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Details

Stereochemistry ACHIRAL
Molecular Formula C15H32N2
Molecular Weight 240.428
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 2

SHOW SMILES / InChI
Structure of PENTOLINIUM

SMILES

C[N+]2(CCCCC[N+]1(C)CCCC1)CCCC2

InChI

InChIKey=XSBSKEQEUFOSDD-UHFFFAOYSA-N
InChI=1S/C15H32N2/c1-16(12-6-7-13-16)10-4-3-5-11-17(2)14-8-9-15-17/h3-15H2,1-2H3/q+2

HIDE SMILES / InChI
Pentolinium (brand name Ansolysen) is a ganglionic cholinergic antagonist, acting on alpha 3 beta 4 neuronal nicotinic acetylcholine receptors (nAChRs). It was used as an antihypertensive drug during surgery or to control hypertensive crises, but Ansolysen was discontinued. Pentolinium inhibits release of adrenaline and noradrenaline from adrenergic nerves.

Originator

Curator's Comment: In 1952, Libman, Pain and Slack in the laboratories of May & Baker, London

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ANSOLYSEN

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
80 mg 3 times / day multiple, intravenous
Dose: 80 mg, 3 times / day
Route: intravenous
Route: multiple
Dose: 80 mg, 3 times / day
Sources:
unhealthy, 58 years
n = 1
Health Status: unhealthy
Condition: hypertension
Age Group: 58 years
Sex: M
Population Size: 1
Sources:
Other AEs: Dizziness, Constipation...
Other AEs:
Dizziness
Constipation
Vomiting
Paralytic ileus (grade 5)
Sources:
AEs

AEs

AESignificanceDosePopulation
Constipation
80 mg 3 times / day multiple, intravenous
Dose: 80 mg, 3 times / day
Route: intravenous
Route: multiple
Dose: 80 mg, 3 times / day
Sources:
unhealthy, 58 years
n = 1
Health Status: unhealthy
Condition: hypertension
Age Group: 58 years
Sex: M
Population Size: 1
Sources:
Dizziness
80 mg 3 times / day multiple, intravenous
Dose: 80 mg, 3 times / day
Route: intravenous
Route: multiple
Dose: 80 mg, 3 times / day
Sources:
unhealthy, 58 years
n = 1
Health Status: unhealthy
Condition: hypertension
Age Group: 58 years
Sex: M
Population Size: 1
Sources:
Vomiting
80 mg 3 times / day multiple, intravenous
Dose: 80 mg, 3 times / day
Route: intravenous
Route: multiple
Dose: 80 mg, 3 times / day
Sources:
unhealthy, 58 years
n = 1
Health Status: unhealthy
Condition: hypertension
Age Group: 58 years
Sex: M
Population Size: 1
Sources:
Paralytic ileus grade 5
80 mg 3 times / day multiple, intravenous
Dose: 80 mg, 3 times / day
Route: intravenous
Route: multiple
Dose: 80 mg, 3 times / day
Sources:
unhealthy, 58 years
n = 1
Health Status: unhealthy
Condition: hypertension
Age Group: 58 years
Sex: M
Population Size: 1
Sources:
PubMed

PubMed

TitleDatePubMed
Upregulation of immunoreactive angiotensin II release and angiotensinogen mRNA expression by high-frequency preganglionic stimulation at the canine cardiac sympathetic ganglia.
2001 Jan 19
Sympathetic blockade significantly improves cardiovascular alterations immediately after spinal cord injury in rats.
2002 Feb 15
Chronic central infusion of orexin-A increases arterial pressure in rats.
2002 Mar 15
Central cardiovascular action of urotensin II in conscious rats.
2003 Jan
Ghrelin acts at the nucleus of the solitary tract to decrease arterial pressure in rats.
2004 May
Cardiovascular effects of noradrenaline microinjected into the dorsal periaqueductal gray area of unanaesthetized rats.
2005 Dec
Pressor and tachycardic responses evoked by microinjections of L-glutamate into the medial prefrontal cortex of unanaesthetized rats.
2005 May
Release of acetylcholine by Hon-Chi to raise insulin secretion in Wistar rats.
2006 Aug 14
Release of acetylcholine to raise insulin secretion in Wistar rats by oleanolic acid, one of the active principles contained in Cornus officinalis.
2006 Aug 14
Baroreceptor reflex stimulation does not induce cytomegalovirus promoter-driven transgene expression in the ventrolateral medulla in vivo.
2006 Jun 30
Effects of chronic treatment with 7-nitroindazole in hyperthyroid rats.
2006 Nov
Levels of renal and extrarenal sympathetic drive in angiotensin II-induced hypertension.
2008 Apr
Cardiovascular responses to noradrenaline microinjection in the ventrolateral periaqueductal gray of unanesthetized rats.
2008 Feb 15
Release of acetylcholine by syringin, an active principle of Eleutherococcus senticosus, to raise insulin secretion in Wistar rats.
2008 Mar 28
Neuronal source of plasma dopamine.
2008 Nov
Angiotensin converting enzyme-regulated, noncholinergic sympathoadrenal catecholamine release mediates the cardiovascular actions of human 'new pressor protein' related to coagulation beta-factor XIIa.
2009 Apr
Mechanisms involved in the pressor response to noradrenaline microinjection into the supraoptic nucleus of unanesthetized rats.
2009 Jan 28
Role of N-methyl-D-aspartate and non-N-methyl-D-aspartate receptors in the cardiovascular effects of L-glutamate microinjection into the hypothalamic paraventricular nucleus of unanesthetized rats.
2009 Jul
The role of nitric oxide in the development of neurogenic pulmonary edema in spinal cord-injured rats: the effect of preventive interventions.
2009 Oct
Role of the sympathetic nervous system in Schlager genetically hypertensive mice.
2009 Oct
Role of sympathetic tone in BSO-induced hypertension in mice.
2010 Aug
Patents

Sample Use Guides

intramuscularly: 1 to 2 0.25-mg ampoules Ansolysen must be used with caution. The initial dose is from 20-40 mg., taken 15 to 20 minutes before each meal and at bedtime, to ensure an even digestive absorption. Each dose is increased by 20-40 mg. four times a day at intervals of five to seven days until the desired hvpotensive effect is obtained. The maintenance dose varies generally between 160 and 800 mg. a day.
Route of Administration: Other
In Vitro Use Guide
Unknown
Name Type Language
PENTOLINIUM
Common Name English
PENTOLONIUM
WHO-DD  
Common Name English
PENTOLINIUM CATION
Common Name English
Pentolonium [WHO-DD]
Common Name English
PYRROLIDINIUM 1,1'-(1,5-PENTANEDIYL)BIS-(1-METHYL-
Common Name English
PENTOLINIUM ION
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66886
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
Code System Code Type Description
DRUG CENTRAL
2096
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
WIKIPEDIA
Pentolinium
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
CHEBI
347401
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
EVMPD
SUB03692MIG
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
EPA CompTox
DTXSID5048554
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
CAS
144-44-5
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
PUBCHEM
5850
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
NCI_THESAURUS
C77367
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
SMS_ID
100000085527
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
DRUG BANK
DB01090
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY
FDA UNII
ULL76WPU5X
Created by admin on Fri Dec 15 16:12:11 UTC 2023 , Edited by admin on Fri Dec 15 16:12:11 UTC 2023
PRIMARY