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C2538

Sigma-Aldrich

Carboplatin

Synonym(s):

cis-Diammine(1,1-cyclobutanedicarboxylato) platinum

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About This Item

Linear Formula:
[C4H6(CO2)2]Pt(NH3)2
CAS Number:
41575-94-4
Molecular Weight:
371.25
EC Number:
255-446-0
MDL number:
MFCD00070464
UNSPSC Code:
12352200
PubChem Substance ID:
24278303
NACRES:
NA.77

form

powder

antibiotic activity spectrum

neoplastics

originator

Bristol-Myers Squibb

SMILES string

N.N.O=C1O[Pt]OC(=O)C12CCC2

InChI

1S/C6H8O4.2H3N.Pt/c7-4(8)6(5(9)10)2-1-3-6;;;/h1-3H2,(H,7,8)(H,9,10);2*1H3;/q;;;+2/p-2

InChI key

OLESAACUTLOWQZ-UHFFFAOYSA-L

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General description

Carboplatin is used to treat testicular, ovarian and breast cancer.

Application

Carboplatin has been used:
  • in chemotherapy-induced thrombocytopenia mouse model and treatment
  • to induce cell death in a large subset of colorectal cancer cells
  • in the evaluation of cell proliferation and chemosensitivity
  • as a positive control for suppressed cell growth

Biochem/physiol Actions

Carboplatin is a platinum-based antineoplastic drug that damages DNA by forming intrastrand cross-links with neighboring guanine residues. Tumors acquire resistance to these drugs through the loss of DNA-mismatch repair (MMR) activity and the resultant decrease in the induction of programmed cell death.

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 was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Muta. 1B - Repr. 1B - Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shoji Nagao et al.
Gynecologic oncology, 131(3), 567-573 (2013-10-01)
The concept of "platinum sensitivity" has been widely applied in the management of recurrent ovarian cancer. This study aimed to evaluate the applicability of this concept to recurrent endometrial cancer. In this multicenter retrospective cohort study, the clinical data of
Calpain system protein expression and activity in ovarian cancer
Zhang S, et al.
Journal of Cancer Research and Clinical Oncology, 1-17 (2018)
Michael D Nyquist et al.
Cell reports, 31(8), 107669-107669 (2020-05-28)
Prostate cancers (PCs) with loss of the potent tumor suppressors TP53 and RB1 exhibit poor outcomes. TP53 and RB1 also influence cell plasticity and are frequently lost in PCs with neuroendocrine (NE) differentiation. Therapeutic strategies that address these aggressive variant
Nikola A Bowden
Cancer letters, 346(2), 163-171 (2014-01-28)
Platinum based therapy is one of the most effectively used chemotherapeutic treatments for cancer. The mechanism of action of platinum compounds is to damage DNA and drive cells into apoptosis. The most commonly used platinum containing agents are cis-diammine-dichloroplatinum (II)]
Gamma-secretase inhibition combined with platinum compounds enhances cell death in a large subset of colorectal cancer cells
Aleksic T and Feller SM
Cell communication and signaling : CCS, 6(1), 8-8 (2008)
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