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Merck

C2538

Carboplatin

DNA cross-linking agent, powder

Sinónimos:

cis-Diammine(1,1-cyclobutanedicarboxylato) platinum

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Fórmula lineal:
[C4H6(CO2)2]Pt(NH3)2
Número CAS:
41575-94-4
Peso molecular:
371.25
NACRES:
NA.77
PubChem Substance ID:
24278303
UNSPSC Code:
12352200
EC Number:
255-446-0
MDL number:
MFCD00070464

Documentos clave

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Nombre del producto

Carboplatin,

InChI key

OLESAACUTLOWQZ-UHFFFAOYSA-L

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

SMILES string

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

form

powder

antibiotic activity spectrum

neoplastics

originator

Bristol-Myers Squibb

Quality Level

100

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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.

General description

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

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

Clase de almacenamiento

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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
MKCK1243
MKCK1244
MKCF9647
MKCC6970
MKBZ8825V

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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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