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C2538

Sigma-Aldrich

Carboplatin

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Synonym(s):
cis-Diammine(1,1-cyclobutanedicarboxylato) platinum
Linear Formula:
[C4H6(CO2)2]Pt(NH3)2
CAS Number:
Molecular Weight:
371.25
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

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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This Item
P4394PHR34171096407
vibrant-m

C2538

Carboplatin

vibrant-m

P4394

cis-Diammineplatinum(II) dichloride

vibrant-m

PHR3417

Carboplatin

vibrant-m

1096407

Carboplatin

Quality Level

100

Quality Level

200

Quality Level

300

Quality Level

-

originator

Bristol-Myers Squibb

originator

Corden

originator

-

originator

-

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

-

antibiotic activity spectrum

-

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

Exclamation markHealth hazard

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


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Xiao M, et al.
Blood, blood-b2016 (2017)
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
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Articles

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.

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.

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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