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Home > Encyclopedia > Mecamylamine

Mecamylamine

pharmaceutical raw materials
Mecamylamine structure

Mecamylamine 

structure
  • CAS No:

    60-40-2

  • Formula:

    C11H21N

  • Chemical Name:

    Mecamylamine

  • Synonyms:

    Bicyclo[2.2.1]heptan-2-amine,N,2,3,3-tetramethyl-;2-Norbornanamine,N,2,3,3-tetramethyl-;N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine;Mecamine;2-(Methylamino)isocamphane;3-(Methylamino)isocamphane;3-(Methylamino)-2,2,3-trimethylbicyclo[2.2.1]heptane;2-(Methylamino)-2,3,3-trimethylnorbornane;N-Methyl-2-isocamphanamine;Revertina;N,2,3,3-Tetramethyl-2-norbornanamine;N,2,3,3-Tetramethyl-2-norcamphanamine;Mecamylamine

  • Categories:

    Active Pharmaceutical Ingredients  >  Circulatory System Drugs

Description

Solid


Solid


Mecamylamine is a primary aliphatic amine.|A nicotinic antagonist that is well absorbed from the gastrointestinal tract and crosses the blood-brain barrier. Mecamylamine has been used as a ganglionic blocker in treating hypertension, but, like most ganglionic blockers, is more often used now as a research tool.

Mecamylamine Basic Attributes

355.59974

167.29

200-476-1

DTXSID0023240

C - Cardiovascular system

Characteristics

12.03000

2.81150

Solid

0.91

<25 °C

72 °C

58℃

1.4875

1.24e-01 g/L

Safety Information

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Toxicity

40%

Drug Information

For the treatment of moderately severe to severe essential hypertension and in uncomplicated cases of malignant hypertension

Mecamylamine is a potent, oral antihypertensive agent and ganglion blocker, and is a secondary amine. Mecamylamine is indicated for the management of moderately severe to severe essential hypertension and in uncomplicated cases of malignant hypertension. Mecamylamine reduces blood pressure in both normotensive and hypertensive individuals. A small oral dosage often produces a smooth and predictable reduction of blood pressure. Although this antihypertensive effect is predominantly orthostatic, the supine blood pressure is also significantly reduced. Mecamylamine crosses the blood-brain and placental barriers.

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.)|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.)

Mecamylamine is almost completely absorbed from the gastrointestinal tract|Mecamylamine is excreted slowly in the urine in the unchanged form. The rate of its renal elimination is influenced markedly by urinary pH. Alkalinization of the urine reduces, and acidification promotes, renal excretion of mecamylamine. Mecamylamine crosses the blood-brain and placental barriers.

Mecamylamine is a ganglionic blocker which prevents stimulation of postsynaptic receptors by acetylcholine released from presynaptic nerve endings. The hypotensive effect of Mecamylamine is attributed to reduction in sympathetic tone, vasodilation, and reduced cardiac output, and is primarily postural.

Mecamylamine

Mecamylamine Use and Manufacturing

Uses

Antihypertensive.

Pharmaceuticals

Computed Properties

Molecular Weight:167.29
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:167.167399674
Monoisotopic Mass:167.167399674
Topological Polar Surface Area:12
Heavy Atom Count:12
Complexity:197
Undefined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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