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Merck
CN

80822

(S)-Naproxen methyl ester

pharmaceutical impurity standard

Synonym(s):

Naproxen Impurity E (PhEur), (2S)-2-(6-Methoxy-2-naphthyl)propionic acid methyl ester, Methyl (αS)-6-methoxy-α-methyl-2-naphthaleneacetate, Methyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate

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About This Item

Empirical Formula (Hill Notation):
C15H16O3
CAS Number:
26159-35-3
Molecular Weight:
244.29
UNSPSC Code:
12352108
NACRES:
NA.24
PubChem Substance ID:
329769059
MDL number:
MFCD12031841
Beilstein/REAXYS Number:
4352971

Key Documents

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Product Name

(S)-Naproxen methyl ester, pharmaceutical impurity standard

InChI

1S/C15H16O3/c1-10(15(16)18-3)11-4-5-13-9-14(17-2)7-6-12(13)8-11/h4-10H,1-3H3/t10-/m0/s1

SMILES string

C[C@H](C(OC)=O)C1=CC2=CC=C(OC)C=C2C=C1

InChI key

ZFYFBPCRUQZGJE-JTQLQIEISA-N

API family

naproxen

assay

≥98.0% (HPLC)

optical activity

[α]/D 72.0 to 84.0°, c = 0.1 in chloroform

shelf life

limited shelf life, expiry date on the label

impurities

≤0.5% water

mp

87 °C

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

Quality Level

100

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General description

(S)-Naproxen methyl ester is an ester of the non-steroidal, anti-inflammatory drug, (S)-naproxen

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0627
BCCL1358
BCCG3339
BCCC6676
BCBZ8488

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Bulletin of the Chemical Society of Japan, 77(1-4) (2004)
Enantioselective hydrolysis of racemic naproxen methyl ester by two-step acetone-treated Candida rugosa lipase.
Lee GE, et al.
Process Biochemistry (Oxford, United Kingdom), 37(3), 293-298 (2001)
Sammy Ferri-Borgogno et al.
Cancers, 12(9) (2020-09-25)
Background & Aims: ARID1A is postulated to be a tumor suppressor gene owing to loss-of-function mutations in human pancreatic ductal adenocarcinomas (PDAC). However, its role in pancreatic pathogenesis is not clear despite recent studies using genetically engineered mouse (GEM) models.

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