LUMEFANTRINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	RACEMIC
Molecular Formula	C30H32Cl3NO
Molecular Weight	528.94
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure of LUMEFANTRINE

Structure Search

SMILES

CCCCN(CCCC)CC(O)C1=CC(Cl)=CC2=C1C3=CC=C(Cl)C=C3\C2=C\C4=CC=C(Cl)C=C4

InChI

InChIKey=DYLGFOYVTXJFJP-MYYYXRDXSA-N

InChI=1S/C30H32Cl3NO/c1-3-5-13-34(14-6-4-2)19-29(35)28-18-23(33)17-27-25(15-20-7-9-21(31)10-8-20)26-16-22(32)11-12-24(26)30(27)28/h7-12,15-18,29,35H,3-6,13-14,19H2,1-2H3/b25-15-

HIDE SMILES / InChI

Molecular Formula	C30H32Cl3NO
Molecular Weight	528.94
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	1
Optical Activity	( + / - )

Approval Year

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:27:25 UTC 2023` Edited by `admin` on `Sat Dec 16 16:27:25 UTC 2023`
Record UNII	F38R0JR742
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

LUMEFANTRINE

Official Name

English

LUMEFANTRINE COMPONENT OF COARTEM

Brand Name

English

COARTEM COMPONENT LUMEFANTRINE

Brand Name

English

LUMEFANTRINE [VANDF]

Common Name

English

DL-BENFLUMELOL

Common Name

English

LUMEFANTRINE [HSDB]

Common Name

English

BENFLUMELOL

Common Name

English

LUMEFANTRINUM [WHO-IP LATIN]

Common Name

English

lumefantrine [INN]

Common Name

English

GNF-PF-1971

Code

English

LUMEFANTRINE [MART.]

Common Name

English

9H-FLUORENE-4-METHANOL, 2,7-DICHLORO-9-((4-CHLOROPHENYL)METHYLENE)-.ALPHA.-((DIBUTYLAMINO)METHYL)-, (Z)-

Systematic Name

English

LUMEFANTRINE [JAN]

Common Name

English

LUMEFANTRINE [USP MONOGRAPH]

Common Name

English

BENFLUMETOL

Common Name

English

LUMEFANTRINE [MI]

Common Name

English

LUMEFANTRINE [USAN]

Common Name

English

(±)-2,7-DICHLORO-9-((Z)-P-CHLOROBENZYLIDENE)-.ALPHA.((DIBUTYLAMINO)METHYL)FLUORENE-4-METHANOL

Common Name

English

CPG-56695

Code

English

LUMEFANTRINE [USP-RS]

Common Name

English

2-DIBUTYLAMINO-1-(2,7-DICHLORO-9-(1-(4-CHLOROPHENYL)METH-(Z)-YLIDENE)-9H-FLUOREN-4-YL)ETHANOL

Common Name

English

Lumefantrine [WHO-DD]

Common Name

English

LUMEFANTRINE [ORANGE BOOK]

Common Name

English

LUMEFANTRINE [WHO-IP]

Common Name

English

Classification Tree Code System Code

LIVERTOX

577

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

FDA ORPHAN DRUG

895622

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

WHO-ESSENTIAL MEDICINES LIST

6.5.3.1 (ART/LUM)

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

NDF-RT

N0000175482

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

WHO-ATC

P01BF01

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

FDA ORPHAN DRUG

245507

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

EU-Orphan Drug

EU/3/09/702

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

Code System Code Type Description

DRUG CENTRAL

1617

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

MERCK INDEX

m6927

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

Merck Index

HSDB

7210

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

NCI_THESAURUS

C81541

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

EVMPD

SUB08618MIG

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

FDA UNII

F38R0JR742

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

INN

7610

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

RS_ITEM_NUM

1370746

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

PUBCHEM

6437380

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

RXCUI

847728

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

RxNorm

EPA CompTox

DTXSID3046663

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

CAS

204133-10-8

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

NON-SPECIFIC STEREOCHEMISTRY

ChEMBL

CHEMBL422330

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

MESH

C102070

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

USAN

UU-174

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

WIKIPEDIA

Lumefantrine

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

CAS

120583-69-9

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

SUPERSEDED

LACTMED

Artemether and Lumefantrine

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

DAILYMED

F38R0JR742

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

SMS_ID

100000091055

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

DRUG BANK

DB06708

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

CAS

82186-77-4

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

CHEBI

156095

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

WHO INTERNATIONAL PHARMACOPEIA

LUMEFANTRINE

Created by admin on Sat Dec 16 16:27:27 UTC 2023 , Edited by admin on Sat Dec 16 16:27:27 UTC 2023

PRIMARY

Description: A yellow crystalline powder.Solubility: Practically insoluble in water; soluble in dichloromethane R; slightly soluble in methanol R .Category: Antimalarial.Storage: Lumefantrine should be kept in a well-closed container.Additional information. Lumefantrine melts at 128?132?C.Definition: Lumefantrine contains not less than 98.5% and not more than 101.0% of C30H32Cl3NO, calculated with reference to the dried substance.

Related Record Type Details


					PUO0521HZV

CYTOCHROME P450 3A4

METABOLIC ENZYME -> SUBSTRATE

Interaction Type:

MAJOR

Amount:


					ZUV4B00D9P

LUMEFANTRINE, (+)-

ENANTIOMER -> RACEMATE

Amount:


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> INHIBITOR

Comments:

In vitro, lumefantrine significantly inhibits the activity of CYP2D6 at therapeutic plasma concentrations

Amount:


					01NP22J3SV

LUMEFANTRINE, (-)-

ENANTIOMER -> RACEMATE

Amount:


					536WV61NML

Plasmodium falciparum

TARGET ORGANISM->INHIBITOR

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Interaction Type:

BINDING

Amount:

Related Record Type Details


					07L7O84HGW

DESBUTYL LUMEFANTRINE

METABOLITE -> PARENT

Comments:

In human liver microsomes and in recombinant CYP450 enzymes, lumefantrine was metabolized mainly by CYP3A4 to desbutyl-lumefantrine

Qualification:

PLASMA

Amount:

Related Record Type Details


					E05D47583N

2-(DIBUTYLAMINO)-2-(2,7-DICHLORO-9-(4-CHLOROBENZYLIDENE)-9H-FLUOREN-4-YL)ETHANOL, (Z)-

IMPURITY -> PARENT

Amount:


					07L7O84HGW

DESBUTYL LUMEFANTRINE

IMPURITY -> PARENT

Amount:


					E05D47583N

2-(DIBUTYLAMINO)-2-(2,7-DICHLORO-9-(4-CHLOROBENZYLIDENE)-9H-FLUOREN-4-YL)ETHANOL, (Z)-

IMPURITY -> PARENT

Comments:

LUMEFANTRINE Impurity A. The impurity peaks are eluted at the following relative retention with reference to lumefantrine (retention time about 10 minutes): impurity A about 0.9.

Amount:

Related Record Type Details


					F38R0JR742

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC				in patients with P. falciparum malaria

Biological Half-life	PHARMACOKINETIC				in healthy volunteers

Tmax	PHARMACOKINETIC