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Substance Name: Cisplatin [USAN:USP:INN:BAN:JAN]
RN: 15663-27-1
UNII: Q20Q21Q62J
InChIKey: LXZZYRPGZAFOLE-UHFFFAOYSA-L

Note

  • An inorganic and water-soluble platinum complex. After undergoing hydrolysis, it reacts with DNA to produce both intra and interstrand crosslinks. These crosslinks appear to impair replication and transcription of DNA. The cytotoxicity of cisplatin correlates with cellular arrest in the G2 phase of the cell cycle.

Molecular Formulas

  • C12-H6-N2-Pt
  • Cl2-H6-N2-Pt

Molecular Weight

  • 302.0632
 

Classification Codes

Classification Codes

  • Antineoplastic
  • Antineoplastic Agents
  • Cross-Linking Reagents
  • Drug / Therapeutic Agent
  • Human Data
  • Indicators and Reagents
  • Mutation Data
  • Radiation-Sensitizing Agents
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2A
  • Reasonably Anticipated to be a Carcinogen

Names and Synonyms

Name of Substance

  • 1,2-Diaminocyclohexaneplatinum II citrate
  • cis-Diaminedichloroplatinum
  • Cisplatin [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Cisplatin

Synonyms

  • Abiplatin
  • AI3-62048
  • Biocisplatinum
  • Briplatin
  • CACP
  • CCRIS 221
  • CDDP
  • cis Diamminedichloroplatinum
  • cis-DDP
  • cis-Diaminodichloroplatinum(II)
  • cis-Diamminedichloroplatinum
  • cis-Diamminedichloroplatinum(II)
  • cis-Diammineplatinum(II) dichloride
  • cis-Dichlorodiamine platinum(II)
  • cis-Dichlorodiaminoplatinum
  • cis-Dichlorodiaminoplatinum(II)
  • cis-Dichlorodiammine platinum(II)
  • cis-Dichlorodiammineplatinum
  • cis-Dichlorodiammineplatinum(II)
  • cis-Dichlorodiamminoplatinum(II)
  • cis-Platin
  • cis-Platinous diaminodichloride
  • cis-Platinous diammine dichloride
  • cis-Platinum
  • cis-Platinum diamminedichloride
  • cis-Platinum(II)
  • cis-Platinum(II) diamine dichloride
  • cis-Platinum(II) diaminedichloride
  • cis-Platinum(II) diaminodichloride
  • cis-Platinum(II) diamminedichloride
  • Cismaplat
  • Cisplatin
  • Cisplatine
  • Cisplatine Mylan
  • Cisplatine [INN-French]
  • Cisplatino
  • Cisplatino [INN-Spanish]
  • Cisplatino [Spanish]
  • Cisplatinum
  • Cisplatinum [INN-Latin]
  • Cisplatyl
  • cisPt(II)
  • CP Ethypharm
  • CPDC
  • CPDD
  • CPPD
  • DDP (antitumor agent)
  • DDPt
  • EINECS 239-733-8
  • Fauldiscipla
  • HSDB 3939
  • IA-call
  • Lederplatin
  • LiPlaCis
  • NCI-C55776
  • Neoplatin
  • NK 801
  • NSC 119875
  • NSC-119875
  • PDD
  • Peyrone's chloride
  • Platiblastin
  • Platidiam
  • Platidiam Lachema BRNO
  • Platinex
  • Platinol
  • Platinol-AQ
  • Platinoxan
  • Platinum diamminodichloride
  • Platinum(II), diamminedichloro-, cis-
  • Platinum, diamminedichloro-, cis-
  • Platosin
  • SPI 77
  • TR 170
  • UNII-Q20Q21Q62J

Systematic Names

  • Cisplatin
  • Platinum(II), diamminedichloro-, cis-
  • Platinum, diamminedichloro-, (SP-4-2)-

Superlist Names

  • cis-Diamminedichloroplatinum(II)
  • Cisplatin
  • Platinum, diamminedichloro-, (SP-4-2)-

Registry Numbers

CAS Registry Number

  • 15663-27-1

FDA UNII

  • Q20Q21Q62J

Other Registry Numbers

  • 936542-99-3
  • 96081-74-2

System Generated Number

  • 0015663271

Structure Descriptors

InChI

1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2

InChIKey

LXZZYRPGZAFOLE-UHFFFAOYSA-L

Smiles

[NH4][Pt+2]([NH4])([Cl-])[Cl-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo unreported 19200ug/kg/12 (19.2mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR Journal of Pediatrics. Vol. 103, Pg. 1006, 1983.
dog LDLo intravenous 2500ug/kg (2.5mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN

GASTROINTESTINAL: OTHER CHANGES
Toxicology and Applied Pharmacology. Vol. 25, Pg. 230, 1973.
frog LD50 parenteral 17mg/kg (17mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
Journal of Comparative Pathology. Vol. 103, Pg. 387, 1990.
guinea pig LD50 intraperitoneal 9700ug/kg (9.7mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR Toxicology and Applied Pharmacology. Vol. 33, Pg. 320, 1975.
human TDLo intradermal 40ng/kg (0.00004mg/kg) SKIN AND APPENDAGES (SKIN): PRIMARY IRRITATION: AFTER TOPICAL EXPOSURE

SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE
Cancer Research. Vol. 35, Pg. 2766, 1975.
human TDLo intravenous 500ug/kg/13D- (0.5mg/kg) BLOOD: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED
Cancer Treatment Reports. Vol. 62, Pg. 693, 1978.
human TDLo intravenous 1500ug/kg/6D- (1.5mg/kg) BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE

KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED

SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR
Cancer Chemotherapy Reports, Part 1. Vol. 57, Pg. 191, 1973.
human TDLo intravenous 2500ug/kg (2.5mg/kg) KIDNEY, URETER, AND BLADDER: RENAL FUNCTION TESTS DEPRESSED

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

GASTROINTESTINAL: NAUSEA OR VOMITING
Cancer Chemotherapy Reports, Part 1. Vol. 59, Pg. 647, 1975.
human TDLo intravenous 72mg/kg/25D-I (72mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Cancer Treatment Reports. Vol. 62, Pg. 1591, 1978.
mammal (species unspecified) LDLo intravenous 8mg/kg (8mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 28(4), Pg. 285, 2000.
man TDLo intravenous 2140ug/kg/5D- (2.14mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Japanese Journal of Medicine. Vol. 23, Pg. 283, 1984.
man TDLo parenteral 2140ug/kg/5D- (2.14mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Nippon Naika Gakkai Zasshi. Journal of the Japanese Society of Internal Medicine. Vol. 72, Pg. 1426, 1983.
monkey LDLo intravenous 250ug/kg (0.25mg/kg)   Cancer Vol. 33, Pg. 1219, 1974.
mouse LD50 intramuscular 17900ug/kg (17.9mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BLOOD: NORMOCYTIC ANEMIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 10, Pg. 723, 1982.
mouse LD50 intraperitoneal 6600ug/kg (6.6mg/kg)   Journal of Medicinal Chemistry. Vol. 34, Pg. 414, 1991.
mouse LD50 intravenous 11mg/kg (11mg/kg)   Archives of Toxicology, Supplement. Vol. 7, Pg. 90, 1984.
mouse LD50 oral 32700ug/kg (32.7mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
Kiso to Rinsho. Clinical Report. Vol. 15, Pg. 5669, 1981.
mouse LD50 parenteral 22mg/kg (22mg/kg)   International Journal of Radiation Oncology, Biology, Physics. Vol. 5, Pg. 1417, 1979.
mouse LD50 subcutaneous 13mg/kg (13mg/kg)   Journal de Pharmacie de Belgique. Vol. 41, Pg. 286, 1986.
mouse LD50 unreported 10900ug/kg (10.9mg/kg)   Gan to Kagaku Ryoho. Cancer and Chemotherapy. Vol. 13, Pg. 280, 1986.
rat LD unreported > 5mg/kg (5mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Journal of Toxicological Sciences. Vol. 24, Pg. 337, 1999.
rat LD50 intramuscular 9200ug/kg (9.2mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BLOOD: NORMOCYTIC ANEMIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 10, Pg. 723, 1982.
rat LD50 intraperitoneal 6400ug/kg (6.4mg/kg)   Journal of Toxicological Sciences. Vol. 18, Pg. 31, 1993.
rat LD50 intravenous 8mg/kg (8mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES JNCI, Journal of the National Cancer Institute. Vol. 67, Pg. 201, 1981.
rat LD50 oral 25800ug/kg (25.8mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BLOOD: NORMOCYTIC ANEMIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 10, Pg. 723, 1982.
rat LD50 subcutaneous 8100ug/kg (8.1mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
Kiso to Rinsho. Clinical Report. Vol. 15, Pg. 5669, 1981.