Link to this page
Chemical Entities of Biological Interest Ontology
| Preferred Name | fenfluramine | |
| Synonyms |
2-ethylamino-1-(3-trifluoromethylphenyl)propane fenfluraminum (+-)-fenfluramine N-ethyl-1-(3-(trifluoromethyl)phenyl)propan-2-amine 1-(m-trifluoromethyl-phenyl)-2-ethylaminopropane 3-(trifluoromethyl)-N-ethyl-alpha-methylphenethylamine Ethyl-[1-methyl-2-(3-trifluoromethyl-phenyl)-ethyl]-amine fenfluramine N-ethyl-alpha-methyl-3-trifluoromethylphenethylamine N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine Fenfluramine |
|
| Definitions |
A secondary amino compound that is 1-phenyl-propan-2-amine in which one of the meta-hydrogens is substituted by trifluoromethyl, and one of the hydrogens attached to the nitrogen is substituted by an ethyl group. It binds to the serotonin reuptake pump, causing inhbition of serotonin uptake and release of serotonin. The resulting increased levels of serotonin lead to greater serotonin receptor activation which in turn lead to enhancement of serotoninergic transmission in the centres of feeding behavior located in the hypothalamus. This suppresses the appetite for carbohydrates. Fenfluramine was used as the hydrochloride for treatment of diabetes and obesity. It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension. |
|
| ID |
http://purl.obolibrary.org/obo/CHEBI_5000 |
|
| charge |
0
|
|
| database_cross_reference |
CAS:458-24-2 DrugBank:DB00574 HMDB:HMDB0015322 KEGG:C06996 Patent:US3198833 PMID:15677429 Drug_Central:1150 PMID:11716826 KEGG:D07945 Wikipedia:Fenfluramine Reaxys:2109374 PMID:15637164
|
|
| definition |
A secondary amino compound that is 1-phenyl-propan-2-amine in which one of the meta-hydrogens is substituted by trifluoromethyl, and one of the hydrogens attached to the nitrogen is substituted by an ethyl group. It binds to the serotonin reuptake pump, causing inhbition of serotonin uptake and release of serotonin. The resulting increased levels of serotonin lead to greater serotonin receptor activation which in turn lead to enhancement of serotoninergic transmission in the centres of feeding behavior located in the hypothalamus. This suppresses the appetite for carbohydrates. Fenfluramine was used as the hydrochloride for treatment of diabetes and obesity. It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.
|
|
| formula |
C12H16F3N
|
|
| has role |
http://purl.obolibrary.org/obo/CHEBI_50949 |
|
| has_alternative_id |
CHEBI:239434
|
|
| has_exact_synonym |
N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine Fenfluramine
|
|
| has_obo_namespace |
chebi_ontology
|
|
| has_related_synonym |
2-ethylamino-1-(3-trifluoromethylphenyl)propane fenfluraminum (+-)-fenfluramine N-ethyl-1-(3-(trifluoromethyl)phenyl)propan-2-amine 1-(m-trifluoromethyl-phenyl)-2-ethylaminopropane 3-(trifluoromethyl)-N-ethyl-alpha-methylphenethylamine Ethyl-[1-methyl-2-(3-trifluoromethyl-phenyl)-ethyl]-amine fenfluramine N-ethyl-alpha-methyl-3-trifluoromethylphenethylamine
|
|
| id |
CHEBI:5000
|
|
| in_subset | ||
| inchi |
InChI=1S/C12H16F3N/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15/h4-6,8-9,16H,3,7H2,1-2H3
|
|
| inchikey |
DBGIVFWFUFKIQN-UHFFFAOYSA-N
|
|
| label |
fenfluramine
|
|
| mass |
231.25730
|
|
| monoisotopicmass |
231.12348
|
|
| notation |
CHEBI:5000
|
|
| prefLabel |
fenfluramine
|
|
| smiles |
CCNC(C)Cc1cccc(c1)C(F)(F)F
|
|
| treeView | ||
| subClassOf |
| Delete | Subject | Author | Type | Created |
|---|---|---|---|---|
| No notes to display |