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Record Information |
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Version | 4.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:49 UTC |
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Update Date | 2020-02-26 21:39:52 UTC |
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HMDB ID | HMDB0014552 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Loxapine |
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Description | Loxapine is only found in individuals that have used or taken this drug. It is an antipsychotic agent used in schizophrenia. [PubChem]Loxapine is a dopamine antagonist, and also a serotonin 5-HT2 blocker. The exact mode of action of Loxapine has not been established, however changes in the level of excitability of subcortical inhibitory areas have been observed in several animal species in association with such manifestations of tranquilization as calming effects and suppression of aggressive behavior. |
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Structure | |
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Synonyms | Value | Source |
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2-Chloro-11-(4-methyl-1-piperazinyl)dibenz[b,F][1,4]oxazepine | ChEBI | Cloxazepine | ChEBI | Loxapina | ChEBI | Loxapinum | ChEBI | Oxilapine | ChEBI | Adasuve | Kegg | Loxapine hydrochloride | HMDB | Loxapine succinate | HMDB | Loxipine maleate | HMDB | Loxapine monohydrochloride | HMDB | Loxapinsuccinate | HMDB | Succinate, loxapine | HMDB | Hydrochloride, loxapine | HMDB | Loxipine succinate | HMDB | Loxitane | HMDB | 2-Chloro-11-(4-methyl-1-piperazinyl)-dibenz(b,F)(1,4)oxazepine | HMDB | Maleate, loxipine | HMDB |
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Chemical Formula | C18H18ClN3O |
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Average Molecular Weight | 327.808 |
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Monoisotopic Molecular Weight | 327.11383992 |
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IUPAC Name | 13-chloro-10-(4-methylpiperazin-1-yl)-2-oxa-9-azatricyclo[9.4.0.0³,⁸]pentadeca-1(11),3,5,7,9,12,14-heptaene |
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Traditional Name | loxapine |
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CAS Registry Number | 1977-10-2 |
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SMILES | CN1CCN(CC1)C1=NC2=CC=CC=C2OC2=C1C=C(Cl)C=C2 |
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InChI Identifier | InChI=1S/C18H18ClN3O/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3 |
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InChI Key | XJGVXQDUIWGIRW-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as dibenzoxazepines. Dibenzoxazepines are compounds containing a dibenzoxazepine moiety, which consists of two benzene connected by an oxazepine ring. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzoxazepines |
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Sub Class | Dibenzoxazepines |
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Direct Parent | Dibenzoxazepines |
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Alternative Parents | |
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Substituents | - Dibenzoxazepine
- Diaryl ether
- N-methylpiperazine
- N-alkylpiperazine
- Aryl chloride
- Aryl halide
- 1,4-diazinane
- Piperazine
- Benzenoid
- Imidolactam
- Tertiary amine
- Tertiary aliphatic amine
- Oxacycle
- Azacycle
- Carboxylic acid amidine
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Ether
- Amidine
- Amine
- Organic oxygen compound
- Organohalogen compound
- Organochloride
- Organonitrogen compound
- Organooxygen compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Organopnictogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Route of exposure: Biological location: |
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Role | Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | 109 - 110 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.1 g/L | Not Available | LogP | 3.6 | Not Available |
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Predicted Properties | |
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Spectra |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-06r5-8094000000-3f11548f145e2cd0d2a5 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-00ai-0149000000-d463f8ddf4248264d132 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-qTof , Positive | splash10-01r6-0930000000-4798aec046d747300d80 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - , positive | splash10-00ai-0149000000-d463f8ddf4248264d132 | Spectrum | LC-MS/MS | LC-MS/MS Spectrum - , positive | splash10-01r6-0930000000-4798aec046d747300d80 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-004i-0009000000-13c7c5980fa375485ea6 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004i-0029000000-ee11b761132aadb447f8 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0596-9250000000-cdb8e78cf5fd1fd059b9 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004i-0009000000-71d4c9395b89ad9fc22a | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-0039000000-ca6576c997e0e1af0ab2 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-006y-3491000000-40caba03e0caacbf4b76 | Spectrum | MS | Mass Spectrum (Electron Ionization) | splash10-0a4l-7590000000-118f30ca0699bf2b3d2e | Spectrum |
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Biological Properties |
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Cellular Locations | |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Blood | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB00408 | | details | Urine | Expected but not Quantified | Not Quantified | Not Available | Not Available | Taking drug identified by DrugBank entry DB00408 | | details |
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Abnormal Concentrations |
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| Not Available |
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Predicted Concentrations |
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Blood | 0.000 uM | Adult (>18 years old) | Both | Normal | Predicted based on drug qualities | Blood | 0.000 umol/mmol creatinine | Adult (>18 years old) | Both | Normal | Predicted based on drug qualities |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | DB00408 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | 3827 |
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KEGG Compound ID | C07104 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Loxapine |
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METLIN ID | Not Available |
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PubChem Compound | 3964 |
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PDB ID | Not Available |
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ChEBI ID | 50841 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Cheung SW, Tang SW, Remington G: Simultaneous quantitation of loxapine, amoxapine and their 7- and 8-hydroxy metabolites in plasma by high-performance liquid chromatography. J Chromatogr. 1991 Mar 8;564(1):213-21. [PubMed:1860915 ]
- Glazer WM: Does loxapine have "atypical" properties? Clinical evidence. J Clin Psychiatry. 1999;60 Suppl 10:42-6. [PubMed:10340686 ]
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