loading...| Preferred Name |
fenfluramine |
|
| Synonyms |
Fenfluramine N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine (+-)-fenfluramine Ethyl-[1-methyl-2-(3-trifluoromethyl-phenyl)-ethyl]-amine 1-(m-trifluoromethyl-phenyl)-2-ethylaminopropane 3-(trifluoromethyl)-N-ethyl-alpha-methylphenethylamine 2-ethylamino-1-(3-trifluoromethylphenyl)propane N-ethyl-1-(3-(trifluoromethyl)phenyl)propan-2-amine fenfluraminum N-ethyl-alpha-methyl-3-trifluoromethylphenethylamine 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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.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 |
PMID:15677429 KEGG:C06996 Reaxys:2109374 Patent:US3198833 CAS:458-24-2 HMDB:HMDB0015322 Wikipedia:Fenfluramine Beilstein:2109374 KEGG:D07945 Drug_Central:1150 PMID:15637164 DrugBank:DB00574 PMID:11716826 |
|
| 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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.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_alternative_id |
CHEBI:239434 |
|
| has_exact_synonym |
Fenfluramine N-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine |
|
| has_obo_namespace |
chebi_ontology |
|
| has_related_synonym |
(+-)-fenfluramine Ethyl-[1-methyl-2-(3-trifluoromethyl-phenyl)-ethyl]-amine 1-(m-trifluoromethyl-phenyl)-2-ethylaminopropane 3-(trifluoromethyl)-N-ethyl-alpha-methylphenethylamine 2-ethylamino-1-(3-trifluoromethylphenyl)propane N-ethyl-1-(3-(trifluoromethyl)phenyl)propan-2-amine fenfluraminum N-ethyl-alpha-methyl-3-trifluoromethylphenethylamine fenfluramine |
|
| 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 |
|
| RO_0000087 |
http://purl.obolibrary.org/obo/CHEBI_50949 |
|
| smiles |
CCNC(C)Cc1cccc(c1)C(F)(F)F |
|
| subClassOf |