Zomepirac glucuronide

Base Information

• Chemical Name: Zomepirac glucuronide
• CAS No.: 75871-31-7
• Molecular Formula: C₂₁H₂₂ClNO₉
• Molecular Weight: 467.86
• Hs Code.: 2938900000
• DSSTox Substance ID: DTXSID70226775
• Nikkaji Number: J788.137A
• Wikidata: Q83106287
• Mol file: 75871-31-7.mol

Synonyms:zomepirac glucuronide

Chemical Property of Zomepirac glucuronide

Chemical Property:

• Vapor Pressure: 3.83E-20mmHg at 25°C
• Boiling Point: 692.7°C at 760 mmHg
• PKA: 2.68±0.70(Predicted)
• Flash Point: 372.7°C
• PSA: 155.52000
• Density: 1.57g/cm³
• LogP: 0.19580
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 467.0983090
• Heavy Atom Count: 32
• Complexity: 713

Purity/Quality:

99%, ^*data from raw suppliers

ZomepiracAcyl-O-β-D-glucuronide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N(C(=C1)CC(=O)OC2C(C(C(C(O2)C(=O)O)O)O)O)C)C(=O)C3=CC=C(C=C3)Cl
• Isomeric SMILES: CC1=C(N(C(=C1)CC(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O)C)C(=O)C3=CC=C(C=C3)Cl
• Uses: An unstable metabolite of the nonsteroidal anti-inflammatory drug (NSAID) Zomepirac that is capable of reacting with endogenous proteins to form potentially toxic covalent ZP-protein adducts. An unstable metabolite of the nonsteroidal anti-inflammatory drug (NSAID) Zomepirac (Z675000) that is capable of reacting with endogenous proteins to form potentially toxic covalent ZP-protein adducts.

Technology Process of Zomepirac glucuronide

There total 3 articles about Zomepirac 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%

C28H28NO9Cl → Zomepirac glucuronide (75871-31-7)

Guidance literature:

With cyclohexa-1,4-diene; palladium on activated charcoal; In tetrahydrofuran; isopropyl alcohol; for 4h; Heating;

DOI:10.1016/j.tet.2007.05.050

Reference yield:

zomepirac (33369-31-2) → Zomepirac glucuronide (75871-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / HATU; N-methylmorpholine / acetonitrile / 20 °C

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

Reference yield:

benzyl α,β-D-glucuronate → Zomepirac glucuronide (75871-31-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / HATU; N-methylmorpholine / acetonitrile / 20 °C

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

upstream raw materials:

zomepirac

Refernces