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Details

Stereochemistry ACHIRAL
Molecular Formula C10H21N.ClH
Molecular Weight 191.741
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PEMPIDINE HYDROCHLORIDE

SMILES

Cl.CN1C(C)(C)CCCC1(C)C

InChI

InChIKey=OEAJJNMBFKSVHF-UHFFFAOYSA-N
InChI=1S/C10H21N.ClH/c1-9(2)7-6-8-10(3,4)11(9)5;/h6-8H2,1-5H3;1H

HIDE SMILES / InChI

Molecular Formula C10H21N
Molecular Weight 155.2804
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/13584741 | https://www.ncbi.nlm.nih.gov/pubmed/5994381 | https://www.ncbi.nlm.nih.gov/pubmed/13618559 | https://www.ncbi.nlm.nih.gov/pubmed/22290370

Pempidine is a nicotinic antagonist most commonly used as an experimental tool. It has been used as a ganglionic blocker in the treatment of hypertension but has largely been supplanted for that purpose by more specific drugs. In preclinical models Pempidine blocks the effects of intravenous nicotine and of peripheral vagal stimulation on the blood pressure; it also causes dilatation of the pupil after removal of the sympathetic innervation. On the guinea-pig ileum, the predominant effect of the compound is to inhibit nicotine contractions. Pempidineis well absorbed from the gastrointestinal tract as judged by (a) the low ratio (6.9) of oral to intravenous toxicities, (b) the rapid development of mydriasis in mice after oral administration of small doses, and (c) the rapid onset of hypotension when the compound is injected directly into the duodenum of anaesthetized cats. Other actions include neuromuscular paralysis of curare-like type when large doses of the compound are injected intravenously and central effects such as tremors which occur with near toxic doses. In cats with a low blood pressure, large intravenous doses have a slight pressor action.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
15 mg 4 times / day multiple, oral
Studied dose
Dose: 15 mg, 4 times / day
Route: oral
Route: multiple
Dose: 15 mg, 4 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Disc. AE: Gastrointestinal disorder, Ileus...
AEs leading to
discontinuation/dose reduction:
Gastrointestinal disorder (50%)
Ileus (grade 3, 20%)
Constipation (grade 3, 20%)
Vomiting (grade 3, 20%)
Urinary retention (10%)
Ileus (grade 5, 10%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Urinary retention 10%
Disc. AE
15 mg 4 times / day multiple, oral
Studied dose
Dose: 15 mg, 4 times / day
Route: oral
Route: multiple
Dose: 15 mg, 4 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Gastrointestinal disorder 50%
Disc. AE
15 mg 4 times / day multiple, oral
Studied dose
Dose: 15 mg, 4 times / day
Route: oral
Route: multiple
Dose: 15 mg, 4 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Constipation grade 3, 20%
Disc. AE
15 mg 4 times / day multiple, oral
Studied dose
Dose: 15 mg, 4 times / day
Route: oral
Route: multiple
Dose: 15 mg, 4 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Ileus grade 3, 20%
Disc. AE
15 mg 4 times / day multiple, oral
Studied dose
Dose: 15 mg, 4 times / day
Route: oral
Route: multiple
Dose: 15 mg, 4 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Vomiting grade 3, 20%
Disc. AE
15 mg 4 times / day multiple, oral
Studied dose
Dose: 15 mg, 4 times / day
Route: oral
Route: multiple
Dose: 15 mg, 4 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Ileus grade 5, 10%
Disc. AE
15 mg 4 times / day multiple, oral
Studied dose
Dose: 15 mg, 4 times / day
Route: oral
Route: multiple
Dose: 15 mg, 4 times / day
Sources:
unhealthy, ADULT
Health Status: unhealthy
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [IC50 7.9433 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
no [IC50 >10 uM]
yes [Inhibition 10 uM]
yes [Inhibition 10 uM]
PubMed

PubMed

TitleDatePubMed
Magnetic "fishing" assay to screen small-molecule mixtures for modulators of protein-protein interactions.
2010-12-01
Enantioselective synthesis of substituted indanones from silyloxyallenes.
2010-02-10
Corticosterone implants to the amygdala and type 1 CRH receptor regulation: effects on behavior and colonic sensitivity.
2005-06-03
Spirocyclic zwitterionic lambda5Si-silicates with two bidentate ligands derived from alpha-amino acids or alpha-hydroxycarboxylic acids: synthesis, structure, and stereodynamics.
2004-11-10
Dronedarone for prevention of atrial fibrillation: a dose-ranging study.
2003-08
Optimization of palladium-catalyzed polyene cyclizations: suppression of competing hydride transfer from tertiary amines with Dabco and an unexpected hydride transfer from 1,4-dioxane.
2001-01-25
Understanding channel blocking in the nicotinic acetylcholine receptor.
2001
[3H]benzylpempidine, a new radioligand for probing a putative channel site on nicotinic cholinergic receptors.
1997
Patents

Sample Use Guides

LD50 for the HCl salt of pempidine in mice: 74 mg/kg (i.v.); 125 mg/kg (i.p.); 413 mg/kg (p.o.).
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:38:16 GMT 2025
Edited
by admin
on Mon Mar 31 20:38:16 GMT 2025
Record UNII
OL36S79I19
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N,2,2,6,6-PENTAMETHYLPIPERIDINE HYDROCHLORIDE
Preferred Name English
PEMPIDINE HYDROCHLORIDE
Common Name English
PIPERIDINE, 1,2,2,6,6-PENTAMETHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID10210517
Created by admin on Mon Mar 31 20:38:16 GMT 2025 , Edited by admin on Mon Mar 31 20:38:16 GMT 2025
PRIMARY
CAS
6152-95-0
Created by admin on Mon Mar 31 20:38:16 GMT 2025 , Edited by admin on Mon Mar 31 20:38:16 GMT 2025
PRIMARY
FDA UNII
OL36S79I19
Created by admin on Mon Mar 31 20:38:16 GMT 2025 , Edited by admin on Mon Mar 31 20:38:16 GMT 2025
PRIMARY
PUBCHEM
201521
Created by admin on Mon Mar 31 20:38:16 GMT 2025 , Edited by admin on Mon Mar 31 20:38:16 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY