C3635

4-Chloro-DL-phenylalanine methyl ester hydrochloride

Name: 4-Chloro-<SC>DL</SC>-phenylalanine methyl ester hydrochloride
Brand: SIGMA
Price: 112 USD
Availability: InStock

Tryptophan hydroxylase inhibitor, powder

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About This Item

Linear Formula:

ClC₆H₄CH₂CH(NH₂)CO₂CH₃·HCl

CAS Number:

14173-40-1

Molecular Weight:

250.12

NACRES:

NA.32

PubChem Substance ID:

24278310

UNSPSC Code:

12352209

EC Number:

238-024-0

MDL number:

MFCD00012530

Key Documents

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Product Name

4-Chloro-DL-phenylalanine methyl ester hydrochloride,

InChI key

GCBCWTWQAFLKJG-UHFFFAOYSA-N

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

SMILES string

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

form

powder

mp

186-189 °C (lit.)

storage temp.

−20°C

Quality Level

200

Gene Information

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

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Show Differences

1 of 4

This Item	C6506	147966	P17202
Sigma-Aldrich C3635 4-Chloro-DL-phenylalanine methyl ester hydrochloride	Sigma-Aldrich C6506 4-Chloro-DL-phenylalanine	Sigma-Aldrich 147966 DL-Phenylalanine	Sigma-Aldrich P17202 L-Phenylalanine methyl ester hydrochloride
Quality Level 200	Quality Level 100	Quality Level 200	Quality Level 100
form powder	form solid	form powder, crystals or granules	form powder or crystals
Gene Information human ... TPH1(7166), TPH2(121278)	Gene Information human ... TPH1(7166), TPH2(121278)	Gene Information -	Gene Information -
storage temp. −20°C	storage temp. room temp	storage temp. -	storage temp. -
mp 186-189 °C (lit.)	mp >240 °C (dec.) (lit.)	mp 266-267 °C (dec.) (lit.)	mp 158-162 °C (lit.)

Application

4-Chloro-DL-phenylalanine methyl ester hydrochloride has been used to induce 5-hydroxytryptamine (5-HT) depletion in rats.[1]

Biochem/physiol Actions

Tryptophan hydroxylase inhibitor.

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

General description

4-Chloro-DL-phenylalanine methyl ester hydrochloride stimulates glucose intolerance in pregnant mice.[2] Studies have shown that 4-Chloro-DL-phenylalanine methyl ester hydrochloride is associated with cognitive defects in rodents.[3]

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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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)

Serotonin depletion decreases serotonin transporter mRNA levels in rat brain.

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

Presence of pancreatitis-associated protein in pancreatic acinar cells of rats treated with chlorophenylalanine methyl ester.

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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4-Chloro-DL-phenylalanine methyl ester hydrochloride