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Details

Stereochemistry ACHIRAL
Molecular Formula 2Cl.Pt.2H3N
Molecular Weight 300.051
Optical Activity NONE
Additional Stereochemistry Yes
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0
Stereo Comments SP-4-2

SHOW SMILES / InChI
Structure of CISPLATIN

SMILES

N.N.[Cl-].[Cl-].[Pt++]

InChI

InChIKey=LXZZYRPGZAFOLE-UHFFFAOYSA-L
InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.drugbank.ca/drugs/DB00515 | https://www.ncbi.nlm.nih.gov/pubmed/27736024 | https://www.ncbi.nlm.nih.gov/pubmed/25159039

Platinous chloride is used as a catalyst in organic synthesis. The salt is insoluble in water.

CNS Activity

Curator's Comment: With the injection of cisplatin into mice 3 h after the LPS treatment, platinum was detected in the CCR during the 7 days after the injection, while platinum was not detected in the CCR of cisplatin-injected mice without LPS pretreatment and of mice simultaneous treated with cisplatin and LPS.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2311221
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
CISPLATIN

Approved Use

Cisplatin injection is indicated as therapy to be employed as follows: Metastatic Testicular Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic testicular tumors who have already received appropriate surgical and/or radiotherapeutic procedures. Metastatic Ovarian Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic ovarian tumors who have already received appropriate surgical and/or radiotherapeutic procedures. An established combination consists of Cisplatin injection and cyclophosphamide. Cisplatin injection, as a single agent, is indicated as secondary therapy in patients with metastatic ovarian tumors refractory to standard chemotherapy who have not previously received Cisplatin injection therapy. Advanced Bladder Cancer Cisplatin injection is indicated as a single agent for patients with transitional cell bladder cancer which is no longer amenable to local treatments, such as surgery and/or radiotherapy.

Launch Date

1978
Primary
CISPLATIN

Approved Use

Cisplatin injection is indicated as therapy to be employed as follows: Metastatic Testicular Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic testicular tumors who have already received appropriate surgical and/or radiotherapeutic procedures. Metastatic Ovarian Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic ovarian tumors who have already received appropriate surgical and/or radiotherapeutic procedures. An established combination consists of Cisplatin injection and cyclophosphamide. Cisplatin injection, as a single agent, is indicated as secondary therapy in patients with metastatic ovarian tumors refractory to standard chemotherapy who have not previously received Cisplatin injection therapy. Advanced Bladder Cancer Cisplatin injection is indicated as a single agent for patients with transitional cell bladder cancer which is no longer amenable to local treatments, such as surgery and/or radiotherapy.

Launch Date

1978
Primary
CISPLATIN

Approved Use

Cisplatin injection is indicated as therapy to be employed as follows: Metastatic Testicular Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic testicular tumors who have already received appropriate surgical and/or radiotherapeutic procedures. Metastatic Ovarian Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic ovarian tumors who have already received appropriate surgical and/or radiotherapeutic procedures. An established combination consists of Cisplatin injection and cyclophosphamide. Cisplatin injection, as a single agent, is indicated as secondary therapy in patients with metastatic ovarian tumors refractory to standard chemotherapy who have not previously received Cisplatin injection therapy. Advanced Bladder Cancer Cisplatin injection is indicated as a single agent for patients with transitional cell bladder cancer which is no longer amenable to local treatments, such as surgery and/or radiotherapy.

Launch Date

1978
Primary
CISPLATIN

Approved Use

Cisplatin injection is indicated as therapy to be employed as follows: Metastatic Testicular Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic testicular tumors who have already received appropriate surgical and/or radiotherapeutic procedures. Metastatic Ovarian Tumors In established combination therapy with other approved chemotherapeutic agents in patients with metastatic ovarian tumors who have already received appropriate surgical and/or radiotherapeutic procedures. An established combination consists of Cisplatin injection and cyclophosphamide. Cisplatin injection, as a single agent, is indicated as secondary therapy in patients with metastatic ovarian tumors refractory to standard chemotherapy who have not previously received Cisplatin injection therapy. Advanced Bladder Cancer Cisplatin injection is indicated as a single agent for patients with transitional cell bladder cancer which is no longer amenable to local treatments, such as surgery and/or radiotherapy.

Launch Date

1978
PubMed

PubMed

TitleDatePubMed
Platinum(II) chloride-catalyzed stereoselective domino enyne isomerization/Diels-Alder reaction.
2010 Nov 19
Platinum-catalyzed one-pot alkenylation of aldehydes using alkynes and triethylsilane: dual catalysis by platinum(II) chloride.
2013 Nov 1
Patents

Patents

Sample Use Guides

Metastatic Testicular Tumors The usual Cisplatin Injection dose for the treatment of testicular cancer in combination with other approved chemotherapeutic agents is 20 mg/m2 IV daily for 5 days per cycle. Metastatic Ovarian Tumors The usual Cisplatin Injection dose for the treatment of metastatic ovarian tumors in combination with cyclophosphamide is 75 to 100 mg/m2 IV per cycle once every four weeks Advanced Bladder Cancer Cisplatin Injection should be administered as a single agent at a dose of 50 to 70 mg/m2 IV per cycle once every 3 to 4 weeks depending on the extent of prior exposure to radiation therapy and/or prior chemotherapy. All Patients Pretreatment hydration with 1 to 2 liters of fluid infused for 8 to 12 hours prior to a Cisplatin Injection dose is recommended. The drug is then diluted in 2 liters of 5% Dextrose in 1/2 or 1/3 normal saline containing 37.5 g of mannitol, and infused over a 6- to 8-hour period. If diluted solution is not to be used within 6 hours, protect solution from light. Do not dilute Cisplatin Injection in just 5% Dextrose Injection. Adequate hydration and urinary output must be maintained during the following 24 hours. A repeat course of Cisplatin Injection should not be given until the serum creatinine is below 1.5 mg/100 mL, and/or the BUN is below 25 mg/100 mL. A repeat course should not be given until circulating blood elements are at an acceptable level
Route of Administration: Intravenous
Human ovarian carcinoma cells A2780 and cisplatin resistant SKOV3 were routinely cultured in RPMI 1640 medium supplemented with 10% heat-inactivated FCS, 2 mM L-glutamine, 100mg/ml penicillin and 50mg/ml streptomycin. The effect of SFN (sulforaphane), cisPt (cisplatin) or their combination on the survival of cells was determined by MTT assay. The cells were seeded at 1–2 10^3 cell density in 96-well culture plates. Each dose of tested compounds (added in the volume of 50ml) was tested in triplicate or quadruplicate. After 72 h, the cells were incubated with 50ml of MTT (1 mg/ml) and left in the dark at 37 C for an additional 4 h. Thereafter, the medium was removed, the formazan crystals were dissolved in 200ml of DMSO, and the absorbance was measured at 540 and 690 nm in xMarkTM Microplate Spectrophotometer (Bio-Rad Laboratories, Inc.).
Name Type Language
CISPLATIN
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
USAN   INN  
Official Name English
CISPLATINUM
WHO-IP LATIN  
Preferred Name English
CIS-DIAMMINEDICHLOROPLATINUM II
Common Name English
CISPLATIN [USAN]
Common Name English
CISPLATIN [USP-RS]
Common Name English
cisplatin [INN]
Common Name English
CIS-DIAMMINEDICHLOROPLATINUM [WHO-IP]
Common Name English
PEYRONE'S SALT
Common Name English
FAULDISCIPLA
Common Name English
CISPLATIN [MART.]
Common Name English
CISPLATIN [EP IMPURITY]
Common Name English
PLATINOL
Brand Name English
CIS-DDP
Code English
NSC-119875
Code English
CISPLATIN [IARC]
Common Name English
CISPLATIN [EP MONOGRAPH]
Common Name English
(SP-4-2)-DIAMMINEDICHLOROPLATINUM [WHO-IP]
Common Name English
cis-Diamminedichloroplatinum
WHO-IP  
Common Name English
CISPLATIN [WHO-DD]
Common Name English
INT-230-6 COMPONENT CISPLATIN
Code English
INT230-6 COMPONENT CISPLATIN
Code English
LIPLACIS
Brand Name English
CISPLATIN [WHO-IP]
Common Name English
CISPLATIN [ORANGE BOOK]
Common Name English
CISPLATIN [USP MONOGRAPH]
Common Name English
CIS-PLATIN
Common Name English
CDDP
Common Name English
CISPLATIN [JAN]
Common Name English
CISPLATINUM [WHO-IP LATIN]
Common Name English
CISPLATIN [HSDB]
Common Name English
CISPLATIN [MI]
Common Name English
PLATINUM, DIAMMINEDICHLORO-, (SP-4-2)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C798
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WHO-ATC L01XA01
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FDA ORPHAN DRUG 238607
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FDA ORPHAN DRUG 221906
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WHO-VATC QL01XA01
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NDF-RT N0000175413
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FDA ORPHAN DRUG 134800
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FDA ORPHAN DRUG 536616
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FDA ORPHAN DRUG 447514
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NDF-RT N0000175073
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EU-Orphan Drug EU/3/13/1169
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FDA ORPHAN DRUG 867921
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LIVERTOX NBK548160
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FDA ORPHAN DRUG 557716
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NCI_THESAURUS C1450
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FDA ORPHAN DRUG 783620
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FDA ORPHAN DRUG 133200
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Code System Code Type Description
MESH
D002945
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PRIMARY
EPA CompTox
DTXSID4024983
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PRIMARY
CAS
15663-27-1
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PRIMARY
SMS_ID
100000088223
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PRIMARY
ChEMBL
CHEMBL11359
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PRIMARY
DRUG CENTRAL
4392
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PRIMARY
NSC
119875
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PRIMARY
NCI_THESAURUS
C376
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PRIMARY
FDA UNII
Q20Q21Q62J
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PRIMARY
PUBCHEM
84691
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PRIMARY
LACTMED
Cisplatin
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PRIMARY
HSDB
3939
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PRIMARY
ECHA (EC/EINECS)
239-733-8
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PRIMARY
IUPHAR
5343
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PRIMARY
INN
4426
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PRIMARY
CHEBI
27899
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PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
CISPLATIN
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PRIMARY Description: White to yellowish crystals or a yellow powder.Solubility: Slightly soluble in water; sparingly soluble in dimethylformamide R; practically insoluble in methanol R.Category: Cytotoxic drug.Storage: Cisplatin should be kept in a tightly closed container, protected from light, and stored at a temperature between 2 and 8?C.Additional information: CAUTION: Cisplatin must be handled with care, avoiding contact with the skin and inhalation of airborneparticles.When heated, it blackens at about 270 ?C with decomposition.
WIKIPEDIA
CISPLATIN
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PRIMARY
RS_ITEM_NUM
1134357
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PRIMARY
DRUG BANK
DB00515
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PRIMARY
MERCK INDEX
m3586
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PRIMARY Merck Index
DAILYMED
Q20Q21Q62J
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PRIMARY
RXCUI
2555
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PRIMARY RxNorm
EVMPD
SUB07483MIG
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PRIMARY