(+/-)-6-Acetonyldihydrosanguinarine

Base Information

• Chemical Name: (+/-)-6-Acetonyldihydrosanguinarine
• CAS No.: 37687-34-6
• Deprecated CAS: 1176238-42-8
• Molecular Formula: C23H19NO5
• Molecular Weight: 389.4007
• NSC Number: 129231
• DSSTox Substance ID: DTXSID201307625
• Nikkaji Number: J585.610H
• Wikidata: Q27114072
• Metabolomics Workbench ID: 48718
• Mol file: 37687-34-6.mol

Synonyms:6-acetonyl-5,6-dihydrosanguinarine

Chemical Property of (+/-)-6-Acetonyldihydrosanguinarine

Chemical Property:

• Vapor Pressure: 3.15E-14mmHg at 25°C
• Boiling Point: 597.3°C at 760 mmHg
• PKA: 1.67±0.40(Predicted)
• Flash Point: 315°C
• PSA: 57.23000
• Density: 1.367g/cm³
• LogP: 4.49920
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 389.12632271
• Heavy Atom Count: 29
• Complexity: 657

Purity/Quality:

98%min ^*data from raw suppliers

6-Acetonyldihydrosanguinarine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC1C2=C(C=CC3=C2OCO3)C4=C(N1C)C5=CC6=C(C=C5C=C4)OCO6

Technology Process of (+/-)-6-Acetonyldihydrosanguinarine

There total 4 articles about (+/-)-6-Acetonyldihydrosanguinarine 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: 48.3%

Sanguinarine (2447-54-3) + acetone (67-64-1) → 6-acetonyldihydrosanguinarine (37687-34-6,88588-10-7)

Guidance literature:

With sodium carbonate; In water; for 7h; Reflux;

DOI:10.1080/14786419.2010.482055

Reference yield:

sanguinarine chloride (5578-73-4) + acetone (67-64-1) → 6-acetonyldihydrosanguinarine (37687-34-6,88588-10-7)

Guidance literature:

With sodium carbonate; Heating;

DOI:10.1016/0031-9422(72)80101-8

Reference yield:

sanguinarine iodide + acetone (67-64-1) → 6-acetonyldihydrosanguinarine (37687-34-6,88588-10-7)

Guidance literature:

With sodium carbonate; Reflux;

DOI:10.3390/molecules171113026

upstream raw materials:

sanguinarine chloride

acetone

Sanguinarine

Refernces

• 1、 Tin-Wa et al.. "". . p. 1840. Retrieved 1972.
• 2、 Miao, Fang,Yang, Xin-Juan,Zhou, Le,Hu, Hai-Jun,Zheng, Feng,Ding, Xu-Dong,Sun, Dong-Mei,Zhou, Chun-Dong,Sun, Wei. "Structural modification of sanguinarine and chelerythrine and their antibacterial activity". experimental part. p. 863 - 875. Retrieved 2011/07/08.