Transplatin: Difference between revisions

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{{DISPLAYTITLE:Transplatin}}
{{Short description|Chemical compound}}
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| ImageFile = TransPtCl2A2.svg
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| ImageAlt = Structure of trans-dichlorodiammineplatinum(II)
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'''Transplatin''' is an inorganic compound with the chemical formula [[PtCl2(NH3)2]]. It is a [[platinum]]-based compound that is structurally similar to the well-known [[cisplatin]], a widely used [[chemotherapy|chemotherapeutic]] agent. However, unlike cisplatin, transplatin does not exhibit significant anticancer activity. This article explores the chemical properties, synthesis, biological activity, and potential applications of transplatin.
'''Transplatin''', or '''trans-dichlorodiammineplatinum(II)''', is a chemical compound with the formula trans-[PtCl<sub>2</sub>(NH<sub>3</sub>)<sub>2</sub>]. It is an isomer of the more well-known [[cisplatin]], which is used as a chemotherapy drug. Unlike cisplatin, transplatin is not effective as an anticancer agent.


==Chemical Properties==
==Structure and properties==
Transplatin is a [[coordination complex]] of platinum(II) with two chloride ions and two ammonia molecules. The compound is characterized by its trans configuration, where the two chloride ions are opposite each other, as are the two ammonia ligands. This geometric arrangement is in contrast to the cis configuration of cisplatin, where the chloride ions and ammonia ligands are adjacent.
Transplatin is a [[coordination complex]] of platinum with two chloride ions and two ammonia molecules. The compound is characterized by its trans configuration, meaning that the two chloride ions are opposite each other in the molecular structure. This configuration is in contrast to the cis configuration found in cisplatin, where the chloride ions are adjacent.


===Structure===
The trans configuration of transplatin affects its chemical reactivity and biological activity. The compound is less able to form cross-links with [[DNA]], which is a key mechanism by which cisplatin exerts its anticancer effects. As a result, transplatin does not have the same therapeutic properties as cisplatin.
The trans configuration of transplatin results in a linear arrangement of the ligands around the central platinum atom. This geometry is responsible for its distinct chemical and biological properties compared to cisplatin.
 
===Solubility===
Transplatin is sparingly soluble in water but can dissolve in [[dimethyl sulfoxide]] (DMSO) and other organic solvents. Its solubility properties are important for its handling and potential applications in research.


==Synthesis==
==Synthesis==
Transplatin can be synthesized through the reaction of [[potassium tetrachloroplatinate(II)]] with ammonia in an aqueous solution. The reaction is typically carried out under controlled conditions to ensure the formation of the trans isomer:
Transplatin can be synthesized by the reaction of [[potassium tetrachloroplatinate(II)]] with ammonia in the presence of a chloride source. The reaction typically involves the formation of an intermediate complex, which rearranges to form the trans isomer. The synthesis of transplatin is often carried out in an aqueous solution, and the product can be isolated by crystallization.
 
<math>\text{K}_2[\text{PtCl}_4] + 2 \text{NH}_3 \rightarrow \text{PtCl}_2(\text{NH}_3)_2 + 2 \text{KCl}</math>
 
The product is then purified through recrystallization or other suitable methods to obtain pure transplatin.
 
==Biological Activity==
Despite its structural similarity to cisplatin, transplatin does not exhibit significant anticancer activity. This lack of activity is attributed to its inability to form the same type of [[DNA adducts]] as cisplatin. The trans configuration of transplatin prevents it from effectively binding to DNA in a manner that disrupts [[DNA replication]] and transcription.
 
===Mechanism of Action===
While cisplatin forms intrastrand cross-links with DNA, leading to apoptosis in cancer cells, transplatin's trans configuration results in less effective DNA binding. This difference in binding affinity and geometry is a key factor in the contrasting biological activities of the two compounds.


==Potential Applications==
==Applications==
Although transplatin itself is not used as a chemotherapeutic agent, it serves as a valuable tool in research. Studies on transplatin help elucidate the structure-activity relationships of platinum-based drugs and contribute to the development of new compounds with improved efficacy and reduced side effects.
While transplatin itself is not used as a drug, it serves as a useful compound in the study of platinum-based chemotherapy agents. Researchers have investigated various derivatives of transplatin in an effort to develop new anticancer drugs with improved properties. Some of these derivatives have shown promise in preclinical studies.


==Also see==
==Related compounds==
* [[Cisplatin]]
* [[Cisplatin]]
* [[Carboplatin]]
* [[Carboplatin]]
* [[Oxaliplatin]]
* [[Oxaliplatin]]
* [[Platinum-based antineoplastic agents]]
 
==References==
* {{cite journal |last1=Rosenberg |first1=B. |last2=VanCamp |first2=L. |last3=Trosko |first3=J. E. |last4=Mansour |first4=V. H. |title=Platinum compounds: a new class of potent antitumour agents |journal=Nature |volume=222 |issue=5191 |pages=385–386 |year=1969 |doi=10.1038/222385a0}}
* {{cite book |last=Keppler |first=B. K. |title=Metal Complexes in Cancer Chemotherapy |publisher=VCH |year=1993 |isbn=978-3-527-28302-4}}
 
==Related pages==
* [[Chemotherapy]]
* [[Coordination chemistry]]
* [[Coordination chemistry]]
 
* [[Platinum]]
{{Chemistry-stub}}
{{Pharmacology-stub}}


[[Category:Platinum compounds]]
[[Category:Platinum compounds]]
[[Category:Coordination complexes]]
[[Category:Coordination complexes]]
[[Category:Antineoplastic drugs]]
[[Category:Antineoplastic drugs]]

Revision as of 11:59, 9 February 2025

Chemical compound


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References

Transplatin, or trans-dichlorodiammineplatinum(II), is a chemical compound with the formula trans-[PtCl2(NH3)2]. It is an isomer of the more well-known cisplatin, which is used as a chemotherapy drug. Unlike cisplatin, transplatin is not effective as an anticancer agent.

Structure and properties

Transplatin is a coordination complex of platinum with two chloride ions and two ammonia molecules. The compound is characterized by its trans configuration, meaning that the two chloride ions are opposite each other in the molecular structure. This configuration is in contrast to the cis configuration found in cisplatin, where the chloride ions are adjacent.

The trans configuration of transplatin affects its chemical reactivity and biological activity. The compound is less able to form cross-links with DNA, which is a key mechanism by which cisplatin exerts its anticancer effects. As a result, transplatin does not have the same therapeutic properties as cisplatin.

Synthesis

Transplatin can be synthesized by the reaction of potassium tetrachloroplatinate(II) with ammonia in the presence of a chloride source. The reaction typically involves the formation of an intermediate complex, which rearranges to form the trans isomer. The synthesis of transplatin is often carried out in an aqueous solution, and the product can be isolated by crystallization.

Applications

While transplatin itself is not used as a drug, it serves as a useful compound in the study of platinum-based chemotherapy agents. Researchers have investigated various derivatives of transplatin in an effort to develop new anticancer drugs with improved properties. Some of these derivatives have shown promise in preclinical studies.

Related compounds

References

  • ,
 Platinum compounds: a new class of potent antitumour agents, 
 Nature, 
 1969,
 Vol. 222(Issue: 5191),
 pp. 385–386,
 DOI: 10.1038/222385a0,
  • B. K.,
 Metal Complexes in Cancer Chemotherapy, 
  
 VCH, 
 1993, 
  
  
 ISBN 978-3-527-28302-4,

Related pages

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