CAS Number14173-40-1
Synonyms4-Chloro-DL-Phe-OMe HCl; 3-(4-Chlorophenyl)-1-methoxy-1-oxo-2-propanaminium chloride; Benzeneethanaminium, 4-chloro-α-(methoxycarbonyl)-, chloride (1:1); MFCD00012530; methyl 2-amino-3-(4-chlorophenyl)propanoate,hydrochloride; DL-4-Chlorophenylalanine methyl ester hydrochloride; UNII:OC0YKX1H41; Methyl 2-amino-3-(4-chlorophenyl)propanoate hydrochloride; DL-p-Chlorophenylalanine methyl ester hydrochloride; EINECS 238-024-0; H-DL-Phe(4-Cl)-OMe.HCl
Molecular FormulaClC6H4CH2CH(NH2)CO2CH3·HCl
Molecular Weight250.12
Boiling Point296.3ºC at 760 mmHg
Melting Point186-189 °C (lit.)
Appearancepowder
EINECS238-024-0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 14173-40-1 |
| Catalog No. | 2A-9081443 |
| Chinese Name | 4-氯-DL-苯丙氨酸甲酯盐酸盐 |
| Synonyms | 4-Chloro-DL-Phe-OMe HCl; 3-(4-Chlorophenyl)-1-methoxy-1-oxo-2-propanaminium chloride; Benzeneethanaminium, 4-chloro-α-(methoxycarbonyl)-, chloride (1:1); MFCD00012530; methyl 2-amino-3-(4-chlorophenyl)propanoate,hydrochloride; DL-4-Chlorophenylalanine methyl ester hydrochloride; UNII:OC0YKX1H41; Methyl 2-amino-3-(4-chlorophenyl)propanoate hydrochloride; DL-p-Chlorophenylalanine methyl ester hydrochloride; EINECS 238-024-0; H-DL-Phe(4-Cl)-OMe.HCl |
| Molecular Formula | ClC6H4CH2CH(NH2)CO2CH3·HCl |
| Molecular Weight | 250.12 |
| Boiling Point | 296.3ºC at 760 mmHg |
| Melting Point | 186-189 °C (lit.) |
| Appearance | powder |
| Storage Condition | −20°C |
| Application | PCPA methyl ester hydrochloride (4-Chloro-DL-phenylalanine methyl ester hydrochloride) is a reversible inhibitor of tryptophan hydroxylase and a 5-hydroxytryptamine (5-HT) synthesis inhibitor. PCPA me |
| EINECS | 238-024-0 |
| HTC | 2922499990 |
| PubChem ID | 24278310 |
| MDL Number | MFCD00012530 |
| SMILES | 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 |
| NACRES Code | NA.32 |
| UNSPSC | 12352209 |
| Hazard Symbols | transportation |
| MSDS | msds/81443_1_14173_40_1.pdf |
| Bioactivity | 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]. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Tryptophan Hydroxylase Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Target serotonin Tryptophan Hydroxylase In Vivo PCPA methyl ester hydrochloride (250-500 mg/kg; oral administration; daily; for 8 weeks) treatment significantly decreases serotonin levels in both hippocampus and cortex[3]. In C57BL/6 elite male mice, 5-HT levels decreased by 85% and 55% in the hippocampus of mice treated with oral or ip PCPA methyl ester hydrochloride, respectively, whereas in the prefrontal cortex, 5-HT levels decreased by 65% (oral) and 50% (ip)[3]. Animal Model: C57BL/6 elite male mice (3 months old)[3] Dosage: 500 mg/kg per day for the first 2 days and 250 mg/kg for the rest of the treatment Administration: Oral administration; daily; for 8 weeks Result: Serotonin levels were significantly decreased in both hippocampus and cortex. References [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. Chemical & Physical Properties Boiling Point 296.3ºC at 760 mmHg Melting Point 186-189 °C(lit.) Molecular Formula C10H13Cl2NO2 Molecular Weight 250.122 Flash Point 133ºC Exact Mass 249.032333 PSA 52.32000 LogP 2.88510 InChIKey GCBCWTWQAFLKJG-UHFFFAOYSA-N SMILES COC(=O)C(N)Cc1ccc(Cl)cc1.Cl Storage condition −20°C |
| Use of | 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]. Properties Articles27 Name 4-Chloro-DL-phenylalanine methyl ester hydrochloride Synonym More Synonyms PCPA methyl ester hydrochloride Biological Activity 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]. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Tryptophan Hydroxylase Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Tryptophan Hydroxylase References [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. Chemical & Physical Properties Exact Mass 249.032333 PSA 52.32000 LogP 2.88510 InChIKey GCBCWTWQAFLKJG-UHFFFAOYSA-N |
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| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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