<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3000</id>
  <title>T3D2958</title>
  <common-name>Bethanechol</common-name>
  <description>Bethanechol is a synthetic ester structurally and pharmacologically related to acetylcholine. A slowly hydrolyzed muscarinic agonist with no nicotinic effects, bethanechol is generally used to increase smooth muscle tone, as in the GI tract following abdominal surgery or in urinary retention in the absence of obstruction. It may cause hypotension, cardiac rate changes, and bronchial spasms. [PubChem]</description>
  <cas>674-38-4</cas>
  <pubchem-id>2370</pubchem-id>
  <chemical-formula>C7H17N2O2</chemical-formula>
  <weight></weight>
  <appearance>White powder.</appearance>
  <melting-point>about 220°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>10 mg/mL (chloride salt)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Bethanechol directly stimulates cholinergic receptors in the parasympathetic nervous system while stimulating the ganglia to a lesser extent. Its effects are predominantly muscarinic, inducing little effect on nicotinic receptors and negligible effects on the cardiovascular system.</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the treatment of acute postoperative and postpartum nonobstructive (functional) urinary retention and for neurogenic atony of the urinary bladder with retention.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms></symptoms>
  <treatment>Atropine Sulfate is a specific antidote. The recommended dose for adults is 0.6 mg. Repeat doses can be given every two hours, according to clinical response. The recommended dosage in infants and children up to 12 years of age is 0.01 mg/kg (to a maximum single dose of 0.4 mg) repeated every two hours as needed until the desired effect is obtained or adverse effects of atropine preclude further usage. Subcutaneous injection of atropine is preferred except in emergencies when the intravenous route may be employed. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:28:10Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:54Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Bethanechol</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C06850</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>3084</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Bethanechol</stitch-id>
  <drugbank-id>DB01019</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC(C[N+](C)(C)C)OC(O)=N</moldb-smiles>
  <moldb-formula>C7H17N2O2</moldb-formula>
  <moldb-inchi>InChI=1/C7H16N2O2/c1-6(11-7(8)10)5-9(2,3)4/h6H,5H2,1-4H3,(H-,8,10)/p+1</moldb-inchi>
  <moldb-inchikey>InChIKey=NZUPCNDJBJXXRF-UHFFFAOYNA-O</moldb-inchikey>
  <moldb-average-mass type="decimal">161.2215</moldb-average-mass>
  <moldb-mono-mass type="decimal">161.128454218</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB15154</hmdb-id>
  <chembl-id>CHEMBL1482</chembl-id>
  <chemspider-id>2280</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Major, R.T. and Bonnett, H.T.; U.S. Patent 2,322,375: June 22,1943; assigned to Merck &amp;amp;&lt;br /&gt;
Co., Inc.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
