U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C14H19NO2
Molecular Weight 233.3062
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOFACETOPERANE

SMILES

[H][C@@]1(CCCCN1)[C@H](OC(C)=O)C2=CC=CC=C2

InChI

InChIKey=BKPLVPRTTWIDNL-ZIAGYGMSSA-N
InChI=1S/C14H19NO2/c1-11(16)17-14(12-7-3-2-4-8-12)13-9-5-6-10-15-13/h2-4,7-8,13-15H,5-6,9-10H2,1H3/t13-,14-/m1/s1

HIDE SMILES / InChI
Levophacetoperane is a piperidine derivative. Levofacetoperane is a sympathomimetic central nervous system stimulant and is commonly used to treat depression. Levophacetoperane is also a known analeptic and is strongly linked to apnea reversal in dogs after a single intravenous injection.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
[Clinical tests of the activity of RP 8228 (phacetoperane) in an oligophrenic child].
1960
The stimulating effect of RP 8228 on inactive psychiatric patients.
1961 Nov-Dec
[Clinical study of a new psychoactive drug in psychiatry, RP-8228 or threo-levo-1-phenyl-1-(2-piperidyl)-1-acetoxymethane HCl].
1962 Apr
[The present status of RP-8228 in psychiatric therapeutics. Apropos of 32 recent cases].
1962 Oct 28
[Obesity in pregnancy. Trial of RP 8228. 1-Phenyl-1-(2-piperidyl)-1-acetoxymethane HCi. Threolevogyric form].
1963 Jan
[FOREIGN PSYCHOPHARMACOLOGICAL DRUGS: LEVOFACETOPERANE (8228 RP)].
1964 Oct 31
Isolation and detection of methylphenidate, phacetoperane and some other sympatomimetic central nervous stimulants with special reference to doping. I. Gas chromatographic detection procedure with electron capture detection for some secondary amines.
1975 Mar 26
Patents
Name Type Language
LEVOFACETOPERANE
INN  
INN  
Official Name English
RP-8228
Code English
(R,R)-(-)-PHACETOPERANE
Common Name English
(-)-THREO-1-ACETOXY-1-PHENYL-1-(2-PIPERIDYL)METHANE
Common Name English
(-)-.ALPHA.-PHENYL-2-PIPERIDINEMETHANOL ACETATE (ESTER)
Common Name English
levofacetoperane [INN]
Common Name English
LIDEPRAN
Brand Name English
LEVOPHACETOPERANE [MI]
Common Name English
2-PIPERIDINEMETHANOL, .ALPHA.-PHENYL-, 2-ACETATE, (.ALPHA.R,2R)-
Systematic Name English
LEVOPHACETOPERANE
MI  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47795
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
Code System Code Type Description
FDA UNII
3SZ9ZII529
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
WIKIPEDIA
Levophacetoperane
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
PUBCHEM
15706387
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
SMS_ID
100000082275
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
EVMPD
SUB08469MIG
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
CAS
24558-01-8
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
NCI_THESAURUS
C81053
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
INN
1157
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104874
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
MERCK INDEX
m6791
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID50179295
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY
DRUG CENTRAL
3319
Created by admin on Sat Dec 16 17:11:11 GMT 2023 , Edited by admin on Sat Dec 16 17:11:11 GMT 2023
PRIMARY