H-beta-Ala-NH2*HCl

H-beta-Ala-NH2*HCl is an amino acid derivative corresponding to beta-alanine bearing an additional amino functionality at the beta position, presented as the hydrochloride salt. The molecule contains an amino group and a carboxyl group (as the amino acid framework) along with a terminal amine, and the "*HCl" indicates protonation of basic sites to form an amino acid hydrochloride salt that improves handling and water solubility relative to the free base. This compound is used as a building block in peptide and peptidomimetic synthesis, as well as in chemical biology and analytical workflows where an amino-functionalized beta-amino acid scaffold is required for coupling, derivatization, or incorporation into larger nitrogen-rich structures.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP25964

CAS No:64017-81-8

Synonyms/Alias:2-amino-3-(3-cyanophenyl)propanoicAcid;63999-80-4;DL-3-Cyanophenylalanine;3-Cyanophenylalanine;3-cyano-dl-phenylalanine;D-3-Cyanophenylalanine;2-amino-3-(3-cyano-phenyl)-propionicacid;(S)-N-3-Cyanophenylalanine;SCHEMBL43811;MolPort-002-499-600;9803AB;ANW-63483;KM0800;AKOS006275482;AM82766;VC30730;AK-80356;AM003093;AM021323;AN-29229;AN-38849;KB-31442;SC-10577;2-azanyl-3-(3-cyanophenyl)propanoicacid;AB0075906

Chemical Name:Beta-Alanine amide, 3-Amino propanoyl amide hydrochloride

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M.F/Formula
C10H10N2O2
M.W/Mr.
88,11*36,45 g/mole

H-beta-Ala-NH2*HCl (beta-alanine amine hydrochloride) is the hydrochloride salt form of β-alanine bearing an additional amino functionality, corresponding to an amino acid derivative with a chiral-independent backbone and two primary amine groups. The molecule contains a carboxylic acid equivalent (present as a zwitterionic functionality under aqueous conditions) and an extra terminal amine that can participate in nucleophilic substitution, amide formation, and salt-mediated handling. The β-position relative to the carboxylate places the terminal amine at a defined distance from the acid functionality, which can influence intramolecular interactions and the geometry of subsequent coupling products. As a chiral-independent amino acid building block precursor, it functions as a reactive intermediate for constructing polyamine-like motifs, preparing amino acid derivatives, and enabling downstream peptide or amide scaffold assembly through controlled protection and deprotonation strategies.

1. Peptide Synthesis

H-beta-Ala-NH2*HCl is used in peptide synthesis workflows as an amino acid derivative that can be incorporated into amide-linked sequences after appropriate protection of the additional amino group. The presence of two primary amines enables selective N-protection strategies (for example, orthogonal protection to differentiate the α-amino functionality from the extra side amino group) prior to coupling chemistry, while the carboxyl functionality supports standard peptide-bond formation after activation. The β-alanine spacing provides a predictable linker length for generating peptide fragments with polyamine-like side chains or for building backbone modifications that carry additional basicity. Resulting derivatives can be employed as peptide building blocks, segment precursors for solid-phase or solution-phase assembly, and intermediates for preparing amide-rich libraries used in biochemical research and SAR studies.

2. Chemical Biology Labeling

H-beta-Ala-NH2*HCl is applicable to chemical biology and biomolecule modification where a terminal primary amine serves as a handle for conjugation chemistry. The extra amino group can be converted into reactive intermediates for amide coupling, reductive amination, or electrophile-directed labeling while the amino acid framework maintains aqueous compatibility and predictable charge behavior as a hydrochloride salt. Protecting-group strategies allow the amine to be selectively engaged, enabling controlled formation of conjugates such as amine-functional linkers for probes, affinity reagents, or tag-bearing intermediates. Downstream products derived from this building block can support labeling of peptides, proteins, or small-molecule scaffolds used to interrogate binding, localization, or interaction networks in applied chemical biology.

3. Side-Chain Functionalization

H-beta-Ala-NH2*HCl is suitable for side-chain functionalization and amino acid derivatization programs that require an additional primary amine positioned on a β-alanine scaffold. The terminal amino functionality can undergo controlled transformations into urea, thiourea, amide, carbamate, or heterocycle-forming precursors, enabling systematic tuning of hydrogen-bonding capacity and basicity in target molecules. Orthogonal protection of one amine while activating the other supports stepwise synthesis of mono-substituted derivatives and reduces cross-reactivity in multi-functional intermediates. Resulting functionalized amino acid analogs can be used as intermediates for peptidomimetics, for constructing polyamine-like motifs in synthetic organic chemistry, and for preparing defined building blocks for combinatorial synthesis.

4. Process Chemistry Intermediate

H-beta-Ala-NH2*HCl is used as a process chemistry intermediate for manufacturing routes that require a stable, isolable amino acid derivative salt with two amine functionalities. The hydrochloride form improves handling and can facilitate consistent feed preparation in downstream derivatization steps where controlled basification and selective protection are required. The compound's simple, linear β-alanine architecture supports scalable conversion into protected amino acid derivatives, activated amide-forming species, and amine-functional intermediates used in fine chemical synthesis. Downstream derivatives can serve as intermediates for specialty chemical production, including linker and scaffold components used in industrial manufacturing of functional molecules.

5. Polyamine-Like Scaffold Building

H-beta-Ala-NH2*HCl is applicable to the construction of polyamine-like scaffolds and amine-rich linkers in synthetic organic chemistry and applied materials research. The defined β-amino spacing relative to the carboxyl-derived functionality enables formation of tethered diamine or amino-amide architectures after selective activation and protection. Conversion of the carboxyl functionality into amides or esters, followed by controlled manipulation of the remaining primary amine, can generate a sequence of intermediates for dendritic or multidentate ligand frameworks. Resulting scaffolds can be used as building blocks for coordination chemistry precursors, ion-binding motifs, and functional linker components that translate amino acid chemistry into industrially relevant molecular architectures.

Size
5 g;
InChI
1S/C10H10N2O2/c11-6-8-3-1-2-7(4-8)5-9(12)10(13)14/h1-4,9H,5,12H2,(H,13,14)
InChI Key
ZHUOMTMPTNZOJE-UHFFFAOYSA-N
Canonical SMILES
C1=CC(=CC(=C1)CC(C(=O)O)N)C#N

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