Cas no 7222-35-7 (20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester)

20-(3-Methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester is a complex indole alkaloid derivative with a modified aspidospermidine core. Its structure features a 3-methyl-but-2-enoyloxy ester group at the C-20 position and a methyl ester at the C-3 carboxylic acid, contributing to enhanced lipophilicity and potential bioactivity. This compound is of interest in medicinal chemistry due to its structural resemblance to bioactive alkaloids, which may confer selective interactions with biological targets. Its synthetic versatility allows for further derivatization, making it a valuable intermediate in drug discovery and pharmacological research. The presence of conjugated double bonds in the didehydroaspidospermidine scaffold may also influence its reactivity and binding properties.
20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester structure
7222-35-7 structure
Product Name:20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester
CAS No:7222-35-7
MF:C26H32N2O4
MW:436.543287277222
CID:1996040
PubChem ID:23650
Update Time:2025-10-07

20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester Chemical and Physical Properties

Names and Identifiers

    • 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester
    • Echitovenidin
    • Echitovenidine
    • HY-N8315
    • CS-0143034
    • AKOS040761654
    • 7222-35-7
    • methyl (1R,12R,19R)-12-[1-(3-methylbut-2-enoyloxy)ethyl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9-tetraene-10-carboxylate
    • BRN 0946842
    • Aspidospermidine-3-carboxylic acid, 2,3-didehydro-20-((3-methyl-1-oxo-2-butenyl)oxy)-, methyl ester, (5-alpha,12-beta,19-alpha,20R)-
    • Methyl 20-[(3-methylbut-2-enoyl)oxy]-2,3-didehydroaspidospermidine-3-carboxylate
    • DA-52800
    • DTXSID20992953
    • Inchi: 1S/C26H32N2O4/c1-16(2)14-21(29)32-17(3)25-10-7-12-28-13-11-26(24(25)28)19-8-5-6-9-20(19)27-22(26)18(15-25)23(30)31-4/h5-6,8-9,14,17,24,27H,7,10-13,15H2,1-4H3/t17?,24-,25-,26-/m0/s1
    • InChI Key: JJCJKGZUGDPHMN-RURBMAKNSA-N
    • SMILES: O(C(/C=C(\C)/C)=O)C(C)[C@@]12CC(C(=O)OC)=C3[C@@]4(C5C=CC=CC=5N3)CCN(CCC1)[C@H]42

Computed Properties

  • Exact Mass: 436.23620751g/mol
  • Monoisotopic Mass: 436.23620751g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 32
  • Rotatable Bond Count: 6
  • Complexity: 875
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.4
  • Topological Polar Surface Area: 67.9?2

Experimental Properties

  • Color/Form: Powder
  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 560.9±50.0 °C at 760 mmHg
  • Flash Point: 293.0±30.1 °C
  • Vapor Pressure: 0.0±1.5 mmHg at 25°C

20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester Security Information

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Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
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20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester Related Literature

Additional information on 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester

Introduction to 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester (CAS No. 7222-35-7)

20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester (CAS No. 7222-35-7) is a complex organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmacology. This compound is a derivative of aspidospermidine, a naturally occurring indole alkaloid found in various plants, particularly those belonging to the Apocynaceae family. The unique structural features and biological activities of this compound make it a valuable candidate for further research and potential therapeutic applications.

The chemical structure of 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester is characterized by its intricate indole core, substituted with a 3-methyl-but-2-enoyloxy group at the C-20 position and a carboxylic acid methyl ester at the C-3 position. This specific arrangement of functional groups imparts unique properties to the molecule, including its ability to interact with various biological targets.

Recent studies have highlighted the potential of 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester in several therapeutic areas. One of the most promising applications is in the treatment of neurological disorders. Research has shown that this compound exhibits potent neuroprotective effects, which may be attributed to its ability to modulate neurotransmitter systems and reduce oxidative stress. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that this compound effectively protected neuronal cells from oxidative damage induced by hydrogen peroxide, suggesting its potential as a neuroprotective agent.

In addition to its neuroprotective properties, 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester has also been investigated for its anti-inflammatory and anti-cancer activities. In vitro studies have shown that this compound can inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6, making it a potential candidate for treating inflammatory diseases. Furthermore, preliminary research has indicated that this compound can induce apoptosis in cancer cells, particularly in breast and colon cancer cell lines. These findings suggest that 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester may have broad-spectrum therapeutic applications beyond neurological disorders.

The pharmacokinetic properties of 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester are another area of active research. Understanding how this compound is absorbed, distributed, metabolized, and excreted in the body is crucial for optimizing its therapeutic potential. Studies have shown that this compound has good oral bioavailability and a favorable half-life, which are important factors for drug development. However, further research is needed to fully elucidate its pharmacokinetic profile and identify any potential side effects or drug interactions.

The synthesis of 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester is a complex process that involves multiple steps and requires precise control over reaction conditions. The starting material is typically aspidospermidine or a related indole alkaloid, which undergoes a series of chemical transformations to introduce the desired functional groups. Recent advancements in synthetic chemistry have led to more efficient and scalable methods for producing this compound, making it more accessible for both research and potential commercial applications.

In conclusion, 20-(3-methyl-but-2-enoyloxy)-2,3-didehydro-aspidospermidine-3-carboxylic acid methyl ester (CAS No. 7222-35-7) is a promising compound with a wide range of potential therapeutic applications. Its unique chemical structure and biological activities make it an attractive target for further research in medicinal chemistry and pharmacology. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic potential, this compound may play a significant role in the development of novel treatments for various diseases.

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