<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2838</id>
  <title>T3D2796</title>
  <common-name>Loratadine</common-name>
  <description>Loratadine is a tricyclic antihistamine, which has a selective and peripheral H1-antagonist action. It has a long-lasting effect and does not normally cause drowsiness because it does not readily enter the central nervous system; An antiviral that is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extrapyramidal reactions, and for postherpetic neuralgia. The mechanisms of its effects in movement disorders are not well understood but probably reflect an increase in synthesis and release of dopamine, with perhaps some inhibition of dopamine uptake; Loratadine is a drug used to treat allergies. It is marketed by Schering-Plough under several trade names such as Claritin, Clarityn or Claratyne depending on the market, by Lek as Lomilan and by Wyeth as Alavert. It is also available as a generic; Loratadine is a drug used to treat allergies. It is marketed by Schering-Plough under several trade names such as Claritin, Clarityn or Claratyne depending on the market, by Lek as Lomilan and by Wyeth as Alavert. It is also available as a generic. Its active metabolite, desloratadine, is also on the market, though loratadine itself is the only drug of its class available over the counter (at least in the U.S. as of 2005. Loratadine is available off the shelf in the UK.</description>
  <cas>79794-75-5</cas>
  <pubchem-id>3957</pubchem-id>
  <chemical-formula>C22H23ClN2O2</chemical-formula>
  <weight>382.144810</weight>
  <appearance>White powder.</appearance>
  <melting-point>134-136°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>0.000011 mg/ml</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Rapidly absorbed following oral administration (40% bioavailability)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Loratadine competes with free histamine and exhibits specific, selective peripheral H&lt;sub&gt;1&lt;/sub&gt; antagonistic activity. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms (eg. nasal congestion, watery eyes) brought on by histamine. Loratadine has low affinity for cholinergic receptors and does not exhibit any appreciable alpha-adrenergic blocking activity in-vitro. Loratadine also appears to suppress the release of histamine and leukotrienes from animal mast cells, and the release of leukotrienes from human lung fragments, although the clinical importance of this is unknown.</mechanism-of-toxicity>
  <metabolism>HepaticHalf Life: 8.4 hours</metabolism>
  <toxicity>LD&lt;sub&gt;50&lt;/sub&gt;=mg/kg (orally in rat)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used to treat allergies. A self-medication that is used alone or in combination with pseudoephedrine sulfate for the symptomatic relief of seasonal allergic rhinitis. Also used for the symptomatic relief of pruritus, erythema, and urticaria associated with chronic idiopathic urticaria in patients (not for children under 6 unless directed by a clincian).</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Loratadine causes sedation and psychomotor impairment.</health-effects>
  <symptoms>Somnolence, tachycardia, and headache. Psychomotor impairment, and antimuscarinic effects such as urinary retention, dry mouth, blurred vision, and gastrointestinal disturbances are the most common side effects.</symptoms>
  <treatment>Treatment of overdosage would reasonably consist of emesis (ipecac syrup), except in patients with impaired consciousness, followed by the administration of activated charcoal to absorb any remaining drug. If vomiting is unsuccessful, or contraindicated, gastric lavage should be performed with normal saline. Saline cathartics may also be of value for rapid dilution of bowel contents. Loratadine is not eliminated by hemodialysis. It is not known if loratadine is eliminated by peritoneal dialysis. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:26:56Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:39:21Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Loratadine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C06818</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>210803</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Loratadine</stitch-id>
  <drugbank-id>DB00455</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>CCOC(=O)N1CCC(CC1)=C1C2=C(CCC3=C1N=CC=C3)C=C(Cl)C=C2</moldb-smiles>
  <moldb-formula>C22H23ClN2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3</moldb-inchi>
  <moldb-inchikey>JCCNYMKQOSZNPW-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">382.883</moldb-average-mass>
  <moldb-mono-mass type="decimal">382.144805697</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>5.2</logp>
  <hmdb-id>HMDB05000</hmdb-id>
  <chembl-id>CHEMBL998</chembl-id>
  <chemspider-id>3820</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;Alberto Stampa, Pelayo Camps, Gloria Rodriguez, Jordi Bosch, Maria del Carmen Onrubia, &amp;#8220;Process for the preparation of loratadine.&amp;#8221; U.S. Patent US6084100, issued July 04, 2000.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002198</chemdb-id>
  <dsstox-id>DTXSID2023224</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00002063</susdat-id>
  <iupac>ethyl 4-{13-chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate</iupac>
  <moldb-polar-surface-area>42.43</moldb-polar-surface-area>
  <moldb-refractivity>116.9769</moldb-refractivity>
  <moldb-polarizability>41.675132935182525</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>2</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>4.333617086511285</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>4.80</moldb-alogps-logp>
  <moldb-alogps-logs>-4.46</moldb-alogps-logs>
  <moldb-alogps-solubility>1.34e-02 g/l</moldb-alogps-solubility>
</compound>
