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β-Alanine ethyl ester hydrochloride

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

β-Alanine ethyl ester is the ethyl ester of the non-essential amino acid β-alanine. It would be expected to hydrolyse within the body to form β-alanine.

Category

β−Amino Acids

Catalog number

BAT-007608

CAS number

4244-84-2

Molecular Formula

C5H11NO2·HCl

Molecular Weight

153.60

IUPAC Name

ethyl 3-aminopropanoate;hydrochloride

Synonyms

β-Ala-OEt HCl; 3-Aminopropionic acid ethyl ester hydrochloride; ethyl 3-aminopropanoate hydrochloride; beta-Alanine ethyl ester hydrochloride; H-beta-Ala-OEt HCl; Ethyl beta-alaninate hydrochloride; h-beta-ala-oet HCl; beta-alanine ethyl ester HCl; b-alanine ethyl ester hydrochloride; beta-alanine ethylester hydrochloride; H beta Ala OEt HCl

Related CAS

924-73-2 (free base)

Appearance

White to off-white crystalline powder

Purity

≥ 99%

Melting Point

67-70 °C

Boiling Point

167.8 °C at 760 mmHg

Storage

Store at 2-8 °C

InChI

InChI=1S/C5H11NO2.ClH/c1-2-8-5(7)3-4-6;/h2-4,6H2,1H3;1H

InChI Key

RJCGNNHKSNIUAT-UHFFFAOYSA-N

Canonical SMILES

CCOC(=O)CCN.Cl

β-Alanine ethyl ester hydrochloride, a derivative of the amino acid β-alanine, boasts diverse applications in bioscience and the biomedical field. Here are the key applications presented with high perplexity and burstiness:

Sports Nutrition: Delving into the realm of sports supplements, β-Alanine ethyl ester hydrochloride emerges as a pivotal player in enhancing athletic performance and endurance. Acting as a precursor for carnosine synthesis, this compound plays a crucial role in buffering lactic acid in muscles during intense physical exertion. Athletes turn to this compound to stave off fatigue and optimize their workout efficiency.

Biomedical Research: In the intricate landscape of biomedical research, β-Alanine ethyl ester hydrochloride takes center stage, particularly in exploring its potential neuroprotective properties. Researchers delve into its capacity to modulate neurotransmitter systems and shield neurons from oxidative stress. This line of inquiry informs the quest for treatments for neurodegenerative conditions like Alzheimer's and Parkinson's.

Pharmaceutical Development: Within the realm of pharmaceutical innovation, β-Alanine ethyl ester hydrochloride shines as a valuable asset in crafting novel drug delivery systems. By enhancing the solubility and bioavailability of poorly water-soluble medications, this compound elevates their therapeutic effectiveness. Pharmaceutical enterprises leverage this attribute to craft more potent oral and injectable treatments.

Metabolic Studies: Navigating through the intricate terrain of metabolic research, scientists wield β-Alanine ethyl ester hydrochloride to probe its impact on cellular metabolism and bioenergetics. By unraveling how this compound influences metabolic pathways, energy generation, and mitochondrial function, researchers glean insights essential for understanding and treating metabolic disorders effectively.

1.Synthesis, characterization and antioxidant activity of some new thiazolidin-4-one derivatives.

Apotrosoaei M, Vasincu I, Constantin S, Buron F, Routier S, Profire L. Rev Med Chir Soc Med Nat Iasi. 2014 Jan-Mar;118(1):213-8.

AIM: To design new thiazolidin-4-ones derivatives and to evaluate their potential antioxidant effects using in vitro methods.

2.New insights into the mechanism of neurolathyrism: L-β-ODAP triggers [Ca2+]i accumulation and cell death in primary motor neurons through transient receptor potential channels and metabotropic glutamate receptors.

Kusama-Eguchi K1, Miyano T2, Yamamoto M3, Suda A2, Ito Y4, Ishige K4, Ishii M5, Ogawa Y2, Watanabe K2, Ikegami F6, Kusama T7. Food Chem Toxicol. 2014 May;67:113-22. doi: 10.1016/j.fct.2014.02.021. Epub 2014 Feb 25.

Neurolathyrism is a motor neuron (MN) disease caused by β-N-oxalyl-L-α,β-diaminopropionic acid (L-β-ODAP), an AMPA receptor agonist. L-β-ODAP caused a prolonged rise of intracellular Ca(2+) ([Ca(2+)]i) in rat spinal cord MNs, and the [Ca(2+)]i accumulation was inversely proportional to the MN's life span. The [Ca(2+)]i rise induced by L-β-ODAP or (S)-AMPA was antagonized completely by NBQX, an AMPA-receptor blocker. However, blocking the L-type Ca(2+) channel with nifedipine significantly lowered [Ca(2+)]i induced by (S)-AMPA, but not that by L-β-ODAP. Tetrodotoxin completely extinguished the [Ca(2+)]i rise induced by (S)-AMPA or kainic acid, whereas that induced by L-β-ODAP was only attenuated by 65.6±6% indicating the prominent involvement of voltage-independent Ca(2+) entry. The tetrodotoxin-resistant [Ca(2+)]i induced by L-β-ODAP was blocked by 2-APB, Gd(3+), La(3+), 1-(β-[3-(4-methoxy-phenyl)propoxy]-4-methoxyphenethyl)-1H-imidazole hydrochloride (SKF-96365) and flufenamic acid, which all are blockers of the transient receptor potential (TRP) channels.