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P4394

Sigma-Aldrich

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
CAS Number:
15663-27-1
Poids moléculaire :
300.05
Numéro CE :
239-733-8
Numéro MDL:
MFCD00011623
Code UNSPSC :
12352200
ID de substance PubChem :
24278632
Nomenclature NACRES :
NA.77
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Product Name

cis-Diammineplatinum(II) dichloride, crystalline

Forme

crystalline

Niveau de qualité

200

Couleur

yellow

Pf

270 °C (lit.)

Spectre d'activité de l'antibiotique

neoplastics

Mode d’action

DNA synthesis | interferes

Auteur

Corden

Chaîne SMILES 

N.N.Cl[Pt]Cl

InChI

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

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Cet article
C2210000BP809232120
cis-Diammineplatinum(II) dichloride crystalline

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.

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]

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Stockage et stabilité

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.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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    Certificats d'analyse (COA)

    Lot/Batch Number
    MKCP9505
    MKCN8054
    MKCM2435
    MKCL0026
    MKCJ4107

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    Consulter la Bibliothèque de documents

    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)
    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
    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.
    Qianqian Yang et al.
    Free radical biology & medicine, 120, 342-355 (2018-02-20)
    Phosphatase and tensin homologue (PTEN)-induced putative kinase 1 (PINK1) gene encodes a serine/threonine kinase, which acts as a molecular sensor of mitochondrial health necessary for mitochondrial quality control. The present study was designed to examine whether PINK1 expressed in C57BL/6
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