| Identification | Back Directory | [Name]
6-METHOXY-2-NAPHTHYLACETIC ACID | [CAS]
23981-47-7 | [Synonyms]
6-MNA
BRL 10720
Desmethyl Naproxe
DESMETHYL NAPROXEN
6-metossi-2-naphtilacetico
6-METHOXY-2-NAPHTHYLACETIC ACID
6-methoxy-2-naphthaleneaceticaci
6-METHOXY NAPHTHALENE ACETIC ACID
6-methoxynaphthalene-2-acetic acid
2-(6-Methoxy-2-naphthyl)acetic Acid
6-METHOXY-2-NAPHTHALENE ACETIC ACID
6-METHOXY-2-NAPHTHYLACETIC ACID 99%
2-(6-Methoxynaphthalen-2-yl)acetic acid
6-Methoxy-2-naphthaleneacetic Acid (Desmethyl Naproxen)
6-Methoxy-2-Naphthylacetic Acid (Naproxen EP IMpurity I) | [EINECS(EC#)]
245-967-1 | [Molecular Formula]
C13H12O3 | [MDL Number]
MFCD00033105 | [MOL File]
23981-47-7.mol | [Molecular Weight]
216.23 |
| Chemical Properties | Back Directory | [Appearance]
Yellow Solid | [Melting point ]
170-172°C | [Boiling point ]
408.8±20.0 °C(Predicted) | [density ]
1.235 | [RTECS ]
QJ1045000 | [storage temp. ]
Refrigerator | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Off-white solid. | [pka]
4.35±0.30(Predicted) | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Solid | [Uses]
A metabolite of Nabumetone. A competitive, non-selective COX inhibitor | [Definition]
ChEBI: A monocarboxylic acid consisting of 2-naphthylacetic acid having a methoxy substituent at the 6-position. The active metabolite of the prodrug nabumetone. | [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. |
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