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Contents

   



(Top)
 


1 Preparation and reactions  





2 Medicinal chemistry  





3 References  














Transplatin






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From Wikipedia, the free encyclopedia
 


trans-Dichlorodiammineplatinum(II)
Names
IUPAC name

(SP-4-1)-diamminedichloridoplatinum(II)

Other names

Reiset's second chloride, transplatin

Identifiers

CAS Number

3D model (JSmol)

  • coordination form: Interactive image
  • ECHA InfoCard 100.035.422 Edit this at Wikidata

    PubChem CID

    UNII
    • InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2

      Key: LXZZYRPGZAFOLE-UHFFFAOYSA-L

    • ionic form: N.N.[Pt+2].[Cl-].[Cl-]

    • coordination form: Cl[Pt-2](Cl)([NH3+])[NH3+]

    Properties

    Chemical formula

    Cl2H6N2Pt
    Molar mass 300.05 g·mol−1
    Appearance yellow solid

    Solubility in water

    low

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Infobox references

    trans-Dichlorodiammineplatinum(II) is the trans isomer of the coordination complex with the formula trans-PtCl2(NH3)2, sometimes called transplatin.[1] It is a yellow solid with low solubility in water but good solubility in DMF. The existence of two isomers of PtCl2(NH3)2 led Alfred Werner to propose square planar molecular geometry.[2] It belongs to the molecular symmetry point group D2h.

    Preparation and reactions[edit]

    The complex is prepared by treating [Pt(NH3)4]Cl2 with hydrochloric acid.[2]

    Many of the reactions of this complex can be explained by the trans effect. It slowly hydrolyzes in aqueous solution to give the mixed aquo complex trans-[PtCl(H2O)(NH3)2]Cl. Similarly it reacts with thiourea (tu) to give colorless trans-[Pt(tu)2(NH3)2]Cl2. In contrast, the cis isomer gives [Pt(tu)4]Cl2. Oxidative addition of chlorine gives trans-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]

    1. ^ 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. PMID 16918130.
  • ^ a b Kauffman, George B; Cowan, Dwaine O; Slusarczuk, George; Kirschner, Stanley (1963). "cis - and trans -Dichlorodiammineplatinum(II)". Inorganic Syntheses. Vol. VII. pp. 239–245. doi:10.1002/9780470132388.ch63. ISBN 978-0-470-13238-8.
  • ^ Aris, S. M; Farrell, N. P (2009). "Towards Antitumor Active trans-Platinum Compounds". European Journal of Inorganic Chemistry. 2009 (10): 1293–1302. doi:10.1002/ejic.200801118. PMC 2821104. PMID 20161688.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Transplatin&oldid=1227989829"

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