ENPIROLINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C19H18F6N2O
Molecular Weight	404.3494
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1(CCCCN1)[C@H](O)C2=CC(=NC(=C2)C3=CC=C(C=C3)C(F)(F)F)C(F)(F)F

InChI

InChIKey=OCVRKDMRZFCUEE-RHSMWYFYSA-N

InChI=1S/C19H18F6N2O/c20-18(21,22)13-6-4-11(5-7-13)15-9-12(10-16(27-15)19(23,24)25)17(28)14-3-1-2-8-26-14/h4-7,9-10,14,17,26,28H,1-3,8H2/t14-,17-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C19H18F6N2O
Molecular Weight	404.3494
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22470113 | https://www.ncbi.nlm.nih.gov/pubmed/3277459 | https://www.ncbi.nlm.nih.gov/pubmed/6385737

Enpiroline (WR 180,409) is an antimalarial compound. It demonstrates activity against Plasmodium falciparum both in vitro and in non-immune infected subjects. Additionally, it exerts antischistosomal activity.

Approval Year

PubMed

Title	Date	PubMed
Evaluation of the 4-pyridinemethanol WR 180,409 (enpiroline) in the treatment of induced Plasmodium falciparum infections in healthy, non-immune subjects.	1984 Sep	6385737
Evaluation of an in vitro assay system for drug susceptibility of field isolates of Plasmodium falciparum from southern Thailand.	1988 Jan	3277459
Antischistosomal activities of mefloquine-related arylmethanols.	2012 Jun	22470113

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:51:56 GMT 2023` Edited by `admin` on `Sat Dec 16 17:51:56 GMT 2023`
Record UNII	8M7Y72EP9K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ENPIROLINE

Official Name

English

4-PYRIDINEMETHANOL, .ALPHA.-(2-PIPERIDINYL)-2-(TRIFLUOROMETHYL)-6-(4-(TRIFLUOROMETHYL)PHENYL)-, (R*,R*)-(±)-

Common Name

English

(±)-(R*,R*)-.ALPHA.-((2-(TRIFLUOROMETHYL)-6-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-P-TOLYL)-4-PYRIDYL)-2-PIPERIDINEMETHANOL

Common Name

English

enpiroline [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C271