Cas no 133192-44-6 (2-Piperidinecarboxylicacid,4-hydroxy-,methylester,cis-(9CI))

2-Piperidinecarboxylicacid,4-hydroxy-,methylester,cis-(9CI) structure
133192-44-6 structure
Product Name:2-Piperidinecarboxylicacid,4-hydroxy-,methylester,cis-(9CI)
CAS No:133192-44-6
MF:C7H13NO3
MW:159.183022260666
CID:899468
PubChem ID:10844681
Update Time:2025-11-01

2-Piperidinecarboxylicacid,4-hydroxy-,methylester,cis-(9CI) Chemical and Physical Properties

Names and Identifiers

    • 2-Piperidinecarboxylicacid,4-hydroxy-,methylester,cis-(9CI)
    • Methyl (2S,4R)-4-hydroxy-2-piperidinecarboxylate
    • AC1L7YTC
    • methyl 4(R)-hydroxypiperidine-2(S)-carboxylate
    • methyl cis-4-{methyl[(4-methylphenyl)sulfonyl]amino}cyclohexanecarboxylate
    • methyl cis-4-< methyl< (4-methylphenyl)sulfonyl> amino> cyclohexanecarboxylate
    • methyl cis-4-hydroxy-2-piperidinecarboxylate
    • methyl cis-4-hydroxypiperidine-2-carboxylate
    • NSC258355
    • XYDFSCGFCFYWNY-NTSWFWBYSA-N
    • cis-methyl-4-hydroxypiperidine-2-carboxylate
    • Inchi: 1S/C7H13NO3/c1-11-7(10)6-4-5(9)2-3-8-6/h5-6,8-9H,2-4H2,1H3/t5-,6+/m1/s1
    • InChI Key: XYDFSCGFCFYWNY-RITPCOANSA-N
    • SMILES: O[C@@H]1CCN[C@H](C(=O)OC)C1

Computed Properties

  • Exact Mass: 159.08954328g/mol
  • Monoisotopic Mass: 159.08954328g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 149
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.4
  • Topological Polar Surface Area: 58.6?2

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Additional information on 2-Piperidinecarboxylicacid,4-hydroxy-,methylester,cis-(9CI)

2-Piperidinecarboxylic acid, 4-hydroxy-, methylester, cis-(9CI) (CAS No. 133192-44-6): A Comprehensive Overview

2-Piperidinecarboxylic acid, 4-hydroxy-, methylester, cis-(9CI) (CAS No. 133192-44-6) is a significant compound in the field of medicinal chemistry and pharmaceutical research. This compound, often referred to by its systematic name, cis-4-Hydroxypiperidine-2-carboxylic acid methyl ester, is a versatile molecule with a wide range of applications in drug discovery and development. Its unique chemical structure and properties make it an attractive candidate for various therapeutic targets.

The cis configuration of the compound is crucial for its biological activity and pharmacological properties. The presence of the hydroxy group at the 4-position and the methyl ester group at the carboxylic acid position contributes to its solubility and reactivity, making it suitable for use in both in vitro and in vivo studies. Recent research has highlighted the potential of 2-Piperidinecarboxylic acid, 4-hydroxy-, methylester, cis-(9CI) in several areas, including neurodegenerative diseases, inflammation, and cancer.

In the context of neurodegenerative diseases, cis-4-Hydroxypiperidine-2-carboxylic acid methyl ester has shown promising results in modulating neurotransmitter systems. Studies have demonstrated its ability to interact with specific receptors in the brain, potentially offering new therapeutic avenues for conditions such as Alzheimer's disease and Parkinson's disease. The compound's ability to cross the blood-brain barrier (BBB) is a significant advantage in this regard.

Regarding inflammation, 2-Piperidinecarboxylic acid, 4-hydroxy-, methylester, cis-(9CI) has been investigated for its anti-inflammatory properties. Research has shown that it can inhibit the production of pro-inflammatory cytokines and reduce oxidative stress, which are key factors in chronic inflammatory conditions such as rheumatoid arthritis and inflammatory bowel disease (IBD). These findings suggest that the compound could be developed into a novel anti-inflammatory drug with fewer side effects compared to existing treatments.

In cancer research, cis-4-Hydroxypiperidine-2-carboxylic acid methyl ester has been explored for its potential as an anticancer agent. Preliminary studies have indicated that it can induce apoptosis in cancer cells while sparing normal cells. The mechanism of action appears to involve the modulation of signaling pathways that are dysregulated in cancer cells. This selective toxicity makes it an attractive candidate for further investigation in preclinical and clinical settings.

The synthesis of 2-Piperidinecarboxylic acid, 4-hydroxy-, methylester, cis-(9CI) involves several steps that require precise control over reaction conditions to ensure the desired cis configuration. Common synthetic routes include the use of chiral catalysts or starting materials to achieve high enantiomeric purity. The ability to produce this compound on a large scale with consistent quality is essential for its application in pharmaceutical development.

Pharmacokinetic studies have provided valuable insights into the behavior of cis-4-Hydroxypiperidine-2-carboxylic acid methyl ester in biological systems. These studies have shown that the compound has favorable absorption, distribution, metabolism, and excretion (ADME) properties. Its oral bioavailability is relatively high, and it exhibits a reasonable half-life in vivo, which are important considerations for drug development.

Toxicity assessments have also been conducted to evaluate the safety profile of 2-Piperidinecarboxylic acid, 4-hydroxy-, methylester, cis-(9CI). Preclinical studies have indicated that it is well-tolerated at therapeutic doses with no significant adverse effects observed in animal models. However, further clinical trials are necessary to confirm its safety and efficacy in humans.

In conclusion, 2-Piperidinecarboxylic acid, 4-hydroxy-, methylester, cis-(9CI) (CAS No. 133192-44-6) is a promising compound with a diverse range of potential applications in medicine. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic potential, this compound may play a significant role in advancing treatments for various diseases.

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