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Home > Encyclopedia > 1,1′-(1,5-Pentanediyl)bis[1-methylpyrrolidinium]

1,1′-(1,5-Pentanediyl)bis[1-methylpyrrolidinium]

1,1′-(1,5-Pentanediyl)bis[1-methylpyrrolidinium] structure

1,1′-(1,5-Pentanediyl)bis[1-methylpyrrolidinium] 

structure
  • CAS No:

    144-44-5

  • Formula:

    C15H32N2

  • Chemical Name:

    1,1′-(1,5-Pentanediyl)bis[1-methylpyrrolidinium]

  • Synonyms:

    Pyrrolidinium,1,1′-(1,5-pentanediyl)bis[1-methyl-;Pyrrolidinium,1,1′-pentamethylenebis[1-methyl-;1,1′-(1,5-Pentanediyl)bis[1-methylpyrrolidinium];Pentolinium;Pentapyrrolidinium;Pentolonium

Description

ChEBI: A dication whose structure comprises a pentane backbone linking two 1-methylpyrrolidinium groups; a nicotinic antagonist used as a ganglionic blocking agent in hypertension.


Solid


Pentolinium ion is a dication whose structure comprises a pentane backbone linking two 1-methylpyrrolidinium groups; a nicotinic antagonist used as a ganglionic blocking agent in hypertension. It contains a pyrrolidinium ion.|Pentolinium is a nicotinic antagonist that has been used as a ganglionic blocking agent in hypertension.|A nicotinic antagonist that has been used as a ganglionic blocking agent in hypertension.

1,1′-(1,5-Pentanediyl)bis[1-methylpyrrolidinium] Basic Attributes

240.435

240.257

ULL76WPU5X

DTXSID5048554

Characteristics

0

2.4

Solid

213 °C (tartrate salt)

1.16e-05 g/L

Toxicity

Oral, mouse: LD50 = 512 mg/kg; Oral, rat: LD50 = 890 mg/kg.

Drug Information

Used to produce controlled hypotension during surgical procedures and in hypertensive crises.

Pentolinium acts as a ganglionic blocking agent. Pentolinium inhibits release of adrenaline and noradrenaline from adrenergic nerves. It is used as an antihypertensive, and can be administered orally, intramuscularly, and subcutaneously.

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)|Drugs that bind to nicotinic cholinergic receptors (RECEPTORS, NICOTINIC) and block the actions of acetylcholine or cholinergic agonists. Nicotinic antagonists block synaptic transmission at autonomic ganglia, the skeletal neuromuscular junction, and at central nervous system nicotinic synapses. (See all compounds classified as Nicotinic Antagonists.)|Agents having as their major action the interruption of neural transmission at nicotinic receptors on postganglionic autonomic neurons. Because their actions are so broad, including blocking of sympathetic and parasympathetic systems, their therapeutic use has been largely supplanted by more specific drugs. They may still be used in the control of blood pressure in patients with acute dissecting aortic aneurysm and for the induction of hypotension in surgery. (See all compounds classified as Ganglionic Blockers.)

Pentolinium binds to the nicotinic (ganglion) acetylcholine receptor. This receptor/channel is permeable to a range of divalent cations including calcium, the influx of which may activate a potassium current which hyperpolarizes the cell membrane. Blockage of the receptor leads to smooth muscle relaxation and vasodilaton.

Pentolinium

Computed Properties

Molecular Weight:240.43
XLogP3:2.4
Rotatable Bond Count:6
Exact Mass:240.256549029
Monoisotopic Mass:240.256549029
Heavy Atom Count:17
Formal Charge:2
Complexity:201
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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