| Record Information |
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| Version | 3.6 |
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| Creation Date | 2012-09-06 15:16:52 UTC |
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| Update Date | 2017-03-02 21:33:59 UTC |
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| HMDB ID | HMDB15494 |
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| Secondary Accession Numbers | None |
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| Metabolite Identification |
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| Common Name | Alizapride |
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| Description | Alizapride is only found in individuals that have used or taken this drug. It is a dopamine antagonist with prokinetic and antiemetic effects used in the treatment of nausea and vomiting, including postoperative nausea and vomiting.The anti-emetic action of Alizapride is due to its antagonist activity at D2 receptors in the chemoreceptor trigger zone (CTZ) in the central nervous system (CNS)—this action prevents nausea and vomiting triggered by most stimuli. Structurally similar to metoclopramide and, therefore, shares similar other atributres related to emesis and prokinetics. |
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| Structure | |
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| Synonyms | | Value | Source |
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| Plitican | Kegg | | N-((1-Allyl-2-pyrrolidinyl)methyl)-6-methoxy-1H-benzotriazole-5-carboxamide | MeSH | | Litican | MeSH | | N-((Allyl-1-pyrrolidinyl-2)-methyl)methoxy-2-azimido-4,5-benzamide | MeSH | | Vergentan | MeSH | | Alizapride hydrochloride | MeSH |
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| Chemical Formula | C16H21N5O2 |
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| Average Molecular Weight | 315.3702 |
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| Monoisotopic Molecular Weight | 315.169524941 |
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| IUPAC Name | 6-methoxy-N-{[1-(prop-2-en-1-yl)pyrrolidin-2-yl]methyl}-2H-1,2,3-benzotriazole-5-carboxamide |
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| Traditional Name | alizapride |
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| CAS Registry Number | 59338-93-1 |
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| SMILES | COC1=CC2=NNN=C2C=C1C(=O)NCC1CCCN1CC=C |
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| InChI Identifier | InChI=1S/C16H21N5O2/c1-3-6-21-7-4-5-11(21)10-17-16(22)12-8-13-14(19-20-18-13)9-15(12)23-2/h3,8-9,11H,1,4-7,10H2,2H3,(H,17,22)(H,18,19,20) |
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| InChI Key | KSEYRUGYKHXGFW-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | This compound belongs to the class of chemical entities known as benzotriazoles. These are organic compounds containing a benzene fused to a triazole ring (a five-membered ring with two carbon atoms and three nitrogen atoms). |
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| Kingdom | Chemical entities |
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| Super Class | Organic compounds |
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| Class | Organoheterocyclic compounds |
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| Sub Class | Benzotriazoles |
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| Direct Parent | Benzotriazoles |
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| Alternative Parents | |
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| Substituents | - Benzotriazole
- Anisole
- Alkyl aryl ether
- N-alkylpyrrolidine
- Benzenoid
- Azole
- Pyrrolidine
- Triazole
- 1,2,3-triazole
- Heteroaromatic compound
- Amino acid or derivatives
- Tertiary aliphatic amine
- Tertiary amine
- Secondary carboxylic acid amide
- Carboxamide group
- Azacycle
- Carboxylic acid derivative
- Ether
- Hydrocarbon derivative
- Organonitrogen compound
- Organooxygen compound
- Organopnictogen compound
- Organic oxide
- Organic oxygen compound
- Organic nitrogen compound
- Amine
- 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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| Status | Expected but not Quantified |
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| Origin | |
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| Biofunction | - Antiemetics
- Prokinetic Agents
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| Application | |
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| Cellular locations | |
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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 | 139 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 4.95e-01 g/L | Not Available | | LogP | 1.79 | MANNHOLD,R ET AL. (1990) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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