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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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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

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

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Calpain system protein expression and activity in ovarian cancer
Zhang S, et al.
Journal of Cancer Research and Clinical Oncology, 1-17 (2018)
Mun Sem Liew et al.
BJU international, 112 Suppl 2, 74-82 (2013-10-30)
To review time-trends in the use of perioperative chemotherapy and its impact on oncological outcomes in patients with bladder urothelial cancer (UC) at a single tertiary institution. Using electronic and paper medical records, 89 patients were identified who underwent radical
Thomas' Hematopoietic Cell Transplantation, Volume 457 (2004)
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
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

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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