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23979-41-1

23979-41-1 structure
23979-41-1 structure
  • Name: (R)-2-(6-Methoxynaphthalen-2-yl)propanoic acid
  • Chemical Name: (r)-naproxen
  • CAS Number: 23979-41-1
  • Molecular Formula: C14H14O3
  • Molecular Weight: 230.259
  • Catalog: Research Areas Cancer
  • Create Date: 2018-09-12 11:04:34
  • Modify Date: 2024-01-02 16:56:05
  • l-Naproxen ((R)-Naproxen) is an enantiomer of (S)-Naproxen. l-Naproxen can inhibit Cdc42 and Rac1 (EC50=96 μM and 212 μM, respectively), and show anti-tumor activity[1][2][3].
Name (r)-naproxen
Synonyms piproxen
2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (αR)-
(+)-(S)-Naproxen
Anaprox
(R)-Naproxen
2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (αS)-
MFCD00870716
(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid
(2R)-2-(6-Methoxy-2-naphthyl)propanoic acid
NAPRELAN
(2S)-2-(6-Methoxy-2-naphthyl)propanoic acid
2-Naphthaleneacetic acid, 6-methoxy-α-methyl-, (S)-
(2S)-2-(6-Methoxynaphth-2-yl)propanoic acid
2-naphthaleneacetic acid, 6-methoxy-a-methyl-, (aS)-
Naproxen
Apronax
EINECS 245-966-6
(+)-NAPROXEN
(S)-(+)-6-methoxy-α-methyl-2-naphthaleneacetic acid
(S)-(+)-Naproxen
ALEVE
(S)-naproxen
Naprosyn
Description l-Naproxen ((R)-Naproxen) is an enantiomer of (S)-Naproxen. l-Naproxen can inhibit Cdc42 and Rac1 (EC50=96 μM and 212 μM, respectively), and show anti-tumor activity[1][2][3].
Related Catalog
In Vitro l-Naproxen (30-1000 μM; 2 h) inhibits Rac1 and Cdc42 activity selectively in cells[3]. l-Naproxen (0-300 μM; 48 h) inhibits migration of immortalized human ovarian cancer cells[3]. l-Naproxen (300 μM; 48 h) shows activity via a COX-independent mechanism[3]. Cell Viability Assay[3] Cell Line: HeLa cells Concentration: 30-1000 μM Incubation Time: 2 hour Result: Inhibited Rac1 and Cdc42 activity in a dose dependent manner with the EC50 values of 212 μM and 96 μM, respectively. Cell Migration Assay [3] Cell Line: OvCa429 and OvCa433 cells Concentration: 0-300 μM Incubation Time: 48 hour Result: Had a statistically significant inhibitory effect at 300 μM compared to untreated controls. Western Blot Analysis[3] Cell Line: OvCa433 cells Concentration: 300 μM Incubation Time: 48 hour Result: Exhibited higher levels of phosphorylated EGFR (pEGFR) and (pERK) compared to unstimulated controls.
References

[1]. Sonika Batra, et al. Enantiomeric Resolution of (RS)-Naproxen and Application of (S)- Naproxen in the Direct and Indirect Enantioseparation of Racemic Compounds by Liquid Chromatography: A Review. Curr Med Chem. 2017;24(8):758-780.

[2]. M Iwaki, et al. Stereoselective disposition of naproxen glucuronide in the rat. Drug Metab Dispos. 1995 Oct;23(10):1099-103.

[3]. Tudor I Oprea, et al. Novel Activities of Select NSAID R-Enantiomers against Rac1 and Cdc42 GTPases. PLoS One. 2015 Nov 11;10(11):e0142182.
Density 1.2±0.1 g/cm3
Boiling Point 403.9±20.0 °C at 760 mmHg
Melting Point 156-158ºC(lit.)
Molecular Formula C14H14O3
Molecular Weight 230.259
Flash Point 154.5±15.3 °C
Exact Mass 230.094299
PSA 46.53000
LogP 3.00
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.609
Storage condition 2-8°C
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn
Risk Phrases R22
Safety Phrases S36/S37
RIDADR UN 2811 6.1/PG 3
WGK Germany 3.0
HS Code 2918990090
HS Code 2918990090
Summary 2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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