Desformylflustrabromine

Base Information

• Chemical Name: Desformylflustrabromine
• CAS No.: 474657-72-2
• Molecular Formula: C16H22BrClN2
• Molecular Weight: 357.72
• UNII: 24C2SY7KUV
• DSSTox Substance ID: DTXSID601046502
• Nikkaji Number: J1.846.630I
• Wikipedia: Desformylflustrabromine
• Wikidata: Q5264123
• Metabolomics Workbench ID: 127983
• ChEMBL ID: CHEMBL231592
• Mol file: 474657-72-2.mol

Synonyms:desformylflustrabromine

Chemical Property of Desformylflustrabromine

Chemical Property:

• PSA: 27.82000
• LogP: 5.34880
• Storage Temp.: Store at +4°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 320.08881
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

99% ^*data from raw suppliers

Desformylflustrabromine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C=C)C1=C(C2=C(N1)C=C(C=C2)Br)CCNC
• Uses: Desformylflustrabromine Hydrochloride is a positive allosteric modulator of α4β2 nicotinic acetylcholine receptors.

Technology Process of Desformylflustrabromine

There total 11 articles about Desformylflustrabromine 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: 98.0%

N-{2-[6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]ethyl}-N-methylformamide (80693-54-5) → Desformylflustrabromine (474657-72-2)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 ℃; for 48h;

DOI:10.1055/s-0029-1218811

Reference yield: 88.0%

C22H19BrCo2N2O6 (1353012-45-9) → Desformylflustrabromine (474657-72-2)

Guidance literature:

With tri-n-butyl-tin hydride; In toluene; at 65 ℃; for 2h;

DOI:10.1246/cl.2011.1079

Reference yield:

tert-butyl 2-(6-bromo-2-(1,1-dimethylallyl)-1H-indol-3-yl)ethyl-N-methylcarbamate (951322-09-1) → Desformylflustrabromine (474657-72-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2007.06.047

upstream raw materials:

N-{2-[6-bromo-2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]ethyl}-N-methylformamide

N-{2-[2-(1,1-dimethylallyl)-1H-indol-3-yl]ethyl}-N-methylformamide

[2-(1H-indol-3-yl)-ethyl]-methylamine

Dimethylallene

Refernces

• 1、 German, Nadezhda,Kim, Jin-Sung,Jain, Atul,Dukat, Malgorzata,Pandya, Anshul,Ma, Yilong,Weltzin, Maegan,Schulte, Marvin K.,Glennon, Richard A.. "Deconstruction of the α4β2 nicotinic acetylcholine receptor positive allosteric modulator desformylflustrabromine". scheme or table. p. 7259 - 7267. Retrieved 2012/01/02.
• 2、 Adla, Santosh Kumar,Golz, Gregor,Jones, Peter G.,Lindel, Thomas. "Study on the NBS-induced rearrangement of 2-tert-prenyltryptamines". scheme or table. p. 2161 - 2170. Retrieved 2010/09/03.