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Naproxen

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Identification
Molecular formula
C14H14O3
CAS number
22204-53-1
IUPAC name
2-(6-methoxy-2-naphthyl)acetic acid
State
State
Naproxen is typically a solid at room temperature.
Melting point (Celsius)
152.00
Melting point (Kelvin)
425.15
Boiling point (Celsius)
215.00
Boiling point (Kelvin)
488.15
General information
Molecular weight
230.26g/mol
Molar mass
230.2590g/mol
Density
1.1951g/cm3
Appearence

Naproxen appears as a crystalline substance. The crystals are usually white to off-white in color. It is a non-hygroscopic compound, which means it does not absorb moisture from the air easily.

Comment on solubility

Solubility of 2-(6-methoxy-2-naphthyl)acetic acid

The solubility of 2-(6-methoxy-2-naphthyl)acetic acid in various solvents is an interesting aspect that reflects its chemical nature. This compound is moderately soluble in organic solvents due to its aromatic structure, while showing limited solubility in water.

Key Points about Solubility:

  • Organic Solvents: Generally soluble in non-polar solvents such as ethanol, chloroform, and dichloromethane, which indicates a strong interaction with organic media.
  • Water: Displays low solubility in water, attributed to its hydrophobic naphthalene ring and the relatively bulky methoxy group.
  • pH Dependency: The solubility may vary with pH due to ionization of the carboxylic acid group, potentially increasing solubility in basic conditions.

In conclusion, the solubility characteristics of 2-(6-methoxy-2-naphthyl)acetic acid play a crucial role in its applications and behavior in different environments. Understanding these solubility properties can enhance its usage in various chemical processes and products.

Interesting facts

Interesting Facts about 2-(6-Methoxy-2-naphthyl)acetic Acid

2-(6-Methoxy-2-naphthyl)acetic acid is an intriguing compound with various applications in the field of medicinal chemistry and organic synthesis. This compound features a naphthalene ring with a methoxy group, making it a part of the naphthalene derivatives, which are known for their diverse biological properties.

Biological Significance

  • Anti-inflammatory properties: 2-(6-Methoxy-2-naphthyl)acetic acid has shown potential as an anti-inflammatory agent, which could make it beneficial in treating various inflammatory disorders.
  • Analgesic effect: Some studies suggest that this compound may also provide pain-relief properties, offering a promising alternative to conventional analgesics.

Synthetic Pathways

The synthesis of this compound typically involves the manipulation of naphthalene precursors, which may include:

  • Electrophilic substitution: This method pertains to introducing functional groups onto the naphthalene ring system.
  • Coupling reactions: These reactions are fundamental in forming the connection between naphthalene and the acetic acid moiety.

Applications in Research

Researchers are exploring the potential of 2-(6-methoxy-2-naphthyl)acetic acid for:

  • Drug formulation: Due to its bioactive properties, it is being studied as a candidate for new therapeutic agents.
  • Biochemical assays: Its unique structure may help in the development of assays that monitor biological activity.

Overall, 2-(6-Methoxy-2-naphthyl)acetic acid is a compound that not only serves as an interesting subject of study but also holds promise for future therapeutic applications. As research progresses, its full potential may reveal a wealth of knowledge beneficial to the fields of medicinal chemistry and pharmacology.

Synonyms
23981-47-7
6-Methoxy-2-naphthylacetic acid
6-Methoxy-2-naphthaleneacetic acid
(6-methoxy-2-naphthyl)acetic acid
2-NAPHTHALENEACETIC ACID, 6-METHOXY-
(6-methoxynaphthalen-2-yl)acetic acid
6MNA
9H7K3YOD7Q
CHEBI:35628
DTXSID70178705
6-MNA cpd
RefChem:104917
DTXCID90101196
245-967-1
2-(6-methoxynaphthalen-2-yl)acetic acid
6-MNAA
6-Methoxynaphthalene-2-acetic acid
MFCD00033105
alpha-Demethylnaproxen
2-(6-methoxy-2-naphthyl)acetic acid
6-methoxy Naphthalene Acetic Acid
6-Methoxy-2-naphthaleneacetic Acid (Desmethyl Naproxen)
6-methoxynaphth-2-ylacetic acid
UNM-0000306103
Naproxen EP Impurity I
BRL 10720
EINECS 245-967-1
UNII-9H7K3YOD7Q
6-Metossi-2-naphtil acetico [Italian]
BRN 2371586
6-Metossi-2-naphtil acetico
(6-Methoxynaphthalen-2-yl)acetic Acid; alpha-Demethylnaproxen; Naproxen Imp. I (EP); Naproxen Impurity I
PWY
(6-methoxy-naphthalen-2-yl)-acetic acid
2-(6-methoxy-2-naphthalenyl)acetic acid
CHEMBL1105
3-10-00-01106 (Beilstein Handbook Reference)
cid_32176
SCHEMBL253759
orb1299615
BDBM54706
HMS3649O21
KUC114374N
AKOS005256647
FM25226
HY-W086896
(6-methoxynaphthalen-2-yl)-acetic acid
KSC-419-062
DS-15868
NAPROXEN IMPURITY I [EP IMPURITY]
SY056885
2-(6-methoxynaphthalen-2-yl)ethanoic acid
DB-046310
6-methoxy-2-naphthylacetic acid, AldrichCPR
CS-0127451
NS00027525
EN300-94917
H11907
NAPROXEN SODIUM IMPURITY I [EP IMPURITY]
F091555
SR-01000946589
SR-01000946589-1
Q27116532
Z1269762978
2-(6-Methoxynaphthalen-2-yl)acetic acid, pharmaceutical impurity standard
2-(6-Methoxy-2-naphthyl)acetic acid;6-Methoxy-2-naphthylacetic acid;6-MNA;Desmethyl naproxen