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C3635

Sigma-Aldrich

4-Chloro-DL-phenylalanine methyl ester hydrochloride

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About This Item

Linear Formula:
ClC6H4CH2CH(NH2)CO2CH3·HCl
CAS Number:
14173-40-1
Molecular Weight:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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)
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)
Serotonin regulates pancreatic beta cell mass during pregnancy
Kim H, et al.
Nature Medicine, 16(7), 804-804 (2010)
P Chen et al.
Pancreas, 13(2), 147-153 (1996-08-01)
The biological significance and function of pancreatitis-associated protein (PAP), identified in 1984 as a new secretory protein appearing during pancreatitis, remain to be elucidated. The purpose of this study was to evaluate the presence of PAP in pancreatic tissue upon
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