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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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.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 19669
    role 19613
      biological role 19611
        pharmacological role 18684
          neurotransmitter agent 16233
            serotonergic drug 3846
              serotonergic agonist 878
                fenfluramine 8
                  (R)-fenfluramine 0
                  (S)-fenfluramine + 2
                  fenfluramine hydrochloride + 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19669
    subatomic particle 19665
      composite particle 19665
        hadron 19665
          baryon 19665
            nucleon 19665
              atomic nucleus 19665
                atom 19665
                  main group element atom 19545
                    main group molecular entity 19545
                      s-block molecular entity 19329
                        hydrogen molecular entity 19319
                          hydrides 18242
                            organic hydride 17528
                              organic fundamental parent 17528
                                hydrocarbon 16935
                                  alkane 12481
                                    methane 9407
                                      halomethane 9407
                                        fluoromethanes 6272
                                          fluoroform 6272
                                            trifluoromethyl group 6272
                                              (trifluoromethyl)benzenes 6272
                                                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.