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Merck
CN

H9414

Halofantrine hydrochloride

≥98% (HPLC), HERG channel blocker, solid

Synonym(s):

1,3-Dichloro-a-[2-(dibutylamino)ethyl]-6-(trifluoromethyl)-9-phenanthrenemethanol hydrochloride, Halfan

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About This Item

Empirical Formula (Hill Notation):
C26H30Cl2F3NO · HCl
CAS Number:
36167-63-2
Molecular Weight:
536.88
NACRES:
NA.77
PubChem Substance ID:
329815264
UNSPSC Code:
12352200
EC Number:
252-895-4
MDL number:
MFCD00879136

Key Documents

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Product Name

Halofantrine hydrochloride, ≥98% (HPLC), solid

InChI

1S/C26H30Cl2F3NO.ClH/c1-3-5-10-32(11-6-4-2)12-9-25(33)23-16-22-21(14-18(27)15-24(22)28)20-13-17(26(29,30)31)7-8-19(20)23;/h7-8,13-16,25,33H,3-6,9-12H2,1-2H3;1H

InChI key

WANGFTDWOFGECH-UHFFFAOYSA-N

SMILES string

Cl.CCCCN(CCCC)CCC(O)c1cc2c(Cl)cc(Cl)cc2c3cc(ccc13)C(F)(F)F

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to off-white

solubility

DMSO: >10 mg/mL

originator

GlaxoSmithKline

storage temp.

2-8°C

Quality Level

100

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Biochem/physiol Actions

Halofantrine is a blocker of delayed rectifier potassium current via the inhibition of hERG channel.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000397169
0000397168
0000397169
0000279497
0000228791

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Martin Traebert et al.
European journal of pharmacology, 484(1), 41-48 (2004-01-20)
Several antimalarial drugs are known to produce a QT interval prolongation via a blockade of the rapidly activating delayed rectifier K+ current (IKr), encoded by the human-ether-a-go-go-related gene (hERG). We investigated the influence of lumefantrine and its major metabolite desbutyl-lumefantrine
H Tie et al.
British journal of pharmacology, 130(8), 1967-1975 (2000-08-22)
Halofantrine is a widely used antimalarial agent which has been associated with prolongation of the 'QT interval' of the electrocardiogram (ECG), torsades de pointes and sudden death. Whilst QT prolongation is consistent with halofantrine-induced increases in cardiac ventricular action potential
Jigar P Patel et al.
Chirality, 24(7), 558-565 (2012-05-17)
Experimental hyperlipidemia has shown to decrease cytochrome P450 3A4 and 2C11 expression and to increase liver concentrations and the plasma protein binding of halofantrine (HF) enantiomers. The present study examined the effect of hyperlipidemic (HL) serum on the metabolism of
René Holm et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 81(2), 281-287 (2012-04-03)
The bioavailability of the poorly soluble model drug halofantrine, dosed in a soy bean oil solution or in a self-nanoemulsifying drug delivery system (SNEDDS), at two levels of lipid, was assessed in rats. Three rat models were used: intact rats
Natalie L Trevaskis et al.
Molecular pharmaceutics, 7(6), 2297-2309 (2010-10-21)
Lymphocytes are central to the progression of autoimmune disease, transplant rejection, leukemia, lymphoma and lymphocyte-resident viral diseases such as HIV/AIDs. Strategies to target drug treatments to lymphocytes, therefore, represent an opportunity to enhance therapeutic outcomes in disease states where many
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