(R)-Naproxen Acyl-b-D-glucuronide

Base Information

Chemical Name:(R)-Naproxen Acyl-b-D-glucuronide
CAS No.:112828-15-6
Molecular Formula:C₂₀H₂₂O₉
Molecular Weight:406.389
Hs Code.:29389090
Mol file:112828-15-6.mol

Synonyms:b-D-Glucopyranuronic acid,1-(6-methoxy-a-methyl-2-naphthaleneacetate),(R)-; (R)-Naproxen glucuronide

Suppliers and Price of (R)-Naproxen Acyl-b-D-glucuronide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
(R)-NaproxenAcyl-β-D-glucuronide
1mg
$ 215.00

Biosynth Carbosynth
(R)-Naproxen acyl-b-D-glucuronide
1 mg
$ 262.50

Biosynth Carbosynth
(R)-Naproxen acyl-b-D-glucuronide
2 mg
$ 472.50

Biosynth Carbosynth
(R)-Naproxen acyl-b-D-glucuronide
5 mg
$ 945.00

AK Scientific
(R)-Naproxenacyl-beta-D-glucuronide
2mg
$ 687.00

AK Scientific
(R)-Naproxenacyl-beta-D-glucuronide
1mg
$ 404.00

Total 7 raw suppliers

Chemical Property of (R)-Naproxen Acyl-b-D-glucuronide

Chemical Property:

Melting Point:128-130°C
Refractive Index:1.652
PSA：142.75000
LogP:0.38730
Storage Temp.:Hygroscopic, -20°C Freezer, Under Inert Atmosphere
Solubility.:Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

(R)-NaproxenAcyl-β-D-glucuronide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

General Description (R)-Naproxen Acyl-β-D-glucuronide is a diastereomeric metabolite of (R)-naproxen formed via glucuronidation. It exhibits stereoselective binding and stability properties, with (R)-Naproxen Acyl-β-D-glucuronide being less stable in phosphate buffer but more stable in protein-containing media compared to its S-diastereomer. It demonstrates reversible binding to human serum albumin (HSA), though with lower affinity than the parent naproxen enantiomers. Notably, (R)-Naproxen Acyl-β-D-glucuronide shows higher irreversible binding to HSA and plasma proteins than its S-counterpart, suggesting potential reactivity with lysine residues and possible toxicological implications due to covalent protein adduct formation. This reactivity may be influenced by acyl migration, as observed in related glucuronides.

Technology Process of (R)-Naproxen Acyl-b-D-glucuronide

There total 8 articles about (R)-Naproxen Acyl-b-D-glucuronide 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: 100.0%

: 946517-36-8
C₂₇H₂₈O₉

: 41945-43-1,112828-15-6
(+)-Naproxen glucuronide

Guidance literature:: With cyclohexa-1,4-diene; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; for 2h; Heating;
DOI:10.1016/j.tet.2007.05.050

Reference yield: 99.0%

: benzyl 1-O-[(S)-2-(6-methoxy-2-naphthyl)propionyl]-2,3,4-tri-O-benzyl-β-D-glucopyranuronate

: 41945-43-1,112828-15-6
(+)-Naproxen glucuronide

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 760 Torr;
DOI:10.1081/CAR-120034003

Reference yield:

: 22204-53-1
(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

: 41945-43-1,112828-15-6
(+)-Naproxen glucuronide

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / HATU; N-methylmorpholine / acetonitrile / 20 °C

2: 100 percent / cyclohexa-1,4-diene / Pd-C / tetrahydrofuran; propan-2-ol / 2 h / Heating

With 4-methyl-morpholine; cyclohexa-1,4-diene; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; acetonitrile;
DOI:10.1016/j.tet.2007.05.050