Lazabemide

Base Information

• Chemical Name: Lazabemide
• CAS No.: 103878-84-8
• Molecular Formula: C₈H₁₀ClN₃O
• Molecular Weight: 199.64
• UNII: 420HD787N9
• DSSTox Substance ID: DTXSID2048294
• Nikkaji Number: J324.183A
• Wikipedia: Lazabemide
• Wikidata: Q6505756
• NCI Thesaurus Code: C80964
• Pharos Ligand ID: TU4F1FX26P3A
• ChEMBL ID: CHEMBL279390
• Mol file: 103878-84-8.mol

Synonyms:lazabemide;Ro 19-6327;Ro-19-6327

Chemical Property of Lazabemide

Chemical Property:

• Vapor Pressure: 1.59E-06mmHg at 25°C
• Refractive Index: 1.571
• Boiling Point: 397.4 °C at 760 mmHg
• PKA: 12.90±0.46(Predicted)
• Flash Point: 194.2 °C
• PSA: 68.01000
• Density: 1.286 g/cm³
• LogP: 1.51470
• Storage Temp.: room temp
• Solubility.: DMSO: ≥22mg/mL
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.0512396
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

98%,99%, ^*data from raw suppliers

Lazabemide hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Cl)C(=O)NCCN
• Uses: Lazabemide hydrate may be used in cell signaling studies.

Technology Process of Lazabemide

There total 4 articles about Lazabemide 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: 93.1%

4-chloronicotinoyl chloride (128073-03-0) + ethylenediamine (107-15-3,85404-18-8) → lazabemide (103878-84-8)

Guidance literature:

In dichloromethane; water; at 0 - 10 ℃;

DOI:10.1016/j.bmc.2018.08.024

Reference yield: 89.0%

2-(5-chloropyridine-2-yl)-1H-imidazoline (943621-63-4) → lazabemide (103878-84-8)

Guidance literature:

With sodium hydroxide; water; at 100 ℃; for 1.5 - 3h; Product distribution / selectivity; Heating / reflux;

Reference yield:

5-chloropicolinic acid (86873-60-1) → lazabemide (103878-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide; thionyl chloride / dichloromethane; water / 8 h / Reflux

2: dichloromethane; water / 0 - 10 °C

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1016/j.bmc.2018.08.024

upstream raw materials:

2-(5-chloropyridine-2-yl)-1H-imidazoline

4-chloronicotinoyl chloride

ethylenediamine

5-chloropicolinic acid

Refernces

• 1、 -. "PROCESS FOR PREPARING PYRIDINE-2-CARBOXAMIDES AND INTERMEDIATES THEREFOR". Page/Page column 15; 18. . Retrieved 2008/06/13.
• 2、 -. "Ethylenediamine monoamides". . . Retrieved 2008/06/13.