Lofexidine hydrochlorideProduct ingredient for Lofexidine
- Name
- Lofexidine hydrochloride
- Drug Entry
- Lofexidine
Lofexidine is a non-opioid centrally acting alpha2-adrenergic receptor agonist that was first approved for the treatment of opioid withdrawal in the United Kingdom in 1992.2 It was first studied for use as an antihypertensive in 1980, but its researched was stopped as it was found less effective for the treatment of hypertension than clonidine.6 Lofexidine was then repurposed for the treatment of opioid withdrawal, as it was seen to be more economical and have fewer side effects than clonidine.5 Lofexidine was developed by US Woldmeds LLC and it was approved by the FDA on May 16, 2018.8
- Accession Number
- DBSALT000829
- Structure
Structure for Lofexidine hydrochloride (DBSALT000829)
- Synonyms
- Lofexidine HCl
- UNII
- V47G1SDI1B
- CAS Number
- 21498-08-8
- Weight
- Average: 295.593
Monoisotopic: 294.009346169 - Chemical Formula
- C11H13Cl3N2O
- InChI Key
- DWWHMKBNNNZGHF-UHFFFAOYSA-N
- InChI
- InChI=1S/C11H12Cl2N2O.ClH/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);1H
- IUPAC Name
- 2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole hydrochloride
- SMILES
- Cl.CC(OC1=C(Cl)C=CC=C1Cl)C1=NCCN1
- External Links
- PubChem Compound
- 30667
- ChemSpider
- 28459
- ChEBI
- 1251796
- ChEMBL
- CHEMBL1788132
- Wikipedia
- Lofexidine
- Predicted Properties
Property Value Source Water Solubility 0.147 mg/mL ALOGPS logP 3.31 ALOGPS logP 2.66 Chemaxon logS -3.2 ALOGPS pKa (Strongest Basic) 9.27 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 33.62 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 64.41 m3·mol-1 Chemaxon Polarizability 25.11 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon