Topotecan
Catalog Number: BT-253319
CAS Number: 123948-87-8
Molecular Formula: C23H23N3O5
Molecular Weight: 421.4 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Topotecan is a potent anticancer drug that belongs to the class of topoisomerase inhibitors. It is used in the treatment of various types of cancer, including ovarian, lung, and cervical cancer. Topotecan works by inhibiting the activity of topoisomerase I, an enzyme that is essential for DNA replication and repair. This paper aims to provide a comprehensive review of topotecan, including its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, and future perspectives and challenges.
Properties
CAS Number
123948-87-8
Product Name
Topotecan
IUPAC Name
(19S)-8-[(dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione
Molecular Formula
C23H23N3O5
Molecular Weight
421.4 g/mol
InChI
InChI=1S/C23H23N3O5/c1-4-23(30)16-8-18-20-12(9-26(18)21(28)15(16)11-31-22(23)29)7-13-14(10-25(2)3)19(27)6-5-17(13)24-20/h5-8,27,30H,4,9-11H2,1-3H3/t23-/m0/s1
InChI Key
UCFGDBYHRUNTLO-QHCPKHFHSA-N
SMILES
CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC(=C5CN(C)C)O)N=C4C3=C2)O
Solubility
1 mg/ml
In water, 2,350 mg/L at 25 °C (est)
8.61e-01 g/L
In water, 2,350 mg/L at 25 °C (est)
8.61e-01 g/L
Synonyms
9 Dimethylaminomethyl 10 hydroxycamptothecin
9-Dimethylaminomethyl-10-hydroxycamptothecin
Hycamtamine
Hycamtin
Hydrochloride, Nogitecan
Hydrochloride, Topotecan
Nogitecan Hydrochloride
NSC 609699
NSC-609699
NSC609699
SK and F 104864 A
SK and F-104864-A
SK and F104864A
SKF 104864 A
SKF-104864-A
SKF104864A
Topotecan
Topotecan Hydrochloride
Topotecan Monohydrochloride, (S)-Isome
9-Dimethylaminomethyl-10-hydroxycamptothecin
Hycamtamine
Hycamtin
Hydrochloride, Nogitecan
Hydrochloride, Topotecan
Nogitecan Hydrochloride
NSC 609699
NSC-609699
NSC609699
SK and F 104864 A
SK and F-104864-A
SK and F104864A
SKF 104864 A
SKF-104864-A
SKF104864A
Topotecan
Topotecan Hydrochloride
Topotecan Monohydrochloride, (S)-Isome
Canonical SMILES
CCC1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC(=C5CN(C)C)O)N=C4C3=C2)O
Isomeric SMILES
CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=CC5=C(C=CC(=C5CN(C)C)O)N=C4C3=C2)O
Method of Synthesis or Extraction
Topotecan can be synthesized using various methods, including chemical synthesis and extraction from natural sources. Chemical synthesis involves the use of organic chemistry techniques to create the drug from scratch. Extraction, on the other hand, involves isolating the drug from natural sources such as the bark of the Camptotheca acuminata tree.
The efficiency and yield of each method vary depending on the specific process used. Chemical synthesis can yield high purity and high yields of topotecan, but it can also be expensive and time-consuming. Extraction, on the other hand, can be more cost-effective, but the yield and purity of the drug can be lower.
Environmental and safety considerations are also important when considering the method of synthesis or extraction. Chemical synthesis can produce hazardous waste and require the use of toxic chemicals, which can have negative environmental impacts. Extraction, on the other hand, can be more environmentally friendly, but the harvesting of natural sources can have negative impacts on ecosystems.
The efficiency and yield of each method vary depending on the specific process used. Chemical synthesis can yield high purity and high yields of topotecan, but it can also be expensive and time-consuming. Extraction, on the other hand, can be more cost-effective, but the yield and purity of the drug can be lower.
Environmental and safety considerations are also important when considering the method of synthesis or extraction. Chemical synthesis can produce hazardous waste and require the use of toxic chemicals, which can have negative environmental impacts. Extraction, on the other hand, can be more environmentally friendly, but the harvesting of natural sources can have negative impacts on ecosystems.
Chemical Structure and Biological Activity
Topotecan has a complex chemical structure that consists of a pentacyclic ring system with a lactone ring and a side chain. The lactone ring is essential for the drug's biological activity, as it is responsible for binding to the active site of topoisomerase I.
Topotecan's mechanism of action involves inhibiting the activity of topoisomerase I, which is essential for DNA replication and repair. By inhibiting this enzyme, topotecan prevents the DNA from unwinding and replicating, leading to cell death.
Topotecan has potent bioactivity and potency, making it an effective anticancer drug. It has been shown to be effective in the treatment of various types of cancer, including ovarian, lung, and cervical cancer.
Topotecan's mechanism of action involves inhibiting the activity of topoisomerase I, which is essential for DNA replication and repair. By inhibiting this enzyme, topotecan prevents the DNA from unwinding and replicating, leading to cell death.
Topotecan has potent bioactivity and potency, making it an effective anticancer drug. It has been shown to be effective in the treatment of various types of cancer, including ovarian, lung, and cervical cancer.
Biological Effects
Topotecan's biological effects on cell function and signal transduction are primarily related to its mechanism of action. By inhibiting topoisomerase I, topotecan prevents DNA replication and repair, leading to cell death.
Topotecan's potential therapeutic and toxic effects depend on the specific application and dosage used. In cancer treatment, topotecan can be effective in killing cancer cells, but it can also have toxic effects on healthy cells. In environmental research, topotecan's effects on ecosystems and pollution management are still being studied.
Topotecan's potential therapeutic and toxic effects depend on the specific application and dosage used. In cancer treatment, topotecan can be effective in killing cancer cells, but it can also have toxic effects on healthy cells. In environmental research, topotecan's effects on ecosystems and pollution management are still being studied.
Applications
Topotecan has various applications in medical research, including its role in drug development, clinical trials and findings, benefits, and potential side effects. In environmental research, topotecan's effects on ecosystems, pollution management, and sustainability and environmental impact are still being studied. In industrial research, topotecan is used in manufacturing processes to improve product quality and efficiency, with health and safety considerations being a top priority.
Future Perspectives and Challenges
Current limitations in the use and study of topotecan include its toxicity and potential side effects, as well as the need for more research to fully understand its effects on ecosystems and the environment. Possible solutions and improvements include the development of more targeted and less toxic forms of the drug, as well as more comprehensive studies on its environmental impact.
Future trends and prospects in the application of topotecan in scientific research include the development of new and more effective cancer treatments, as well as the continued study of its effects on ecosystems and the environment. Overall, topotecan has shown great promise as an effective anticancer drug, but more research is needed to fully understand its potential benefits and risks.
Future trends and prospects in the application of topotecan in scientific research include the development of new and more effective cancer treatments, as well as the continued study of its effects on ecosystems and the environment. Overall, topotecan has shown great promise as an effective anticancer drug, but more research is needed to fully understand its potential benefits and risks.
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