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Fenfluramine

CAT: 1596-AR-F01270-02Size: 25 UnitsDry Ice: NoHazardous: No
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CAT#:1596-AR-F01270-02Size:25 Units
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CAS Number
458-24-2
Synonyms
N-ethyl-1- (3- (trifluoromethyl) phenyl) propan-2-amine; N-Ethyl-?-methyl-3- (trifluoromethyl) benzeneethanamine; N-Ethyl-?-methyl-m- (trifluoromethyl) phenethylamine; (±) -Fenfluramine; 3- (Trifluoromethyl) -N-ethyl-?-methylphenethylamine; Acino; Fenfluramine; Obedrex; Pesos; Ponderax PA; Rotondin; dl-Fenfluramine
Molecular Formula
C12H16F3N
Molecular Weight
231.26
API Name
Fenfluramine

Chemical Information

Fenfluramine

Fenfluramine is 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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension. It has a role as a serotonergic agonist, an appetite depressant and a serotonin uptake inhibitor. It is a secondary amino compound and a member of (trifluoromethyl)benzenes.

CAS Number458-24-2
PubChem CID3337
IUPAC NameN-ethyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine
Molecular FormulaC12H16F3N
Molecular Weight231.26
XLogP3.4
Topological Polar Surface Area12
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count16
Formal Charge0
Complexity203
SMILES
CCNC(C)CC1=CC(=CC=C1)C(F)(F)F
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
Chemical Structure
2D Structure
2D structure of Fenfluramine
CAS: 458-24-2
CID: 3337
Formula: C12H16F3N
MW: 231.26
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight231.26
XLogP33.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass231.12348400
Monoisotopic Mass231.12348400
Topological Polar Surface Area12 Ų
Heavy Atom Count16
Formal Charge0
Complexity203
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes