2-((Aminocarbonyl)oxy)-N,N,N-tri-methylethan-aminiumchlorid Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R25:Giftig beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
Unlike acetylcholine and methacholine, carbachol contains a carbamino functional group
instead of an acetyl group, which is not responsive to hydrolysis by cholinesterase. In vitro
studies have shown that the rate of hydrolysis is at least twice as slow as that of acetylcholine.
Chemische Eigenschaften
Carbachol chloride is a crystalline odorless
powder which, on standing in an open container, develops
a faint odor resembling that of an aliphatic amine.
Verwenden
Carbachol is a powerful cholinic ester that stimulates both muscarinic and nicotinic
receptors, as well as exhibits all of the pharmacological properties of acetylcholine while
in addition resulting in vasodilation, a decrease in heart rate, an increase in tone and contractability of smooth muscle, stimulation of salivary, ocular, and sweat glands as well as
autonomic ganglia and skeletal muscle. For this reason, use of carbachol, like acetylcholine, is limited. The exception is that it is used in ophthalmological practice and postoperational intestines and bladder atony. Upon administration in the eye, the pupil
constricts and the intraocular pressure is reduced. It is used for severe chronic glaucoma.
Verwenden
Carbachol is a cholinergic agonist and is used for the treatment of glaucoma. It is also used as ophthalmic solution (eye drops) during ophthalmic surgery.
Definition
An acetylcholine counterfit molecule that is not
inactivated by acetylcholinesterase and is a slowly
hydrolyzed cholinergic agonist that acts at both
muscarinic and nicotinic receptors.
Allgemeine Beschreibung
Carbachol forms a carbamylester in the active site of AChE, which is hydrolyzedmore slowly than an acetyl ester. This slower hydrolysis ratereduces the amount of free enzyme and prolongs the durationof ACh in the synapse. Carbachol also stimulates theautonomic ganglia and causes contraction of skeletal musclebut differs from a true muscarinic agent in that it does nothave cardiovascular activity despite the fact that it seems toaffect M2 receptors.
Air & Water Reaktionen
Hygroscopic.
Reaktivität anzeigen
Carbachol is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates.
Hazard
Deadly poison; may cause lowered blood
pressure, venous dilation, nausea or vomiting,
sweating and lachrymation; a parasympathetic
nerve stimulant.
Health Hazard
Highly toxic by mouth.
Brandgefahr
When heated to decomposition, Carbachol emits very toxic fumes of chloride and nitrogen oxides. The aqueous solution is stable even when heated.
Biologische Aktivität
Cholinergic receptor agonist that is resistant to the action of cholinesterases. Blocks apoptosis in cerebellar granule neurons.
Clinical Use
Carbachol is a miotic and has been used to reduce the intraoculartension of glaucoma when a response cannot beobtained with pilocarpine or neostigmine. Penetration of thecornea is poor but can be enhanced by the use of a wettingagent in the ophthalmic solution. In addition to its topicaluse for glaucoma, carbachol is used during ocular surgery,when a more prolonged miosis is required than can be obtainedwith ACh chloride.
Synthese
Carbachol, 2-carbamoyloxy-N,N,N-trimethylethyl ammonium chloride
(13.1.7), is made by reacting 2-chloroethanol with phosgene, which forms 2-chloroethyl
chloroformate (13.1.5). Upon reaction with ammonia, it turns into the corresponding
amide (13.1.6), which is further reacted with an equimolar quantity of trimethylamine, giving carbachol (13.1.7) [9¨C13].
mögliche Exposition
Used in veterinary medicine as a
cholinergic; parasympathomimetic, used chiefly in large
animals, especially for colic in the horse
Versand/Shipping
UN3249 Medicine, solid, toxic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials. UN2811 Toxic
solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-
Poisonous materials, Technical Name Required.
Inkompatibilitäten
Carbachol chloride is a carbamate ester.
Esters are generally incompatible with nitrates. Moisture
may cause hydrolysis or other forms of decomposition.
Carbamates are incompatible with strong acids and bases,
and especially incompatible with strong reducing agents
such as hydrideds and active metals. Contact with active
metals or nitrides form flammable gaseous hydrogen.
Incompatible with strongly oxidizing acids, peroxides, and
hydroperoxides.
Waste disposal
It is inappropriate and possibly dangerous to the environment to dispose of expired or
waste pharmaceuticals by flushing them down the toilet or
discarding them to the trash. Household quantities of
expired or waste pharmaceuticals may be mixed with wet
cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If
possible return the pharmaceutical to the manufacturer for
proper disposal being careful to properly label and securely
package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged, and transported by
a state licensed medical waste contractor to dispose by
burial in a licensed hazardous or toxic waste landfill or
incinerator.
2-((Aminocarbonyl)oxy)-N,N,N-tri-methylethan-aminiumchlorid Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
