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
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
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
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.
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
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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
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