Cas no 33965-42-3 ((S)-2-Acetamido-5-ureidopentanoic acid)

(S)-2-Acetamido-5-ureidopentanoic acid is a chiral amino acid derivative with a ureido functional group, structurally related to L-ornithine. This compound serves as a valuable intermediate in organic synthesis and pharmaceutical research, particularly in the development of enzyme inhibitors and peptidomimetics. Its ureido moiety enhances hydrogen-bonding interactions, making it useful in studying protein-ligand binding mechanisms. The (S)-configuration ensures stereochemical precision, critical for applications in asymmetric synthesis and bioactive compound design. High purity grades are available to meet rigorous research standards. Its stability under physiological conditions further supports its utility in biochemical and medicinal chemistry studies.
(S)-2-Acetamido-5-ureidopentanoic acid structure
33965-42-3 structure
Product Name:(S)-2-Acetamido-5-ureidopentanoic acid
CAS No:33965-42-3
MF:C8H15N3O4
MW:217.222401857376
CID:54160
PubChem ID:656979
Update Time:2025-05-21

(S)-2-Acetamido-5-ureidopentanoic acid Chemical and Physical Properties

Names and Identifiers

    • (S)-2-Acetamido-5-ureidopentanoic acid
    • (2S)-2-acetamido-5-(carbamoylamino)pentanoic acid
    • (2S)-2-(acetylamino)-5-[(aminocarbonyl)amino]pentanoic acid
    • N-acetyl citrulline
    • N-ACETYL-L-CITRULLINE
    • OLN
    • Ornithine,N2-acetyl-N5-carbamoyl-, L- (8CI)
    • Na-Acetyl-L-citrulline
    • a-N-Acetylcitrulline
    • Q27093378
    • (2S)-2-(acetylamino)-5-[(aminocarbonyl)amino]pentanoate
    • DB02368
    • N2-acetyl-N5-carbamoyl-L-Ornithine
    • EN300-7372631
    • CHEBI:49002
    • A822023
    • N~2~-acetyl-N~5~-carbamoyl-L-ornithine
    • C8H15N3O4
    • DTXSID30349676
    • C74744
    • N-a-Acetylcitrulline
    • DS-18451
    • N-alpha-acetylcitrulline
    • (S)-2-Acetamido-5-ureidopentanoate
    • Q-201441
    • MFCD12407169
    • N-alpha-Acetyl-L-citrulline
    • (2S)-2-acetamido-5-(carbamoylamino)pentanoate
    • AKOS015892878
    • SCHEMBL468877
    • NS00070560
    • (2S)-2-Acetamido-5-ureido-pentanoic acid
    • acetylcitrulline
    • alpha-N-Acetylcitrulline
    • (S)-2-Acetamido-5-ureidopentanoicacid
    • (2S)-5-(carbamoylamino)-2-acetamidopentanoic acid
    • N(2)-acetyl-N(5)-carbamoyl-L-ornithine
    • 33965-42-3
    • DB-336330
    • BBL102869
    • Nalpha-Acetyl-L-citrulline; alpha-N-Acetylcitrulline; N2-Acetyl-N5-(aminocarbonyl)-L-ornithine; (2S)-2-Acetamido-5-(carbamoylamino)pentanoic Acid
    • STL556677
    • MDL: MFCD12407169
    • Inchi: 1S/C8H15N3O4/c1-5(12)11-6(7(13)14)3-2-4-10-8(9)15/h6H,2-4H2,1H3,(H,11,12)(H,13,14)(H3,9,10,15)/t6-/m0/s1
    • InChI Key: WMQMIOYQXNRROC-LURJTMIESA-N
    • SMILES: OC([C@H](CCCNC(N)=O)NC(C)=O)=O

Computed Properties

  • Exact Mass: 217.10600
  • Monoisotopic Mass: 217.10625597g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 8
  • Complexity: 254
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.3
  • Topological Polar Surface Area: 122?2

Experimental Properties

  • Density: 1.269
  • PSA: 121.52000
  • LogP: 0.50630

(S)-2-Acetamido-5-ureidopentanoic acid Customs Data

  • HS CODE:2924199090
  • Customs Data:

    China Customs Code:

    2924199090

    Overview:

    2924199090. Other acyclic amides(Including acyclic carbamates)(Including its derivatives and salts). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, packing

    Summary:

    2924199090. other acyclic amides (including acyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Additional information on (S)-2-Acetamido-5-ureidopentanoic acid

Recent Advances in the Study of (S)-2-Acetamido-5-ureidopentanoic acid (CAS: 33965-42-3)

The compound (S)-2-Acetamido-5-ureidopentanoic acid (CAS: 33965-42-3) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. This brief aims to summarize the latest research findings related to this compound, focusing on its synthesis, biological activity, and potential clinical relevance.

Recent studies have highlighted the role of (S)-2-Acetamido-5-ureidopentanoic acid as a key intermediate in the biosynthesis of arginine and other biologically important molecules. Its structural similarity to naturally occurring amino acids makes it a promising candidate for drug development, particularly in the treatment of metabolic disorders and certain types of cancer. Researchers have employed advanced spectroscopic techniques, including NMR and mass spectrometry, to characterize its properties and interactions with biological targets.

One of the most notable findings is the compound's ability to modulate enzyme activity in pathways related to nitrogen metabolism. In vitro studies have demonstrated its inhibitory effects on specific enzymes, suggesting potential applications in targeting metabolic diseases. Furthermore, recent preclinical trials have shown that derivatives of (S)-2-Acetamido-5-ureidopentanoic acid exhibit enhanced bioavailability and reduced toxicity compared to earlier analogs.

The synthesis of (S)-2-Acetamido-5-ureidopentanoic acid has also seen advancements, with new methodologies offering higher yields and greater purity. Green chemistry approaches have been particularly successful, minimizing the use of hazardous reagents and reducing environmental impact. These developments are critical for scaling up production for potential clinical use.

In conclusion, (S)-2-Acetamido-5-ureidopentanoic acid represents a compound of significant interest in chemical biology and drug discovery. Ongoing research continues to uncover its multifaceted roles and potential therapeutic benefits. Future studies are expected to focus on optimizing its pharmacological properties and exploring its efficacy in vivo, paving the way for clinical trials.

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