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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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Furqan Shaikh et al.
Pediatric blood & cancer, 60(4), 587-592 (2012-09-15)
While cisplatin is considered superior to carboplatin for the treatment of malignant germ cell tumors (MGCTs) in adults, pediatric oncology collaborative groups still remain concerned about the late effects of cisplatin in children. We performed a literature search to identify
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)
Selective toxicity of rose bengal to ovarian cancer cells in vitro
Koevary SB
International Journal of Physiology, Pathophysiology and Pharmacology, 4(2), 99-99 (2012)
Ian M Collins et al.
International journal of gynecological cancer : official journal of the International Gynecological Cancer Society, 21(7), 1213-1218 (2011-06-28)
Carboplatin is one of the most effective chemotherapeutic drugs for the treatment of ovarian cancer. It has simple pharmacokinetics and a predictable toxicity profile. The dose can be calculated effectively based on a patient's renal function as defined by the
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)]
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Articles

DNA Damage and Repair

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

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