31036-80-3

Basic information

• Product Name: Lofexidine
• Synonyms: LOFEXIDINE;2-(1-(2,6-dichlorophenoxy)ethyl)-4,5-dihydro-1h-imidazol;2-(1-(2,6-dichlorophenoxy)ethyl)-4,5-dihydro-1h-imidazole;2-(alpha-(2,6-dichlorophenoxy)ethyl)2-imidazoline;6-dichlorophenoxy)ethyl)-2-imidazoline2-(1-(;LofexidineBase;Lofexidine Hcl 21498-08-8 /Base;2-[1-(2，6-Dichlomphenoxy)ethyl]-4，5-dihydro-1H-imidazole
• CAS NO: 31036-80-3
• Molecular Formula: C₁₁H₁₂Cl₂N₂O
• Molecular Weight: 259.13
• Mol File: 31036-80-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 126-128°
• Boiling Point: 421.5°Cat760mmHg
• Flash Point: 208.7°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 6.35E-07mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 9.80±0.40(Predicted)
• CAS DataBase Reference: Lofexidine(CAS DataBase Reference)
• NIST Chemistry Reference: Lofexidine(31036-80-3)
• EPA Substance Registry System: Lofexidine(31036-80-3)

Safety Data

• Hazardous Substances Data: 31036-80-3(Hazardous Substances Data)

Usage

Uses

An tihypertensive.

InChI:InChI=1/C11H12Cl2N2O/c1-7(11-14-5-6-15-11)16-10-8(12)3-2-4-9(10)13/h2-4,7H,5-6H2,1H3,(H,14,15)

Upstream product

• 78302-27-9 2-(2,6-dichlorophenoxy)-propionitrile 
• 107-15-3 ethylenediamine 
• 87-65-0 2,6-Dichlorophenol 
• 1112401-07-6 C₁₀H₁₀Cl₂O₃ 
• 344559-34-8 (±)ethyl 2-(2,6-dichlorophenoxy)propionate 

Downstream Products

• 81447-78-1 (-)-Lofexidine 
• 81447-79-2 (+)-Lofexidine 
• 21498-08-8 lofexidine hydrochloride 

Relevant articles and documents

An Easy, Convenient, and Safe Process for the Synthesis of Lofexidine Hydrochloride

A very efficient, cost-effective, and easily scalable process for the synthesis of lofexidine hydrochloride (1), an alpha 2-adrenergic receptor agonist used for treating opioid withdrawal is presented. Process development allows the preparation of lofexidine hydrochloride (1) through a one-pot amidation/imidazoline ring formation reaction, starting from ethyl 2-(2,6-dichlorophenoxy)propionate (13) and ethylenediamine (5) by the action of titanium isopropoxide. The required intermediate ethyl 2-(2,6-dichlorophenoxy)propionate (13) can efficiently be obtained through O-alkylation of 2,6-dichlorophenol (2) with ethyl 2-chloropropionate (12) using potassium carbonate as an acid-scavenger agent.

A PROCESS FOR THE SYNTHESIS OF LOFEXIDINE

Disclosed is a process for the synthesis of lofexidine of formula (I) and the hydrochloride salt thereof (II), from ethyl 2-(2,6-dichlorophenoxy)propionate (III) and ethylenediamine in the presence of tetravalent titanium alkoxides, preferably titanium isopropoxide, in an apolar solvent such as toluene. A further object of the present invention is a process for the preparation of the intermediate ethyl 2-(2,6-dichlorophenoxy)propionate (III) from 2,6-dichlorophenol and ethyl 2-chloropropionate in the presence of a polar aprotic solvent and an alkali or alkaline earth carbonate salt, preferably potassium carbonate. Both processes are more cost-effective and more easily industrially scalable than the known procedures, thus enabling the active ingredient to be obtained with high yields at a limited cost.

Feed additive for improving growth in agricultural animals

By using α-mimetics, particularly compounds of general formulae I to III and the compounds listed in Table I, as feed additives in fattening animals, it has surprisingly been possible to improve the daily weight gain, the utilisation of fodder and the ratio of muscle to fat in favor of the proportion of muscle and protein.