1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine

Base Information

• Chemical Name: 1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine
• CAS No.: 172906-90-0
• Molecular Formula: C24H38 N2 O
• Molecular Weight: 370.579
• European Community (EC) Number: 689-045-0
• UNII: XTX7Z22467
• ChEMBL ID: CHEMBL53325
• DSSTox Substance ID: DTXSID00676880
• Nikkaji Number: J717.624D
• Pharos Ligand ID: ZPSUZG3BHZSL
• Wikidata: Q7118323
• Wikipedia: PB-28
• Mol file: 172906-90-0.mol

Synonyms:1-cyclohexyl-4-(3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)-n-propyl)piperazine;1-cyclohexyl-4-MeOTHN-PrPip

Chemical Property of 1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine

Chemical Property:

• PSA: 15.71000
• LogP: 6.32540
• Storage Temp.: Desiccate at +4°C
• Solubility.: H2O: ~10mg/mL at 60°C
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 370.298413840
• Heavy Atom Count: 27
• Complexity: 428

Purity/Quality:

98%Min ^*data from raw suppliers

PB28 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC2=C1CCCC2CCCN3CCN(CC3)C4CCCCC4
• Uses: PB 28 is a selective σ2 receptor agonist. It is also an antitumor and cytotoxic agent.

Technology Process of 1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine

There total 2 articles about 1-Cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]piperazine 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: 70.0%

cyclohexylpiperazine (17766-28-8) + 1-(3-bromo-n-propyl)-5-methoxy-1,2,3,4-tetrahydronaphthalene (161923-64-4) → 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)-n-propyl]piperazine (172906-90-0)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; Heating;

DOI:10.1021/jm950409c

Reference yield:

4-(3-bromo-n-propyl)-1,2-dihydro-8-methoxynaphthalene (153526-80-8) → 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)-n-propyl]piperazine (172906-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / ethanol; methanol / 760 Torr / Ambient temperature

2: 70 percent / sodium carbonate / dimethylformamide / Heating

With hydrogen; sodium carbonate; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm950409c

Reference yield: 77.0%

toluene-4-sulfonic acid (104-15-4) + 1-cyclohexyl-4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)-n-propyl]piperazine (172906-90-0) → 1-amino-4-cyclohexyl-1-(3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl)piperazin-1-ium 4-methylbenzenesulfonate

Guidance literature:

With iodosylbenzene; ammonium carbamate; In acetonitrile; at 25 ℃; for 2h;

DOI:10.1002/adsc.202001047

upstream raw materials:

cyclohexylpiperazine

1-(3-bromo-n-propyl)-5-methoxy-1,2,3,4-tetrahydronaphthalene

4-(3-bromo-n-propyl)-1,2-dihydro-8-methoxynaphthalene