8-Hydroxyquinoline-beta-D-glucopyranoside

Base Information

• Chemical Name: 8-Hydroxyquinoline-beta-D-glucopyranoside
• CAS No.: 29266-96-4
• Molecular Formula: C₁₅H₁₇NO₆
• Molecular Weight: 307.303
• Hs Code.: 29389090
• European Community (EC) Number: 621-158-2
• Nikkaji Number: J84.924C
• Mol file: 29266-96-4.mol

Synonyms:8-hydroxyquinoline beta-D-glucoside;8-hydroxyquinoline glucoside

Chemical Property of 8-Hydroxyquinoline-beta-D-glucopyranoside

Chemical Property:

• Vapor Pressure: 2.06E-14mmHg at 25°C
• Refractive Index: 1.689
• Boiling Point: 582.5 °C at 760 mmHg
• PKA: 12.69±0.70(Predicted)
• Flash Point: 306.1 °C
• PSA: 112.27000
• Density: 1.507 g/cm³
• LogP: -0.58650
• Storage Temp.: −20°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 307.10558726
• Heavy Atom Count: 22
• Complexity: 370

Purity/Quality:

98% ^*data from raw suppliers

8-Hydroxyquinoline b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)N=CC=C2
• Isomeric SMILES: C1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)N=CC=C2

Technology Process of 8-Hydroxyquinoline-beta-D-glucopyranoside

There total 7 articles about 8-Hydroxyquinoline-beta-D-glucopyranoside 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: 65.0%

8-quinolinyltetra-O-acetyl-β-D-glucopyranoside → 5-chloro-7-iodo-8-quinolinyl-β-D-glucopyranoside (113079-84-8,29266-96-4)

Guidance literature:

With sodium methylate; In methanol; for 0.333333h;

DOI:10.1039/c2dt12371a

Reference yield: 49.0%

8-quinolinol (148-24-3,24804-14-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 5-chloro-7-iodo-8-quinolinyl-β-D-glucopyranoside (113079-84-8,29266-96-4)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In methanol; dichloromethane; water; at 20 ℃; for 72h;

DOI:10.1016/j.bioorg.2018.11.047

Reference yield:

→ 5-chloro-7-iodo-8-quinolinyl-β-D-glucopyranoside (113079-84-8,29266-96-4)

Guidance literature:

With sodium methylate;

DOI:10.1021/jo01179a005

upstream raw materials:

8-quinolinol

D-Glucose

β-D-glucose pentaacetate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

8-quinolinol

β-D-glucose

Refernces

• 1、 Oliveri, Valentina,Giuffrida, Maria Laura,Vecchio, Graziella,Aiello, Cinzia,Viale, Maurizio. "Gluconjugates of 8-hydroxyquinolines as potential anti-cancer prodrugs". . p. 4530 - 4535. Retrieved 2012/07/14.