Skip to main content

p-Chlorophenylalanine

ADVERTISEMENT
Identification
Molecular formula
C9H10ClNO2
CAS number
7424-00-2
IUPAC name
2-amino-3-(4-chlorophenyl)propanoic acid
State
State

Solid at room temperature.

Melting point (Celsius)
283.00
Melting point (Kelvin)
556.15
Boiling point (Celsius)
333.00
Boiling point (Kelvin)
606.15
General information
Molecular weight
185.64g/mol
Molar mass
185.6370g/mol
Density
1.3500g/cm3
Appearence

p-Chlorophenylalanine is typically a white to off-white crystalline powder. It is often available in solid form and is commonly used in biochemical research.

Comment on solubility

Solubility of 2-amino-3-(4-chlorophenyl)propanoic acid

2-amino-3-(4-chlorophenyl)propanoic acid, with the chemical formula C9H10ClNO2, exhibits noteworthy solubility characteristics influenced by its functional groups.

Key Aspects of Solubility:

  • Polar Nature: The presence of the amino group (-NH2) and the carboxylic acid group (-COOH) make this compound relatively polar.
  • Hydrophilicity: These polar functional groups enhance the solubility of the compound in polar solvents, such as water. It is likely to dissolve in aqueous solutions, particularly at physiological pH.
  • Effect of Chlorine: The 4-chlorophenyl moiety introduces hydrophobic characteristics that may decrease its overall solubility compared to simpler amino acids, though it still remains soluble compared to more hydrophobic compounds.
  • pH Dependency: The solubility can vary significantly with pH levels; at lower pH, the carboxylic group is protonated, potentially leading to decreased solubility, whereas at higher pH it exists as an anion, enhancing solubility due to increased charge.

Overall, one can expect 2-amino-3-(4-chlorophenyl)propanoic acid to be moderately soluble in water but the exact solubility can be influenced by environmental conditions such as temperature and pH. As with many organic acids, solubility studies are essential to establish precise data for specific applications.

Interesting facts

Interesting Facts About 2-Amino-3-(4-chlorophenyl)propanoic Acid

2-Amino-3-(4-chlorophenyl)propanoic acid, commonly referred to as 4-chlorophenylalanine, is a fascinating compound that holds significant relevance in both biochemical research and pharmaceutical applications. Below are some intriguing aspects of this compound:

  • Structural Significance: This amino acid features a chlorinated phenyl group, giving it unique properties that can influence its reactivity and interactions within biological systems.
  • Biological Role: It is a derivative of the essential amino acid phenylalanine, which plays a crucial role in protein synthesis and serves as a precursor for neurotransmitters like dopamine.
  • Research Applications: 4-chlorophenylalanine has been studied for its potential use in understanding metabolic pathways and could provide insights into conditions related to amino acid metabolism.
  • Antitumor Properties: Some studies suggest that compounds related to chlorinated amino acids may exhibit antitumor activity, making them of interest in cancer research.
  • Industrial Uses: Due to its specific structural characteristics, it may also find applications in the development of agrochemicals and various chemical syntheses.

In conclusion, 2-amino-3-(4-chlorophenyl)propanoic acid serves as more than just a teaching example in organic chemistry; it embodies a blend of bioactivity and application potential that can lead to breakthroughs in medicinal chemistry. As researchers continue to explore the impact of such compounds, their contributions to science will likely expand even further.

Synonyms
Fenclonine
7424-00-2
4-Chloro-DL-phenylalanine
DL-4-Chlorophenylalanine
2-amino-3-(4-chlorophenyl)propanoic acid
p-chlorophenylalanine
Fenclonin
Fenchlonine
4-Chlorophenylalanine
DL-p-Chlorophenylalanine
DL-PCPA
para-Chlorophenylalanine
Fenclonina
C-Pal
DL-3-(p-Chlorophenyl)alanine
DL-Phenylalanine, 4-chloro-
p-Clorophenylalanine
Phenylalanine, 4-chloro-
Fencloninum
CP-10,188
CP-10188
H-DL-PHE(4-CL)-OH
Fenclonine [USAN:INN]
Alanine, 3-(4-chlorophenyl)-, DL-
Fencloninum [INN-Latin]
Fenclonina [INN-Spanish]
(+-)-p-Chlorphenylalanine
CP 10,188
NSC 77370
p-Chloro-DL-phenylalanine
2-Amino-3-(4-chlorophenyl)propionic acid
P-chlorophenylalanine, dl-
EINECS 231-051-9
R5J7E3L9SP
NSC-77370
ALANINE, 3-(p-CHLOROPHENYL)-
BRN 2805758
DTXSID4045139
AI3-62057
HSDB 7747
FENCLONINE [INN]
FENCLONINE [HSDB]
FENCLONINE [USAN]
MFCD00002601
FENCLONINE [MART.]
H-P-CHLORO-DL-PHE-OH
DTXCID2025139
1991-78-2
NSC77370
NCGC00015255-04
CP 10188
Fencloninum (INN-Latin)
Fenclonina (INN-Spanish)
FENCLONINE (MART.)
PARA CHLOROPHENYLALANINE
(RS)-2-Amino-3-(4-chloro-phenyl)-propionic acid;H-4-Chloro-DL-Phe-OH;Fenclonine;PCPA
CAS-7424-00-2
4-CHLORO-PHE-OH
SR-01000075543
UNII-R5J7E3L9SP
(+/-)-p-Chlorophenylalanine
ALANINE, 3-(p-CHLOROPHENYL)-, DL-
MFCD00079675
Parachlorophenylalanine
p-CPA
Spectrum_001188
4-Chlorophenylalanine #
Spectrum2_001479
Spectrum3_001766
Spectrum4_000863
Spectrum5_001312
(y)-p-Chlorophenylalanine
(?)-p-Chlorophenylalanine
(+/-)-p-Chlorphenyalanine
Lopac0_000286
SCHEMBL26382
BSPBio_003231
KBioGR_001525
KBioSS_001668
DivK1c_000873
SPECTRUM1502162
SPBio_001437
(A+/-)-p-Chlorophenylalanine
(.+-.)-p-Chlorophenylalanine
GTPL5240
(.+/-.)-p-Chlorphenylalanine
CHEMBL1256351
(.+/-.)-p-Chlorophenylalanine
BDBM82270
HMS502L15
KBio1_000873
KBio2_001668
KBio2_004236
KBio2_006804
KBio3_002731
4-Chloro-dl-.beta.-phenylalanine
CHEBI:110187
NINDS_000873
HMS3260J14
HY-B1368
Alanine,3-(p-Chlorophenyl)-, dl-
Tox21_110114
Tox21_500286
BBL027391
CCG-39197
s4586
STK735561
AKOS000183864
AKOS016050371
Tox21_110114_1
AB00241
AB02502
AB03058
AC-9879
CS-4900
LP00286
SDCCGSBI-0050274.P003
IDI1_000873
NCGC00015255-03
NCGC00015255-05
NCGC00015255-06
NCGC00015255-07
NCGC00015255-08
NCGC00015255-09
NCGC00015255-13
NCGC00024889-02
NCGC00024889-03
NCGC00024889-04
NCGC00024889-05
NCGC00260971-01
AS-49808
SY032852
SY035278
CAS_7424-00-2
DB-013514
DB-042539
DB-042583
EU-0100286
NS00081601
( inverted question mark)-p-Chlorophenylalanine
C 6506
D04143
EN300-112373
N10776
AB00052283-03
AB00052283_04
Q5443204
SR-01000075543-1
SR-01000075543-3
BRD-A81615860-001-02-9
BRD-A81615860-003-01-7
F2147-6563
Z317024982