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Merck

P4394

cis-Diammineplatinum(II) dichloride

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

Synonyme(s) :

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

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About This Item

Formule linéaire :
Pt(NH3)2Cl2
Numéro CAS:
15663-27-1
Poids moléculaire :
300.05
NACRES:
NA.77
PubChem Substance ID:
24278632
UNSPSC Code:
12352200
EC Number:
239-733-8
MDL number:
MFCD00011623

Nom du produit

cis-Diammineplatinum(II) dichloride, crystalline

InChI key

LXZZYRPGZAFOLE-UHFFFAOYSA-L

InChI

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

SMILES string

N.N.Cl[Pt]Cl

form

crystalline

color

yellow

mp

270 °C (lit.)

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

originator

Corden

Quality Level

200

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Catégories apparentées

Application

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

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

Classe de stockage

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
MKCX4329
MKCW6651
MKCT7308
MKCS6808
MKCR6473

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Consulter la Bibliothèque de documents

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

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

    This information can be found on the MSDS Section 11.

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

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

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

    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.

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

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

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

    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.

  7. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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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