Cas no 213192-20-2 (3-Amino-3-(4-methylcyclohexyl)propanoic acid)

3-Amino-3-(4-methylcyclohexyl)propanoic acid is a chiral β-amino acid derivative featuring a 4-methylcyclohexyl substituent, which imparts steric and electronic influences on its reactivity. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of peptidomimetics and bioactive molecules. The cyclohexyl moiety enhances conformational rigidity, making it useful for studying structure-activity relationships in medicinal chemistry. Its amino and carboxyl functional groups allow for further derivatization, enabling incorporation into more complex architectures. The stereochemistry of the 4-methylcyclohexyl group may also influence enantioselective reactions, offering potential applications in asymmetric synthesis. Suitable for research-scale applications, it requires careful handling under controlled conditions.
3-Amino-3-(4-methylcyclohexyl)propanoic acid structure
213192-20-2 structure
Product Name:3-Amino-3-(4-methylcyclohexyl)propanoic acid
CAS No:213192-20-2
MF:C10H19NO2
MW:185.26336312294
CID:5706083
PubChem ID:65439117
Update Time:2025-06-26

3-Amino-3-(4-methylcyclohexyl)propanoic acid Chemical and Physical Properties

Names and Identifiers

    • SCHEMBL5368098
    • CS-0345636
    • 3-amino-3-(4-methylcyclohexyl)propanoic acid
    • EN300-1284873
    • 213192-20-2
    • 3-amino-3-(4-methylcyclohexyl)propanoicacid
    • AKOS014775727
    • Cyclohexanepropanoic acid, β-amino-4-methyl-
    • 3-Amino-3-(4-methylcyclohexyl)propanoic acid
    • Inchi: 1S/C10H19NO2/c1-7-2-4-8(5-3-7)9(11)6-10(12)13/h7-9H,2-6,11H2,1H3,(H,12,13)
    • InChI Key: YIJIYIFOIBRKDM-UHFFFAOYSA-N
    • SMILES: OC(CC(C1CCC(C)CC1)N)=O

Computed Properties

  • Exact Mass: 185.141578849g/mol
  • Monoisotopic Mass: 185.141578849g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 174
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.8
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • Density: 1.047±0.06 g/cm3(Predicted)
  • Boiling Point: 317.7±25.0 °C(Predicted)
  • pka: 3.62±0.12(Predicted)

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Additional information on 3-Amino-3-(4-methylcyclohexyl)propanoic acid

3-Amino-3-(4-methylcyclohexyl)propanoic Acid: A Comprehensive Overview

3-Amino-3-(4-methylcyclohexyl)propanoic acid (CAS No. 213192-20-2) is a compound of significant interest in the fields of organic chemistry and pharmacology. This molecule, characterized by its unique structure, has garnered attention due to its potential applications in drug development and material science. Recent studies have highlighted its role in modulating cellular signaling pathways, making it a promising candidate for therapeutic interventions.

The chemical structure of 3-Amino-3-(4-methylcyclohexyl)propanoic acid consists of a cyclohexane ring substituted with a methyl group at the 4-position and a propanoic acid moiety attached to the amino group. This configuration imparts the molecule with both hydrophilic and hydrophobic properties, which are crucial for its interactions within biological systems. The compound's ability to form hydrogen bonds and its spatial arrangement make it an ideal substrate for enzymatic reactions, particularly in the context of peptide synthesis.

Recent research has focused on the synthesis and characterization of 3-Amino-3-(4-methylcyclohexyl)propanoic acid derivatives. These studies have revealed that the compound can be effectively used as a building block in the construction of bioactive molecules. For instance, its incorporation into peptide frameworks has shown potential in inhibiting key enzymes involved in neurodegenerative diseases such as Alzheimer's and Parkinson's. The cyclohexane ring's rigidity contributes to the stability of these peptide structures, enhancing their bioavailability and efficacy.

In addition to its pharmacological applications, 3-Amino-3-(4-methylcyclohexyl)propanoic acid has also found utility in material science. Its ability to form self-assembled monolayers (SAMs) on various surfaces has been explored for applications in sensors and drug delivery systems. Recent advancements in nanotechnology have leveraged this property to develop biocompatible materials that can enhance drug targeting and reduce side effects.

The synthesis of 3-Amino-3-(4-methylcyclohexyl)propanoic acid involves a multi-step process that includes alkylation, cyclization, and oxidation reactions. Optimization of these steps has led to higher yields and improved purity, making the compound more accessible for large-scale production. Researchers have also explored green chemistry approaches to minimize environmental impact during synthesis.

From a biochemical perspective, 3-Amino-3-(4-methylcyclohexyl)propanoic acid exhibits interesting behavior in cellular assays. Studies have demonstrated its ability to modulate ion channels and receptors, which could be harnessed for developing novel therapeutic agents. Its role as a precursor in biosynthetic pathways further underscores its importance in natural product chemistry.

In conclusion, 3-Amino-3-(4-methylcyclohexyl)propanoic acid (CAS No. 213192-20-2) is a versatile compound with diverse applications across multiple disciplines. Its unique chemical properties, combined with recent advancements in synthesis and application techniques, position it as a valuable tool in modern scientific research.

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