23979-41-1

Basic information

• Product Name: (R)-NAPROXEN
• Synonyms: (R)-NAPROXEN;(R)-(-)-6-METHOXY-ALPHA-METHYL-2-NAPHTHALENEACETIC ACID;(R)-6-METHOXY-A-METHYL-2-NAPHTHALENEACETIC ACID;(R)-6-methoxy-alpha-methylnaphthalene-1-acetic acid;(R)-(-)-6-METHOXY-ALPHA-METHYL-2-NAPHTH&;(r)-(-)-6-methoxy-α-methyl-2-naphthaleneacetic acid;(R)-2-(6-Methoxy-2-naphthyl)propionic acid;2-Naphthaleneacetic acid, 6-methoxy-a-methyl-, (aR)- (9CI)
• CAS NO: 23979-41-1
• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26
• EINECS: 245-966-6
• Product Categories: Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Carboxylic Acids;Chiral Building Blocks;Organic Building Blocks
• Mol File: 23979-41-1.mol
• Article Data: 88

Chemical Properties

• Melting Point: 156-158 °C(lit.)
• Boiling Point: 403.9°Cat760mmHg
• Flash Point: 154.5°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 3.01E-07mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: Refrigerator
• PKA: 4.84±0.30(Predicted)
• CAS DataBase Reference: (R)-NAPROXEN(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-NAPROXEN(23979-41-1)
• EPA Substance Registry System: (R)-NAPROXEN(23979-41-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 23979-41-1(Hazardous Substances Data)

Usage

Description

(R)-NAPROXEN, also known as (S)-naproxen, is a chiral nonsteroidal anti-inflammatory drug (NSAID) derived from the naphthalene class. It is an enantiomer of naproxen, which means it is a molecule that is a mirror image of the other but is not identical. (R)-NAPROXEN possesses anti-inflammatory properties and acts as a cyclooxygenase inhibitor, which helps in reducing pain, inflammation, and fever. It is an almost white crystalline powder in its chemical form.

Uses

Used in Pharmaceutical Industry:
(R)-NAPROXEN is used as an anti-inflammatory agent for the treatment of various conditions such as arthritis, tendinitis, bursitis, and other musculoskeletal disorders. It works by inhibiting the cyclooxygenase enzyme, which is responsible for the production of prostaglandins that cause inflammation, pain, and fever.
Used in Pain Management:
(R)-NAPROXEN is used as a pain reliever for mild to moderate pain, including menstrual cramps, dental pain, and headaches. Its anti-inflammatory and analgesic properties make it an effective option for managing pain and discomfort.
Used in Cyclooxygenase Inhibition:
(R)-NAPROXEN is used as a cyclooxygenase inhibitor for the prevention of blood clot formation and the reduction of inflammation. This application is particularly useful in the management of conditions that involve excessive inflammation, such as rheumatoid arthritis and osteoarthritis.

InChI:InChI=1/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m1/s1

Upstream product

• 113544-34-6 (R)-2-(6-Methoxy-naphthalen-2-yl)-propionic acid (3aR,5R,6S,6aR)-5-(1,2-dihydroxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 113544-31-3 (R)-3-O-(2-(6-methoxy-2-naphthyl)propionyl)-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 92471-85-7 2(R)-(-)-(5-bromo-6-methoxy-2-naphthyl)propanoic acid 
• 23981-80-8 naproxen 
• 84890-25-5 (R)-6-methoxy-α-methyl-2-naphthaleneacetic acid ethyl ester 
• 138623-03-7 tert-butyl α-(6-methoxynaphthalen-2-yl)propionate 
• 108781-65-3 1-(6-methoxy-2-naphthyl)ethanol 
• 143-33-9 sodium cyanide 
• 93-04-9 2-Methoxynaphthalene 
• 3900-45-6 6-methoxy-2-acetylnaphthalene 
• 62784-66-1 bis(1-naphthyl)methanol 
• 863203-65-0 2-(6-Methoxy-naphthalen-2-yl)-propionic acid 4-nitro-phenyl ester 
• 1220907-01-6 (R,S)-naproxenyl 4-bromopyrazolide 
• 953786-89-5 (R)-3-(6-methoxy-naphthalen-2-yl)-2-methylene-butyraldehyde 

Downstream Products

• 112828-15-6 R-naproxen β-1-O-acyl-glucuronide 
• 57849-23-7 1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline 
• 57849-23-7 1-(4-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline 
• 51072-36-7 (+)-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline 
• 1569315-13-4 (R)-4-methoxybenzyl-2-(6-methoxynaphthalen-2-yl)propanoate 
• 1416002-37-3 (S)-(2-(3,5-dichloropyridin-4-yl)-1-(3,4-dimethoxyphenyl)ethyl)(R)-(2-(6-methoxynaphthalen-2-yl)propanoate) 
• 1416002-36-2 (R)-((R)-2-(3,5-dichloropyridin-4-yl)-1-(3,4-dimethoxyphenyl)ethyl) 2-(6-methoxynaphthalen-2-yl)propanoate 
• 1416002-35-1 (R,S)-(2-(3,5-dichloropyridin-4-yl)-1-(3,4-dimethoxyphenyl)ethyl)(R)-2-(6-methoxynaphthalen-2-yl)propanoate 
• 1280541-43-6 (S)-phenylephrine-(R)-naproxen 
• 1280541-42-5 (R)-phenylephrine-(R)-naproxen 
• 1342344-03-9 methyl (S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoate 
• 1342343-91-2 (S)-2-(6-methoxy-3-phenylnaphthalen-2-yl)propanoic acid 
• 1173289-41-2 (R)-N-(4-hydroxyphenethyl)-2-(6-methoxynaphthalen-2-yl)propanamide 
• 38835-18-6 (+)-naproxen acid chloride 

Relevant articles and documents

SYNTHESIS OF OPTICALLY ACTIVE 2-ARYLALKANOIC ACIDS BY THE USE OF 1,2-REARRANGEMENT OF THE ARYL GROUP

A new route to the synthesis of optically active 2-arylalkanoic acids was accomplished by using stereospecific 1,2-rearrangement of the aryl group in chiral 1-aryl-2-sulfonyloxy-1-alkanone acetals.

Preparation of One-Pot Immobilized Lipase with Fe3O4 Nanoparticles Into Metal-Organic Framework For Enantioselective Hydrolysis of (R,S)-Naproxen Methyl Ester

Immobilization of enzyme to magnetic metal-organic frameworks (MOF) can preserve biological functionality in harsh environments to increase enzymes activity, stability, and improve reusability. The magnetic Fe3O4 nanoparticles were treated with calix[4]arene tetracarboxylic acid (Calix) and Candida rugosa lipase (CRL), and then encapsulated into the zeolitic imidazole framework-8 (Fe3O4@Calix-ZIF-8@CRL). The lipase activity data of Fe3O4@Calix-ZIF-8@CRL was 2.88 times higher than that of the Fe3O4@ZIF-8@CRL (without Calix). The catalytic properties of immobilized lipases were studied on the enantioselective hydrolysis of R/S-naproxen methyl ester. It was also observed that Fe3O4@Calix-ZIF-8@CRL has excellent enantioselectivity (E=371) compared to Fe3O4@ZIF-8@CRL (E=131). Furthermore, Fe3O4@Calix-ZIF-8@CRL was seen to still retain 30 % of the conversion rate after the fifth reuse. This work may also be useful for the pharmaceutical industry due to the increased reusability and stability of enzymes, the enantiomeric selectivity exhibited by MOF-enzyme biocomposites, and the significant differences in the biological activities of the enantiomers.

Bidentate phosphine-phosphine oxide ligand and intermediate, preparation method and application thereof

The invention discloses a bidentate phosphine-phosphine oxide ligand and an intermediate, a preparation method and application thereof. The phosphine oxide compound is shown as a formula I and/or ent-I. The phosphine oxide compound is used as a metal ligand and is applied to Suzuki-Miyaura coupling reaction so that generation of self-coupled by-products is avoided, and an alpha-aryl carbonyl compound is obtained; and the dosages of the ligand and the metal catalyst are less.