ENPIROLINE PHOSPHATE

Details

Stereochemistry	RACEMIC
Molecular Formula	C19H18F6N2O.H3O4P
Molecular Weight	502.3446
Optical Activity	( + / - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=YCAFBJQXADKUSD-SATBOSKTSA-N

InChI=1S/C19H18F6N2O.H3O4P/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;1-5(2,3)4/h4-7,9-10,14,17,26,28H,1-3,8H2;(H3,1,2,3,4)/t14-,17-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C19H18F6N2O
Molecular Weight	404.3494
Charge	0
Count

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

Molecular Formula	H3O4P
Molecular Weight	97.9952
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Antischistosomal activities of mefloquine-related arylmethanols.	2012-06	22470113
Evaluation of an in vitro assay system for drug susceptibility of field isolates of Plasmodium falciparum from southern Thailand.	1988-01	3277459
Evaluation of the 4-pyridinemethanol WR 180,409 (enpiroline) in the treatment of induced Plasmodium falciparum infections in healthy, non-immune subjects.	1984-09	6385737

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:44:12 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:12 GMT 2025`
Record UNII	QX39IR9V1D
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

WR 180,409

Preferred Name

English

ENPIROLINE PHOSPHATE

Official Name

English

ENPIROLINE PHOSPHATE [USAN]

Common Name

English

ENPIROLINE PHOSPHATE [MART.]

Common Name

English

WR-180409

Code

English

(±)-(R*,R*)-.ALPHA.-(2-(TRIFLUOROMETHYL)-6-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-P-TOLYL)-4-PYRIDYL)-2-PIPERIDINEMETHANOL PHOSPHATE (1:1) (SALT)

Common Name

English

4-PYRIDINEMETHANOL, .ALPHA.-(2-PIPERIDINYL)-2-(TRIFLUOROMETHYL)-6-(4-(TRIFLUOROMETHYL)PHENYL)-, (R*,R*)-(±)-, PHOSPHATE (1:1) (SALT)

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C271