Cas no 113681-11-1 ((3S)-3-(hydroxymethyl)cyclopentan-1-one)

(3S)-3-(Hydroxymethyl)cyclopentan-1-one is a chiral cyclopentanone derivative featuring a hydroxymethyl substituent at the stereogenic 3-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals and fine chemicals, where stereochemical control is critical. The presence of both a ketone and a hydroxymethyl group offers versatile reactivity, enabling further functionalization through oxidation, reduction, or nucleophilic addition reactions. Its enantiopure (S)-configuration makes it especially useful for asymmetric synthesis applications. The compound’s well-defined structure and functional group compatibility contribute to its utility in constructing complex molecular frameworks with high precision. Suitable for use under standard laboratory conditions, it is typically handled with care to preserve its stereochemical integrity.
(3S)-3-(hydroxymethyl)cyclopentan-1-one structure
113681-11-1 structure
Product Name:(3S)-3-(hydroxymethyl)cyclopentan-1-one
CAS No:113681-11-1
MF:C6H10O2
MW:114.142402172089
MDL:MFCD23160386
CID:98017
PubChem ID:10931404
Update Time:2025-10-29

(3S)-3-(hydroxymethyl)cyclopentan-1-one Chemical and Physical Properties

Names and Identifiers

    • (S)-3-(Hydroxymethyl)cyclopentanone
    • Cyclopentanone,3-(hydroxymethyl)-, (S)-
    • 3-(Hydroxymethyl)cyclopentanone
    • Cyclopentanone,3-(hydroxymethyl)-, (3S)-
    • [ "" ]
    • 3-(hydroxymethyl)cyclopentane
    • (3S)-3-(hydroxymethyl)cyclopentan-1-one
    • Cyclopentanone, 3-(hydroxymethyl)-, (3S)-
    • Cyclopentanone, 3-(hydroxymethyl)-, (S)-
    • Cyclopentanone,3-(hydroxymethyl)-,(S)-
    • FS-10160
    • A894337
    • AKOS022184876
    • 113681-11-1
    • D97067
    • 3-(Hydroxymethyl)cyclopentanone - 90%+
    • MDL: MFCD23160386
    • Inchi: 1S/C6H10O2/c7-4-5-1-2-6(8)3-5/h5,7H,1-4H2/t5-/m0/s1
    • InChI Key: ZUDJASYMJNCZKF-YFKPBYRVSA-N
    • SMILES: OC[C@@H]1CC(CC1)=O

Computed Properties

  • Exact Mass: 114.06800
  • Monoisotopic Mass: 114.068079557g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 98.7
  • 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: -0.4
  • Topological Polar Surface Area: 37.3?2

Experimental Properties

  • Color/Form: Oil
  • Density: 1.1±0.1 g/cm3
  • Boiling Point: 221.8±13.0 °C at 760 mmHg
  • Flash Point: 89.2±12.4 °C
  • PSA: 37.30000
  • LogP: 0.34790
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

(3S)-3-(hydroxymethyl)cyclopentan-1-one Security Information

(3S)-3-(hydroxymethyl)cyclopentan-1-one Customs Data

  • HS CODE:2914400090
  • Customs Data:

    China Customs Code:

    2914400090

    Overview:

    2914400090 Other ketone alcohols and ketone aldehydes.Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acetone declared packaging

    Summary:

    2914400090 other ketone-alcohols and ketone-aldehydes.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

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Additional information on (3S)-3-(hydroxymethyl)cyclopentan-1-one

Introduction to (3S)-3-(hydroxymethyl)cyclopentan-1-one (CAS No. 113681-11-1)

Chemical compounds play a pivotal role in the advancement of pharmaceutical sciences, particularly in the development of novel therapeutic agents. One such compound, (3S)-3-(hydroxymethyl)cyclopentan-1-one, identified by its CAS number 113681-11-1, has garnered significant attention due to its unique structural and functional properties. This compound belongs to the class of cyclopentanone derivatives, which are known for their diverse biological activities and potential applications in medicinal chemistry.

The structural framework of (3S)-3-(hydroxymethyl)cyclopentan-1-one consists of a cyclopentane ring substituted with a hydroxymethyl group at the 3-position and a ketone group at the 1-position. The stereochemistry at the 3-position, specifically the (S) configuration, is crucial as it influences the compound's interactions with biological targets. This stereochemical specificity has been a focal point in recent research, aiming to optimize its pharmacological profile.

In recent years, there has been a surge in interest regarding cyclopentanone derivatives due to their potential as scaffolds for drug discovery. The hydroxymethyl group in (3S)-3-(hydroxymethyl)cyclopentan-1-one provides a versatile site for further functionalization, enabling the synthesis of analogs with enhanced biological activity. This flexibility has made it a valuable intermediate in the development of new molecules targeting various therapeutic areas.

One of the most compelling aspects of (3S)-3-(hydroxymethyl)cyclopentan-1-one is its observed bioactivity in preclinical studies. Research has demonstrated that this compound exhibits promising properties as an intermediate in the synthesis of enzyme inhibitors. Specifically, it has shown potential in targeting enzymes involved in metabolic pathways relevant to inflammation and pain management. These findings have opened up new avenues for exploring its therapeutic applications.

The synthesis of (3S)-3-(hydroxymethyl)cyclopentan-1-one involves multi-step organic transformations, highlighting its complexity and the synthetic challenges associated with its preparation. Advanced synthetic methodologies, including asymmetric hydrogenation and stereoselective reactions, have been employed to achieve high enantiomeric purity. These synthetic strategies not only underscore the compound's structural complexity but also showcase the advancements in synthetic organic chemistry that facilitate such intricate transformations.

The pharmacological evaluation of (3S)-3-(hydroxymethyl)cyclopentan-1-one has revealed intriguing interactions with biological targets. Studies have indicated that this compound can modulate the activity of certain enzymes by binding to their active sites. This binding affinity has been attributed to its unique structural features, including the hydroxymethyl group and the ketone functionality. Such interactions are critical for understanding its mechanism of action and for designing more effective derivatives.

In addition to its enzyme-targeting capabilities, (3S)-3-(hydroxymethyl)cyclopentan-1-one has also shown potential as a precursor in the synthesis of small molecule drugs. Its structural motif is reminiscent of several known bioactive molecules, suggesting that it could serve as a starting point for developing novel therapeutic agents. This concept aligns with the growing trend in drug discovery towards rational design based on structural scaffolds with proven bioactivity.

The chemical properties of (3S)-3-(hydroxymethyl)cyclopentan-1-one make it an interesting candidate for further investigation. Its solubility profile, stability under various conditions, and potential for derivatization are all factors that contribute to its utility in pharmaceutical research. These properties have been carefully characterized through experimental studies, providing a solid foundation for future applications.

The role of computational chemistry in understanding the behavior of compounds like (3S)-3-(hydroxymethyl)cyclopentan-1-one cannot be overstated. Molecular modeling techniques have been employed to predict how this compound interacts with biological targets at an atomic level. These predictions are invaluable for guiding experimental efforts and for designing more potent derivatives with improved pharmacological profiles.

In conclusion, (3S)-3-(hydroxymethyl)cyclopentan-1-one (CAS No. 113681-11-1) represents a significant advancement in pharmaceutical chemistry due to its unique structural features and promising bioactivity. Its role as an intermediate in drug synthesis and its potential as a scaffold for developing new therapeutic agents highlight its importance in ongoing research efforts. As our understanding of its properties continues to grow, so too will its applications in medicine and beyond.

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