(2S)-2-amino-3-(4-chlorophenyl)propanoic acid

• ChemBase ID: 77345
• Molecular Formular: C9H10ClNO2
• Molecular Mass: 199.6342
• Monoisotopic Mass: 199.04000625
• SMILES: N[C@@H](Cc1ccc(cc1)Cl)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)Cc1ccc(cc1)Cl
• InChI: InChI=1S/C9H10ClNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
• InChIKey: NIGWMJHCCYYCSF-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-chlorophenyl)propanoic acid
• IUPAC Traditional name: DL-p-chlorophenylalanine; para chlorophenylalanine
• Synonyms: (2S)-2-Amino-3-(4-chlorophenyl)propanoic acid; 4-Chloro-L-phenylalanine; (S)-2-AMino-3-(4-chlorophenyl)propanoic acid; L-PCPA; 4-Chloro-L-phenylalanine; 4-氯-L-苯基丙氨酸

Database IDs

• CAS Number: 14091-08-8; 14173-39-8
• EC Number: 238-023-5
• MDL Number: MFCD00063065
• Beilstein Number: 2416150
• PubChem SID: 24893091; 24855692; 162042218
• PubChem CID: 736190

CALCULATED PROPERTIES

• Acid pKa: 1.8527507
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.5808601
• LogD (pH = 7.4): -0.58447915
• Log P: -0.580907
• Molar Refractivity: 49.9211 cm^3
• Polarizability: 19.781939 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~260 °C (dec.); 263 °C (dec.)(lit.); 263(dec.)°C
• Optical Rotation: [α]20/D -25±2°, c = 0.5% in H2O; [α]20/D -25°, c = 0.5% in H2O

Safety Information

• Storage Warning: Toxic/Store at -20°C
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-43
• Safety Statements: 36/37-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H317
• GHS Precautionary statements: P280-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TPH1(7166), TPH2(121278)mouse ... TPH1(21990), TPH2(216343)rat ... TPH1(24848), TPH2(317675)

Product Information

• Purity: ≥99.0% (NT); 97%; 98%
• Grade: puriss.
• Linear Formula: ClC6H4CH2CH(NH2)CO2H

DETAILS

Sigma Aldrich - C8655

Biochem/physiol Actions
色氨酸羟化酶抑制剂。
包装
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 282529

Biochem/physiol Actions
Tryptophan hydroxylase inhibitor.

Sigma Aldrich - 25920

Biochem/physiol Actions
Tryptophan hydroxylase inhibitor.