Details
Stereochemistry | ACHIRAL |
Molecular Formula | 4Cl.Pt.2ClH |
Molecular Weight | 409.818 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.Cl.[Cl-].[Cl-].[Cl-].[Cl-].[Pt+4]
InChI
InChIKey=GBFHNZZOZWQQPA-UHFFFAOYSA-J
InChI=1S/6ClH.Pt/h6*1H;/q;;;;;;+4/p-4
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/22169035Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24515615 | https://www.ncbi.nlm.nih.gov/pubmed/19587824 | https://www.ncbi.nlm.nih.gov/pubmed/7737155 | https://www.ncbi.nlm.nih.gov/pubmed/7923207
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22169035
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/24515615 | https://www.ncbi.nlm.nih.gov/pubmed/19587824 | https://www.ncbi.nlm.nih.gov/pubmed/7737155 | https://www.ncbi.nlm.nih.gov/pubmed/7923207
Diamminedichlorodihydroxyplatinum IV is the platinum-based antineoplasticis agent. Oxaliplatin is cis, cis, trans- isomer of Diamminedichlorodihydroxyplatinum IV. Oxaliplatin show high stability and therefore can be utilized orally for outpatient care. Although oxoplatin is capable of binding directly to DNA after prolonged incubation, platinum(IV) agents are considered to be largely inert prodrugs that are converted to highly cytotoxic platinum(II) compounds by reducing substances, enzymes, or microenvironmental conditions. Reaction of oxoplatin with 0.1 M hydrogen chloride mimicking gastric acid yields cis-diammine-tetrachlorido-platinum(IV) (DATCP[IV]), which exhibits two-fold increased activity. The oxoplatin metabolite DATCP(IV) constitutes a potent cytotoxic derivative that may be produced by gastric acid or acidic areas prevailing in larger solid tumors, depending on the respective pharmaceutical formulation of oxoplatin.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2311221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22169035 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Platinum group metal sensitivity: reactivity to platinum group metal salts in platinum halide salt-sensitive workers. | 1987 Dec |
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A plasmacytoid dendritic cell (CD123+/CD11c-) based assay system to predict contact allergenicity of chemicals. | 2009 Oct 1 |
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Gene markers in dendritic cells unravel pieces of the skin sensitization puzzle. | 2010 Jul 1 |
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Identification of contact and respiratory sensitizers according to IL-4 receptor α expression and IL-2 production. | 2012 Apr 15 |
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Reinterpretation of the vibrational spectroscopy of the medicinal bioinorganic synthon c,c,t-[Pt(NH3)2Cl2(OH)2]. | 2014 Jun |
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Gene expressions changes in bronchial epithelial cells: markers for respiratory sensitizers and exploration of the NRF2 pathway. | 2014 Mar |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2640563
After single i.v. administration of trans-dihydroxy-cis-dichlorodiammine-platinum(IV), the LD50 values have been calculated to range between 80 and 130 mg/kg in mice, and between 22 and 45 mg/kg in rats.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24515615
The DNA binding/capture studies were done in a total volume of 20 μL containing 38.5 μM (bp) pBR322 DNA (New EnglandBioLabs Inc.), in 12 mM HEPES, N-(2-hydroxyethyl)-piperazine-N'-2-ethanesulfonicacid (pH 7.4) buffer or, when sodium bicarbonate was present, in 12 mM HEPES buffer plus 12 mM sodium bicarbonate (pH 7.4). The two reducing agents used were glutathione (GSH, 2 mM) and ascorbic acid (AsA, 50 μM). Stock solutions of the platinum compound Diamminedichlorodihydroxyplatinum IV in distilled water was in the range of 40–650 μM. Appropriate volumes of the stock solutions were added to solutions containing the buffer and DNA to give the final concentrations given earlier and values of r, where r=[platinum compound]/[DNA-bp], given in the captions to figures. The samples were incubated at 37 °C for 24 h in sealed Eppendorf tubes after which time 2.5 μL of a loading dye containing 50% glycerol, 0.25% bromophenol blue and 0.25% xylene cyanol was added. An 8 μL volume of each sample containing the loading dye was loaded in the wells of a 1% agarose gel. Electrophoresis was carried out for a period of ~4 h, at 100 V. After electrophoresis, the gel was immersed in 300 mL of deionized water containing 300 μL of a 0.5 mg/mL solution of ethidium bromide for 30 min to stain the DNA, and then soaked in water alone for 15 min to de-stain the background of the gel. A digital image of the stained gel was captured using a Kodak Gel Logic 100 imaging system equipped with Fisher Biotech IT-88A transilluminator.
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4958
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16941-12-1
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m8911
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Q65224GJ7F
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Platinic chloride
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61859
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C002999
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241-010-7
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SUBSTANCE RECORD