N-α-Methyl-β-cyclohexyl-D-alanine hydrochloride
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N-α-Methyl-β-cyclohexyl-D-alanine hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-002098
CAS number
1217444-28-4
Molecular Formula
C10H20ClNO2
Molecular Weight
221.73
IUPAC Name
(2S)-2-amino-3-cyclohexyl-2-methylpropanoic acid;hydrochloride
Synonyms
H-D-MeCha-OH HCl; H-D-MePhe(hexahydro)-OH HCl; N-α-Methyl-hexahydro-D-phenylalanine hydrochloride
InChI
InChI=1S/C10H19NO2.ClH/c1-10(11,9(12)13)7-8-5-3-2-4-6-8;/h8H,2-7,11H2,1H3,(H,12,13);1H/t10-;/m0./s1
InChI Key
IIURGJCFKKQACY-PPHPATTJSA-N
Canonical SMILES
CC(CC1CCCCC1)(C(=O)O)N.Cl

N-α-Methyl-β-cyclohexyl-D-alanine hydrochloride, a synthetic amino acid derivative with diverse applications in bioscience research, is a compound of intricate nature and multifaceted utility. Explore its key applications with high perplexity and burstiness:

Pharmacological Research: Dive into the world of pharmacology with N-α-Methyl-β-cyclohexyl-D-alanine hydrochloride, a pivotal player in unraveling the structure-activity relationships of amino acid derivatives. By dissecting how chemical modifications influence biological functions, researchers navigate the intricate landscape of therapeutic agent design. This compound acts as a beacon for crafting novel drugs with heightened efficacy and safety profiles, pushing the boundaries of pharmacological innovation.

Neuroscience: Journey into the complex realm of neuroscience using N-α-Methyl-β-cyclohexyl-D-alanine hydrochloride to delve into neurotransmitter systems and receptor dynamics. Particularly, explore its role in elucidating the modulation of glutamate receptors, crucial for synaptic transmission and plasticity. Unraveling these intricate interactions holds the key to advancing treatments for neurological ailments like epilepsy and depression, shedding light on the enigmatic workings of the brain.

Peptide Synthesis: Embark on the path of peptide synthesis with N-α-Methyl-β-cyclohexyl-D-alanine hydrochloride, a cornerstone in creating specialized peptides for biochemical and biophysical inquiries. Integrating this compound into peptide sequences unveils the impact of non-natural amino acids on peptide structure and function, paving the way for innovative peptide-based therapeutics and biomaterials. These studies contribute to the tapestry of biopharmaceutical exploration, offering glimpses into the potential of peptide-driven advancements.

Analytical Chemistry: Enter the realm of analytical chemistry with N-α-Methyl-β-cyclohexyl-D-alanine hydrochloride, a steadfast standard for method calibration and validation. Its well-defined chemical characteristics make it an indispensable reference compound for chromatographic and spectroscopic method refinement. By ensuring accuracy and reliability in analytical measurements across scientific domains, this compound plays a crucial role in upholding the rigors of analytical chemistry methodologies, elevating the standards of scientific inquiry.

1. Metal-free and regiospecific synthesis of 3-arylindoles
Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671. doi: 10.1039/d0ob00317d.
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
2. 1-Haloacylpiperazines
S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
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