6-METHOXY-2-NAPHTHYLACETIC ACID

Product Name: 6-METHOXY-2-NAPHTHYLACETIC ACID
CAS No.: 23981-47-7
Chemical Name: 6-METHOXY-2-NAPHTHYLACETIC ACID
Synonyms: 6-MNA;BRL 10720;Desmethyl Naproxe;DESMETHYL NAPROXEN;α-Demethylnaproxen;Naproxen Impurity I;Naproxen EP impurity I;alpha-Demethylnaproxen;6-metossi-2-naphtilacetico;6-METHOXY-2-NAPHTHYLACETIC ACID
CBNumber: CB9249046
Molecular Formula: C13H12O3
Formula Weight: 216.23
MOL File: 23981-47-7.mol

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6-METHOXY-2-NAPHTHYLACETIC ACID Property

Melting point:: 170-172°C
Boiling point:: 408.8±20.0 °C(Predicted)
Density: 1.235
RTECS: QJ1045000
storage temp.: Sealed in dry,2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 4.35±0.30(Predicted)
form: Off-white solid.
color: Off-White to Yellow
InChI: 1S/C13H12O3/c1-16-12-5-4-10-6-9(7-13(14)15)2-3-11(10)8-12/h2-6,8H,7H2,1H3,(H,14,15)
InChIKey: PHJFLPMVEFKEPL-UHFFFAOYSA-N
SMILES: OC(CC1=CC2=CC=C(OC)C=C2C=C1)=O

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Safety

Hazard Codes: Xn,Xi,N
Risk Statements: 22-36/37/38-37/38-41-50
Safety Statements: 26-39-61
WGK Germany: WGK 3
HS Code: 2916399090
Storage Class: 11 - Combustible Solids
Hazard Classifications: Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Skin Irrit. 2
STOT SE 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: CDS014591
Product name: 6-methoxy-2-naphthylacetic acid
Purity: Aldrich<SUP>CPR</SUP>
Packaging: 100 mg
Price: $330
Updated: 2025/07/31

Sigma-Aldrich

Product number: 08137
Product name: 2-(6-Methoxynaphthalen-2-yl)acetic acid
Purity: pharmaceutical impurity standard
Packaging: 50mg
Price: $574
Updated: 2025/07/31

TCI Chemical

Product number: M3326
Product name: 2-(6-Methoxynaphthalen-2-yl)acetic Acid
Purity: min. 95.0 %
Packaging: 100MG
Price: $90
Updated: 2025/07/31

Cayman Chemical

Product number: 70620
Product name: 6-methoxy Naphthalene Acetic Acid
Purity: ≥99%
Packaging: 5mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 70620
Product name: 6-methoxy Naphthalene Acetic Acid
Purity: ≥99%
Packaging: 10mg
Price: $61
Updated: 2024/03/01

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6-METHOXY-2-NAPHTHYLACETIC ACID Chemical Properties,Usage,Production

Chemical Properties

Yellow Solid

Uses

A metabolite of Nabumetone. A competitive, non-selective COX inhibitor.

Definition

ChEBI: (6-methoxy-2-naphthyl)acetic acid is a monocarboxylic acid consisting of 2-naphthylacetic acid having a methoxy substituent at the 6-position. The active metabolite of the prodrug nabumetone. It has a role as an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, a drug metabolite and a xenobiotic metabolite. It is a monocarboxylic acid and a methoxynaphthalene. It is functionally related to a 2-naphthylacetic acid.

Biological Activity

6-methoxy naphthalene acetic acid is a competitive and non-selective cox inhibitor with ki values of 21 and 19 μm for ovine cox-1 and -2, respectively [1][2][3].cyclooxygenase (cox), also known as prostaglandin-endoperoxide synthase (ptgs, pghs), is an enzyme responsible for formation of prostanoids, including thromboxane and prostaglandins such as prostacyclin. cox-1 is the constitutive isoform and is mainly responsible for the synthesis of cytoprotective prostaglandins in the gastrointestinal tract (gi) and of the proaggregatory thromboxane in blood platelets. cox-2 is inducible and short-lived that is stimulated by endotoxin, cytokines, and mitogens. cox-2 plays important roles in prostaglandin biosynthesis in inflammatory cells the central nervous system [1][2].6-methoxy naphthalene acetic acid (6-mna) is a competitive and non-selective cox inhibitor with ki values of 21 and 19 μm for ovine cox-1 and -2, respectively [1][2]. 6-mna is a metabolite of nebumetome. 6-mna inhibited human recombinant cox-1 and -2 with ic50 values of 70 and 20 μm, respectively [1].

References

[1]. barnett j, chow j, ives d, et al. purification, characterization and selective inhibition of human prostaglandin g/h synthase 1 and 2 expressed in the baculovirus system. biochim biophys acta. 1994 nov 16;1209(1):130-9.
[2]. johnson jl, wimsatt j, buckel sd, et al. purification and characterization of prostaglandin h synthase-2 from sheep placental cotyledons. arch biochem biophys. 1995 dec 1;324(1):26-34.
[3]. laneuville o1, breuer dk, dewitt dl, et al. differential inhibition of human prostaglandin endoperoxide h synthases-1 and -2 by nonsteroidal anti-inflammatory drugs. j pharmacol exp ther. 1994 nov;271(2):927-34.

6-METHOXY-2-NAPHTHYLACETIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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6-METHOXY-2-NAPHTHYLACETIC ACID Suppliers

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23981-47-7, 6-METHOXY-2-NAPHTHYLACETIC ACIDRelated Search:

6-METHOXY-2-NAPHTHYLACETIC ACID (R)-NAPROXEN 4-(NITROOXY)BUTYL (2S)-2-(6-METHOXY-2-NAPHTHYL)PROPANOATE Naproxen Naproxen sodium (+/-)-2-(6-METHOXY-2-NAPHTHYL)PROPIONIC ACID 2-Naphthylacetic acid Methylnaphthalene 6-Methoxy-d3-2-naphthaleneacetic Acid 2-(6-METHOXY-2-NAPHTHYL)PROPANOIC ACID ETHYL 6-METHOXY-2-NAPHTHOYLFORMATE (R)-Naproxen Acyl-b-D-glucuronide methyl 6-methoxynaphthalene-2-acetate (S)-Naproxen Acyl-b-D-glucuronide Benzyl Ester (R)-Naproxen Acyl-b-D-glucuronide Benzyl Ester (S)-α-Methoxy-2-naphthylacetic acid (R)-α-Methoxy-2-naphthylacetic acid (2R)-2-AMINO-2-(6-METHOXY(2-NAPHTHYL))PROPANOIC ACID

2-(6-Methoxy-2-naphthyl)acetic Acid

BRL 10720

Naproxen Impurity 9（Naproxen EP Impurity I）

6-Methoxy-2-naphthylacetic acid 97+%

Desmethyl Naproxe

6-METHOXY-2-NAPHTHYLACETIC ACID 99%

6-Methoxy-2-naphthaleneacetic Acid (Desmethyl Naproxen)

2-(6-Methoxynaphthalen-2-yl)acetic acid

6-Methoxy-2-Naphthylacetic Acid (Naproxen EP IMpurity I)

6-methoxy-2-naphthaleneaceticaci

6-metossi-2-naphtilacetico

6-MNA

6-METHOXY NAPHTHALENE ACETIC ACID

6-METHOXY-2-NAPHTHALENE ACETIC ACID

6-METHOXY-2-NAPHTHYLACETIC ACID

DESMETHYL NAPROXEN

6-methoxynaphthalene-2-acetic acid

Naproxen EP impurity I

alpha-Demethylnaproxen

2-Naphthaleneacetic acid, 6-methoxy-

Naproxen EP Impurity I (Desmethyl Naproxen)

α-Demethylnaproxen

Naproxen Impurity I

α-Demethylnaproxen, 10 mM in DMSO

23981-47-7

Metabolite Reference Standard

Aromatics

All Inhibitors

Inhibitors

Metabolites & Impurities

Acetics acid and esters