Bethanechol

Structural formula
	Counterion (mostly chloride) not shown
General
Non-proprietary name	Bethanechol
other names	2-carbamoyloxypropyl (trimethyl) azanium ( IUPAC ); Carbamyl-β-methylcholine;
Molecular formula	C 7 H 17 N 2 O 2 +
External identifiers / databases
PubChem	2370
DrugBank	DB01019
Wikidata	Q419059
Drug information
ATC code	N07 AB02
Drug class	Parasympathomimetics
properties
Molar mass	161.22 g · mol -1
Physical state	firmly
Melting point	218-219 ° C
solubility	1 g is soluble in 0.6 ml of water or in 12.5 ml of 95% alcohol
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances chloride; Caution
H and P phrases	H: 302
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bethanechol is a drug that is used to treat acute postoperative and postpartum non- obstructive (functional) urinary retention and neurogenic atony of the urinary bladder with urinary retention.

properties

The bethanechol chloride used as a commercially available derivative is a synthetically produced cholinergic ester . It is a hygroscopic , white or colorless crystalline powder with a slight amine or fish-like odor. The pH of a commercially available injection solution is 5.5–7.5.

Mechanism of action

Bethanechol is a direct cholinergic parasympathomimetic that is structurally and pharmacologically related to the neurotransmitter acetylcholine . It increases the tone of the detrusor vesicae muscle , causing a contraction that induces emptying of the bladder. It also stimulates gastric motility , increases gastric tone and often restores impaired rhythmic peristalsis .

The drug directly stimulates cholinergic receptors of the parasympathetic nervous system , while stimulation of the ganglia occurs to a lesser extent. It increases the tone of the smooth muscles . Its effects are predominantly muscarinic , with little effect on nicotine receptors and negligible effects on the cardiovascular system .

The choline ester bethanechol is only slowly broken down by cholinesterases and therefore works longer than acetylcholine.

unwanted effects

Bethanechol can undesirable effects arterial hypotension , changes in heart rate and bronchial spasms cause.

Trade names

Myocholine Glenwood (D)

Individual evidence

↑ ^a ^b ^c Entry on Bethanechol at Vetpharm, accessed on June 23, 2012.
↑ ^a ^b Data sheet Carbamyl-β-methylcholine chloride, ≥ 99% (TLC), crystalline from Sigma-Aldrich , accessed on July 29, 2011 ( PDF ).

[Vetpharm-1] Entry on Bethanechol at Vetpharm, accessed on June 23, 2012.

[Sigma-2] Data sheet Carbamyl-β-methylcholine chloride, ≥ 99% (TLC), crystalline from Sigma-Aldrich , accessed on July 29, 2011 ( PDF ).