Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:31:52 UTC |
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Update date | 2015-10-09 22:33:18 UTC |
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Primary ID | FDB023577 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Loratadine |
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Description | desloratadine is available off the shelf in Canada); 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 [HMDB] |
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CAS Number | 79794-75-5 |
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Structure | |
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Synonyms | Synonym | Source |
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4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester | ChEBI | Aerotina | ChEBI | Alarin | ChEBI | Alavert | ChEBI | Alerpriv | ChEBI | Allerclear | ChEBI | Civeran | ChEBI | Claratyne | ChEBI | Claritin | ChEBI | Loracert | ChEBI | Loradamed | ChEBI | Loradex | ChEBI | Lorastine | ChEBI | Loratadina | ChEBI | Loratadinum | ChEBI | Loratyne | ChEBI | Wal-itin | ChEBI | 4-(8-Chloro-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate ethyl ester | Generator | 4-(8-Chloro-5,6-dihydro-11H-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-1-piperidinecarboxylic acid ethyl ester | MeSH | Clarium | MeSH | Amantadine | HMDB | Anhissen | HMDB | Bonalerg | HMDB | Claritine | HMDB | Clarityn | HMDB | Clarityne | HMDB | Cronopen | HMDB | Flonidan | HMDB | Fristamin | HMDB | Histaloran | HMDB | Klaritin | HMDB | Lertamine | HMDB | Lisino | HMDB | Loranox | HMDB | Loratidine | HMDB | Loratadine wyeth brand | MeSH, HMDB | Wyeth brand OF loratadine | MeSH, HMDB | Loratadine | hmdb |
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Predicted Properties | |
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Chemical Formula | C22H23ClN2O2 |
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IUPAC name | 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 |
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InChI Identifier | 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 |
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InChI Key | JCCNYMKQOSZNPW-UHFFFAOYSA-N |
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Isomeric SMILES | CCOC(=O)N1CCC(CC1)=C1C2=C(CCC3=C1N=CC=C3)C=C(Cl)C=C2 |
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Average Molecular Weight | 382.883 |
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Monoisotopic Molecular Weight | 382.144805697 |
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Classification |
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Description | Belongs to the class of organic compounds known as benzocycloheptapyridines. These are aromatic compounds containing a benzene ring and a pyridine ring fused to a seven membered carbocycle. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzocycloheptapyridines |
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Sub Class | Not Available |
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Direct Parent | Benzocycloheptapyridines |
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Alternative Parents | |
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Substituents | - Benzocycloheptapyridine
- Piperidinecarboxylic acid
- Aryl chloride
- Aryl halide
- Piperidine
- Pyridine
- Benzenoid
- Heteroaromatic compound
- Carbamic acid ester
- Carbonic acid derivative
- Azacycle
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Organochloride
- Organohalogen compound
- Carbonyl group
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Biological location: |
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Role | Industrial application: |
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Physico-Chemical Properties - Experimental |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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Predicted GC-MS | Loratadine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004i-6059000000-3d596b5ab5499c4089ca | Spectrum | Predicted GC-MS | Loratadine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-001r-0039000000-928ed9c6b46ba83ebe20 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-001r-1279000000-1c522c39e53b6bbfb9aa | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-001r-0039000000-928ed9c6b46ba83ebe20 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - , positive | splash10-067r-1292000000-3869907bd01f927b6f22 | 2017-09-14 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 75V, Positive | splash10-067i-0090000000-9bcbcadeda0bf07da702 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 90V, Positive | splash10-0frx-0090000000-2f8b7b5acca254e4cb20 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-067i-0090000000-b247e61957d933538341 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-001i-0009000000-dce8adc02434b224d589 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 10V, Positive | splash10-001i-0009000000-7d2b8c3f5f87f99fcf7a | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 60V, Positive | splash10-0api-0090000000-8419cf3b0c888e52c95b | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 45V, Positive | splash10-067r-0093000000-956a3618f6003ae45808 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-067i-0090000000-b62a29b4d6252b26f2bf | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-001r-0009000000-d32917132c3359e65572 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 20V, Positive | splash10-0019-0019000000-1acbfc6c05c2d600a966 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 15V, Positive | splash10-001i-0009000000-4558440f48e82bf6eefb | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 30V, Positive | splash10-0019-0009000000-ea1b61e9df959d6680c2 | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 75V, Positive | splash10-067i-0090000000-cf7d75b43a3c2c0f0d1e | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 50V, Positive | splash10-066r-0090000000-c5d1377bb7159732d4db | 2021-09-20 | View Spectrum | MS/MS | LC-MS/MS Spectrum - 40V, Positive | splash10-015i-0092000000-9bb7dcefe2f2f4f14bfd | 2021-09-20 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-001i-0009000000-41dd9857a0206fa0f4e8 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-06ri-1029000000-0c5a179194107a35af3e | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-015c-2091000000-fb50d1834a9a1d8d6c90 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001r-1009000000-78af7865fc3439c125c5 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-2009000000-df88de530c8ff41c69f4 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0adl-7069000000-a5804bf835988dc83d2a | 2016-08-03 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 600 MHz, CD3OD, experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 3820 |
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ChEMBL ID | CHEMBL998 |
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KEGG Compound ID | C06818 |
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Pubchem Compound ID | 3957 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 2618 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | DB00455 |
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HMDB ID | HMDB05000 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Loratadine |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Name | Gene Name | UniProt ID |
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Histamine H1 receptor | HRH1 | P35367 |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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