Lofexidine

Base Information

• Chemical Name: Lofexidine
• CAS No.: 31036-80-3
• Molecular Formula: C₁₁H₁₂Cl₂N₂O
• Molecular Weight: 259.135
• UNII: UI82K0T627
• DSSTox Substance ID: DTXSID7023221
• Nikkaji Number: J20.359I
• Wikipedia: Lofexidine
• Wikidata: Q3836403
• NCI Thesaurus Code: C87578
• RXCUI: 28863
• Pharos Ligand ID: L6KYN67PB9Y8
• Metabolomics Workbench ID: 43646
• ChEMBL ID: CHEMBL17860
• Mol file: 31036-80-3.mol

Synonyms:2-(alpha-(2,6-dichlorophenoxy)ethyl) delta-2-imidazoline;BritLofex;lofexidine;lofexidine hydrochloride;Lofexidine mono-hydrochloride;lofexidine monohydrochloride;lofexidine, (+-)-isomer;Lucemyra

Chemical Property of Lofexidine

Chemical Property:

• Vapor Pressure: 6.35E-07mmHg at 25°C
• Melting Point: 215-225 °C
• Boiling Point: 421.5°Cat760mmHg
• PKA: 9.80±0.40(Predicted)
• Flash Point: 208.7°C
• PSA: 33.62000
• Density: 1.39g/cm³
• LogP: 2.52680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 258.0326684
• Heavy Atom Count: 16
• Complexity: 263

Purity/Quality:

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

Lofexidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=NCCN1)OC2=C(C=CC=C2Cl)Cl
• Recent ClinicalTrials: Delivering Transcutaneous Auricular Neurostimulation to Improve Relapse Prevention in Opioid Use Disorder
• Recent EU Clinical Trials: Lyhyt ja pitk? buprenorfiini-naloksoni -hoito suonensis?isen buprenorfiiniriippuvuuden vieroitushoidossa. Satunnaistettu kontrolloitu tutkimus
• Uses: An tihypertensive.

Technology Process of Lofexidine

There total 7 articles about Lofexidine 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: 90.0%

(±)ethyl 2-(2,6-dichlorophenoxy)propionate (344559-34-8,86981-78-4) + ethylenediamine (107-15-3,85404-18-8) → lofexidine (73372-53-9,81447-78-1,81447-79-2,31036-80-3)

Guidance literature:

ethylenediamine; With titanium(IV) isopropylate; In toluene; at 20 ℃; for 1h; Inert atmosphere;

(±)ethyl 2-(2,6-dichlorophenoxy)propionate; In toluene; at 110 ℃; for 18h; Time; Inert atmosphere;

Reference yield: 60.0%

2-(2,6-dichlorophenoxy)-propionitrile (78302-27-9,86981-81-9,87789-43-3) + ethylenediamine (107-15-3,85404-18-8) → lofexidine (73372-53-9,81447-78-1,81447-79-2,31036-80-3)

Guidance literature:

With carbon disulfide; ammonia; In toluene; Heating;

Reference yield: 30.0%

C10H10Cl2O3 (1112401-07-6) + ethylenediamine (107-15-3,85404-18-8) → (-)-2-(2,6-dichlorophenoxy)-propionic acid-N-(2-aminoethyl)-amide (344443-16-9) + lofexidine (73372-53-9,81447-78-1,81447-79-2,31036-80-3)

Guidance literature:

at 0 ℃; for 8h; Time; Mechanism;

DOI:10.1021/op8002689

upstream raw materials:

2-(2,6-dichlorophenoxy)-propionitrile

ethylenediamine

2,6-Dichlorophenol

C₁₀H₁₀Cl₂O₃

Downstream raw materials:

lofexidine hydrochloride

(-)-Lofexidine

(+)-Lofexidine

Refernces

• 1、 -. "PROCESS FOR THE SYNTHESIS OF LOFEXIDINE". . . Retrieved 2021/10/22.
• 2、 Vartak, Ashish P.,Crooks, Peter A.. "A scalable, enantioselective synthesis of the r2-adrenergic agonist, lofexidine". body text. p. 415 - 419. Retrieved 2010/04/22.