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Merck

N8280

Naproxen

meets USP testing specifications

Synonym(s):

(S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid, (S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid

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About This Item

Linear Formula:
CH3OC10H6CH(CH3)CO2H
CAS Number:
22204-53-1
Molecular Weight:
230.26
UNSPSC Code:
12352200
NACRES:
NA.21
PubChem Substance ID:
24897861
EC Number:
244-838-7
Beilstein/REAXYS Number:
3591068
MDL number:
MFCD00010500
Form:
powder

Key Documents

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agency

USP/NF, meets USP testing specifications

form

powder

mp

152-154 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

COc1ccc2cc(ccc2c1)[C@H](C)C(O)=O

InChI

1S/C14H14O3/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)/t9-/m0/s1

InChI key

CMWTZPSULFXXJA-VIFPVBQESA-N

Gene Information

human ... MAPK14(1432), PTGS1(5742), PTGS2(5743)
rat ... Alox5(25290), Ptgs1(24693)

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Biochem/physiol Actions

Non-selective cyclooxygenase (COX-1 and COX-2) inhibitor.

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

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Certificates of Analysis (COA)

Lot/Batch Number
SLCH8076
SLCF6198
SLBV6889
SLBV2253
SLBP7866V

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Zhangjian Huang et al.
Journal of medicinal chemistry, 54(5), 1356-1364 (2011-02-02)
The carboxylic acid group of the anti-inflammatory (AI) drugs indo-methacin, (S)-naproxen and ibuprofen was covalently linked via a two-carbon ethyl spacer to a sulfohydroxamic acid moiety (CH(2)CH(2)SO(2)NHOH) to furnish a group of hybrid ester prodrugs that release nitric oxide (NO)
R J van der Vijver et al.
International journal of colorectal disease, 28(9), 1209-1216 (2013-02-12)
Non-steroid anti-inflammatory drugs such as the cyclooxygenase isoenzyme inhibitors diclofenac and naproxen are increasingly used for perioperative pain relief, while their potential effects on wound healing are scarcely investigated. In 104 male Wistar rats, an anastomosis was constructed in both
D Haupt et al.
Journal of biochemical and biophysical methods, 25(4), 273-284 (1992-12-01)
A column-switching system for fast determination of (R)- and (S)-naproxen in liver microsomes has been developed. The centrifuged sample was injected directly onto a pre-column with octadecylcoated silica. The retained analytes were then directed to an alpha 1-AGP column using
Dong Qing Zhang et al.
Chemosphere, 91(1), 14-21 (2012-12-27)
Scirpus validus was grown hydroponically and exposed to the pharmaceuticals, carbamazepine and naproxen at concentrations of 0.5-2.0 mg L(-1) for an exposure duration of up to 21 d. By the end of experiment, carbamazepine elimination from the nutrient solution reached
Jiayang Li et al.
Journal of the American Chemical Society, 135(2), 542-545 (2012-11-10)
As systemically used therapeutics for treating acute or chronic pains or inflammations, nonsteroidal anti-inflammatory drugs (NSAIDs) also associate with the adverse gastrointestinal and renal effects and cardiovascular risks. Thus, it is beneficial to develop topical gels that selectively inhibit cyclooxygenase-2
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