Dictamnine

Base Information

• Chemical Name: Dictamnine
• CAS No.: 484-29-7
• Molecular Formula: C₁₂H₉NO₂
• Molecular Weight: 199.209
• European Community (EC) Number: 683-099-9
• UNII: HQZ3798D0A
• DSSTox Substance ID: DTXSID0041012
• Nikkaji Number: J5.995A
• Wikidata: Q27106403
• Metabolomics Workbench ID: 67826
• ChEMBL ID: CHEMBL22533
• Mol file: 484-29-7.mol

Synonyms:4-methoxyfuro(2,3-b)quinoline;dictamine;dictamnine

Chemical Property of Dictamnine

Chemical Property:

• Vapor Pressure: 0.000142mmHg at 25°C
• Melting Point: 133.5 °C
• Refractive Index: 1.671
• Boiling Point: 343.242 °C at 760 mmHg
• PKA: 7.24±0.40(Predicted)
• Flash Point: 161.387 °C
• PSA: 35.26000
• Density: 1.263 g/cm³
• LogP: 2.98960
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 199.063328530
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dictamnine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C=COC2=NC3=CC=CC=C31
• Uses: antifungal, vasal relaxant, mooth muscle contractant Dictamnine is an herbal extract from the root of Dictamnus dasycarpus, and exhibits anti-microbial activity against bacteria and fungi. Phytotoxic agent.

Technology Process of Dictamnine

There total 42 articles about Dictamnine 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: 95.0%

2-(Trimethylsilyl)dictamnin (110744-47-3) → dictamnine (484-29-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In dichloromethane; at 20 ℃; for 6h;

Reference yield: 83.0%

2,3-Dihydro-3-hydroxy-4-methoxyfuro<2,3-b>quinoline (74121-01-0) → dictamnine (484-29-7)

Guidance literature:

With potassium hydrogensulfate; In tetrahydrofuran;

DOI:10.1080/00021369.1980.10863935

Reference yield: 75.0%

3-(2,2-dichloroethyl)-4-methoxy-2-quinolone (111736-15-3) → dictamnine (484-29-7)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Heating;

upstream raw materials:

diazomethane

furo[2,3-b]quinolin-4(9H)-one

4-chlorofuro[2,3-b]quinoline

4-chloro-2,3-dihydro-furo[2,3-b]quinoline

Downstream raw materials:

iso-dictamnine

furo[2,3-b]quinolin-4(9H)-one

Dictaminsaeure

4-chlorofuro[3,2-c]quinoline

Refernces

• 1、 Boyd,Grundon. "-". . p. 2637. Retrieved 1967.
• 2、 Sato,Ohta. "-". . p. 708,710. Retrieved 1957.
• 3、 Du, Yufeng,Huang, Linyu,Wang, Neng,Li, Xiaohuan,Zhou, Xian-Li,Zhang, Lan,Huang, Shuai,Walsh, Patrick J.,Gao, Feng. "Rhodium-Catalyzed Direct Arylation of Furopyridine: Synthesis and the Cardiac Effects of Dictamnine Derivatives". . p. 1002 - 1008. Retrieved 2022/02/07.
• 4、 Bodendiek, Silke B.,Mahieux, Cedrick,Haensel, Wolfram,Wulff, Heike. "4-Phenoxybutoxy-substituted heterocycles - A structure-activity relationship study of blockers of the lymphocyte potassium channel Kv1.3". experimental part. p. 1838 - 1852. Retrieved 2009/09/08.