CAS 14173-40-1|PCPA methyl ester hydrochloride
| Common Name | PCPA methyl ester hydrochloride | ||
|---|---|---|---|
| CAS Number | 14173-40-1 | Molecular Weight | 250.122 |
| Density | / | Boiling Point | 296.3ºC at 760 mmHg |
| Molecular Formula | C10H13Cl2NO2 | Melting Point | 186-189 °C(lit.) |
| MSDS | Chinese | Flash Point | 133ºC |
Names
| Name | 4-Chloro-DL-phenylalanine methyl ester hydrochloride |
|---|---|
| Synonym | More Synonyms |
PCPA methyl ester hydrochloride BiologicalActivity
| 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 HydroxylaseResearch Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling 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 |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Intraperitoneal
- DOSE :
- 400 mg/kg
- SEX/DURATION :
- male 4 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles)
- REFERENCE :
- SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 166,1433,1969
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | AY4452100 |
| HS Code | 2922499990 |
Customs
| HS Code | 2922499990 |
|---|---|
| Summary | HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0% |
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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 |
