Calteridol
Catalog Number: BT-318534
CAS Number: 120041-08-9
Molecular Formula: C17H32N4O7
Molecular Weight: 404.5 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Calteridol is a synthetic compound that belongs to the class of benzimidazole derivatives. It has been extensively studied for its potential therapeutic and environmental applications.
Properties
CAS Number
120041-08-9
Product Name
Calteridol
IUPAC Name
2-[4,7-bis(carboxymethyl)-10-(2-hydroxypropyl)-1,4,7,10-tetrazacyclododec-1-yl]acetic acid
Molecular Formula
C17H32N4O7
Molecular Weight
404.5 g/mol
InChI
InChI=1S/C17H32N4O7/c1-14(22)10-18-2-4-19(11-15(23)24)6-8-21(13-17(27)28)9-7-20(5-3-18)12-16(25)26/h14,22H,2-13H2,1H3,(H,23,24)(H,25,26)(H,27,28)
InChI Key
IQUHNCOJRJBMSU-UHFFFAOYSA-N
SMILES
CC(CN1CCN(CCN(CCN(CC1)CC(=O)O)CC(=O)O)CC(=O)O)O
Solubility
In water, 737 mg/mL
Solubility (mg/mL): methanol 119, isopropanol 41, dimethylformamide 10.1, acetonitrile 6.1, methylene chloride 5.2, ethyl acetate 0.5, acetone 0.4, hexane 0.2, toluene 0.3
Solubility (mg/mL): methanol 119, isopropanol 41, dimethylformamide 10.1, acetonitrile 6.1, methylene chloride 5.2, ethyl acetate 0.5, acetone 0.4, hexane 0.2, toluene 0.3
Synonyms
1,4,7-Tris(carboxymethyl)-10-(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane; 10-(2-Hydroxypropyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic Acid; HP-DO3A; USP Gadoteridol Related Compound A;
Canonical SMILES
CC(CN1CCN(CCN(CCN(CC1)CC(=O)O)CC(=O)O)CC(=O)O)O
Method of Synthesis or Extraction
Calteridol can be synthesized using various methods, including the reaction of 2-aminobenzimidazole with 2-chloroacetic acid, the reaction of 2-aminobenzimidazole with ethyl chloroacetate, and the reaction of 2-aminobenzimidazole with chloroacetic acid. The efficiency and yield of each method vary depending on the reaction conditions. The environmental and safety considerations of these methods should also be taken into account.
Chemical Structure and Biological Activity
The chemical structure of calteridol consists of a benzimidazole ring and a carboxylic acid group. It has been shown to exhibit potent antitumor, antiviral, and antifungal activities. The mechanism of action of calteridol involves the inhibition of DNA synthesis and the disruption of microtubule assembly. It targets various biological molecules, including tubulin, topoisomerase II, and DNA polymerase.
Biological Effects
Calteridol has been shown to affect cell function and signal transduction in various ways. It induces cell cycle arrest and apoptosis in cancer cells, inhibits viral replication, and disrupts fungal cell wall synthesis. However, it also has potential toxic effects, such as hepatotoxicity and nephrotoxicity. The therapeutic and toxic effects of calteridol should be carefully evaluated before its use in clinical settings.
Applications
Calteridol has been used in medical research for its potential role in drug development. It has been shown to enhance the efficacy of chemotherapy and radiotherapy in cancer treatment. Clinical trials have also demonstrated its potential in the treatment of viral and fungal infections. In environmental research, calteridol has been studied for its effects on ecosystems and its role in pollution management. In industrial research, it has been used in manufacturing processes to improve product quality and efficiency. However, health and safety considerations should be taken into account when using calteridol in industrial settings.
Future Perspectives and Challenges
Despite its potential applications, calteridol has some limitations in its use and study. Its low solubility and bioavailability limit its effectiveness in clinical settings. Possible solutions and improvements include the development of more efficient synthesis methods and the modification of its chemical structure to enhance its solubility and bioavailability. Future trends and prospects in the application of calteridol in scientific research include its potential use in combination therapy and its role in the development of new antiviral and antifungal agents.
Conclusion
Calteridol is a promising compound with potential applications in various fields of research. Its synthesis, chemical structure, biological activity, and effects have been extensively studied. However, its therapeutic and toxic effects should be carefully evaluated before its use in clinical settings. Future research should focus on improving its solubility and bioavailability and exploring its potential in combination therapy and the development of new antiviral and antifungal agents.
Conclusion
Calteridol is a promising compound with potential applications in various fields of research. Its synthesis, chemical structure, biological activity, and effects have been extensively studied. However, its therapeutic and toxic effects should be carefully evaluated before its use in clinical settings. Future research should focus on improving its solubility and bioavailability and exploring its potential in combination therapy and the development of new antiviral and antifungal agents.
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