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Merck
CN

C3635

4-Chloro-DL-phenylalanine methyl ester hydrochloride

Tryptophan hydroxylase inhibitor, powder

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About This Item

Linear Formula:
ClC6H4CH2CH(NH2)CO2CH3·HCl
CAS Number:
Molecular Weight:
250.12
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
238-024-0
MDL number:
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Product Name

4-Chloro-DL-phenylalanine methyl ester hydrochloride,

form

powder

Quality Level

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Irina B Deryabina et al.
International journal of molecular sciences, 21(6) (2020-03-22)
The processes of memory formation and its storage are extremely dynamic. Therefore, the determination of the nature and temporal evolution of the changes that underlie the molecular mechanisms of retrieval and cause reconsolidation of memory is the key to understanding
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)
K Linnet et al.
Brain research, 697(1-2), 251-253 (1995-10-30)
In order to study the impact of serotonin depletion on gene expression of the serotonin transporter (5-HTt) we measured 5-HTt mRNA levels by Northern blot in rats treated with p-chlorophenylalanine methyl ester (PCPA) for 10 days. Six rats received PCPA

Global Trade Item Number

SKUGTIN
C3635-25G04061833618660
C3635-5G04061833427637
C3635-1G04061826690192

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