<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2766</id>
  <title>T3D2724</title>
  <common-name>Benzatropine</common-name>
  <description>Benzotropine is a centrally-acting, antimuscarinic agent used as an adjunct in the treatment of Parkinson's disease. It may also be used to treat extrapyramidal reactions, such as dystonia and Parkinsonism, caused by antipsychotics (e.g. phenothiazines). Symptoms of Parkinson's disease and extrapyramidal reactions arise from decreases in dopaminergic activity which creates an imbalance between dopaminergic and cholinergic activity. Anticholinergic therapy is thought to aid in restoring this balance leading to relief of symptoms. In addition to its anticholinergic effects, benztropine also inhibits the reuptake of dopamine at nerve terminals via the dopamine transporter. Benzotropine also produces antagonistic effects at the histamine H1 receptor. </description>
  <cas>86-13-5</cas>
  <pubchem-id>6832</pubchem-id>
  <chemical-formula>C21H25NO</chemical-formula>
  <weight>307.193610</weight>
  <appearance>White powder.</appearance>
  <melting-point>138-140°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>Very soluble</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Intravenous, Oral.Onset of action is 1-2 hours following oral administration. The onset of action is within minutes when administered by IM or IV injection.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Benztropine is a selective M1 muscarinic acetylcholine receptor antagonist. It is able to discriminate between the M1 (cortical or neuronal) and the peripheral muscarinic subtypes (cardiac and glandular). Benztropine partially blocks cholinergic activity in the CNS, which is responsible for the symptoms of Parkinson's disease. It is also thought to increase the availability of dopamine, a brain chemical that is critical in the initiation and smooth control of voluntary muscle movement.</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 use as an adjunct in the therapy of all forms of parkinsonism and also for use in the control of extrapyramidal disorders due to neuroleptic drugs.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>Signs of overdose include confusion, nervousness, listlessness, hallucinations, dizziness; muscle weakness, ataxia, dry mouth, mydriasis, blurred vision, palpitations, tachycardia, elevated blood pressure, nausea, vomiting, dysuria, numbness of fingers, headache, delirium, coma, shock, convulsions, respiratory arrest, anhidrosis, hyperthermia, glaucoma, and constipation.</symptoms>
  <treatment>Physostigmine salicylate, 1 to 2 mg, SC or IV, reportedly will reverse symptoms of anticholinergic intoxication. A second injection may be given after 2 hours if required. Otherwise treatment is symptomatic and supportive. Induce emesis or perform gastric lavage (contraindicated in precomatose, convul-sive, or psychotic states). Maintain respiration. A short-acting barbiturate may be used for CNS excitement, but with caution to avoid subsequent depression; supportive care for depression (avoid convulsant stimulants such as picrotoxin, pentylenetetrazol, or bemegride); artificial respiration for severe respiratory depression; a local miotic for mydriasis and cycloplegia; ice bags or other cold applications and alcohol sponges for hyperpyrexia, a vasopressor and fluids for circulatory collapse. Darken room for photophobia. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:26:23Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:50Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Benztropine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C06846</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>3048</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Benztropine</stitch-id>
  <drugbank-id>DB00245</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>[H][C@]12CC[C@]([H])(C[C@@]([H])(C1)OC(C1=CC=CC=C1)C1=CC=CC=C1)N2C</moldb-smiles>
  <moldb-formula>C21H25NO</moldb-formula>
  <moldb-inchi>InChI=1/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19+,20+</moldb-inchi>
  <moldb-inchikey>InChIKey=GIJXKZJWITVLHI-PMOLBWCYNA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">307.4293</moldb-average-mass>
  <moldb-mono-mass type="decimal">307.193614427</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>4.3</logp>
  <hmdb-id>HMDB14390</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>16736541</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;Phillips, R.F.; US. Patent 2,595,405; May 6, 1952; assigned to Merck &amp;amp; Co., Inc.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
