Prolintane

Base Information

• Chemical Name: Prolintane
• CAS No.: 493-92-5
• Molecular Formula: C15H23N
• Molecular Weight: 217.354
• European Community (EC) Number: 207-784-5
• UNII: EM4YZW677H
• DSSTox Substance ID: DTXSID70862031
• Nikkaji Number: J6.074G
• Wikipedia: Prolintane
• Wikidata: Q1653730
• NCI Thesaurus Code: C170358
• Metabolomics Workbench ID: 49682
• ChEMBL ID: CHEMBL2111047
• Mol file: 493-92-5.mol

Synonyms:1-(alpha-propylphenethyl)pyrrolidine;Katovit;phenylpyrrolidinylpentan;prolintane;prolintane hydrochloride;Promotil

Chemical Property of Prolintane

Chemical Property:

• Vapor Pressure: 0.00116mmHg at 25°C
• Refractive Index: 1.529
• Boiling Point: 299.9 °C at 760 mmHg
• PKA: 10.62±0.20(Predicted)
• Flash Point: 123.3 °C
• PSA: 3.24000
• Density: 0.963 g/cm³
• LogP: 3.43150
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 217.183049738
• Heavy Atom Count: 16
• Complexity: 178

Purity/Quality:

99%, ^*data from raw suppliers

Prolintane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CC1=CC=CC=C1)N2CCCC2
• Uses: Labelled Prolintane. Prolintane is a CNS stiumlant used as an analeptic drug. Prolintane acts as a norepinephrine-dopamine reuptake inhibitor.

Technology Process of Prolintane

There total 6 articles about Prolintane 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: 92.0%

1-(1-benzylbut-3-enyl)pyrrolidine → Prolintane (493-92-5)

Guidance literature:

With hydrogen; In methanol; under 3102.97 Torr;

DOI:10.24820/ark.5550190.p010.952

Reference yield:

1,2-epoxy-3-phenylpropane (4436-24-2) → Prolintane (493-92-5)

Guidance literature:

Multi-step reaction with 4 steps

1: copper(l) iodide / tetrahydrofuran / 1.5 h / -78 - 20 °C

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

4: hydrogen / methanol / 3102.97 Torr

With copper(l) iodide; lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; hydrogen; triphenylphosphine; In tetrahydrofuran; methanol; 2: |Mitsunobu Displacement;

DOI:10.24820/ark.5550190.p010.952

Reference yield:

1-phenylpent-4-en-2-ol (61077-65-4) → Prolintane (493-92-5)

Guidance literature:

Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

3: hydrogen / methanol / 3102.97 Torr

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; hydrogen; triphenylphosphine; In tetrahydrofuran; methanol; 1: |Mitsunobu Displacement;

DOI:10.24820/ark.5550190.p010.952

upstream raw materials:

pyrrolidine hydrochloride

butyraldehyde

1,2-epoxy-3-phenylpropane

1-phenylpent-4-en-2-ol

Downstream raw materials:

1-(1-p-Hydroxy-benzyl-butyl)-pyrrolidin-2-on

1-(1-Benzyl-butyl)-pyrrol

1-(1-Benzyl-butyl)-pyrrolidin-2-on

1-methyl-1-(1-benzyl-butyl)-pyrrolidinium; bromide

Refernces