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F112

Sigma-Aldrich

(+)-Fenfluramine hydrochloride

Synonym(s):

(+)-N-Ethyl-α-methyl-m-[trifluoromethyl]phenethylamine hydrochloride, Dexfenfluramine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H16F3N · HCl
CAS Number:
3239-45-0
Molecular Weight:
267.72
EC Number:
221-806-0
MDL number:
MFCD00069276
UNSPSC Code:
12352116
PubChem Substance ID:
24894746
NACRES:
NA.77

form

powder

Quality Level

200

drug control

USDEA Schedule IV

color

white to off-white

solubility

H2O: soluble 10 mg/mL

application(s)

forensics and toxicology

storage temp.

room temp

SMILES string

Cl[H].CCN[C@@H](C)Cc1cccc(c1)C(F)(F)F

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

InChI key

ZXKXJHAOUFHNAS-FVGYRXGTSA-N

Gene Information

human ... HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355) , HTR2A(3356) , HTR2B(3357) , HTR2C(3358) , HTR3A(3359) , HTR3B(9177) , HTR3C(170572) , HTR3D(200909) , HTR3E(285242) , HTR4(3360) , HTR5A(3361) , HTR6(3362) , HTR7(3363)

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.

Other Notes

Active isomer

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sanjeev Bhattacharyya et al.
Lancet (London, England), 374(9689), 577-585 (2009-08-18)
The initial association between the development of valvular heart disease and drugs stems from observations made during the use of methysergide and ergotamine for migraine prophylaxis in the 1960s. Since then, the appetite suppressants fenfluramine and dexfenfluramine, the dopamine agonists
Ioannis Papazoglou et al.
Molecular and cellular endocrinology, 350(1), 136-144 (2012-01-03)
Serotonin and insulin are key regulators of homeostatic mechanisms in the hypothalamus. However, in type 2 diabetes, the hypothalamic responsiveness to serotonin is not clearly established. We used a diabetic model, the Goto Kakizaki (GK) rats, to explore insulin receptor
James P Collman et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(26), 10528-10533 (2009-06-23)
O(2) reactivity of a functional NOR model is investigated by using electrochemistry and spectroscopy. The electrochemical measurements using interdigitated electrodes show very high selectivity for 4e O(2) reduction with minimal production of partially reduced oxygen species (PROS) under both fast
J Scuvée-Moreau et al.
European journal of pharmacology, 179(1-2), 211-215 (1990-04-10)
The influence of acute administration of stereoisomers of fenfluramine and norfenfluramine on the firing rate of central monoaminergic neurons was investigated in rats anaesthetized with chloral hydrate. The firing rate of dorsal raphe (DR) and locus coeruleus (LC) neurons was
Delphine Natali et al.
Chest, 140(4), 1066-1068 (2011-10-06)
We report a case of pulmonary arterial hypertension (PAH) occurring in a patient with Cowden syndrome with a mutation in the phosphatase and tensin (PTEN) tumor suppressor gene, in the context of exposure to the appetite suppressant dexfenfluramine. Anorexigen exposure
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