CAS 26159-34-2|naproxen sodium

Introduction:Basic information about CAS 26159-34-2|naproxen sodium, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Namenaproxen sodium
CAS Number26159-34-2Molecular Weight252.241
Density/Boiling Point403.9ºC at 760 mmHg
Molecular FormulaC14H13NaO3Melting Point250-251ºC
MSDSChineseUSAFlash Point154.5ºC
Symbol
GHS07, GHS08
Signal WordDanger

Names

Namenaproxen sodium
SynonymMore Synonyms

naproxen sodium BiologicalActivity

DescriptionNaproxen sodium is a COX-1 and COX-2 inhibitor with IC50s of 8.72 and 5.15 μM, respectively in cell assay.
Related CatalogSignaling Pathways >>Autophagy >>AutophagyResearch Areas >>Inflammation/Immunology
Target

COX-2:5.65 μM (IC50, in intact cells )

COX-1:9.55 μM (IC50, in intact cells )

In VitroNaproxen etemesil is a lipophilic, non-acidic, inactive prodrug of naproxen that is hydrolysed to pharmacologically active Naproxen once absorbed. Naproxen is a well known nonsteroidal anti-inflammatory drug. Naproxen is approximately equipotent inhibitor of COX-1 and COX-2 in intact cells with IC50s of 2.2 μg/mL and 1.3 μg/mL, respectively[1].
In VivoNaproxen exerts an anti-inflammatory and antifibrotic effect in mouse model of bleomycin-induced lung fibrosis. Naproxen also downregulates TGF-β levels and Smad3/4 complex formation[2]. Naproxen is shown to inhibit the time-courses of pain, fever and PGE2 with similar potencies (IC50=27, 40, 13 μM)[3].
Cell AssayBAEC are incubated for 30 min with Naproxen (0.1 ng/mL to 1 mg/mL). Arachidonic acid (30 μM) is then added, and the cells are incubated for a further 15 min at 37°C. The medium is then removed, and radioimmunoassay is used to measure the formation of 6-keto-PGF,a, PGE2, thromboxane B2, or PGF2a[1].
Animal AdminRats[3] To measure the analgesic effects of naproxen in a carrageenaninduced model of monoarthritis, Male Sprague–Dawley rats (n=48, 217±28 g) are randomly divided into four groups of 12 by an internally developed computer program, allowing the blind performance of the behavioral experiment. To induce hyperalgesia by inflammation, animals in groups 1B, 1C, and 1D receive a 40-μL intra-articular injection of a saline solution containing 7.5 mg/mL carrageenan in the left hind limb under isoflurane anesthesia (time=−1 h). Animals in group 1A receive no injection. After 1 h (time=0) the animals in groups 1A, 1B, 1C, and 1D receive oral doses of naproxen in saline of 0, 0, 7.5 and 30 μmol/kg, respectively. The doses and time points of measurements are selected on the basis of simulations predicting measuring a full concentration-effect relationship within the time-span of the experiment[3]. Mice[2] Bleomycin (0.05 IU) is instilled intratracheally to C57BL/6 mice, which are then treated by micro-osmotic pump with vehicle, JNJ7777120 (40 mg/kg b.wt.), naproxen (21 mg/kg b.wt.), or a combination of both. Airway resistance to inflation, an index of lung stiffness, is assessed, and lung specimens are processed for inflammation, oxidative stress, and fibrosis markers[2].
References

[1]. Mitchell JA, et al. Selectivity of nonsteroidal antiinflammatory drugs as inhibitors of constitutive and inducible cyclooxygenase. Proc Natl Acad Sci U S A. 1993 Dec 15;90(24):11693-7.

[2]. Rosa AC, et al. Prevention of bleomycin-induced lung inflammation and fibrosis in mice by naproxen and JNJ7777120 treatment. J Pharmacol Exp Ther. 2014 Nov;351(2):308-16.

[3]. Krekels EH, et al. Pharmacokinetic-pharmacodynamic modeling of the inhibitory effects of naproxen on the time-courses of inflammatory pain, fever, and the ex vivo synthesis of TXB2 and PGE2 in rats.

Chemical & Physical Properties

Boiling Point403.9ºC at 760 mmHg
Melting Point250-251ºC
Molecular FormulaC14H13NaO3
Molecular Weight252.241
Flash Point154.5ºC
Exact Mass252.076233
PSA49.36000
LogP1.70180
Vapour Pressure3.01E-07mmHg at 25°C
InChIKeyCDBRNDSHEYLDJV-FVGYRXGTSA-M
SMILESCOc1ccc2cc(C(C)C(=O)[O-])ccc2c1.[Na+]
Storage conditionDesiccate at RT

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QJ1047000
CHEMICAL NAME :
2-Naphthaleneacetic acid, 6-methoxy-alpha-methyl-, sodium salt, L-(-)-
CAS REGISTRY NUMBER :
26159-34-2
LAST UPDATED :
199806
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C14-H14-O3.Na
MOLECULAR WEIGHT :
253.27

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - child
DOSE/DURATION :
600 mg/kg/30D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - interstitial nephritis
REFERENCE :
AJDCAI American Journal of Diseases of Children. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1-80(3), 1911-50; V.100- 1960- Volume(issue)/page/year: 142,524,1988 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
2464 mg/kg/2W-I
TOXIC EFFECTS :
Behavioral - food intake (animal) Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Kidney, Ureter, Bladder - changes in bladder weight
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 36(1,pt2),147,1997 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
20 mg/kg
SEX/DURATION :
female 2 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility
REFERENCE :
CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 27,505,1983
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
500 mg/kg
SEX/DURATION :
female 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility
REFERENCE :
FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 38,238,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5640 No. of Facilities: 8 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 239 (estimated) No. of Female Employees: 157 (estimated)

Safety Information

Symbol
GHS07, GHS08
Signal WordDanger
Hazard StatementsH302-H360
Precautionary StatementsP201-P308 + P313
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXn
Risk PhrasesR22
Safety Phrases53-45
RIDADRUN 3249
RTECSQJ1047000
Packaging GroupIII
Hazard Class6.1(b)
HS Code2918990090

Customs

HS Code2918990090
Summary2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Synonyms

EINECS 247-486-2
sodium (S)-2-(6-methoxynaphthalen-2-yl)propanoate
Anaprox,Naprelan
(S)-Naproxen Sodium Salt
Naproxen sodium
MFCD00058507
Naproxen (sodium)
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