Papp

Base Information

• Chemical Name: Papp
• CAS No.: 1814-64-8
• Molecular Formula: C19H22 F3 N3
• Molecular Weight: 349.399
• Hs Code.: 2933599090
• UNII: 8HAJ699EWG
• DSSTox Substance ID: DTXSID30171136
• Nikkaji Number: J22.985G
• Wikidata: Q27082543
• Pharos Ligand ID: 7VDMKLWCZRBN
• ChEMBL ID: CHEMBL1256693
• Mol file: 1814-64-8.mol

Synonyms:1-(2-(4-aminophenyl)ethyl)-4-(3-trifluoromethylphenyl)piperazine;LY 165163;LY 165163, hydrochloride;LY-165163;p-NH2-PE-TFMPP;PAPP

Chemical Property of Papp

Chemical Property:

• Vapor Pressure: 8.57E-09mmHg at 25°C
• Melting Point: 83-85 °C
• Boiling Point: 464.1°C at 760 mmHg
• PKA: 7.85±0.10(Predicted)
• Flash Point: 234.5°C
• PSA: 32.50000
• Density: 1.218g/cm³
• LogP: 4.23640
• Solubility.: 0.1 M HCl: slightly soluble
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 349.17658220
• Heavy Atom Count: 25
• Complexity: 399

Purity/Quality:

97% ^*data from raw suppliers

LY-165,163 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCC2=CC=C(C=C2)N)C3=CC=CC(=C3)C(F)(F)F
• Uses: LY-165,163 is a selective 5-HT1A and 5-HT1D serotonin receptor antagonist.

Technology Process of Papp

There total 5 articles about Papp 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: 88.9%

1-<2-(4-Nitrophenyl)ethyl>-4-<3-(trifluoromethyl)phenyl>piperazine (2195-13-3) → 1-[2-(4-aminophenyl)ethyl]-4-(3-trifluoromethylphenyl)piperazine (1814-64-8)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In ethanol; for 3h; Heating;

DOI:10.1021/jm00123a006

Reference yield:

4-nitrobenzeneacetic acid (104-03-0) → 1-[2-(4-aminophenyl)ethyl]-4-(3-trifluoromethylphenyl)piperazine (1814-64-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,3-dicyclohexylcarbodiimide / CHCl₃ / Ambient temperature

2: CHCl₃ / Ambient temperature

3: 89 percent / borane-THF / tetrahydrofuran / 24 h / Ambient temperature

4: 88.9 percent / SnCl₂, conc. HCl / aq. ethanol / 3 h / Heating

With hydrogenchloride; borane-THF; dicyclohexyl-carbodiimide; tin(ll) chloride; In tetrahydrofuran; ethanol; chloroform;

DOI:10.1021/jm00123a006

Reference yield:

4-nitrophenylacetic acid O-(N-hydroxy)succinimide ester (68123-33-1) → 1-[2-(4-aminophenyl)ethyl]-4-(3-trifluoromethylphenyl)piperazine (1814-64-8)

Guidance literature:

Multi-step reaction with 3 steps

1: CHCl₃ / Ambient temperature

2: 89 percent / borane-THF / tetrahydrofuran / 24 h / Ambient temperature

3: 88.9 percent / SnCl₂, conc. HCl / aq. ethanol / 3 h / Heating

With hydrogenchloride; borane-THF; tin(ll) chloride; In tetrahydrofuran; ethanol; chloroform;

DOI:10.1021/jm00123a006

upstream raw materials:

1-<2-(4-Nitrophenyl)ethyl>-4-<3-(trifluoromethyl)phenyl>piperazine

4-nitrobenzeneacetic acid

4-nitrophenylacetic acid O-(N-hydroxy)succinimide ester

1-<2-(4-Nitrophenyl)acetyl>-4-<3-(trifluoromethyl)phenyl>piperazine

Downstream raw materials:

1-[2-(3-Iodo-4-azidophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine

1-<2-(3-<125I>Iodo-4-aminophenyl)ethyl>-4-<3-(trifluoromethyl)phenyl>piperazine

1-[2-(3-Iodo-4-aminophenyl)ethyl]-4-[3-(trifluoromethyl)phenyl]piperazine

Refernces