Pipamperone

Base Information

• Chemical Name: Pipamperone
• CAS No.: 1893-33-0
• Molecular Formula: C21H30FN3O2
• Molecular Weight: 375.487
• Hs Code.: 2933399090
• NSC Number: 759178
• UNII: 5402501F0W
• DSSTox Substance ID: DTXSID8048369
• Nikkaji Number: J7.805K
• Wikipedia: Pipamperone
• Wikidata: Q415118
• NCI Thesaurus Code: C73297
• Pharos Ligand ID: BQP3UPCW4K5V
• Metabolomics Workbench ID: 144632
• ChEMBL ID: CHEMBL440294
• Mol file: 1893-33-0.mol

Synonyms:1'-(3-(4-fluorobenzoyl)propyl)-(1,4'-bipiperidine) -4'-carboxamide;Dipiperon;Pipamperon-neuraxpharm;pipamperone;pipamperone dihydrochloride;R 3345

Chemical Property of Pipamperone

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 9.88E-13mmHg at 25°C
• Melting Point: 126°C(lit.)
• Refractive Index: 1.556
• Boiling Point: 563.717 °C at 760 mmHg
• PKA: 16.20±0.20(Predicted)
• Flash Point: 294.726 °C
• PSA: 66.64000
• Density: 1.174 g/cm³
• LogP: 3.17050
• Solubility.: H2O: ~50 mg/mL
• Water Solubility.: 81.7mg/L at 25℃
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 375.23220537
• Heavy Atom Count: 27
• Complexity: 506

Purity/Quality:

99.9% ^*data from raw suppliers

Pipamperone >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(CC1)C2(CCN(CC2)CCCC(=O)C3=CC=C(C=C3)F)C(=O)N
• Recent ClinicalTrials: Pipamperone/Citalopram (PNB01) Versus Citalopram (CIT) and Versus Pipamperone (PIP) in Major Depressive Disorder (MDD)
• Recent EU Clinical Trials: Withdrawing off-label antipsychotics in people with intellectual disabilities: why does it fail?
• Uses: Antipsychotic.
• Therapeutic Function: Antipsychotic

Technology Process of Pipamperone

There total 3 articles about Pipamperone 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: 46.0%

[1,4']bipiperidinyl-4'-carboxylic acid amide (39633-82-4) + 4-(4-fluorophenyl)-4-oxo-n-butyl chloride (3874-54-2,41167-07-1) → pipamperone (1893-33-0)

Guidance literature:

With sodium hydrogencarbonate; potassium iodide; In toluene; at 100 ℃;

DOI:10.1021/cs401075z

Reference yield:

1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene (1183278-95-6) → pipamperone (1893-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(trifluoromethanesulfonyl)amide; water / 1,4-dioxane / 100 °C

2: potassium iodide; sodium hydrogencarbonate / toluene / 100 °C

With water; sodium hydrogencarbonate; bis(trifluoromethanesulfonyl)amide; potassium iodide; In 1,4-dioxane; toluene;

DOI:10.1021/cs401075z

Reference yield:

→ pipamperone (1893-33-0)

Guidance literature:

γ-Chlor-4-fluor-butyrophenon, 4-Piperidino-4-piperidincarboxamid, Na2CO3, Toluol, KI (Sdt.);

DOI:10.1021/jm00335a010

upstream raw materials:

1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene

[1,4']bipiperidinyl-4'-carboxylic acid amide

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

Refernces