin, tobramidn, or amikacin), and non-steroidal anti-inflammatory drugs (NSAIDs e.g., naproxen, ibuprofen, or ketorolac) may potentiate the nephrotoxic effects of the calcineurin inhibitors. 

S. K. Niazi, S. M. Alam, and S. I. Ahmad, Patial area method in bioequivalence assessment naproxen, Biopharm Drug Dispos., 18, 103 (1997). 

An interesting paper that attempted to relate dissolution of a poorly soluble acidic drug (naproxen) to simulated gastrointestinal flow in the presence of buffers was published by Chakrabarti and Southard [17]. In addition to showing that buffer type (citrate, phosphate, or acetate) had a significant impact on naproxen dissolution, these authors unexpectedly found that elevating a solid tablet into the flow channel of the flow-between-two-plates apparatus resulted in a substantial... 

The use of an analogous (S)-BINAP-Ru-diacetate catalyst with axial chirality has led to important industrial applications, such as the synthesis developed by Monsanto where the asymmetric hydrogenation is involved in the last step to yield naproxen, a widely prescribed, non-steroidal, anti-inflammatory drug (Equation (9)).96... 

In contrast, the opposite result was observed when these materials were used in the acylation of a bulky substrate (2-methoxynaphthalene, 2-MN). In this case, l-acetyl-2-metoxynaphthalene (1-A,2-MN) and 6-acetyl-2-metoxynaphthalene (6-A,2-MN) are the main reaction products (Scheme 2). The latter is an intermediate for the preparation of Naproxen (antiinflammatory drug) and, therefore, the most interesting product. Initially, 2-MN acylation leads to 1-A,2-MN (the kinetically controlled product). However, at long times, the selectivity to 6-A,2-MN usually increases due to two secondary reactions transacylation of 1-A,2-MN with a molecule of 2-MN and protodeacylation of 1-A,2-MN yielding 2-MN [7],... 

Methoxyvinylnaphthylene to (2-(6-methoxy)naphthylpropanal, an intermediate in the formation of the anti-inflammatory drug, naproxen)... 

Nonsteroidal antiinflammatory drugs (NSAIDs) are the mainstay of therapy because of their excellent efficacy and minimal toxicity with shortterm use. There is little evidence to support one NSAID as more efficacious than another, and three drugs (indomethacin, naproxen, and sulindac) have FDA approval for this indication (Table 1-1). 

Acetaminophen is recommended by the ACR as first-line drug therapy for pain management of OA. The dose is 325 to 650 mg every 4 to 6 hours on a scheduled basis (maximum dose 4 g/day maximum 2 g/day if chronic alcohol intake or underlying liver disease). Comparable relief of mild to moderate OA pain has been demonstrated for acetaminophen (2.6 to 4 g/ day) compared with aspirin (650 mg four times daily), ibuprofen (1,200 or 2,400 mg daily), and naproxen (750 mg daily). However, some patients respond better to NSAIDs. 

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