6-Methoxy-2-naphthylacetic acid (HCID 32176)

Overview

(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.

Names & identifiers

Preferred name: 6-Methoxy-2-naphthylacetic acid
IUPAC: 2-(6-methoxynaphthalen-2-yl)acetic acid
English name: 6-Methoxy-2-naphthylacetic acid
Molecular formula: C13H12O3
Molecular weight: 216.23

Names & synonyms

23981-47-76-Methoxy-2-naphthylacetic acid6-Methoxy-2-naphthaleneacetic acid(6-methoxy-2-naphthyl)acetic acid6MNA(6-methoxynaphthalen-2-yl)acetic acid2-NAPHTHALENEACETIC ACID, 6-METHOXY-9H7K3YOD7QCHEBI:35628DTXSID701787056-MNA cpdRefChem:104917

Show more names

6-MNABRL 10720Desmethyl NaproxeDESMETHYL NAPROXENα-DemethylnaproxenNaproxen Impurity Ialpha-Demethylnaproxen6-metossi-2-naphtilacetico

DTXCID90101196245-967-12-(6-methoxynaphthalen-2-yl)acetic acidNaproxen EP Impurity I6-Methoxynaphthalene-2-acetic acidMFCD000331056-MNAA2-(6-methoxy-2-naphthyl)acetic acid

Database identifiers

CAS: 23981-47-7
PubChem CID: 32176
DTXSID: DTXSID70178705
ChEMBL: CHEMBL1105
ChEBI: CHEBI:35628
UNII: 9H7K3YOD7Q
EC Number: 245-967-1
Nikkaji: J85.502B

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 16
Formal charge: 0
Complexity: 252

Physicochemical properties

Melting point: 170 · 170-172°C
Boiling point: 408.8 · 408.8±20.0 °C(Predicted)
Density: 1.235 · 1.235
RTECS: 1045000 · QJ1045000
storage temp.: 2 · Sealed in dry,2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 4.35 · 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
FDA UNII: 9 H7K3YOD7Q · 9H7K3YOD7Q
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 301 · P301+P312+P330-P305+P351+P338
target organs: Respiratory system
Hazard Codes: Xn,Xi,N
Risk Statements: 22 · 22-36/37/38-37/38-41-50
Safety Statements: 26 · 26-39-61
WGK Germany: 3 · WGK 3
HS Code: 2916399090 · 2916399090
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 1 Aquatic · Aquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: WGK 3
hs_code: 2916399090
risk_code: 22-36/37/38-37/38-41-50
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi,N
safety_code: 26-39-61
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements: P301+P312+P330-P305+P351+P338

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

Applications

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

Suppliers50 total

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

济南百隆化学有限公司[email protected] · [email protected]

成都超九八生物科技有限公司13348960310 13348960310 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes · 1 item

DefinitionChEBI: (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.