Cas no 23978-09-8 (2,2,2-Crypt)

2,2,2-Crypt (4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane) is a cryptand ligand widely used in supramolecular chemistry for its high affinity toward alkali and alkaline earth metal ions. Its three-dimensional cage-like structure provides exceptional selectivity and binding strength, particularly for potassium (K?) and sodium (Na?) ions, making it valuable in ion transport studies, phase-transfer catalysis, and electrochemical applications. The rigid, preorganized cavity ensures stable host-guest complexes, enhancing efficiency in separation and sensing technologies. Its synthetic versatility allows for modifications to tailor specificity for different cations. 2,2,2-Crypt is also employed in stabilizing reactive anionic species and facilitating reactions in nonpolar media.
2,2,2-Crypt structure
2,2,2-Crypt structure
Product Name:2,2,2-Crypt
CAS No:23978-09-8
MF:C18H36N2O6
MW:376.48824596405
MDL:MFCD00005111
CID:52417
PubChem ID:24857512
Update Time:2025-10-30

2,2,2-Crypt Chemical and Physical Properties

Names and Identifiers

    • 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane
    • 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]-hexacosane
    • Kryptofix 222
    • 2,2,2-Crypt
    • 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo-[8.8.8]hexacosane
    • [2.2.2]cryptand
    • 2.2.2-Kryptofix(R)
    • Cryptand 222
    • Cryptate 222
    • Cryptating agent 222
    • Cryptofix 222
    • Kriptofix 222
    • Kryptand 222
    • Kryptofix 222(R)
    • kryptofix(R)2.2.2
    • Kryptofix? 222
    • Ligand 222
    • Kryptofix? 222
    • Cryptand 2.2.2
    • Cryptand C 222
    • Crypt-2,2,2
    • Kryptofix Merck 222
    • C18H36N2O6
    • 18V22YHN6G
    • AUFVJZSDSXXFOI-UHFFFAOYSA-N
    • AK111408
    • Kryptofix(R) 222, 98%
    • 4,
    • MDL: MFCD00005111
    • Inchi: 1S/C18H36N2O6/c1-7-21-13-14-24-10-4-20-5-11-25-17-15-22-8-2-19(1)3-9-23-16-18-26-12-6-20/h1-18H2
    • InChI Key: AUFVJZSDSXXFOI-UHFFFAOYSA-N
    • SMILES: O1CCOCCN2CCOCCOCCN(CCOCCOCC2)CC1
    • BRN: 0620282

Computed Properties

  • Exact Mass: 376.25700
  • Monoisotopic Mass: 376.257337
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 26
  • Rotatable Bond Count: 0
  • Complexity: 247
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: -1
  • Topological Polar Surface Area: 61.9

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.1888 (rough estimate)
  • Melting Point: 69.0 to 73.0 deg-C
  • Boiling Point: 513.1°C at 760 mmHg
  • Flash Point: 144.2°C
  • Refractive Index: 1.5700 (estimate)
  • Water Partition Coefficient: dissolution
  • PSA: 61.86000
  • LogP: -0.40700
  • Solubility: Not determined
  • Sensitiveness: Easily absorb moisture

2,2,2-Crypt Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H315,H319,H335
  • Warning Statement: P261,P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36-S36/37/39
  • RTECS:MP4750000
  • Hazardous Material Identification: Xi
  • Safety Term:S26;S36/37/39
  • Storage Condition:Inert atmosphere,Room Temperature
  • Risk Phrases:R22; R36/37/38

2,2,2-Crypt Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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2,2,2-Crypt Related Literature

Additional information on 2,2,2-Crypt

Recent Advances in the Application of 2,2,2-Crypt (CAS: 23978-09-8) in Chemical Biology and Pharmaceutical Research

2,2,2-Crypt (CAS: 23978-09-8), a well-known cryptand, has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This polycyclic compound, characterized by its ability to form stable complexes with alkali metal ions, has been extensively studied for its role in ion transport, molecular recognition, and as a key component in supramolecular chemistry. Recent studies have further expanded its utility, particularly in drug delivery systems, biosensing, and as a tool for studying ion channels in biological systems.

One of the most notable advancements involves the use of 2,2,2-Crypt in the development of novel drug delivery platforms. Researchers have leveraged its ion-binding properties to create responsive drug carriers that release therapeutic agents in a controlled manner upon encountering specific ionic environments. For instance, a 2023 study published in the Journal of the American Chemical Society demonstrated the encapsulation of anticancer drugs within 2,2,2-Crypt-based nanocarriers, achieving targeted delivery to tumor sites with minimal off-target effects. This approach not only enhances drug efficacy but also reduces systemic toxicity, a critical challenge in chemotherapy.

In the realm of biosensing, 2,2,2-Crypt has been employed to design highly selective sensors for detecting metal ions in biological fluids. A recent breakthrough, detailed in Analytical Chemistry, showcased a fluorescent sensor incorporating 2,2,2-Crypt that exhibits exceptional sensitivity and selectivity for potassium ions (K?). This innovation holds promise for real-time monitoring of potassium levels in patients with renal or cardiovascular disorders, offering a potential tool for early diagnosis and personalized treatment.

Furthermore, 2,2,2-Crypt has been instrumental in advancing our understanding of ion channel dynamics. By forming stable complexes with specific ions, it serves as a valuable probe for studying ion transport mechanisms across cell membranes. A 2024 study in Nature Chemical Biology utilized 2,2,2-Crypt to elucidate the gating mechanism of a potassium channel, providing insights that could inform the design of new ion channel modulators for treating neurological and cardiovascular diseases.

Despite these promising developments, challenges remain in optimizing the biocompatibility and stability of 2,2,2-Crypt-based systems for clinical applications. Ongoing research aims to address these limitations through structural modifications and the development of hybrid materials. For example, a collaborative effort between academic and industrial researchers has recently produced a series of 2,2,2-Crypt derivatives with enhanced aqueous solubility and reduced cytotoxicity, as reported in Chemical Communications.

In conclusion, the continued exploration of 2,2,2-Crypt (CAS: 23978-09-8) underscores its potential as a multifaceted tool in chemical biology and pharmaceutical research. Its applications in drug delivery, biosensing, and ion channel studies highlight its versatility and pave the way for future innovations. As researchers refine its properties and expand its utility, 2,2,2-Crypt is poised to play an increasingly pivotal role in addressing complex biomedical challenges.

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