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CAS RN: 15663-27-1 | Product Number: D3371
cis-Diammineplatinum(II) Dichloride
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Purity:
Synonyms:
- Cisplatin
- cis-Diamminedichloroplatinum(II)
- cis-Platinum(II) Diammine Dichloride
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 100MG |
31,00 €
|
8 | ≥40 |
|
| 1G |
195,00 €
|
10 | ≥80 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | D3371 |
| Molecular Formula / Molecular Weight | H__6Cl__2N__2Pt = 300.05 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Moisture Sensitive |
| CAS RN | 15663-27-1 |
| PubChem Substance ID | 87558796 |
| Merck Index (14) | 2317 |
Specifications
| Appearance | Light orange to Yellow to Green powder to crystal |
| Elemental analysis(Nitrogen) | 8.90 to 9.80 % |
Properties (reference)
| Melting Point | 270 °C |
| Degree of solubility in water | 2,530 mg/l 25 °C |
| Solubility (soluble in) | Dimethylformamide |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H300 : Fatal if swallowed. H319 : Causes serious eye irritation. H360 : May damage fertility or the unborn child. H362 : May cause harm to breast-fed children. H370 : Causes damage to organs. H372 : Causes damage to organs through prolonged or repeated exposure. H340 : May cause genetic defects. H350 : May cause cancer. |
| Precautionary Statements | P263 : Avoid contact during pregnancy and while nursing. P260 : Do not breathe dust. P202 : Do not handle until all safety precautions have been read and understood. P201 : Obtain special instructions before use. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth. |
Related Laws:
| EC Number | 239-733-8 |
| RTECS# | TP2450000 |
Transport Information:
| UN Number | UN3288 |
| Class | 6.1 |
| Packing Group | II |
| HS Number | 2843909000 |
Application
Quorum sensing inhibitor
Reference
- The Role of Drug Repurposing in the Development of Novel Antimicrobial Drugs: Non-Antibiotic Pharmacological Agents as Quorum Sensing-Inhibitors
Application
Platinum Coordination Complexes as Antitumor Agents
The development of platinum coordination complexes as antitumor agents began in the 1960s, and the highest antitumor activity was exhibited by cisplatin, approved by FDA in 1978. Improved versions carboplatin [C2043] and oxaliplatin [O0372] were developed to avoid the serious side effects and the problem with resistance associated with the use of cisplatin.1-5)
The platinum complexes diffuse to the tumor cell, where they undergo hydrolysis displacement of their one chloride or carboxylate group leading to a platinum cation. The resulting cation coordinates to the guanine N7-position of DNA give a coordination cation. Then, intrastrand cross-linking occurs to anther guanine via further hydrolysis displacement of the remaining chloride or carboxylate. The forming [Pt(NH2R)2]2+ ― DNA complex distort the DNA helix (Fig. 1 and 2)6). Thus, DNA duplication is hindered, which ultimately triggers tumor cell apoptosis.3)
The platinum complexes diffuse to the tumor cell, where they undergo hydrolysis displacement of their one chloride or carboxylate group leading to a platinum cation. The resulting cation coordinates to the guanine N7-position of DNA give a coordination cation. Then, intrastrand cross-linking occurs to anther guanine via further hydrolysis displacement of the remaining chloride or carboxylate. The forming [Pt(NH2R)2]2+ ― DNA complex distort the DNA helix (Fig. 1 and 2)6). Thus, DNA duplication is hindered, which ultimately triggers tumor cell apoptosis.3)
References
- 1)G. Mathe, Y. Kidani, M. Segiguchi, M. Eriguchi, G. Fredj, G. Peytavin, J. L. Misset, S. Brienza, F. de Vassals, E. Chenu, C. Bourut, Biomed. Pharmacother. 1989, 43, 237.
- 2)L. R. Kelland, S. Y. Sharp, C. F. O’Neill, F. I. Raynaud, P. J. Beale, I. R. Judson, J. Inorg. Biochem. 1999, 77, 111.
- 3)D. Wang, S. J. Lippard, Nat. Rev. Drug Discov. 2005, 4, 307.
- 4)S. Trzaska, Chem. Eng. News 2005, 83, 3.
- 5)L. P. Martin, T. C. Hamilton, R. J. Schilder, Clin. Cancer Res. 2008, 14, 1291.
- 6)A. Gelasco, S. J. Lippard, Biochemistry, 1998, 37, 9230.
Application
Reagent for renal failure model
References
- Cis-diamminedichloroplatinum (DDP) induced acute renal failure (ARF): attempts at amelioration
- S. Chopra, J. Kaufman, W. Flamenbaum, Clin. Exp. Dial. Apheresis. 1983, 7, 25.
- Cis-diamminedichloroplatinum (II)-induced acute renal failure in the rat: enzyme histochemical studies
- Cis-diamminedichloroplatinum (II)-induced acute renal failure in the rat. Correlation of structural and functional alterations
- T. W. Jones, S. Chopra, J. S. Kaufman, W. Flamenbaum, B. F. Trump, Lab. Invest. 1985, 52, 363.
- Protective effects of dithiocarbamates against renal toxicity of cis-diamminedichloroplatinum in rats
- Celecoxib, a selective cyclooxygenase-2 inhibitor, attenuates renal injury in a rat model of Cisplatin-induced nephrotoxicity
- Effect of fructose-1,6-bisphosphate on the nephrotoxicity induced by cisplatin in rats
- Reduction of oxidative stress may play a role in the anti-inflammatory effect of the novel herbal formulation in a rat model of hydrochloric acid-induced cystitis
Application
Reagent for nausea or vomiting model
References
- Cisplatin-induced emesis in the Ferret: a new animal model.
- A. P. Florczyk, J. E. Schurig, W. T. Bradner, Cancer Treat Rep. 1982, 66, 1, 187-189.
- The anti-cancer drug-induced pica in rats is related to their clinical emetogenic potential.
Application
Reviews on the Biochemical Mechanisms of Action of Cisplatin
References
- Structure, recognition, and processing of cisplatin-DNA adducts
- Why does cisplatin reach guanine-N7 with competing S-donor ligands available in the cell?
- Biochemical modulation of cisplatin mechanisms of action: enhancement of antitumor activity and circumvention of drug resistance
- Cisplatin: mode of cytotoxic action and molecular basis of resistance
- Cellular responses to cisplatin. The roles of DNA-binding proteins and DNA repair.
- G. Chu. J. Biol. Chem. 1994, 269, 787.
- Cellular processing of platinum anticancer drugs
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