File:CisplatinTR.svg · Wikimedia Commons · See Wikimedia Commons
cisplatin
Sign in to saveAlso known as Platinol, CIS-DDP, Platinol-AQ, CDDP, cis-diamminedichloroplatinum(II), Cis-DDP
Cisplatin is a chemical compound with formula cis-. It is a coordination complex of platinum that is used as a chemotherapy medication used to treat a number of cancers. These include testicular cancer, ovarian cancer, cervical cancer, bladder cancer, head and neck cancer, esophageal cancer, lung cancer, mesothelioma, brain tumors and neuroblastoma. It is given by injection into a vein.
OverviewAI-generated
Cisplatin, also stylized as CISplatin, is a chemical compound with the formula Cl₂H₆N₂Pt. Its IUPAC name is azane;dichloroplatinum. The substance has a mass of 298.955595 and a weight of 300.05. It possesses a charge of 0, with two hydrogen bond donors and two hydrogen bond acceptors. The topological polar surface area is 2.
The canonical SMILES representation is Cl[Pt]([NH3])([NH3])Cl, while the isomeric SMILES is Cl[Pt@SP1]([NH3])([NH3])Cl. A related SMILES notation is N.N.Cl[Pt]Cl. The compound is associated with a PubMed query count of 98633. It is referenced by 612 other encyclopedia articles.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 457790642
- Drug.IUPAC_name
- (SP-4-2)-diamminedichloridoplatinum(II)
- Drug.image
- CisplatinTR.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Cisplatin-3D-balls.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Platinol, others
- Drug.synonyms
- Cisplatinum, platamin, neoplatin, cismaplat, cis-diamminedichloroplatinum(II) (CDDP)
- Drug.MedlinePlus
- a684036
- Drug.DailyMedID
- Cisplatin
- Drug.pregnancy_AU
- D
- Drug.pregnancy_US
- N
- Drug.pregnancy_category
- Contraindicated
- Drug.legal_AU
- S4
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- POM
via Wikipedia infobox
Chemical data
- Formula
- Cl2H6N2Pt
- Molecular weight
- 300.05 g/mol
- IUPAC name
- azane;dichloroplatinum
- SMILES
- N.N.Cl[Pt]Cl
- InChIKey
- LXZZYRPGZAFOLE-UHFFFAOYSA-L
- Polar surface area
- 2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
98,633 papers- Cisplatin.Cancer chemotherapy and biological response modifiers · 1992
- Cisplatin-based combination therapies: Their efficacy with a focus on ginsenosides co-administration.Pharmacological research · 2024
- Immunomodulatory effects and improved outcomes with cisplatin- versus carboplatin-based chemotherapy plus atezolizumab in urothelial cancer.Cell reports. Medicine · 2024
- Cisplatin Chemotherapy and Cochlear Damage: Otoprotective and Chemosensitization Properties of Polyphenols.Antioxidants & redox signaling · 2022
- Management of cisplatin-associated toxicities in bladder cancer patients.Current opinion in supportive and palliative care · 2020
via PubMed
Wikidata facts
- Subclass of
- organoplatinum compounds
- Has part
- platinum
- Mass
- 298.955595
- Has use
- medication
Show 9 more facts
- medical condition treated
- testicular cancer
- subject has role
- essential medicine
- chemical formula
- Cl₂H₆N₂Pt
- canonical SMILES
- Cl[Pt]([NH3])([NH3])Cl
- Commons category
- Cisplatin
- stylized name
- CISplatin
- legal status (medicine)
- boxed warning
- significant drug interaction
- tobramycin
- isomeric SMILES
- Cl[Pt@SP1]([NH3])([NH3])Cl
Sources (8)
via Wikidata · CC0
~13 min read
Encyclopedic overview
12 sectionsContents
- Medical use
- Side effects
- Pharmacology
- Cisplatin resistance
- Transplatin
- Molecular structure
- History
- Synthesis
- Research
- References
- Further reading
- External links
Cisplatin is a chemical compound with formula cis-. It is a coordination complex of platinum that is used as a chemotherapy medication used to treat a number of cancers. These include testicular cancer, ovarian cancer, cervical cancer, bladder cancer, head and neck cancer, esophageal cancer, lung cancer, mesothelioma, brain tumors and neuroblastoma. It is given by injection into a vein.
Common side effects include bone marrow suppression, hearing problems including severe hearing loss, kidney damage, and vomiting. Other serious side effects include numbness, trouble walking, allergic reactions, electrolyte problems, and heart disease. Use during pregnancy can cause harm to the developing fetus. Cisplatin is in the platinum-based antineoplastic family of medications. It works in part by binding to DNA and inhibiting its replication.
Excerpted from Wikipedia’s “cisplatin” article, available under the CC BY-SA 4.0 licence.