Bethanechol chloride

Base Information

• Chemical Name: Bethanechol chloride
• CAS No.: 590-63-6
• Deprecated CAS: 21293-39-0
• Molecular Formula: C7H17N2O2^.Cl
• Molecular Weight: 196.677
• Hs Code.: 2924190002
• European Community (EC) Number: 209-686-8
• NSC Number: 755913,30783
• UNII: H4QBZ2LO84
• DSSTox Substance ID: DTXSID2022676
• Wikidata: Q27105939
• NCI Thesaurus Code: C28866
• RXCUI: 47088
• Metabolomics Workbench ID: 53003
• ChEMBL ID: CHEMBL1768
• Mol file: 590-63-6.mol

Synonyms:Bethanechol;Bethanechol Chloride;Bethanecol;Chloride, Bethanechol;Duvoid;Hermes, Myo;Myo Hermes;Myocholine;Myotonachol;Myotonine;PMS Bethanechol Chloride;PMS-Bethanechol Chloride;Urecholine;Urocarb

Chemical Property of Bethanechol chloride

Chemical Property:

• Appearance/Colour: white crystalline
• Melting Point: 187-190oC
• PSA: 52.32000
• LogP: -2.11930
• Storage Temp.: 2-8°C
• Solubility.: H2O: 1.7 g/mL stable for several days at 4°C.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 196.0978555
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Bethanechol Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C[N+](C)(C)C)OC(=O)N.[Cl-]
• Recent ClinicalTrials: Effectiveness of Bethanechol Chloride and Early Bladder Training for Prevention of Bladder Dysfunction After Radical Hysterectomy in Cervical Cancer Stage IB - IIA
• Recent EU Clinical Trials: Randomised, double-blind, placebo-controlled Phase II proof-of-concept study of APD515 solution for oromucosal and oral administration for relief of xerostomia in patients with cancer
• Description: Bethanechol is an agonist of muscarinic acetylcholine receptors with IC50 values of 1,837, 25, 631, 317, and 393 μM for M1-5, respectively, in a radioligand binding assay using CHO cells expressing the human receptors. It inhibits M2-mediated increases in cyclic AMP induced by isoproterenol in isolated guinea pig small intestine (IC50 = 127 μM). Bethanechol increases basal tone of isolated porcine intravesical ureter (EC50 = 4.27 μM). It also induces fluid secretion in the ileum, duodenum, and jejunum of anesthetized rats when administered at a dose of 60 μg/kg. Formulations containing bethanechol have been used to increase urination and improve smooth muscle tone in the gastrointestinal tract.
• Uses: cholinergic A selective muscarinic receptor stimulant, used to treat cerebral palsy. Therapeutic action of Betanechol is based on this action, and it is used for treating postoperational non-obstructive retention of urine and neurogenic bladder atony. Earlier, it was used for treating gastrointestinal illnesses and Alzheimer’s disease.
• Therapeutic Function: Cholinergic
• Clinical Use: The main use of bethanechol chloride is in the relief ofurinary retention and abdominal distention after surgery.The drug is used orally and by subcutaneous injection. Itmust never be administered by intramuscular or intravenousinjection because of the danger from cholinergic overstimulationand loss of selective action. Proper administration ofthe drug is associated with low toxicity and no serious sideeffects. Bethanechol chloride should be used with caution inasthmatic patients; when used for glaucoma, it producesfrontal headaches from the constriction of the sphinctermuscle in the eye and from ciliary muscle spasms. Its durationof action is 1 hour.

Technology Process of Bethanechol chloride

There total 1 articles about Bethanechol chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

phosgene (75-44-5) + (+/-)-(2-hydroxy-propyl)-trimethyl-ammonium; chloride (2382-43-6) → bethanechol chloride (590-63-6)

Guidance literature:

With chloroform; folgende Einwirkung von NH₃;

upstream raw materials:

phosgene

(+/-)-(2-hydroxy-propyl)-trimethyl-ammonium; chloride