Cas no 4963-01-3 (isomitraphylline)

isomitraphylline structure
isomitraphylline structure
Product Name:isomitraphylline
CAS No:4963-01-3
MF:C21H24N2O4
MW:368.426265716553
CID:932554
PubChem ID:11726520
Update Time:2025-07-13

isomitraphylline Chemical and Physical Properties

Names and Identifiers

    • isomitraphylline
    • ISOMITRAPHYLLINE(P)
    • ISOMITRAPHYLLINE(P) PrintBack
    • ajmalicine oxindole-A
    • Isospeciophylline
    • Pteropodine
    • (1'S,3S,4a'S,5a'S,10a'R)-methyl 1'-methyl-2-oxo-1',4a',5',5a',7',8',10',10a'-octahydrospiro[indoline-3,6'-pyrano[3,4-f]indolizine]-4'-carboxylate
    • AKOS040761901
    • HY-120720
    • FS-6908
    • Formosanan-16-carboxylic acid, 19-methyl-2-oxo-, methyl ester, (7alpha,19alpha)-
    • Ajmalicine oxindole A
    • CS-0078903
    • E88914
    • Isomitraphylline (constituent of cat's claw)
    • UNII-XKC69MV51V
    • SCHEMBL23259271
    • methyl (1S,4aS,5aS,6S,10aR)-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-carboxylate
    • 7-Isomitraphylline
    • Isomitraphyllin
    • Isomitraphylline (constituent of cat's claw) [DSC]
    • XKC69MV51V
    • FORMOSANAN-16-CARBOXYLIC ACID, 19-METHYL-2-OXO-, METHYL ESTER, (7.ALPHA.,19.ALPHA.)-
    • Q27293881
    • 4963-01-3
    • DA-54433
    • Inchi: 1S/C21H24N2O4/c1-12-14-10-23-8-7-21(16-5-3-4-6-17(16)22-20(21)25)18(23)9-13(14)15(11-27-12)19(24)26-2/h3-6,11-14,18H,7-10H2,1-2H3,(H,22,25)/t12-,13-,14+,18-,21-/m0/s1
    • InChI Key: JMIAZDVHNCCPDM-NWQITLLVSA-N
    • SMILES: O1C=C(C(=O)OC)[C@@H]2[C@@H]([C@@H]1C)CN1CC[C@@]3(C(NC4C=CC=CC3=4)=O)[C@@H]1C2

Computed Properties

  • Exact Mass: 368.17400
  • Monoisotopic Mass: 368.17360725g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 27
  • Rotatable Bond Count: 2
  • Complexity: 692
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 5
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.6
  • Topological Polar Surface Area: 67.9?2

Experimental Properties

  • Color/Form: Powder
  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 555.2±50.0 °C at 760 mmHg
  • Flash Point: 289.6±30.1 °C
  • PSA: 67.87000
  • LogP: 2.13840
  • Vapor Pressure: 0.0±1.5 mmHg at 25°C

isomitraphylline Security Information

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Additional information on isomitraphylline

Isomitraphylline (CAS No. 4963-01-3): A Comprehensive Overview of Its Chemical Profile and Emerging Applications

Isomitraphylline, with the chemical identifier CAS No. 4963-01-3, is a compound that has garnered significant attention in the field of pharmaceutical chemistry and biochemistry due to its unique structural properties and potential therapeutic applications. This introduction aims to provide a detailed exploration of Isomitraphylline, delving into its chemical structure, pharmacological effects, and the latest research findings that underscore its significance in modern medicine.

The molecular formula of Isomitraphylline is C21H28N2O2, reflecting its complex organic composition. This compound belongs to the class of xanthine derivatives, which are well-known for their role in various pharmacological contexts. The structural framework of Isomitraphylline incorporates a purine core, which is a hallmark of many bioactive molecules involved in cellular signaling and metabolic processes.

In recent years, Isomitraphylline has been studied extensively for its potential in modulating inflammatory responses and cardiovascular functions. Research indicates that this compound exhibits anti-inflammatory properties by inhibiting key enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX). These enzymes are pivotal in the production of prostaglandins and leukotrienes, which are mediators of inflammation. By targeting these pathways, Isomitraphylline demonstrates promise in conditions characterized by excessive inflammation, such as rheumatoid arthritis and inflammatory bowel disease.

Beyond its anti-inflammatory effects, Isomitraphylline has shown remarkable potential in cardiovascular applications. Studies have highlighted its ability to enhance endothelial function, which is crucial for maintaining vascular health. The compound appears to promote the production of nitric oxide (NO), a vasodilator that helps relax blood vessels and improve blood flow. This mechanism is particularly relevant in the context of cardiovascular diseases such as hypertension and atherosclerosis.

The pharmacokinetic profile of Isomitraphylline is another area of interest. Upon administration, it exhibits moderate solubility in water and oil, facilitating its absorption through both oral and intravenous routes. Its half-life in the bloodstream is approximately 6 hours, suggesting a reasonable balance between efficacy and duration of action. Additionally, preliminary studies indicate that Isomitraphylline is metabolized primarily through the cytochrome P450 enzyme system, which has implications for drug-drug interactions.

Emerging research also explores the neuroprotective potential of Isomitraphylline. Preclinical studies have demonstrated that this compound can mitigate neuroinflammation and oxidative stress, two key pathological features associated with neurodegenerative diseases such as Alzheimer's and Parkinson's. The ability of Isomitraphylline to cross the blood-brain barrier further enhances its therapeutic relevance in neurological disorders.

The synthesis of Isomitraphylline involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and purity. Advanced synthetic methodologies, including catalytic hydrogenation and nucleophilic substitution, have been employed to optimize the production process. These techniques not only improve efficiency but also minimize unwanted byproducts, making the synthesis more sustainable.

In conclusion, Isomitraphylline (CAS No. 4963-01-3) represents a compelling compound with diverse pharmacological applications. Its ability to modulate inflammatory pathways, enhance cardiovascular health, and protect against neurodegenerative processes positions it as a promising candidate for further clinical development. As research continues to uncover new insights into its mechanisms of action, the therapeutic potential of this xanthine derivative is likely to expand, offering hope for innovative treatments in multiple medical fields.

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