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C2538

Sigma-Aldrich

Carboplatin

Sinónimos:

cis-Diammine(1,1-cyclobutanedicarboxylato) platinum

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About This Item

Fórmula lineal:
[C4H6(CO2)2]Pt(NH3)2
Número de CAS:
41575-94-4
Peso molecular:
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

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Cisplatin United States Pharmacopeia (USP) Reference Standard

USP

1134357

Cisplatin

Gemcitabine hydrochloride ≥98% (HPLC)

Sigma-Aldrich

G6423

Gemcitabine hydrochloride

Oxaliplatin Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1528

Oxaliplatin

Oxaliplatin European Pharmacopoeia (EP) Reference Standard

Y0000271

Oxaliplatin

Chlorambucil

Sigma-Aldrich

C0253

Chlorambucil

Paclitaxel from semisynthetic, ≥98%

Sigma-Aldrich

T7191

Paclitaxel

USP

USP

1714528

Vinorelbine Related Compound A

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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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.

Contenido relacionado

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

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