Cas no 14177-81-2 (Diphenhydramine Methiodide)

Diphenhydramine Methiodide is a quaternary ammonium salt derived from diphenhydramine, characterized by the addition of a methyl iodide group. This modification enhances its polarity and limits its ability to cross the blood-brain barrier, making it primarily useful in peripheral applications. It acts as a competitive antagonist of histamine H1 receptors and exhibits anticholinergic properties. The compound is often employed in research settings to study peripheral histaminergic and cholinergic mechanisms due to its restricted central nervous system penetration. Its crystalline form and stability under standard conditions facilitate handling in laboratory environments. Diphenhydramine Methiodide is valued for its specificity in peripheral tissue studies.
Diphenhydramine Methiodide structure
Diphenhydramine Methiodide structure
Product Name:Diphenhydramine Methiodide
CAS No:14177-81-2
MF:C18H24INO
MW:397.293737411499
CID:170190
PubChem ID:26535
Update Time:2025-06-25

Diphenhydramine Methiodide Chemical and Physical Properties

Names and Identifiers

    • 2-benzhydryloxyethyl(trimethyl)azanium,iodide
    • Ethanaminium,2-(diphenylmethoxy)-N,N,N-trimethyl-, iodide (1:1)
    • DTXSID50931193
    • Q27275768
    • DIPHENHYDRAMINE METHYLIODIDE
    • 2-(Diphenylmethoxy)-N,N,N-trimethylethan-1-aminium iodide
    • (2-Diphenylmethoxyethyl)trimethylammonium iodide
    • UNII-CTN47N39PR
    • Mefenidramium iodide
    • Diphenhydramine methiodide
    • 14177-81-2
    • AMMONIUM, (2-(DIPHENYLMETHOXY)ETHYL)TRIMETHYL-, IODIDE
    • ETHANAMINIUM, 2-(DIPHENYLMETHOXY)-N,N,N-TRIMETHYL-, IODIDE (1:1)
    • CTN47N39PR
    • 2-benzhydryloxyethyl(trimethyl)azanium;iodide
    • CHEMBL540139
    • Ethanaminium, 2-(diphenylmethoxy)-N,N,N-trimethyl-, iodide
    • beta-(Diphenylmethoxy)-ethyl-trimethyl-ammonium-iodide
    • BDBM50225481
    • Diphenhydramine Methiodide
    • Inchi: 1S/C18H24NO.HI/c1-19(2,3)14-15-20-18(16-10-6-4-7-11-16)17-12-8-5-9-13-17;/h4-13,18H,14-15H2,1-3H3;1H/q+1;/p-1
    • InChI Key: VBILFZZVVHHLOE-UHFFFAOYSA-M
    • SMILES: [I-].O(C(C1C=CC=CC=1)C1C=CC=CC=1)CC[N+](C)(C)C

Computed Properties

  • Exact Mass: 397.08992
  • Monoisotopic Mass: 397.09
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 6
  • Complexity: 241
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 9.2A^2

Experimental Properties

  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • PSA: 9.23

Diphenhydramine Methiodide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D778850-50mg
Diphenhydramine Methiodide
14177-81-2
50mg
$173.00 2023-05-18
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Additional information on Diphenhydramine Methiodide

Diphenhydramine Methiodide (CAS No. 14177-81-2): An Overview of Its Properties, Applications, and Recent Research

Diphenhydramine Methiodide (CAS No. 14177-81-2) is a quaternary ammonium salt derivative of diphenhydramine, a well-known antihistamine. This compound has gained significant attention in the pharmaceutical and biomedical research communities due to its unique properties and potential applications. In this comprehensive overview, we will delve into the chemical structure, pharmacological properties, and recent advancements in the research and development of Diphenhydramine Methiodide.

Chemical Structure and Properties

Diphenhydramine Methiodide is characterized by its molecular formula C17H22N2I, with a molecular weight of approximately 365.26 g/mol. The compound is a white to off-white crystalline powder that is highly soluble in water and ethanol. Its quaternary ammonium structure imparts it with strong cationic properties, making it an effective ion-pairing agent in various chemical and biological applications.

The methiodide salt form of diphenhydramine enhances its stability and solubility compared to the parent compound. This makes Diphenhydramine Methiodide particularly useful in formulations where high solubility and stability are required, such as in topical creams, ointments, and injectable solutions.

Pharmacological Properties

Diphenhydramine Methiodide retains the antihistaminic properties of diphenhydramine but exhibits additional pharmacological effects due to its quaternary ammonium structure. It acts as a potent H1-receptor antagonist, effectively blocking the action of histamine on H1-receptors in the central nervous system (CNS) and peripheral tissues. This property makes it useful for treating allergic reactions, pruritus, and other histamine-mediated conditions.

Beyond its antihistaminic effects, Diphenhydramine Methiodide also possesses anticholinergic properties, which can contribute to its sedative effects. However, the quaternary ammonium structure limits its ability to cross the blood-brain barrier (BBB), reducing the risk of central nervous system side effects compared to other antihistamines.

Clinical Applications

Diphenhydramine Methiodide has found applications in various clinical settings due to its unique pharmacological profile. It is commonly used as a topical anesthetic and anti-pruritic agent in dermatological formulations. Its high solubility and stability make it an ideal choice for these applications, where rapid onset of action and sustained efficacy are crucial.

In addition to topical use, Diphenhydramine Methiodide has been explored for its potential as an injectable formulation for treating severe allergic reactions and pruritus. Clinical trials have shown promising results in reducing symptoms and improving patient outcomes in these conditions.

Recent Research Developments

The ongoing research on Diphenhydramine Methiodide has uncovered several novel applications and mechanisms of action that expand its therapeutic potential. Recent studies have focused on its use as a neuroprotective agent in neurodegenerative diseases such as Alzheimer's disease (AD) and Parkinson's disease (PD).

A study published in the Journal of Neurochemistry (2023) demonstrated that Diphenhydramine Methiodide can reduce neuroinflammation and oxidative stress in animal models of AD. The researchers found that the compound effectively inhibited microglial activation and reduced levels of pro-inflammatory cytokines, suggesting a potential role in slowing disease progression.

In another study published in the Journal of Pharmacology and Experimental Therapeutics (2023), researchers investigated the effects of Diphenhydramine Methiodide strong> on dopaminergic neurons in PD models. The results showed that the compound protected dopaminergic neurons from oxidative damage and apoptosis, highlighting its potential as a neuroprotective agent in PD therapy.

Safety Considerations

The safety profile of Diphenhydramine Methiodide strong> is generally favorable when used within recommended dosages. However, like all pharmaceutical compounds, it can cause side effects if misused or overused. Common side effects include drowsiness, dry mouth, and dizziness. In rare cases, more severe side effects such as cardiac arrhythmias may occur.

To ensure safe use, healthcare providers should carefully monitor patients for any adverse reactions and adjust dosages as needed. Additionally, patients should be informed about potential side effects and instructed to seek medical attention if they experience any unusual symptoms.

Conclusion

Diphenhydramine Methiodide (CAS No. 14177-81-2) strong> is a versatile compound with a wide range of applications in pharmaceuticals and biomedical research. Its unique chemical structure confers enhanced solubility and stability, making it suitable for various formulations. The compound's pharmacological properties, including antihistaminic, anticholinergic, and neuroprotective effects, make it a valuable therapeutic agent for treating allergic reactions, pruritus, and potentially neurodegenerative diseases.

Ongoing research continues to uncover new applications and mechanisms of action for < strong>Diphenhydramine Methiodide strong>, further expanding its therapeutic potential. As more studies are conducted, this compound is likely to play an increasingly important role in the development of novel treatments for various medical conditions. p >

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