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MilliporeSigma

P4394

cis-Diammineplatinum(II) dichloride

≥99.99% (trace metal analysis), crystalline, macrophage activator

Sinónimos:

cis-Dichlorodiammine platinum(II), cis-Platinum(II) diammine dichloride, Cisplatin

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P4394-25MG

$31.30

P4394-100MG

$104.00

P4394-250MG

$171.00

P4394-1G

$544.00

$31.30

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Fórmula lineal:
Pt(NH3)2Cl2
Número CAS:
15663-27-1
Peso molecular:
300.05
EC Number:
239-733-8
MDL number:
MFCD00011623
UNSPSC Code:
12352200
PubChem Substance ID:
24278632
NACRES:
NA.77

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Nombre del producto

cis-Diammineplatinum(II) dichloride, crystalline

form

crystalline

Quality Level

200

color

yellow

mp

270 °C (lit.)

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

originator

Corden

SMILES string

N.N.Cl[Pt]Cl

InChI

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

InChI key

LXZZYRPGZAFOLE-UHFFFAOYSA-L

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Este artículo
C2210000BP809232120
cis-Diammineplatinum(II) dichloride crystalline

Sigma-Aldrich

P4394

cis-Diammineplatinum(II) dichloride

Cisplatin European Pharmacopoeia (EP) Reference Standard

C2210000

Cisplatin

Cisplatin British Pharmacopoeia (BP) Reference Standard

BP809

Cisplatin

Cisplatin Cisplatin - CAS 15663-27-1, is a platinum coordination complex with potent anti-neoplastic activity. Induces apoptosis in cancer cells, possibly via caspase-3 activation.

Sigma-Aldrich

232120

Cisplatin

form

crystalline

form

-

form

solid

form

solid

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

100

color

yellow

color

-

color

-

color

yellow

originator

Corden

originator

-

originator

-

originator

-

mp

270 °C (lit.)

mp

270 °C (lit.)

mp

270 °C (lit.)

mp

-

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Application

cis-Diammineplatinum(II) dichloride has been used:
  • in cell viability measurement in cochlear explants[1]
  • in the inhibition of cell proliferation and chemosensitivity in ovarian cancer cell lines[2]
  • in MTT [3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide] cell viability assay in oral squamous cell carcinoma[3]

Biochem/physiol Actions

Potent chemoimmunotherapeutic drug; stimulates the immune responses by activating macrophages and other cells of the immune system. Cisplatin-treated macrophages show increased antigen presentation function in vitro. Treatment increased cellular NF-κB content and translocation in macrophages. Cisplatin effects are regulated by kinases, phosphatases, and Ca2+/calmodulin. Forms cytotoxic adducts with the DNA dinucleotide d(pGpG), inducing intrastrand crosslinks.
Potent platinum-based antineoplastic agent. Forms cytotoxic adducts with the DNA dinucleotide d(pGpG), inducing intrastrand cross-links.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Corden. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

This product is to be stored in room temperature. Keep the product tightly closed in a well-ventilated place. Dry. Please view the Safety Data Sheet for more information.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Carc. 1B - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
MKCX4329
MKCW6651
MKCT7308
MKCS6808
MKCR6473

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Visite la Librería de documentos

Calpain system protein expression and activity in ovarian cancer
Zhang S, et al.
Journal of Cancer Research and Clinical Oncology, 1-17 (2018)
Role and regulation of proapoptotic Bax in oral squamous cell carcinoma and drug resistance
Alam M, et al.
Head & Neck (2018)
Yi-Long Wu et al.
The Lancet. Oncology, 14(8), 777-786 (2013-06-21)
The results of FASTACT, a randomised, placebo-controlled, phase 2 study, showed that intercalated chemotherapy and erlotinib significantly prolonged progression-free survival (PFS) in patients with advanced non-small-cell lung cancer. We undertook FASTACT-2, a phase 3 study in a similar patient population.
Lin Hou et al.
Life sciences, 232, 116561-116561 (2019-06-28)
The poor prognosis of ovarian cancer is mainly caused by chemotherapy resistance. Studies show that the Bcl-2 inhibitor ABT737 can significantly improve the effect of cisplatin and induce mitochondrial pathway apoptosis. However, the mechanism of ABT737 increases sensitivity to cisplatin
Vicente Fresquet et al.
Blood, 123(26), 4111-4119 (2014-05-03)
Acquired resistance to targeted drugs is emerging as an obstacle to successful cancer treatment. Recently, a BCL2-selective BH3 mimetic termed ABT-199 showed promising therapeutic results in BCL2-dependent tumors. Based on its high affinity for BCL2, we studied potential mechanisms conferring
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Questions

1–9 of 9 Questions  

  1. How to reconstitute Cisplatin (P4394)?

    1 answer

    1. The list of solvents and rates are as follows:
      Solvent M x 10E(2) %(w/v)
      H2O(after 24 hours)* 0.77 0.23
      (after 72 hours)* 0.83 0.25
      0.9% NaCl 0.50 0.15
      DMF 6.67 2.0
      DMA 6.00 1.8
      DMSO* 116.6 35.0
      *strongly discouraged
      DMSO inserts itself into the ligand

      Please see the link below to review this product datasheet for additional information:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/310/148/p4394pis.pdf

      Helpful?

  2. How long can it be stored at -20°C when it is dissolved in PBS?

    1 answer

    1. The long term stability of this material in solution has not been determined. In general, it is recommended to prepare solutions fresh and protect from light. However, at -20°C, Cisplatin is completely stable over a span of 2 weeks according to the article below:
      https://onlinelibrary.wiley.com/doi/full/10.1002/%28SICI%291097-0142%2819970501%2979%3A9%3C1723%3A%3AAID-CNCR13%3E3.0.CO%3B2-%23

      Helpful?

  3. How should the Product cisplatin P4394, be stored?

    1 answer

    1. This product is to be stored in room temperature. Keep the product tightly closed in a well-ventilated place. Dry. Please view the Safety Data Sheet for more information: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/310/148/p4394pis.pdf

      Helpful?

  4. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  5. What is the best solvent to use for Cisplatin, Product P4394?

    1 answer

    1. Pharmaceutical injections of cisplatin are in 0.9% sodium chloride at 1 mg/ml.  A 0.1% solution in 0.9% sodium chloride solution has a pH range of 4.5-6.0 immediately after preparation and can be adjusted with HCl.

      Helpful?

  6. Why should DMSO not be used as a solvent for cis-Diammineplatinum (II) dichloride?

    1 answer

    1. The divalent platinum has a high affinity for sulfur donor ligands and this will displace the chloride.  The use of DMSO as a solvent affects the instability of cisplatin and can affect biological activity.  Sundquist, W. I., et al., Inorg. Chem. 26:1524-1528, 1987.

      Helpful?

  7. What is the half-life of Cisplatin, Product P4394, in DMSO?

    1 answer

    1. At 37 °C, the half-life of cisplatin in DMSO is 60 minutes. In vivo the half-life of cisplatin is approximately 30 minutes.

      Helpful?

  8. How can solutions of Cisplatin, Product P4394, be stored?

    1 answer

    1. Sterile solutions in 0.9% sodium chloride protected from light are stable for 28 days at room temperature.

      Helpful?

  9. What is the toxicity of Cisplatin, Product P4394?

    1 answer

    1. This information can be found on the MSDS Section 11.

      Helpful?

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