LEVOFACETOPERANE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C14H19NO2.ClH
Molecular Weight	269.767
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of LEVOFACETOPERANE HYDROCHLORIDE

Structure Search

SMILES

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

InChI

InChIKey=LDPSCUMJCVDWCB-DTPOWOMPSA-N

InChI=1S/C14H19NO2.ClH/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;1H/t13-,14-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C14H19NO2
Molecular Weight	233.3062
Charge	0
Count

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

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Description
Sources: https://www.medkoo.com/products/26098 | https://www.ncbi.nlm.nih.gov/pubmed/239015 | Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 969, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ

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.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
norepinephrine uptake 18 Target ID: GO:0051620 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29714	Inhibitor 8297
dopamine uptake 14 Target ID: GO:0090494 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29714	Inhibitor 8297

PubMed

Title	Date	PubMed
[Clinical tests of the activity of RP 8228 (phacetoperane) in an oligophrenic child].	1960	13797965
The stimulating effect of RP 8228 on inactive psychiatric patients.	1961 Nov-Dec	13864565
[Clinical study of a new psychoactive drug in psychiatry, RP-8228 or threo-levo-1-phenyl-1-(2-piperidyl)-1-acetoxymethane HCl].	1962 Apr	13913515
[The present status of RP-8228 in psychiatric therapeutics. Apropos of 32 recent cases].	1962 Oct 28	13951512
[Obesity in pregnancy. Trial of RP 8228. 1-Phenyl-1-(2-piperidyl)-1-acetoxymethane HCi. Threolevogyric form].	1963 Jan	14015305
[FOREIGN PSYCHOPHARMACOLOGICAL DRUGS: LEVOFACETOPERANE (8228 RP)].	1964 Oct 31	14231300
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	239015

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:23:10 GMT 2023` Edited by `admin` on `Fri Dec 15 15:23:10 GMT 2023`
Record UNII	67UU667C62
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LEVOFACETOPERANE HYDROCHLORIDE

Common Name

English

LEVOPHACETOPERANE HYDROCHLORIDE [MI]

Common Name

English

2-PIPERIDINEMETHANOL, .ALPHA.-PHENYL-, ACETATE (ESTER), HYDROCHLORIDE, (-)-

Common Name

English

LEVOPHACETOPERANE HYDROCHLORIDE

Common Name

English

2-PIPERIDINEMETHANOL, .ALPHA.-PHENYL-, 2-ACETATE, HYDROCHLORIDE (1:1), (.ALPHA.R,2R)-

Common Name

English

LIDEPRAN HYDROCHLORIDE

Common Name

English

Code System Code Type Description

PUBCHEM

76957863