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Pentolinium

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Pentolinium
Identifiers
  • 1-Methyl-1-[5-(1-methylpyrrolidin-1-ium-1-yl)pentyl]pyrrolidin-1-ium
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC15H32N22+
Molar mass240.435 g·mol−1
  • 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
  • Key:XSBSKEQEUFOSDD-UHFFFAOYSA-N

Pentolinium, also known aspentapyrrolidinium, is aganglionic blocking agent which acts as anicotinic acetylcholine receptorantagonist. Formulated as the pentolinium tartratesalt, it was marketed under the trade nameAnsolysen.[1] It can be used as anantihypertensive drug during surgery or to control hypertensive crises. It works by binding to theacetylcholinereceptor of adrenergic nerves and thereby inhibiting the release ofnoradrenaline andadrenaline. Blocking this receptor leads tosmooth muscle relaxation andvasodilation.

Route of administration and dose

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Pentolinium can be given orally (20mg three times a day), injectedintramuscularly, or administeredintravenously.[2]

Use

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Pentolinium andhexamethonium combined withRauvolfia was reported in 1955 to be effective in the outpatient management of moderate to severe hypertension, with satisfactory orthostatic reduction in blood pressure but there are significant untoward effects attributable to the use of the hexamethonium. Pentolinium has been reported to offer more prolonged ganglionic blockade and has less severe untoward effects than hexamethonium.[3]

History

[edit]

Pentolinium was developed in the early 1950s atMay & Baker among several other related compounds with potential ganglionic blocking activity.[4] It was assigned the code nameM. & B. 2050A. The first clinical trials were conducted byF. H. Smirk atDunedin Hospital in 1952.[5][6]

References

[edit]
  1. ^Agrest A, Hoobler SW (March 1955). "Long-term management of hypertension with pentolinium tartrate (ansolysen)".Journal of the American Medical Association.157 (12):999–1003.doi:10.1001/jama.1955.02950290019006.PMID 14353636.
  2. ^Budhiraja RD (2009).Elementary Pharmacology & Toxicology. Popular Prakashan. p. 189.ISBN 97881-7991-472-4.
  3. ^Dennis E, Ford R, Herschberger R, Moyer JH (October 1955). "Pentolinium and hexamethonium combined with Rauwolfia in the treatment of hypertension".The New England Journal of Medicine.253 (14):597–600.doi:10.1056/NEJM195510062531404.PMID 13266002.
  4. ^Libman DD, Pain DL, Slack R (1952). "Some bisquaternary salts".J Chem Soc.430:2305–7.doi:10.1039/JR9520002305.
  5. ^Smirk FH (March 1953). "Action of a new methonium compound in arterial hypertension; pentamethylene 1:5-bis-n-(n-methyl-pyrrolidinium) bitartrate (M. & B. 2050A)".Lancet.1 (6758):457–64.doi:10.1016/s0140-6736(53)91640-7.PMID 13036030.
  6. ^Smirk FH (December 1954). "Blood pressure reduction in arterial hypertension by hexamethonium and pentapyrrolidinium salts".Am J Med.17 (6):839–50.doi:10.1016/0002-9343(54)90228-4.PMID 13207165.

External links

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Sympatholytic (and closely related)antihypertensives (C02)
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(antagonizeα-adrenergic
vasoconstriction)
Central
α2-Adrenergic receptor agonists
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Imidazoline receptor agonists
Ganglion-blocking/nicotinic antagonists
Peripheral
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Monoamine oxidase inhibitors
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Direct
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Non-selective α-adrenergic receptor blockers
Otherantagonists
Serotonin receptor antagonists
Endothelin receptor antagonists (forPHTooltip Pulmonary hypertension)
nAChRsTooltip Nicotinic acetylcholine receptors
Agonists
(andPAMsTooltip positive allosteric modulators)
Antagonists
(andNAMsTooltip negative allosteric modulators)
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