Lecozotan

Base Information

• Chemical Name: Lecozotan
• CAS No.: 434283-16-6
• Molecular Formula: C₂₈H₂₉N₅O₃
• Molecular Weight: 483.57
• UNII: 48854OTZ5E
• DSSTox Substance ID: DTXSID30870354
• Wikipedia: Lecozotan
• Wikidata: Q27259118
• NCI Thesaurus Code: C74394
• Pharos Ligand ID: ZQB59C4B5R4X
• Metabolomics Workbench ID: 153511
• ChEMBL ID: CHEMBL372205
• Mol file: 434283-16-6.mol

Synonyms:lecozotan

Chemical Property of Lecozotan

Chemical Property:

• Boiling Point: 702.9±60.0 °C(Predicted)
• PKA: 6.28±0.10(Predicted)
• PSA: 81.93000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 3.58488
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 483.22703980
• Heavy Atom Count: 36
• Complexity: 770

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CN(C1=CC=CC=N1)C(=O)C2=CC=C(C=C2)C#N)N3CCN(CC3)C4=C5C(=CC=C4)OCCO5
• Isomeric SMILES: C[C@H](CN(C1=CC=CC=N1)C(=O)C2=CC=C(C=C2)C#N)N3CCN(CC3)C4=C5C(=CC=C4)OCCO5
• Recent ClinicalTrials: Study Evaluating Potential Pharmacokinetic (PK) Interaction Between Lecozotan and Digoxin
• Recent EU Clinical Trials: A MULTICENTER, RANDOMIZED, DOUBLE-BLIND, LONG-TERM EXTENSION STUDY TO DETERMINE THE SAFETY, TOLERABILITY, AND PRELIMINARY LONG TERM EFFICACY OF LECOZOTAN (SRA-333) SR IN PATIENTS WITH MILD TO MODERATE ALZHEIMER’S DISEASE TREATED WITH A CHOLINESTERASE INHIBITOR
• Uses: Treatment of cognitive deficits associated with Alzheimer’s disease (5-HT1A receptor antagonist).

Technology Process of Lecozotan

There total 3 articles about Lecozotan 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: 97.0%

{(R)-2-[4-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazin-1-yl]propyl}pyridin-2-ylamine (187795-96-6) + 4-cyanobenzoyl chlorIde (6068-72-0) → 4-cyano-N-{(2R)-2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl]-propyl}-N-pyridin-2-yl-benzamide (434283-16-6)

Guidance literature:

In dichloromethane;

Reference yield: 88.0%

{(R)-2-[4-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazin-1-yl]propyl}pyridin-2-ylamine dihydrochloride + 4-cyanobenzoyl chlorIde (6068-72-0) → C28H29N5O3 (434283-16-6)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; at 0 - 5 ℃;

Reference yield:

{2-[4-(2,3-dihydrobenzo-[1,4]dioxin-5-yl)-piperazin-1-yl]-propyl}-pyridin-2-yl-amine hydrochloride + 4-cyanobenzoyl chlorIde (6068-72-0) → 4-cyano-N-{(2R)-2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl]-propyl}-N-pyridin-2-yl-benzamide (434283-16-6)

Guidance literature:

{2-[4-(2,3-dihydrobenzo-[1,4]dioxin-5-yl)-piperazin-1-yl]-propyl}-pyridin-2-yl-amine hydrochloride; With potassium carbonate; In water; ethyl acetate; at 0 - 5 ℃; for 1.16667h;

4-cyanobenzoyl chlorIde; In water; ethyl acetate; at 23 - 25 ℃; for 1.5h;

upstream raw materials:

{(R)-2-[4-(2,3-dihydrobenzo[1,4]dioxin-5-yl)piperazin-1-yl]propyl}pyridin-2-ylamine

4-cyanobenzoyl chlorIde

Refernces

• 1、 -. "Preparation of N1-(2'-pyridyl)-1,2-propanediamine sulfamic acid and its use in the synthesis of biologically active piperazines". Page/Page column 5. . Retrieved 2008/06/13.