Naproxol

Base Information

• Chemical Name: Naproxol
• CAS No.: 26159-36-4
• Molecular Formula: C14H16 O2
• Molecular Weight: 216.28
• Hs Code.: 2909499000
• NSC Number: 758618
• UNII: 33S398GAY6
• DSSTox Substance ID: DTXSID1045904
• Nikkaji Number: J17.058E
• Wikidata: Q27130569
• NCI Thesaurus Code: C83990
• Metabolomics Workbench ID: 61400
• ChEMBL ID: CHEMBL2105135
• Mol file: 26159-36-4.mol

Synonyms:NAPROXOL;26159-36-4;Naproxolum;(-)-2-(6-Methoxy-2-naphthyl)-1-propanol;(-)-6-Methoxy-beta-methyl-2-naphthaleneethanol;RS-4034;(2S)-2-(6-methoxynaphthalen-2-yl)propan-1-ol;(S)-(-)-2-(6-Methoxy-2-naphthyl)-1-propanol;CHEBI:61022;Naproxol [USAN:INN];NSC-758618;(-)-(S)-6-methoxy-beta-methyl-2-naphthaleneethanol;UNII-33S398GAY6;DTXSID1045904;(S)-2-(6-methoxynaphthalen-2-yl)propan-1-ol;33S398GAY6;RS 4034;(2S)-2-(6-methoxy-2-naphthyl)propan-1-ol;2-Naphthaleneethanol, 6-methoxy-.beta.-methyl-, (S)-;NCGC00095068-01;Spectrum_001498;NAPROXOL [USAN];Naproxol (USAN/INN);NAPROXOL [INN];Spectrum2_000494;Spectrum3_000973;Spectrum4_001097;Spectrum5_001281;Epitope ID:139984;2-Naphthaleneethanol, 6-methoxy-.beta.-methyl-, L-(-)-;SCHEMBL43203;BSPBio_002605;KBioGR_001514;KBioSS_001978;SPECTRUM1503801;SPBio_000387;CHEMBL2105135;DTXCID9025904;KBio2_001978;KBio2_004546;KBio2_007114;KBio3_001825;LTRANDSQVZFZDG-SNVBAGLBSA-N;HMS1922G22;HMS2093K03;Pharmakon1600-01503801;Tox21_111409;CCG-39576;NSC758618;NSC 758618;NCGC00178581-01;SBI-0051841.P002;CAS-26159-36-4;(S)-2-(6-methoxy-naphthalen-2-yl)-propan-ol;D05121;SR-05000002061;SR-05000002061-1;2-Naphthaleneethanol, 6-methoxy-beta-methyl-, (S)-;BRD-K34014345-001-02-6;Q27130569;(-)-(S)-6-METHOXY-.BETA.-METHYL-2-NAPHTHALENEETHANOL

Chemical Property of Naproxol

Chemical Property:

• Vapor Pressure: 6.67E-06mmHg at 25°C
• Melting Point: 87 °C
• Boiling Point: 362.9°Cat760mmHg
• PKA: 14.75±0.10(Predicted)
• Flash Point: 162.6°C
• PSA: 29.46000
• Density: 1.108g/cm³
• LogP: 2.94420
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 216.115029749
• Heavy Atom Count: 16
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

NAPROXOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CO)C1=CC2=C(C=C1)C=C(C=C2)OC
• Isomeric SMILES: C[C@H](CO)C1=CC2=C(C=C1)C=C(C=C2)OC
• Uses: Anti-inflammatory; analgesic; antipyretic.

Technology Process of Naproxol

There total 5 articles about Naproxol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

1-phenylethyl 2-(6-methoxynaphthalen-2-yl)propionate (960210-90-6) → (S)-1-phenylethanol (1445-91-6) + naproxol (26159-36-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1055/s-2008-1032068

Reference yield:

2-(6-methoxy-2-naphthyl)propanal (27602-75-1) → 6-methoxy-2-acetylnaphthalene (3900-45-6) + naproxol (26159-36-4)

Guidance literature:

With ethanol; horse liver alcohol dehydrogenase; β-nicotinamide adenine dinucleotide, reduced dipotassium salt; In tetrahydrofuran; for 24h; pH=8; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/c005098a

Reference yield:

2-(6-methoxy-2-naphthyl)propanal (27602-75-1) → 6-methoxy-2-acetylnaphthalene (3900-45-6) + naproxol (26159-36-4) + (2R)-2-(6-methoxy-naphthalen-2-yl)-propan-1-ol

Guidance literature:

With ethanol; horse liver alcohol dehydrogenase; β-nicotinamide adenine dinucleotide, reduced dipotassium salt; for 24h; pH=8; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/c005098a

upstream raw materials:

(S)-2-(6-methoxy-2-naphthyl)-1,2-propanediol

1-phenylethyl 2-(6-methoxynaphthalen-2-yl)propionate

2-(6-methoxy-2-naphthyl)propanal

Downstream raw materials:

C₄₀H₃₈BrO₃P

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

(R)-2-(6-methoxy-2-naphthyl)propionic acid

Refernces

• 1、 Coulbeck, Elliot,Eames, Jason. "Parallel kinetic resolution of 1-phenylethanol using quasi-enantiomeric active esters". . p. 333 - 338. Retrieved 2008/09/17.
• 2、 Koul, Surrinder,Koul, Jawahir Lal,Singh, Budh,Kapoor, Munish,Parshad, Rajinder,Manhas, Kuldeep S.,Taneja, Subhash C.,Qazi, Ghulam N.. "Trichosporon beigelli esterase (TBE): A versatile esterase for the resolution of economically important racemates". . p. 2575 - 2591. Retrieved 2007/10/03.