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Wikipedia

Bethanechol

May 03, 2024

Bethanechol is a parasympathomimetic choline carbamate that selectively stimulates muscarinic receptors without any effect on nicotinic receptors. Unlike acetylcholine, bethanechol is not hydrolyzed by cholinesterase and will therefore have a long duration of action. Bethanechol is sold under the brand names Duvoid (Roberts), Myotonachol (Glenwood), Urecholine (Merck Frosst), and Urocarb (Hamilton). The name bethanechol refers to its structure as the urethane of beta-methylcholine.

Bethanechol
Clinical data
Trade namesUrecholine, others
Other names2-[(aminocarbonyl)oxy]- N,N,N-trimethyl- 1-propanaminium
Carbamyl-β-methylcholine
AHFS/Drugs.comMonograph
MedlinePlusa682849
Routes of
administration		By mouth, subcutaneous
ATC code
Legal status
Legal status
Identifiers
  • 2-(Carbamoyloxy)-N,N,N-trimethylpropan-1-aminium
CAS Number
  • 674-38-4 Y
PubChem CID
  • 2370
IUPHAR/BPS
  • 297
DrugBank
  • DB01019 Y
ChemSpider
  • 2280 Y
UNII
  • 004F72P8F4
KEGG
  • C06850 Y
ChEBI
  • CHEBI:3084 Y
ChEMBL
  • ChEMBL1482 Y
CompTox Dashboard (EPA)
  • DTXSID5048398
Chemical and physical data
FormulaC7H17N2O2
Molar mass161.225 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C(OC(C)C[N+](C)(C)C)N
  • InChI=1S/C7H16N2O2/c1-6(11-7(8)10)5-9(2,3)4/h6H,5H2,1-4H3,(H-,8,10)/p+1 Y
  • Key:NZUPCNDJBJXXRF-UHFFFAOYSA-O Y
  (verify)

Medical uses edit

Bethanechol alleviates dry mouth[2] and is sometimes given orally or subcutaneously to treat urinary retention[3] resulting from general anesthetic, diabetic neuropathy of the bladder, or a side effect of antidepressants; or to treat gastrointestinal lack of muscular tone. The muscarinic receptors in the bladder and gastrointestinal tract stimulate contraction of the bladder and expulsion of urine, and increased gastrointestinal motility, respectively. Bethanechol should be used to treat these disorders only after mechanical obstruction is ruled out as a possible cause.

Its potential benefit in the treatment of cerebral palsy has been investigated.[4]

Atropine is given preoperatively to prevent voiding of the bowel/bladder during surgery; then, bethanechol is given postoperatively to revert this action.[5]

Contraindications edit

Use of bethanechol, as well as all other muscarinic receptor agonists, is contraindicated in patients with asthma, coronary insufficiency, peptic ulcers, intestinal obstruction and hyperthyroidism. The parasympathomimetic action of this drug will exacerbate the symptoms of these disorders.

References edit

  1. ^ "Active substance: bethanechol" (PDF). List of nationally authorised medicinal products, Human Medicines Evaluation Division. European Medicines Agency. 11 February 2021.
  2. ^ Gorsky M, Epstein JB, Parry J, Epstein MS, Le ND, Silverman S (February 2004). "The efficacy of pilocarpine and bethanechol upon saliva production in cancer patients with hyposalivation following radiation therapy". Oral Surgery, Oral Medicine, Oral Pathology, Oral Radiology, and Endodontics. 97 (2): 190–195. doi:10.1016/j.tripleo.2003.08.031. PMID 14970777.
  3. ^ Moro C, Phelps C, Veer V, Clark J, Glasziou P, Tikkinen KA, Scott AM (January 2022). "The effectiveness of parasympathomimetics for treating underactive bladder: A systematic review and meta-analysis" (PDF). Neurourology and Urodynamics. 41 (1): 127–139. doi:10.1002/nau.24839. PMID 34816481. S2CID 244530010.
  4. ^ Carter WJ (September 2008). "Unexpected benefits of bethanechol in adults with cerebral palsy". The Medical Journal of Australia. 189 (5): 293. doi:10.5694/j.1326-5377.2008.tb02034.x. PMID 18759732. S2CID 29048832.
  5. ^ Obied H (2011). Cholinergic Pharmacology. CSU.

External links edit

  • "Bethanechol". Drug Information Portal. U.S. National Library of Medicine.

May 03, 2024
bethanechol, parasympathomimetic, choline, carbamate, that, selectively, stimulates, muscarinic, receptors, without, effect, nicotinic, receptors, unlike, acetylcholine, bethanechol, hydrolyzed, cholinesterase, will, therefore, have, long, duration, action, so. Bethanechol is a parasympathomimetic choline carbamate that selectively stimulates muscarinic receptors without any effect on nicotinic receptors Unlike acetylcholine bethanechol is not hydrolyzed by cholinesterase and will therefore have a long duration of action Bethanechol is sold under the brand names Duvoid Roberts Myotonachol Glenwood Urecholine Merck Frosst and Urocarb Hamilton The name bethanechol refers to its structure as the urethane of beta methylcholine BethanecholClinical dataTrade namesUrecholine othersOther names2 aminocarbonyl oxy N N N trimethyl 1 propanaminiumCarbamyl b methylcholineAHFS Drugs comMonographMedlinePlusa682849Routes ofadministrationBy mouth subcutaneousATC codeN07AB02 WHO Legal statusLegal statusEU Rx only 1 IdentifiersIUPAC name 2 Carbamoyloxy N N N trimethylpropan 1 aminiumCAS Number674 38 4 YPubChem CID2370IUPHAR BPS297DrugBankDB01019 YChemSpider2280 YUNII004F72P8F4KEGGC06850 YChEBICHEBI 3084 YChEMBLChEMBL1482 YCompTox Dashboard EPA DTXSID5048398Chemical and physical dataFormulaC 7H 17N 2O 2Molar mass161 225 g mol 13D model JSmol Interactive imageSMILES O C OC C C N C C C NInChI InChI 1S C7H16N2O2 c1 6 11 7 8 10 5 9 2 3 4 h6H 5H2 1 4H3 H 8 10 p 1 YKey NZUPCNDJBJXXRF UHFFFAOYSA O Y verify Contents 1 Medical uses 2 Contraindications 3 References 4 External linksMedical uses editBethanechol alleviates dry mouth 2 and is sometimes given orally or subcutaneously to treat urinary retention 3 resulting from general anesthetic diabetic neuropathy of the bladder or a side effect of antidepressants or to treat gastrointestinal lack of muscular tone The muscarinic receptors in the bladder and gastrointestinal tract stimulate contraction of the bladder and expulsion of urine and increased gastrointestinal motility respectively Bethanechol should be used to treat these disorders only after mechanical obstruction is ruled out as a possible cause Its potential benefit in the treatment of cerebral palsy has been investigated 4 Atropine is given preoperatively to prevent voiding of the bowel bladder during surgery then bethanechol is given postoperatively to revert this action 5 Contraindications editUse of bethanechol as well as all other muscarinic receptor agonists is contraindicated in patients with asthma coronary insufficiency peptic ulcers intestinal obstruction and hyperthyroidism The parasympathomimetic action of this drug will exacerbate the symptoms of these disorders References edit Active substance bethanechol PDF List of nationally authorised medicinal products Human Medicines Evaluation Division European Medicines Agency 11 February 2021 Gorsky M Epstein JB Parry J Epstein MS Le ND Silverman S February 2004 The efficacy of pilocarpine and bethanechol upon saliva production in cancer patients with hyposalivation following radiation therapy Oral Surgery Oral Medicine Oral Pathology Oral Radiology and Endodontics 97 2 190 195 doi 10 1016 j tripleo 2003 08 031 PMID 14970777 Moro C Phelps C Veer V Clark J Glasziou P Tikkinen KA Scott AM January 2022 The effectiveness of parasympathomimetics for treating underactive bladder A systematic review and meta analysis PDF Neurourology and Urodynamics 41 1 127 139 doi 10 1002 nau 24839 PMID 34816481 S2CID 244530010 Carter WJ September 2008 Unexpected benefits of bethanechol in adults with cerebral palsy The Medical Journal of Australia 189 5 293 doi 10 5694 j 1326 5377 2008 tb02034 x PMID 18759732 S2CID 29048832 Obied H 2011 Cholinergic Pharmacology CSU External links edit Bethanechol Drug Information Portal U S National Library of Medicine Portal nbsp Medicine Retrieved from https en wikipedia org w index php title Bethanechol amp oldid 1215557469, wikipedia, wiki, book, books, library,

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