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

Details

Stereochemistry ACHIRAL
Molecular Formula C10H21N
Molecular Weight 155.2804
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PEMPIDINE

SMILES

CN1C(C)(C)CCCC1(C)C

InChI

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

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

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
PubMed

PubMed

TitleDatePubMed
[3H]benzylpempidine, a new radioligand for probing a putative channel site on nicotinic cholinergic receptors.
1997
Understanding channel blocking in the nicotinic acetylcholine receptor.
2001
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 Jan 25
Dronedarone for prevention of atrial fibrillation: a dose-ranging study.
2003 Aug
Spirocyclic zwitterionic lambda5Si-silicates with two bidentate ligands derived from alpha-amino acids or alpha-hydroxycarboxylic acids: synthesis, structure, and stereodynamics.
2004 Nov 10
Corticosterone implants to the amygdala and type 1 CRH receptor regulation: effects on behavior and colonic sensitivity.
2005 Jun 3
Magnetic "fishing" assay to screen small-molecule mixtures for modulators of protein-protein interactions.
2010 Dec 1
Enantioselective synthesis of substituted indanones from silyloxyallenes.
2010 Feb 10
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 Fri Dec 15 15:35:27 UTC 2023
Edited
by admin
on Fri Dec 15 15:35:27 UTC 2023
Record UNII
N5I18JI9D6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PEMPIDINE
INN   MI   WHO-DD  
INN  
Official Name English
pempidine [INN]
Common Name English
PEMPIDINE [MI]
Common Name English
Pempidine [WHO-DD]
Common Name English
1,2,2,6,6-PENTAMETHYLPIPERIDINE
Systematic Name English
NSC-758448
Code English
Classification Tree Code System Code
NCI_THESAURUS C66886
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
NCI_THESAURUS C270
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
Code System Code Type Description
SMS_ID
100000082477
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
FDA UNII
N5I18JI9D6
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
WIKIPEDIA
Pempidine
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
MESH
D010393
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
PUBCHEM
6603
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
NCI_THESAURUS
C66335
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
CAS
79-55-0
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
ChEMBL
CHEMBL1617409
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
NSC
758448
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
EPA CompTox
DTXSID7046962
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
EVMPD
SUB09658MIG
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
INN
831
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
MERCK INDEX
m8459
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY Merck Index
DRUG CENTRAL
2076
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-211-2
Created by admin on Fri Dec 15 15:35:27 UTC 2023 , Edited by admin on Fri Dec 15 15:35:27 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY