Merck
All Photos(2)

284785

Sigma-Aldrich

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

98%

Synonym(s):
Naproxen, (S)-(+)-2-(6-Methoxy-2-naphthyl)propionic acid
Linear Formula:
CH3OC10H6CH(CH3)CO2H
CAS Number:
Molecular Weight:
230.26
Beilstein:
3591068
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

optical activity

[α]25/D +66°, c = 1 in chloroform

mp

152-154 °C (lit.)

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

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46482

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Naproxen

assay

98%

assay

-

assay

-

assay

-

mp

152-154 °C (lit.)

mp

152-154 °C (lit.)

mp

152-154 °C (lit.)

mp

152-154 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

optical activity

[α]25/D +66°, c = 1 in chloroform

optical activity

-

optical activity

-

optical activity

-

Gene Information

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

Gene Information

human ... PTGS1(5742), PTGS2(5743)

Gene Information

human ... PTGS1(5742), PTGS2(5743)

Gene Information

human ... PTGS1(5742), PTGS2(5743)

General description

(S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid is a nonsteroidal anti-inflammatory molecule (NSAID). The (S)-enantiomer is 30 times more active than the (R)-enantiomer.

Application

(S)-(+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid can be used as a chiral ligand in the synthesis of organotin (IV) carboxylate metal complexes.

Biochem/physiol Actions

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

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Certificate of Analysis

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Certificate of Origin

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