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C3635

Sigma-Aldrich

4-Chloro-DL-phenylalanine methyl ester hydrochloride

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About This Item

Fórmula lineal:
ClC6H4CH2CH(NH2)CO2CH3·HCl
Número de CAS:
14173-40-1
Peso molecular:
250.12
EC Number:
238-024-0
MDL number:
MFCD00012530
UNSPSC Code:
12352209
PubChem Substance ID:
24278310
NACRES:
NA.32

form

powder

mp

186-189 °C (lit.)

storage temp.

−20°C

SMILES string

Cl.COC(=O)C(N)Cc1ccc(Cl)cc1

InChI

1S/C10H12ClNO2.ClH/c1-14-10(13)9(12)6-7-2-4-8(11)5-3-7;/h2-5,9H,6,12H2,1H3;1H

InChI key

GCBCWTWQAFLKJG-UHFFFAOYSA-N

Gene Information

human ... TPH1(7166) , TPH2(121278)

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General description

4-Chloro-DL-phenylalanine methyl ester hydrochloride stimulates glucose intolerance in pregnant mice. Studies have shown that 4-Chloro-DL-phenylalanine methyl ester hydrochloride is associated with cognitive defects in rodents.

Application

4-Chloro-DL-phenylalanine methyl ester hydrochloride has been used to induce 5-hydroxytryptamine (5-HT) depletion in rats.

Biochem/physiol Actions

Tryptophan hydroxylase inhibitor. Crosses blood brain barrier better than p−chlorophenylalanine.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Jessica E Monk et al.
Frontiers in behavioral neuroscience, 12, 246-246 (2018-11-09)
Negative affective states such as anxiety and depression pose a risk to animal welfare, however, practical tests for assessing these states in animals are limited. In humans, anxious individuals are shown to pay more attention toward threatening information than non-anxious
Serotonin regulates pancreatic beta cell mass during pregnancy
Kim H, et al.
Nature Medicine, 16(7), 804-804 (2010)
Serotonin depletion results in a decrease of the neuronal activation caused by rivastigmine in the rat hippocampus
Kornum BR, et al.
Brain Research, 1073, 262-268 (2006)
Vortioxetine dose-dependently reverses 5-HT depletion-induced deficits in spatial working and object recognition memory: a potential role for 5-HT1A receptor agonism and 5-HT3 receptor antagonism
du Jardin KG, et al.
European Neuropsychopharmacology, 24(1), 160-171 (2014)
F Denk et al.
Psychopharmacology, 179(3), 587-596 (2005-05-03)
Although tasks assessing the role of dopamine in effort-reward decisions are similar to those concerned with the role of serotonin in impulsive choice in that both require analysis of the costs and benefits of possible actions, they have never been
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