ethyl[(2S)-1-[3-(trifluoromethyl)phenyl]propan-2-yl]amine hydrochloride

• ChemBase ID: 131516
• Molecular Formular: C12H17ClF3N
• Molecular Mass: 267.7182896
• Monoisotopic Mass: 267.10016189
• SMILES: CCN[C@@H](C)Cc1cccc(c1)C(F)(F)F.Cl
• Canonical SMILES: CCN[C@H](Cc1cccc(c1)C(F)(F)F)C.Cl
• InChI: InChI=1S/C12H16F3N.ClH/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;1H/t9-;/m0./s1
• InChIKey: ZXKXJHAOUFHNAS-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl[(2S)-1-[3-(trifluoromethyl)phenyl]propan-2-yl]amine hydrochloride
• IUPAC Traditional name: dexfenfluramine hydrochloride
• Synonyms: (+)-N-Ethyl-α-methyl-m-[trifluoromethyl]phenethylamine hydrochloride; Dexfenfluramine hydrochloride; (+)-Fenfluramine hydrochloride; N-Ethyl-α-methyl-3-(trifluoromethyl)benzeneethanamine Hydrochloride; N-Ethyl-α-methyl-m-(trifluoromethyl)phenethylamine Hydrochloride; Acino; Obedrex; Pesos; Ponderal; Pondimin; Rotondin; rac Fenfluramine Hydrochloride; (αR)-N-Ethyl-α-methyl-3-(trifluoromethyl)benzeneethanamine Hydrochloride; (-)-N-Ethyl-α-methyl-m-(trifluoromethyl)phenethylamine Hydrochloride; (-)-Fenfluramine Hydrochloride; l-Fenfluramine Hydrochloride; (R)-(-)-Fenfluramine Hydrochloride; (αS)-N-Ethyl-α-methyl-3-(trifluoromethyl)benzeneethanamine Hydrochloride; (+)-N-Ethyl-α-methyl-m-(trifluoromethyl)phenethylamine Hydrochloride; Adifax; Adipomin; Glypolix; Isomeride; S5614 HCl; (+)-Fenfluramine Hydrochloride; (S)-(+)-Fenfluramine Hydrochloride; 5-[(1S)-1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole; (S)-4-[1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole; (+)-Medetomidine; (S)-Medetomidine; MPV 1440; d-Medetomidine; Dexmedetomidine

Database IDs

• CAS Number: 3616-78-2; 113775-47-6; 404-82-0; 3239-45-0
• EC Number: 221-806-0
• MDL Number: MFCD00069276
• PubChem SID: 24894746; 162225794
• PubChem CID: 66264

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.24381867
• LogD (pH = 7.4): 0.7935381
• Log P: 3.4714873
• Molar Refractivity: 59.2021 cm^3
• Polarizability: 21.97514 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; H2O: soluble10 mg/mL; Methanol
• Apperance: Crystalline Solid; White Crystalline Powder; White Solid; white to off-white powder
• Melting Point: 146-149°C; 159-163°C; 166°C

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: SH6824000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 23/24/25
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Drug Control: USDEA Schedule IV
• Storage Temperature: room temp

DETAILS

Sigma Aldrich - F112

Other Notes
Active isomer
Biochem/physiol Actions
(+)-Fenfluramine is a serotonin uptake inhibitor; anoxexic. (+)-Fenfluramine is neurotoxic on prolonged administration or at high dosage. (+)-Fenfluramine releases serotonin from axon terminals by a nonexocytotic mechanism.

Toronto Research Chemicals - D299000

α2-Adrenergic agonist; (+)-isomer of Medetomidine; sedative; analgesic.

Toronto Research Chemicals - F247596

Anorexic.

Toronto Research Chemicals - F247600

Anorexic.

Toronto Research Chemicals - F247595

Anorexic.

REFERENCES

• Rajala, R., et al.: Eur. J. Pharm. Sci., 1, 219 (1994)
• Jalonen, J., et al.: Anesthesiology, 86, 331 (1994)
• Talke, P., et al.: Anesth. Analg., 85, 1136 (1994)
• Bhana, N., et al.: Drugs, 59, 263 (1994)
• Pinder, et al.: Drugs, 10, 241 (1975)
• Caccia, S., et al.: Eur. J. Clin. Pharmacol., 29, 221 (1975)
• Finner, N., et al.: Curr. Ther. Res., 38, 847 (1975)
• Pinder, et al.: Drugs, 10, 241 (1975)
• Caccia, S., et al.: Eur. J. Clin. Pharmacol., 29, 221 (1975)
• Finner, N., et al.: Curr. Ther. Res., 38, 847 (1975)
• Pinder, et al.: Drugs, 10, 241 (1975)
• Caccia, S., et al.: Eur. J. Clin. Pharmacol., 29, 221 (1975)
• Finner, N., et al.: Curr. Ther. Res., 38, 847 (1975)