Cisplatin (CDDP)

Alias: Cismaplat; Cisplatina; cisplatinous diamine dichloride; cisplatinum; cisplatinum II; cisplatinum II diamine dichloride; CDDP; DDP; cisDDP; cisdiamminedichloro platinum (II); cisdiamminedichloroplatinum; Cisdichloroammine Platinum (II); CPDD; Cysplatyna; DDP; PDD; Peyrones Chloride; Peyrones Salt; CACP; Platinoxan; platinum diamminodichloride. Trade names (US): Platinol; PlatinolAQ. Trade names (other countries): Abiplatin; Blastolem; Briplatin; Cisplatyl; Citoplatino; Citosin; Lederplatin; Metaplatin; Neoplatin; Placis; Platamine; Platiblastin; PlatiblastinS; Platinex; Platinol AQ; PlatinolAQ VHA Plus; Platiran; Platistin; Platosin.
Cat No.:V1327 Purity: ≥98%
Cisplatin (CDDP; cis-Diaminodichloroplatinum; Trade names: Platinol; PlatinolAQ among others), an inorganic platinum complex acting as a DNA intercalating agent, is a widely used and classic chemotherapeutic drug and a potent inducer of growth arrest and apoptosisin a variety of cell types.
Cisplatin (CDDP) Chemical Structure CAS No.: 15663-27-1
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Purity: ≥98%

Product Description

Cisplatin (CDDP; cis-Diaminodichloroplatinum; Trade names: Platinol; PlatinolAQ among others), an inorganic platinum complex acting as a DNA intercalating agent, is a widely used and classic chemotherapeutic drug and a potent inducer of growth arrest and apoptosis in a variety of cell types. It has been widely used to treat a wide range of cancers, including testicular, ovarian, cervical, breast, bladder, head and neck, esophageal, lung, mesothelioma, brain tumors, and neuroblastoma. It has also been used as a monotherapy or as a component in combination therapy. When administered intravenously (IV), cisplatin forms highly reactive, charged platinum complexes that bind to nucleophilic groups in DNA, such as GC-rich sites, creating cross-links between DNA strands as well as intrastrand and interstrand. This stops DNA synthesis, which stops cell growth and causes apoptosis.

Biological Activity I Assay Protocols (From Reference)
Targets
DNA Alkylator/Crosslinker
ln Vitro

Cisplatin produces cytotoxicity by interacting with DNA to create DNA adducts, which then triggers a number of signal transduction pathways, including those that involve Erk, p53, p73, and MAPK and ultimately triggers apoptosis.[1]
HeLa cells treated with 30 μM of cisplatin for 6 hours exhibit an apparent activation of Erk that lasts for the next 14 hours. By causing the death of tumor cells, cisplatin demonstrates an effective antitumor effect as well[2].
Cisplatin exhibits the capacity to induce apoptosis in renal proximal tubular cells (RPTCs), leading to cell shrinkage, a 50-fold increase in caspase 3 activity, a 4-fold increase in phosphatidylserine externalization, and increases in chromatin condensation and DNA hypoploidy of 5 and 15 fold, respectively.[4]
Cisplatin (800 μM) produces the usual signs of RPTC necrosis after four hours of treatment.[5]

ln Vivo
Cisplatin has proven to be effective in slowing down the growth of tumors in a range of animal tumor models, such as xenografts of head and neck cancer, testicular carcinoma, ovarian cancer, breast cancer, colonic carcinoma, heterotransplanted hepatoblastoma, and so forth. Tumor growth inhibition (GI) is induced in 77.5% and 85.1% of the serous xenografts Ov.Ri(C) and OVCAR-3, respectively, by weekly intravenous treatment with cisplatin (5 mg/kg).[6]
Cell Assay
L1210/0 cells are kept in an exponential suspension culture in McCoy's medium 5a (modified), supplemented with 15% calfserum and Fungizone, at 37 °C in a humidified atmosphere of 5% CO2. For two hours at 37°C, L1210/0 cells are incubated in 7 μg/mL of cisplatin. The cells are centrifuged, once again cleaned, resuspended in fresh medium at 30 × 103 to 50 × 103 cells/mL, and incubated for three days in order to measure growth inhibition. A Coulter Counter is used to calculate cell numbers. Trypan blue (0.4% volume) is added to an aliquot of cells to dilute it. The percentage of cells that have not included trypan blue is used to determine viability. Colonies are counted after two weeks of growth for cells cultured with Cisplatin as previously described, after which they are diluted into 0.1% agar.
Animal Protocol
Mice: There are twenty mice per group, which are randomly assigned to three groups: Control, Cisplatin, and Cisplatin+HemoHIM. A subcutaneous femoral left region in mice is injected with B16F0 melanoma (5×105 cells/mouse) three days prior to the first Cisplatin injection. Three injections of 4 mg/kg body weight (B.W.) of cisplatin are administered intraperitoneally on days 0 through 14. Day 0 to Day 16 see daily intubations of the experimental group with HemoHIM at a final concentration of 100 mg/kgB.W., while the control group was given only water. Each group's mice undergo experiments on day 17 following their first Cisplatin injection in order to assess the tumors' size or weight. The tumor size is calculated as follows: tumor size=ab2/2, where a and b are the larger and smaller diameters, respectively.
Rats: Four groups of four or five male Sprague-Dawley rats, weighing 200 to 250 g apiece, are randomly assigned. First, a vehicle containing 5% carboxymethyl cellulose sodium solution (CMC-Na), 5 mL/kg body weight, p.o., was administered to the control group (Cap). The third group was injected with 5% CMC-Na for six consecutive days along with 5 mg/kg of Cisplatin in physiological saline solution intraperitoneally (i.p.). The second group received Cap (10 mg/kg/d, p.o.) in 5% CMC-Na (5 mL/kg). Six days straight after receiving an injection of 5 mg/kg of Cisplatin intraperitoneally (i.p.), the fourth group was given Cap (10 mg/kg/d, p.o.) in 5% CMC-Na. Every group receives a cap or vehicle twice a day. Data from our preliminary experiments are used to determine the chosen Cap concentration and the dose administration schedule without causing any intestinal damage in rats.
References

[1]. Oncogene . 2003 Oct 20;22(47):7265-79.

[2]. Biol Chem . 2000 Dec 15;275(50):39435-43.

[3]. Cancer Res . 1988 Aug 15;48(16):4484-8.

[4]. J Pharmacol Exp Ther . 2002 Jul;302(1):8-17.

[5]. Am J Physiol . 1996 Apr;270(4 Pt 2):F700-8.

[6]. Int J Cancer . 1992 Apr 22;51(1):108-15

[7]. Cancer Res . 2014 Jul 15;74(14):3913-22.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
CL2H6N2PT
Molecular Weight
300.05
Elemental Analysis
Cl, 23.63; H, 2.02; N, 9.34; Pt, 65.02
CAS #
15663-27-1
Related CAS #
15663-27-1
Appearance
Yellow solid powder
SMILES
Cl[Pt-2]([NH3+])([NH3+])Cl
InChi Key
LXZZYRPGZAFOLE-UHFFFAOYSA-L
InChi Code
InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2
Chemical Name
(SP-4-2)-diamminedichloroplatinum; platinum, diaminedichloro-, cis-
Synonyms
Cismaplat; Cisplatina; cisplatinous diamine dichloride; cisplatinum; cisplatinum II; cisplatinum II diamine dichloride; CDDP; DDP; cisDDP; cisdiamminedichloro platinum (II); cisdiamminedichloroplatinum; Cisdichloroammine Platinum (II); CPDD; Cysplatyna; DDP; PDD; Peyrones Chloride; Peyrones Salt; CACP; Platinoxan; platinum diamminodichloride. Trade names (US): Platinol; PlatinolAQ. Trade names (other countries): Abiplatin; Blastolem; Briplatin; Cisplatyl; Citoplatino; Citosin; Lederplatin; Metaplatin; Neoplatin; Placis; Platamine; Platiblastin; PlatiblastinS; Platinex; Platinol AQ; PlatinolAQ VHA Plus; Platiran; Platistin; Platosin.
HS Tariff Code
2843.90.0000
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: >10 mL
Water: <1 mg/mL
Ethanol: <1 mg/mL(slightly soluble or insoluble)
Solubility (In Vivo)
Solubility in Formulation 1: 10 mg/mL (33.33 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: 20 mg/mL (66.66 mM) in 0.5% CMC-Na/saline water (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

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Solubility in Formulation 3: Saline: 3 mg/mL

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3328 mL 16.6639 mL 33.3278 mL
5 mM 0.6666 mL 3.3328 mL 6.6656 mL
10 mM 0.3333 mL 1.6664 mL 3.3328 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03558087 Active
Recruiting
Drug: Nivolumab
Drug: Cisplatin
Bladder Cancer Matthew Galsky July 13, 2018 Phase 2
NCT01670500 Active
Recruiting
Drug: Cisplatin
Drug: Doxorubicin
Breast Cancer Beth Israel Deaconess Medical
Center
October 2012 Phase 2
NCT03809637 Active
Recruiting
Drug: Pemetrexed, cisplatin Yonsei University Sarcoma January 10, 2017 Phase 2
NCT03345784 Active
Recruiting
Drug: Cisplatin
Drug: Adavosertib
Cervical Carcinoma
Vaginal Carcinoma
National Cancer Institute
(NCI)
May 29, 2018 Phase 1
NCT04003636 Active
Recruiting
Drug: Cisplatin
Drug: Placebo
Biliary Tract Carcinoma Merck Sharp & Dohme LLC September 24, 2019 Phase 3
Biological Data
  • Cisplatin

    The inhibition of tumor growth was enhanced by HemoHIM administration in melanoma-bearing mice which were injected with cisplatin.2009 Mar 17;9:85.

  • Cisplatin

    Growth inhibition effect of cisplatin and HemoHIM on melanoma cellsin vitro.2009 Mar 17;9:85.

  • Cisplatin

    HemoHIM administration promotes immune responses for tumor surveillance in melanoma-bearing mice which were injected with cisplatin.2009 Mar 17;9:85.

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