Transplatin
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| Names | |||
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| IUPAC name
(SP-4-1)-diamminedichloridoplatinum(II)
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| Other names
Reiset's second chloride, transplatin
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| Identifiers | |||
3D model (JSmol)
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| ECHA InfoCard | 100.035.422 | ||
PubChemCID
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| Properties | |||
| Cl2H6N2Pt | |||
| Molar mass | 300.05g·mol−1 | ||
| Appearance | yellow solid | ||
| low | |||
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).
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trans-Dichlorodiammineplatinum(II)is thetrans isomerof thecoordination complexwith the formulatrans-PtCl2(NH3)2,sometimes calledtransplatin.[1]It is a yellow solid with low solubility in water but good solubility inDMF.The existence of two isomers of PtCl2(NH3)2ledAlfred Wernerto proposesquare planar molecular geometry.[2]It belongs to themolecular symmetrypoint group D2h.
Preparation and reactions
[edit]The complex is prepared by treating [Pt(NH3)4]Cl2withhydrochloric acid.[2]
Many of the reactions of this complex can be explained by thetrans effect.It slowly hydrolyzes in aqueous solution to give the mixedaquo complextrans-[PtCl(H2O)(NH3)2]Cl. Similarly it reacts withthiourea(tu) to give colorlesstrans-[Pt(tu)2(NH3)2]Cl2.In contrast, the cis isomer gives [Pt(tu)4]Cl2.Oxidative additionof chlorine givestrans-PtCl4(NH3)2.
Medicinal chemistry
[edit]trans-Dichlorodiammineplatinum(II) has had far less impact on medicinal chemistry compared to its cis isomer,cisplatin,which is a major anticancer drug. Nonetheless, replacement of the ammonia with other ligands has led to highly active drugs that have attracted much attention.[3]
References
[edit]- ^Nakata, B; Yamagata, S; Kanehara, I; Shirasaka, T; Hirakawa, K (25 June 2006). "Transplatin, a cisplatin trans-isomer, may enhance the anticancer effect of 5-fluorouracil".Journal of Experimental & Clinical Cancer Research.25(2): 195–200.PMID16918130.
- ^abKauffman, George B; Cowan, Dwaine O; Slusarczuk, George; Kirschner, Stanley (1963). "cis- andtrans-Dichlorodiammineplatinum(II) ".Inorganic Syntheses.Vol. VII. pp. 239–245.doi:10.1002/9780470132388.ch63.ISBN978-0-470-13238-8.
- ^Aris, S. M; Farrell, N. P (2009)."Towards Antitumor Activetrans-Platinum Compounds ".European Journal of Inorganic Chemistry.2009(10): 1293–1302.doi:10.1002/ejic.200801118.PMC2821104.PMID20161688.