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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

F112-BULK:
F112-25MG:
F112-VAR:
F112-8G:
F112-1G:
F112-100MG:

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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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
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
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
Margaret R Maclean et al.
Advances in experimental medicine and biology, 661, 309-322 (2010-03-06)
The serotonin hypothesis of pulmonary arterial hypertension (PAH) arose after an outbreak of PAH in patients taking the anorexigenic drugs aminorex and dexfenfluramine. Both of these drugs are serotonin transporter (SERT) substrates and indirect serotinergic agonists. There is now a
Nicolas Desbuards et al.
European journal of pharmacology, 602(2-3), 355-363 (2008-12-04)
The anorectic drug, dexfenfluramine has been associated with an increase in the relative risk of developing pulmonary hypertension. 5-hydroxytryptamine (5-HT) is a mitogen for smooth muscle cell, an effect that relies on 5-HT transporter expression and which has been proposed
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