Cas no 220150-70-9 (N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide)

N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide is a chiral sulfonamide derivative characterized by its stereospecific (1S,2S) configuration. This compound exhibits high structural precision, making it valuable in asymmetric synthesis and pharmaceutical applications where enantioselectivity is critical. Its dual sulfonamide functionality enhances binding affinity in molecular interactions, particularly in enzyme inhibition or receptor modulation. The cyclohexyl backbone contributes to conformational rigidity, improving stability and selectivity in complex chemical environments. This product is suitable for use as an intermediate in drug development, particularly for targeting chiral centers in bioactive molecules. Its well-defined stereochemistry ensures reproducibility in research and industrial processes.
N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide structure
220150-70-9 structure
Product Name:N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide
CAS No:220150-70-9
MF:C8H18N2O4S2
MW:270.369519710541
MDL:MFCD03411211
CID:243832
PubChem ID:56972046
Update Time:2025-10-28

N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide Chemical and Physical Properties

Names and Identifiers

    • Methanesulfonamide,N,N'-(1S,2S)-1,2-cyclohexanediylbis-
    • (1S,2S)-1,2-Bis(methanesulfonamido)cyclohexane
    • N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide
    • 220150-70-9
    • EN300-19836555
    • MFCD03411211
    • N-[(1S,2S)-2-methanesulfonamidocyclohexyl]methanesulfonamide
    • N-[(1S,2S)-2-(methanesulfonamido)cyclohexyl]methanesulfonamide
    • N,N'-((1S,2S)-Cyclohexane-1,2-diyl)dimethanesulfonamide
    • SCHEMBL4836161
    • N-[(1S, 2S)-2-(methanesulfonamido)cyclohexyl]methanesulfonamide
    • (1S,2S)-1,2-N,N'-BIS[(METHANE-SULFONYL)AMINO]-CYCLOHEXANE
    • MDL： MFCD03411211
    • Inchi： 1S/C8H18N2O4S2/c1-15(11,12)9-7-5-3-4-6-8(7)10-16(2,13)14/h7-10H,3-6H2,1-2H3/t7-,8-/m0/s1
    • InChI Key： JUWLQVLCYRNWSV-YUMQZZPRSA-N
    • SMILES： S(C)(N[C@H]1CCCC[C@@H]1NS(C)(=O)=O)(=O)=O

Computed Properties

  • Exact Mass: 270.07094
  • Monoisotopic Mass: 270.071
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 376
  • 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
  • Topological Polar Surface Area: 109A^2
  • XLogP3: -0.2

Experimental Properties

  • PSA: 92.34
  • LogP: 2.33940

N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide Pricemore >>

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N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide Related Literature

Additional information on N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide

Professional Introduction to Compound with CAS No. 220150-70-9 and Product Name: N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide

The compound with the CAS number 220150-70-9 and the product name N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide represents a significant advancement in the field of chiral chemistry and pharmaceutical research. This compound, characterized by its unique stereochemical configuration, has garnered attention due to its potential applications in the development of novel therapeutic agents. The stereochemistry of the cyclohexane ring, specifically the (1S,2S) configuration, plays a crucial role in determining its biological activity and interaction with biological targets.

In recent years, there has been a growing interest in the development of chiral compounds for pharmaceutical applications. The ability to control the stereochemistry of a molecule can dramatically influence its pharmacological properties, including efficacy, selectivity, and toxicity. The compound N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide is a prime example of how careful molecular design can lead to the discovery of promising candidates for drug development. Its structure incorporates two methanesulfonamide groups, which are known for their ability to enhance binding affinity and stability in biological systems.

One of the most compelling aspects of this compound is its potential in the field of enzyme inhibition. Enzymes are critical targets in drug design due to their central role in numerous biological pathways. By leveraging the chiral environment provided by the cyclohexane ring, this compound may be able to selectively interact with specific enzyme isoforms, thereby modulating their activity. This selectivity is particularly important in minimizing side effects associated with drug therapy. Recent studies have shown that chiral methanesulfonamides can exhibit high binding affinity for various enzymes, making them valuable scaffolds for drug discovery.

The methanesulfonamide functional group is also known for its ability to form hydrogen bonds and salt bridges with biological targets. These interactions can enhance the compound's solubility and bioavailability, which are critical factors in drug development. The presence of two methanesulfonamide groups in N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide suggests that it may have multiple interaction points with biological targets, potentially leading to increased efficacy and stability in vivo.

Another area where this compound shows promise is in the treatment of neurological disorders. Neurological diseases often involve disruptions in neurotransmitter signaling pathways, which can be targeted by small molecules like N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide. The chiral nature of the compound allows it to interact selectively with specific neurotransmitter receptors or enzymes involved in these pathways. For instance, studies have indicated that chiral cyclic amides can modulate the activity of enzymes such as acetylcholinesterase, which is implicated in conditions like Alzheimer's disease.

The synthesis of N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide presents an interesting challenge due to its complex stereochemistry. The synthesis must ensure that the (1S,2S) configuration of the cyclohexane ring is maintained throughout the process. This requires careful selection of synthetic routes and catalysts that can achieve high enantioselectivity. Advances in asymmetric synthesis have made it possible to produce enantiomerically pure compounds like this one on a scalable basis, opening up new avenues for pharmaceutical research.

In conclusion, N-(1S,2S)-2-methanesulfonamidocyclohexylmethanesulfonamide represents a significant advancement in chiral chemistry and pharmaceutical research. Its unique stereochemical configuration and functional groups make it a promising candidate for further investigation in drug development. By targeting specific biological pathways and enzymes, this compound has the potential to address various therapeutic challenges. As research continues to uncover new applications for chiral compounds like this one, it is likely that we will see more innovative treatments emerge for a wide range of diseases.

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