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Accession:CHEBI:5000 term browser browse the term
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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.
Synonyms:related_synonym: 1-(m-trifluoromethyl-phenyl)-2-ethylaminopropane;   2-ethylamino-1-(3-trifluoromethylphenyl)propane;   3-(trifluoromethyl)-N-ethyl-alpha-methylphenethylamine;   Ethyl-[1-methyl-2-(3-trifluoromethyl-phenyl)-ethyl]-amine;   Formula=C12H16F3N;   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;   N-ethyl-1-(3-(trifluoromethyl)phenyl)propan-2-amine;   N-ethyl-alpha-methyl-3-trifluoromethylphenethylamine;   SMILES=CCNC(C)Cc1cccc(c1)C(F)(F)F;   fenfluraminum
 alt_id: CHEBI:239434
 xref: Beilstein:2109374 "Beilstein";   CAS:458-24-2 "ChemIDplus";   CAS:458-24-2 "KEGG COMPOUND";   CAS:458-24-2 "NIST Chemistry WebBook";   DrugBank:DB00574;   Drug_Central:1150 "DrugCentral";   HMDB:HMDB0015322;   KEGG:C06996;   KEGG:D07945
 xref_mesh: MESH:D005277
 xref: PMID:11716826 "Europe PMC";   PMID:15637164 "Europe PMC";   PMID:15677429 "Europe PMC";   Patent:US3198833;   Reaxys:2109374 "Reaxys";   Wikipedia:Fenfluramine

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fenfluramine term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Bmpr2 bone morphogenetic protein receptor type 2 JBrowse link 9 66,568,074 66,683,019 RGD:6480464
G Fos Fos proto-oncogene, AP-1 transcription factor subunit JBrowse link 6 109,300,433 109,303,299 RGD:6480464
G Htr2a 5-hydroxytryptamine receptor 2A JBrowse link 15 56,666,152 56,732,469 RGD:6480464
G Htr2b 5-hydroxytryptamine receptor 2B JBrowse link 9 93,112,781 93,130,135 RGD:6480464
G Htr2c 5-hydroxytryptamine receptor 2C JBrowse link X 118,084,520 118,318,040 RGD:6480464
G Prl prolactin JBrowse link 17 39,814,236 39,824,299 RGD:6480464
(S)-fenfluramine term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Slc22a2 solute carrier family 22 member 2 JBrowse link 1 48,318,025 48,360,219 RGD:6480464
G Slc6a4 solute carrier family 6 member 4 JBrowse link 10 63,153,656 63,188,377 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19716
    role 19663
      biological role 19661
        pharmacological role 18755
          neurotransmitter agent 16393
            serotonergic drug 3858
              serotonergic agonist 880
                fenfluramine 8
                  (R)-fenfluramine 0
                  (S)-fenfluramine + 2
                  fenfluramine hydrochloride + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19716
    subatomic particle 19712
      composite particle 19712
        hadron 19712
          baryon 19712
            nucleon 19712
              atomic nucleus 19712
                atom 19712
                  main group element atom 19598
                    main group molecular entity 19598
                      s-block molecular entity 19361
                        hydrogen molecular entity 19350
                          hydrides 18280
                            organic hydride 17546
                              organic fundamental parent 17546
                                hydrocarbon 16961
                                  alkane 12521
                                    methane 9411
                                      halomethane 9411
                                        fluoromethanes 6278
                                          fluoroform 6278
                                            trifluoromethyl group 6278
                                              (trifluoromethyl)benzenes 6278
                                                fenfluramine 8
                                                  (R)-fenfluramine 0
                                                  (S)-fenfluramine + 2
                                                  fenfluramine hydrochloride + 0
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RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.