Halofantrine hydrochloride

Base Information

• Chemical Name: Halofantrine hydrochloride
• CAS No.: 36167-63-2
• Deprecated CAS: 106927-11-1
• Molecular Formula: C₂₆H₃₀Cl₂F₃NO*ClH
• Molecular Weight: 536.892
• European Community (EC) Number: 252-895-4
• UNII: 2B7ENL644K,H77DL0Y630
• DSSTox Substance ID: DTXSID0045464
• NCI Thesaurus Code: C65839
• ChEMBL ID: CHEMBL1200901
• Mol file: 36167-63-2.mol

Synonyms:1-(1,3-dichloro-6-trifluoromethyl-9-phenanthryl)-3-di(n-butyl)aminopropanol HCl;Halfan;halofantrine;halofantrine hydrochloride;WR 171,699;WR 171669;WR-171,669;WR-171699

Chemical Property of Halofantrine hydrochloride

Chemical Property:

• Melting Point: 93-96°; mp 203-204°
• Boiling Point: 596.2°Cat760mmHg
• Flash Point: 314.4°C
• PSA: 23.47000
• Density: 1.244g/cm³
• LogP: 9.44630
• Storage Temp.: 2-8°C
• Solubility.: DMSO: >10mg/mL
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 535.142332
• Heavy Atom Count: 34
• Complexity: 584

Purity/Quality:

99% ^*data from raw suppliers

Halofantrine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN(CCCC)CCC(C1=C2C=CC(=CC2=C3C=C(C=C(C3=C1)Cl)Cl)C(F)(F)F)O.Cl
• Uses: Antimalarial. halofantrine, a drug that is effective against chloroquine-resistant malaria and is now being evaluated in Africa.

Technology Process of Halofantrine hydrochloride

There total 4 articles about Halofantrine hydrochloride 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: 96.0%

C26H28Cl2F3NO2 → halofantrine hydrochloride (36167-63-2,66051-64-7,66051-71-6,106927-11-1)

Guidance literature:

C₂₆H₂₈Cl₂F₃NO₂; With 5%-palladium/activated carbon; hydrogen; In ethanol; at 45 - 50 ℃; for 5h; under 3750.38 - 6000.6 Torr;

With hydrogenchloride; at 20 - 25 ℃; for 3h; Reagent/catalyst; Temperature;

Reference yield:

4-trifluoromethyl-2-(3,5-dichlorophenyl)phenylacetyl chloride → halofantrine hydrochloride (36167-63-2,66051-64-7,66051-71-6,106927-11-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide; aluminum (III) chloride / dichloromethane / 4 h / 35 - 40 °C

2.1: sodium methylate / methanol / 2 h / 50 - 55 °C

3.1: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h / 45 - 50 °C / 3750.38 - 6000.6 Torr

3.2: 3 h / 20 - 25 °C

With aluminum (III) chloride; 5%-palladium/activated carbon; hydrogen; sodium methylate; sodium hydroxide; In methanol; ethanol; dichloromethane;

Reference yield:

4-trifluoromethyl-2-(3,5-dichlorophenyl)phenylacetic acid → halofantrine hydrochloride (36167-63-2,66051-64-7,66051-71-6,106927-11-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: thionyl chloride; sodium hydroxide / dichloromethane / 1 h / 20 - 30 °C

2.1: sodium hydroxide; aluminum (III) chloride / dichloromethane / 4 h / 35 - 40 °C

3.1: sodium methylate / methanol / 2 h / 50 - 55 °C

4.1: 5%-palladium/activated carbon; hydrogen / ethanol / 5 h / 45 - 50 °C / 3750.38 - 6000.6 Torr

4.2: 3 h / 20 - 25 °C

With aluminum (III) chloride; thionyl chloride; 5%-palladium/activated carbon; hydrogen; sodium methylate; sodium hydroxide; In methanol; ethanol; dichloromethane;

Refernces