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PCPA methyl ester (hydrochloride)

CAT: 0804-HY-101456-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-101456-01Size:1 g
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Description
PCPA methyl ester hydrochloride (4-Chloro-DL-phenylalanine methyl ester hydrochloride), a reversible tryptophan hydroxylase inhibitor, is a serotonin (5-HT) synthesis inhibitor. PCPA methyl ester hydrochloride crosses the blood brain barrier and reduces 5-HT central availability[1][2].
CAS Number
14173-40-1
Product Name Alternative
4-Chloro-DL-phenylalanine methyl ester (hydrochloride)
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
5-HT Receptor; Tryptophan Hydroxylase
Type
Reference compound
Related Pathways
GPCR/G Protein; Metabolic Enzyme/Protease; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/pcpa-methyl-ester-hydrochloride.html
Purity
99.89
Solubility
DMSO : 50 mg/mL (ultrasonic) |H2O : 50 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
NC(CC1=CC=C(Cl)C=C1)C(OC)=O.Cl
Molecular Formula
C10H13Cl2NO2
Molecular Weight
250.13
Precautions
H302, H315, H319, H335
References & Citations
[1]Dool-Ri Oh, et al. Sedative and hypnotic effects of Vaccinium bracteatum Thunb. through the regulation of serotonegic and GABA A-ergic systems: Involvement of 5-HT 1A receptor agonistic activity. Biomed Pharmacother. 2019 Jan;109:2218-2227.|[2]Fabio Bellia, et al. Transient serotonin depletion at adolescence, but not at early infancy, reduced subsequent anxiety-like behavior and alcohol intake in female mice. Psychopharmacology (Berl) . 2021 Jan;238 (1) :215-225.|[3]ocío B Foltran, et al. Neurochemical, Behavioral, and Neurogenic Validation of a Hyposerotonergic Animal Model by Voluntary Oral Consumption of para-Chlorophenylalanine. ACS Chem Neurosci. 2020 Mar 18;11 (6) :952-959.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
MUC4

Chemical Information

4-Chloro-DL-phenylalanine methyl ester hydrochloride
CAS Number14173-40-1
PubChem CID2733277
IUPAC Namemethyl 2-amino-3-(4-chlorophenyl)propanoate;hydrochloride
Molecular FormulaC10H13Cl2NO2
Molecular Weight250.12
Topological Polar Surface Area52.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count15
Formal Charge0
Complexity191
SMILES
COC(=O)C(CC1=CC=C(C=C1)Cl)N.Cl
InChI
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
InChIKey
GCBCWTWQAFLKJG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 4-Chloro-DL-phenylalanine methyl ester hydrochloride
CAS: 14173-40-1
CID: 2733277
Formula: C10H13Cl2NO2
MW: 250.12
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight250.12
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass249.0323340
Monoisotopic Mass249.0323340
Topological Polar Surface Area52.3 Ų
Heavy Atom Count15
Formal Charge0
Complexity191
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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