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Hexamethonium chloride

Hexamethonium chloride structure

CAS No:
60-25-3
Formula:
C12H30N2.2Cl
Chemical Name:
Hexamethonium chloride
Synonyms:
1,6-Hexanediaminium,N1,N1,N1,N6,N6,N6-hexamethyl-,chloride (1:2);Ammonium,hexamethylenebis[trimethyl-,dichloride;1,6-Hexanediaminium,N,N,N,N′,N′,N′-hexamethyl-,dichloride;Hexamethylenebis[trimethylammonium chloride];α,ω-Bis[trimethylammonium]hexane dichloride;Bistrium chloride;Chloor-hexaviet;Esomid Chloride;Hestrium chloride;Hexamethonium chloride;Hexamethonium dichloride;Hexameton chloride;Hexon chloride;Hexone chloride;Hiohex Chloride;Methium Chloride;N,N′-Hexamethylenebis(trimethylammonium chloride);Meton;4277-80-9
Categories:
Organic Chemistry > Amides

Description

White, crystalline, hygroscopic powder; faint odor. Very soluble in water; soluble in alcohol, methanol, and n-propanol; insoluble in chloroform and ether. Available commercially as unhydrated form or as dihydrate.

A nicotinic cholinergic antagonist often referred to as the prototypical ganglionic blocker. It is poorly absorbed from the gastrointestinal tract and does not cross the blood-brain barrier. It has been used for a variety of therapeutic purposes including hypertension but, like the other ganglionic blockers, it has been replaced by more specific drugs for most purposes, although it is widely used a research tool.

Hexamethonium chloride Basic Attributes

Molecular Weight：

273.286

Exact Mass：

272.178589

EC Number：

200-465-1

UNII：

TIV4Q933FU

DSSTox ID：

DTXSID3044700

HScode：

2923900090

Characteristics

PSA：

Density：

1.0558 (rough estimate)

Melting Point：

289-292 °C (decomp)

Water Solubility：

almost transparency

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

RTECS Number：

BQ8650000

Drug Information

MeSH：

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.)|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.)|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.)

MeSH Entry Terms：

Bitartrate, Hexamethonium

Hexamethonium chloride Use and Manufacturing

Uses

Medicine (antihypertensive).

Intermediates

Manufacturing Info：

All other basic organic chemical manufacturing|1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, chloride (1:2): ACTIVE

Computed Properties

Molecular Weight:273.28
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:7
Exact Mass:272.1786044
Monoisotopic Mass:272.1786044
Heavy Atom Count:16
Complexity:121
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes