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14173-40-1

14173-40-1 structure
14173-40-1 structure
  • Name: PCPA methyl ester hydrochloride
  • Chemical Name: 4-Chloro-DL-phenylalanine methyl ester hydrochloride
  • CAS Number: 14173-40-1
  • Molecular Formula: C10H13Cl2NO2
  • Molecular Weight: 250.122
  • Catalog: Biochemical Amino acids and their derivatives Phenylalanine derivatives
  • Create Date: 2018-12-18 09:12:21
  • Modify Date: 2024-01-03 11:45:43
  • 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].
Name 4-Chloro-DL-phenylalanine methyl ester hydrochloride
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
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
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.
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
Storage condition −20°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AY4452100
CHEMICAL NAME :
Alanine, 3-(p-chlorophenyl)-, methyl ester, hydrochloride, DL-
CAS REGISTRY NUMBER :
14173-40-1
LAST UPDATED :
198910
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C10-H12-Cl-N-O2.Cl-H
MOLECULAR WEIGHT :
250.14

HEALTH HAZARD DATA

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
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
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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