6049-54-3

Basic information

• Product Name: 3-Amino-3-(4-hydroxyphenyl)propanoic acid
• Synonyms: 3-(4-Hydroxyphenyl)-beta-alanine;3-amino-3-(4-hydroxyphenyl)propanoic acid (en);3-Amino-3-(4-hydroxyphenyl)propionic acid, 4-(1-Amino-2-carboxyethyl)phenol, beta-Amino-4-hydroxyhydrocinnamic acid;3-Amino-3-(4-hydroxyphenyl);RARECHEM AK HW 0163;3-AMINO-3-(4-HYDROXYPHENYL)PROPANOIC ACID;3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID;beta-Tyrosine
• CAS NO: 6049-54-3
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.19
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;B-Amino
• Mol File: 6049-54-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 193-195°C
• Boiling Point: 378.7 °C at 760 mmHg
• Flash Point: 182.9 °C
• Appearance: /
• Density: 1.329 g/cm³
• Vapor Pressure: 2.07E-06mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: DMSO (Slightly, Heated, Sonicated), Water (Slightly)
• CAS DataBase Reference: 3-Amino-3-(4-hydroxyphenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Amino-3-(4-hydroxyphenyl)propanoic acid(6049-54-3)
• EPA Substance Registry System: 3-Amino-3-(4-hydroxyphenyl)propanoic acid(6049-54-3)

Safety Data

• Hazardous Substances Data: 6049-54-3(Hazardous Substances Data)

Usage

Uses

3-Amino-3-(4-hydroxyphenyl)propanoic Acid can be used for the preparing energy-?saving and environmentally friendly adhesive.

Definition

ChEBI: A beta-amino acid comprising propionic acid having amino and 4-hydroxyphenyl groups attached at the 3-position.

InChI:InChI=1/C9H11NO3/c10-8(5-9(12)13)6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1

Upstream product

• 5678-45-5 3-amino-3-(4-methoxyphenyl)propionic acid 
• 141-82-2 malonic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 3943-97-3 methyl p-hydroxycinnamate 
• 7400-08-0 p-Coumaric Acid 

Downstream Products

• 329013-03-8 3-(4-hydroxy-phenyl)-3-phenylacetylamino-propionic acid 
• 499995-80-1 C₁₄H₁₉NO₅ 
• 152786-27-1 (S)-3-amino-3-(4-hydroxyphenyl)propanoic acid 
• 499995-80-1 (S)-3-Boc-amino-3-(4-hydroxyphenyl)-propanoic acid 
• 1448510-86-8 4'-O,3-N-((2S)-methylbutyryl)ethyl ester 
• 1423134-68-2 3-({[(3R)-1-{3-[1-(tert-butoxycarbonyl)piperidin-4-yl]propanoyl}piperidin-3-yl]carbonyl}amino)-3-[4-(2-fluoroethoxy)phenyl]propanoic acid 
• 1423134-67-1 tert-butyl 4-{3-[(3R)-3-({1-[4-(2-fluoroethoxy)phenyl]-3-methoxy-3-oxopropyl} carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate 
• 1423134-13-7 (3S)-3-[4-(2-fluoroethoxy)phenyl]-3-[({(3R)-1-[3-(piperidin-4-yl)propanoyl]piperidin-3-yl}carbonyl)amino]propanoic acid 
• 166023-23-0 (R)-3-amino-3-(4-hydroxyphenyl)propionic acid tert-butyl ester 
• 166023-24-1 (S)-3-amino-3-(4-hydroxyphenyl)propionic acid tert-butyl ester 
• 166954-93-4 3-amino-3-(4-hydroxyphenyl)propionic acid methyl ester 
• 1423134-66-0 tert-butyl 4-[3-((3R)-3-{[1-(4-hydroxyphenyl)-3-methoxy-3-oxopropyl]carbamoyl}piperidin-1-yl)-3-oxopropyl]piperidine-1-carboxylate 
• 1423134-50-2 (3S)-3-[4-(2-[¹⁸F]fluoroethoxy)phenyl]-3-[({(3R)-1-[3-(piperidin-4-yl)propanoyl]piperidin-3-yl}carbonyl)amino]propanoic acid 
• 1423134-34-2 tert-butyl 4-{3-[(3R)-3-({(1S)-3-tert-butoxy-1-[4-(2-{[(4-methylphenyl)sulfonyl]oxy}ethoxy)phenyl]-3-oxopropyl}carbamoyl)piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate 

Relevant articles and documents

Synthesis, molecular docking and biological evaluation of novel phthaloyl derivatives of 3-amino-3-aryl propionic acids as inhibitors of Trypanosoma cruzi trans-sialidase

In the last two decades, trans-sialidase of Trypanosoma cruzi (TcTS) has been an important pharmacological target for developing new anti-Chagas agents. In a continuous effort to discover new potential TcTS inhibitors, 3-amino-3-arylpropionic acid derivatives (series A) and novel phthaloyl derivatives (series B, C and D) were synthesized and molecular docking, TcTS enzyme inhibition and determination of trypanocidal activity were carried out. From four series obtained, compound D-11 had the highest binding affinity value (?11.1 kcal/mol) compared to reference DANA (?7.8 kcal/mol), a natural ligand for TS enzyme. Furthermore, the 3D and 2D interactions analysis of compound D-11 showed a hydrogen bond, π-π stacking, π-anion, hydrophobic and Van der Waals forces with all important amino acid residues (Arg35, Arg245, Arg314, Tyr119, Trp312, Tyr342, Glu230 and Asp59) on the active site of TcTS. Additionally, D-11 showed the highest TcTS enzyme inhibition (86.9% ± 5) by high-performance ion exchange chromatography (HPAEC). Finally, D-11 showed better trypanocidal activity than the reference drugs nifurtimox and benznidazole with an equal % lysis (63 ± 4 and 65 ± 2 at 10 μg/mL) and LC50 value (52.70 ± 2.70 μM and 46.19 ± 2.36 μM) on NINOA and INC-5 strains, respectively. Therefore, D-11 is a small-molecule with potent TcTS inhibition and a strong trypanocidal effect that could help in the development of new anti-Chagas agents.

Synthesis and binding activity of endomorphin-1 analogues β-amino acids

Endomorphin-1 (Tyr-Pro-Trp-PheNH2) has been proposed as the most potent endogenous ligand of the μ-opioid receptors. In this paper, we describe the synthesis of some endomorphin-1 based tetrapeptides in which a residue of the sequence Tyr-Pro-Trp-PheNH2 is replaced by the corresponding β-isomer. These novel peptides showed different affinities for the opioid receptors labeled with [3H]-DAMGO in rat brain membranes, depending on the β-amino acid. In particular, the tetrapeptide containing β-Pro (Tyr-β-(R)-Pro-Trp-PheNH2) displayed a higher affinity than endogenous endomorphin-1, as revealed by their K(i) values (0.33 and 11.1 nM, respectively). (C) 2000 Elsevier Science Ltd.