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:
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
Gene Information
human ... TPH1(7166), TPH2(121278)
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Related Categories
Biochem/physiol Actions
Tryptophan hydroxylase inhibitor. Crosses blood brain barrier better than p−chlorophenylalanine.
Tryptophan hydroxylase inhibitor.
Application
4-Chloro-DL-phenylalanine methyl ester hydrochloride has been used to induce 5-hydroxytryptamine (5-HT) depletion in rats.
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.
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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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 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)
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)
Li-Tao Yi et al.
Progress in neuro-psychopharmacology & biological psychiatry, 34(7), 1223-1228 (2010-07-07)
Dietary flavonoids possess a multiplicity of neuroprotective actions in various central nervous pathophysiological conditions including depression. In this study, the neuropharmacological mechanism of the dietary flavonoid naringenin was investigated in the mouse behavioral models of depression. For this purpose, we
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