Cas no 72955-94-3 (N-Benzyl Carvedilol)

N-Benzyl Carvedilol is a chemically modified derivative of Carvedilol, a nonselective beta-adrenergic and alpha-1 receptor blocker. The benzyl substitution enhances lipophilicity, potentially improving membrane permeability and bioavailability. This modification may also influence binding affinity to adrenergic receptors, offering a tool for pharmacological research. N-Benzyl Carvedilol retains the core structure of Carvedilol, preserving its antioxidant and vasodilatory properties while introducing altered pharmacokinetic profiles. It serves as a valuable intermediate for drug development, enabling structure-activity relationship studies to optimize therapeutic efficacy. The compound is primarily utilized in preclinical research to explore novel cardiovascular agents with improved metabolic stability or tissue selectivity.
N-Benzyl Carvedilol structure
N-Benzyl Carvedilol structure
Product Name:N-Benzyl Carvedilol
CAS No:72955-94-3
MF:C31H32N2O4
MW:496.596788406372
MDL:MFCD18379193
CID:827305
PubChem ID:329830845
Update Time:2025-06-08

N-Benzyl Carvedilol Chemical and Physical Properties

Names and Identifiers

    • Carvedilol Related Compound C
    • N-Benzyl Carvedilol
    • 1-[benzyl-[2-(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol
    • (+/-)-N-Benzylcarvedilol
    • 1-[benzyl[2(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol
    • 1-{benzyl-[2-(2-methoxyphenoxy)-ethyl]-amino}-3-(9H-carbazol-4-yloxy)-propan-2-ol
    • Carvedilol impurity C [EP]
    • Carvedilol Related Compound C (USP)
    • Carvedilol related compound C [USP]
    • SureCN5375723
    • UNII-A862T126YQ
    • Carvedilol impurity C (PhEur)
    • (2RS)-1-{Benzyl[2-(2-methoxyphenoxy)ethyl]amino}-3-(9H-carbazol-4-yloxy)-2-propanol
    • 1-(9H-Carbazol-4-yloxy)-3-[[2-(2-methoxyphenoxy)ethyl](phenylmethyl)amino]-2-propanol
    • N-Benzylcarvedilol
    • 1-{Benzyl[2-(2-methoxyphenoxy)ethyl]amino}-3-[(9H-carbazol-4-yl)oxy]propan-2-ol
    • Q27273755
    • 1-{Benzyl-[2-(2-methoxy-phenoxy)-ethyl]-amino}-3-(9H-carbazol-4-yloxy)-propan-2-ol
    • (2RS)-1-[Benzyl[2-(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol
    • Carvedilol impurity C, European Pharmacopoeia (EP) Reference Standard
    • A862T126YQ
    • 1-((9H-Carbazol-4-yl)oxy)-3-(benzyl(2-(2-methoxyphenoxy)ethyl)amino)propan-2-ol
    • DTXSID00993726
    • XCA95594
    • NS00009096
    • 72955-94-3
    • SCHEMBL5375723
    • N-BenzylCarvedilol-d5
    • Carvedilol Impurity C
    • FT-0662714
    • CARVEDILOL IMPURITY C [EP IMPURITY]
    • 1-{benzyl-[2-(2-methoxy-phenoxy)-ethyl]-amino}-3-(9H-carbazol-4-yloxy)propan-2-ol
    • (2RS)-1-{Benzyl[2-(2-methoxyphenoxy)ethyl]amino}-3-(9H-carbazol-4-yloxy)-2-propanol, pharmaceutical impurity standard, >=95.0% (HPLC)
    • (2RS)-1-(Benzyl(2-(2-methoxyphenoxy)ethyl)amino)-3-(9H-carbazol-4-yloxy)propan-2-ol
    • 2-Propanol, 1-(9H-carbazol-4-yloxy)-3-((2-(2-methoxyphenoxy)ethyl)(phenylmethyl)amino)-
    • 1-(Benzyl(2-(2-methoxyphenoxy)ethyl)amino)-3-(9H-carbazol-4-yloxy)propan-2-ol
    • FFZGDNBZNMTOCK-UHFFFAOYSA-N
    • EC 432-890-5
    • 1-{BENZYL[2-(2-METHOXYPHENOXY)ETHYL]AMINO}-3-(9H-CARBAZOL-4-YLOXY)PROPAN-2-OL
    • STL453124
    • MDL： MFCD18379193
    • Inchi： 1S/C31H32N2O4/c1-35-28-15-7-8-16-29(28)36-19-18-33(20-23-10-3-2-4-11-23)21-24(34)22-37-30-17-9-14-27-31(30)25-12-5-6-13-26(25)32-27/h2-17,24,32,34H,18-22H2,1H3
    • InChI Key： FFZGDNBZNMTOCK-UHFFFAOYSA-N
    • SMILES： O(C1=CC=CC2=C1C1C=CC=CC=1N2)CC(CN(CC1C=CC=CC=1)CCOC1C=CC=CC=1OC)O

Computed Properties

  • Exact Mass: 496.23636
  • Monoisotopic Mass: 496.23620751g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 37
  • Rotatable Bond Count: 12
  • Complexity: 659
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 6.2
  • Topological Polar Surface Area: 67?2

Experimental Properties

  • Density: 1.239±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 41-43°C
  • Boiling Point: 713.243°C at 760 mmHg
  • Flash Point: 385.156°C
  • Refractive Index: 1.665
  • Solubility: Insuluble (8.4E-5 g/L) (25 oC),
  • PSA: 66.95
  • LogP: 5.65060

N-Benzyl Carvedilol Security Information

  • Signal Word：warning
  • Hazard Statement： H413
  • Warning Statement： P264+P280+P305+P351+P338+P337+P313
  • Hazardous Material transportation number：NONH for all modes of transport
  • WGK Germany：3
  • Hazard Category Code： 53
  • Safety Instruction： 61
  • Storage Condition：2-8°C

N-Benzyl Carvedilol Pricemore >>

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N-Benzyl Carvedilol Related Literature

Additional information on N-Benzyl Carvedilol

Introduction to N-Benzyl Carvedilol (CAS No 72955-94-3)

N-Benzyl Carvedilol, also known by its CAS number CAS No 72955-94-3, is a compound of significant interest in the fields of pharmacology and organic chemistry. This compound has been extensively studied for its potential applications in drug development, particularly in the treatment of cardiovascular diseases. The name N-Benzyl Carvedilol itself suggests a structural relationship to carvedilol, a well-known beta-blocker with additional alpha1-blocking activity, which is widely used in the management of hypertension and heart failure.

The synthesis of N-Benzyl Carvedilol involves a series of complex organic reactions, including nucleophilic substitution and oxidation processes. Recent advancements in synthetic methodologies have enabled researchers to optimize the production of this compound, ensuring higher yields and better purity. The structural modification introduced by the benzyl group enhances the compound's pharmacokinetic properties, making it a promising candidate for targeted drug delivery systems.

In terms of pharmacological activity, N-Benzyl Carvedilol has demonstrated potent antioxidant properties, which are crucial for its therapeutic effects. Antioxidants play a critical role in neutralizing reactive oxygen species (ROS), thereby reducing oxidative stress and preventing cellular damage. Studies have shown that this compound can effectively scavenge free radicals, making it a valuable addition to the arsenal of antioxidants used in pharmaceuticals.

The cardiovascular benefits of N-Benzyl Carvedilol are another area of intense research. By acting as a beta-adrenergic receptor blocker, this compound can reduce heart rate and blood pressure, alleviating the strain on the cardiovascular system. Additionally, its alpha1-blocking activity contributes to vasodilation, further enhancing its efficacy in managing hypertension and related conditions. Recent clinical trials have highlighted its potential as a first-line treatment for patients with refractory heart failure, where traditional therapies have shown limited success.

Beyond its therapeutic applications, N-Benzyl Carvedilol has also been explored for its role in neuroprotection. Emerging research suggests that this compound may offer protection against neurodegenerative diseases such as Alzheimer's and Parkinson's by mitigating oxidative stress and inflammation in neuronal cells. Preclinical studies using animal models have demonstrated promising results, with significant reductions in markers of neuroinflammation and improved cognitive function.

The development of N-Benzyl Carvedilol into a viable therapeutic agent has not been without challenges. Issues related to bioavailability and metabolic stability have prompted researchers to investigate novel formulation strategies. Nanotechnology-based delivery systems, such as lipid nanoparticles and polymeric micelles, have shown potential in improving the pharmacokinetics of this compound. These advancements are expected to pave the way for more effective treatments in the near future.

In conclusion, N-Benzyl Carvedilol (CAS No 72955-94-3) represents a significant advancement in medicinal chemistry. Its unique combination of beta-blocking, alpha1-blocking, and antioxidant activities positions it as a versatile compound with broad therapeutic applications. As research continues to uncover new insights into its mechanisms of action and potential uses, this compound is poised to make a substantial impact on modern medicine.

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