Cnidilin

Base Information

• Chemical Name: Cnidilin
• CAS No.: 14348-22-2
• Molecular Formula: C₁₇H₁₆O₅
• Molecular Weight: 300.311
• UNII: GGS6U48RG7
• Nikkaji Number: J340.943K
• Wikidata: Q27155096
• Metabolomics Workbench ID: 125608
• ChEMBL ID: CHEMBL1934194
• Mol file: 14348-22-2.mol

Synonyms:cnidilin

Chemical Property of Cnidilin

Chemical Property:

• Melting Point: 117-118℃
• PSA: 61.81000
• Density: 1.243
• LogP: 3.89280
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 300.09977361
• Heavy Atom Count: 22
• Complexity: 479

Purity/Quality:

≥98% ^*data from raw suppliers

Cnidilin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OC)C
• Uses: Cnidilin is one of the major bioactive constituents of Radix Angelicae dahuricae. Used as a treatment of headache, toothache, abscess, furunculosis and acne.

Technology Process of Cnidilin

There total 6 articles about Cnidilin 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: 84.0%

isoimperatorin (49739-62-0) + methyl iodide (74-88-4) → cnidilin (14348-22-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 1h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2011.12.002

Reference yield:

8-hydroxypsoralen (2009-24-7) → cnidilin (14348-22-2)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid; acetic acid / 20 °C

2: hydrogenchloride; zinc / water; acetone / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 2 h / Reflux; Inert atmosphere

4: potassium carbonate / N,N-dimethyl-formamide / 1 h / Reflux; Inert atmosphere

With hydrogenchloride; nitric acid; potassium carbonate; acetic acid; zinc; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmc.2011.12.002

Reference yield:

9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one (298-81-7) → cnidilin (14348-22-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: boron tribromide / dichloromethane / 4 h / 20 °C / Inert atmosphere

1.2: 1 h

2.1: nitric acid; acetic acid / 20 °C

3.1: hydrogenchloride; zinc / water; acetone / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / Reflux; Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / Reflux; Inert atmosphere

With hydrogenchloride; nitric acid; boron tribromide; potassium carbonate; acetic acid; zinc; In dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmc.2011.12.002

upstream raw materials:

isoimperatorin

methyl iodide

8-hydroxypsoralen

9-methoxy-7H-furo[3,2-g][1]benzopyran-7-one