CHEMICAL AND PHYSICAL PROPERTIES
| Boiling Point | 108-112 |
|---|---|
| Melting Point | 160-170 |
| Solubility | 412 mg/L |
| LogP | log Kow = 3.36 |
| Stability/Shelf Life | Generally stable under ordinary conditions in light, air, & heat /Hydrochloride/ |
| Optical Rotation | Specific optical rotation: 9.5 deg at 25 °C/D (concentration by volume= 8 g in 100 ml ethanol) /dextro-Fenfluramine/ |
| Decomposition | When heated to decomp it emits very toxic fumes of fluoride ion and oxides of nitrogen. |
| Dissociation Constants | 9.92 |
| Kovats Retention Index | 1220 1220 1220 1240 1226 1220 1240.8 1218.2 1222 1220 1220 |
COMPUTED DESCRIPTORS
| Molecular Weight | 231.26 g/mol |
|---|---|
| XLogP3 | 3.4 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 231.12348400 g/mol |
| Monoisotopic Mass | 231.12348400 g/mol |
| Topological Polar Surface Area | 12 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 203 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
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 It was withdrawn worldwide after reports of heart valve disease and pulmonary hypertension.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 serotonin uptake inhibitor, a serotonergic agonist and an appetite depressant. It is a secondary amino compound and a member of (trifluoromethyl)benzenes.