Cas no 14198-59-5 (EMetine Hydrochloride)

Emetine Hydrochloride is a hydrochloride salt form of emetine, an alkaloid derived from ipecac root. It is primarily used as an antiprotozoal agent, particularly effective against Entamoeba histolytica, the causative agent of amoebiasis. The compound works by inhibiting protein synthesis in parasitic cells, leading to their eradication. Emetine Hydrochloride is valued for its potent amoebicidal properties, especially in severe intestinal and extraintestinal infections. It is administered via intramuscular or subcutaneous injection due to its poor oral bioavailability. Careful dosing is required due to its narrow therapeutic index and potential cardiotoxicity. Proper clinical supervision ensures its efficacy while minimizing adverse effects.
EMetine Hydrochloride structure
EMetine Hydrochloride structure
Product Name:EMetine Hydrochloride
CAS No:14198-59-5
MF:C29H41ClN2O4
MW:517.099847555161
CID:169346
PubChem ID:6603320
Update Time:2025-05-30

EMetine Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 2H-Benzo[a]quinolizine,3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-,hydrochloride (1:1), (2S,3R,11bS)-
    • (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine,hydrochloride
    • 2H-Benzo[a]quinolizine,3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahy...
    • 2H-Benzo[a]quinolizine,3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolin
    • EmetineHydrochloride
    • Cephaeline methyl ether HCl
    • emetine chloride
    • Emetine monohydrochloride
    • Emetin-hydrochlorid
    • 6',7',10,11-Tetramethoxyemetan monohydrochloride
    • Encol
    • Erketin
    • EMetinal
    • HeMoMetina
    • EMETINE HCL
    • Cephaeline methyl ether hydrochloride
    • Emetan, 6',7',10,11-tetramethoxy-, monohydrochloride
    • (11Br)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7
    • Emetine hydrochloride
    • MLS000028478
    • Emetine (hydrochloride)
    • SMR000058444
    • NSC33669
    • Emetine, hydrochloride
    • Opera_ID_1460
    • NIOSH/JY5800000
    • NSC7
    • AKOS024374935
    • NS00079465
    • CS-0103259
    • s3233
    • SCHEMBL636599
    • Q-100155
    • JY58000000
    • (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine;hydrochloride
    • 14198-59-5
    • DTXSID80424947
    • FS-6978
    • NSC752340
    • 2H-Benzo[a]quinolizine,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[(1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl]-, dihydrochloride
    • NSC-33669
    • Emetan,7',10,11-tetramethoxy-, dihydrochloride
    • NSC-752340
    • HY-B1479C
    • CHEMBL513000
    • EMetine Hydrochloride
    • Inchi: 1S/C29H40N2O4.ClH/c1-6-18-17-31-10-8-20-14-27(33-3)29(35-5)16-23(20)25(31)12-21(18)11-24-22-15-28(34-4)26(32-2)13-19(22)7-9-30-24;/h13-16,18,21,24-25,30H,6-12,17H2,1-5H3;1H/t18-,21-,24+,25-;/m0./s1
    • InChI Key: HUEYSSLYFJVUIS-MRFSYGAJSA-N
    • SMILES: Cl.O(C)C1C(=CC2CCN3C[C@H](CC)[C@@H](C[C@@H]4C5C=C(C(=CC=5CCN4)OC)OC)C[C@H]3C=2C=1)OC

Computed Properties

  • Exact Mass: 516.27500
  • Monoisotopic Mass: 516.2754855 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 36
  • Rotatable Bond Count: 7
  • Complexity: 679
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52.2
  • Molecular Weight: 517.1

Experimental Properties

  • Color/Form: Powder
  • PSA: 52.19000
  • LogP: 6.01210

EMetine Hydrochloride Pricemore >>

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Additional information on EMetine Hydrochloride

EMetine Hydrochloride (CAS No. 14198-59-5): A Comprehensive Overview

EMetine Hydrochloride, a derivative of the naturally occurring compound emetine, is widely recognized for its significant pharmacological properties. With the chemical formula C20H24N2O4·HCl, this compound is primarily utilized in pharmaceutical research and development due to its unique biological activities. The CAS No. 14198-59-5 uniquely identifies this substance, ensuring precise classification and regulatory compliance in various scientific and industrial applications.

The compound's structural framework and chemical properties make it a subject of intense interest in the field of medicinal chemistry. Specifically, the hydrochloride salt form enhances its solubility and bioavailability, making it more effective in therapeutic contexts. Research has demonstrated that EMetine Hydrochloride exhibits potent effects on multiple biological targets, including microtubule inhibition, which has implications for its potential use in cancer treatment.

In recent years, studies have highlighted the compound's role in combating drug-resistant pathogens. The EMetine Hydrochloride molecule has shown promise in disrupting bacterial biofilms and inhibiting the growth of certain resistant strains. This discovery has sparked further investigation into its mechanisms of action and potential applications in antibiotic-resistant infections.

The pharmacokinetic profile of EMetine Hydrochloride is another area of active research. Investigations have revealed that the compound undergoes rapid absorption and distribution within the body, followed by gradual metabolism. This profile suggests that EMetine Hydrochloride could be a valuable candidate for oral administration in therapeutic formulations. Additionally, studies have explored its interactions with various enzymes and transporters, providing insights into how it can be optimized for maximum efficacy.

Beyond its antimicrobial properties, EMetine Hydrochloride has been investigated for its potential neuroprotective effects. Preclinical studies have indicated that it may help mitigate neurodegenerative damage by modulating inflammatory pathways and protecting against oxidative stress. These findings have opened new avenues for research into treating conditions such as Alzheimer's disease and Parkinson's disease.

The synthesis of EMetine Hydrochloride is another critical aspect of its study. Researchers have developed several synthetic routes to produce this compound with high purity and yield. Advanced techniques such as catalytic hydrogenation and enzymatic modification have been employed to optimize the synthesis process. These advancements not only improve the accessibility of EMetine Hydrochloride but also contribute to cost-effective production for clinical trials and commercial applications.

The safety profile of EMetine Hydrochloride is a paramount consideration in its development. While it exhibits potent biological activity, it also demonstrates certain toxicities at high doses. Therefore, researchers are focusing on identifying safe dosage regimens and delivery systems to minimize adverse effects. Pharmacogenomic studies are being conducted to understand how genetic variations among individuals influence their response to EMetine Hydrochloride, thereby paving the way for personalized medicine approaches.

The regulatory landscape surrounding EMetine Hydrochloride is evolving in response to new scientific findings. Regulatory agencies are increasingly recognizing the potential of this compound and are streamlining pathways for its approval in various therapeutic areas. Collaborative efforts between academia, industry, and regulatory bodies are essential to ensure that EMetine Hydrochloride reaches patients who could benefit from its therapeutic properties.

In conclusion, EMetine Hydrochloride (CAS No. 14198-59-5) is a multifaceted compound with significant potential in pharmaceutical applications. Its unique chemical properties, combined with ongoing research into its mechanisms of action and safety profiles, position it as a promising candidate for treating a range of diseases. As scientific understanding continues to advance, the applications of EMetine Hydrochloride are expected to expand, offering new hope for patients worldwide.

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