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Cisplatin

Cisplatin structure

CAS No:
15663-27-1
Formula:
Cl2H6N2Pt
Chemical Name:
Cisplatin
Synonyms:
Platinum,diamminedichloro-,(SP-4-2)-;Platinum,diamminedichloro-,cis-;(SP-4-2)-Diamminedichloroplatinum;cis-Diamminedichloroplatinum;cis-Dichlorodiamineplatinum(II);cis-Platinum(II) diaminodichloride;cis-Platinum(II) diamminedichloride;cis-Dichlorodiammineplatinum;cis-Platinous diaminodichloride;cis-Platinum diaminodichloride;cis-Platinumdiammine dichloride;cis-Platinumdiamine dichloride;cis-Diaminodichloroplatinum(II);NSC 119875;Cisplatin;cis-Platinum II;Platinol;Neoplatin;cis-Platine;Biocisplatinum;cis-DDP;cis-Diamminedichloroplatinum(II);Platidiam;cis-Platinum;Cisplatinum;CPDD;cis-Platin;cis-Dichlorodiammineplatinum(II);TR 170;CDDP;DDP;CPPD;cis-Diaminedichloroplatinum(II);Cisplatyl;Briplatin;DDP (antitumor agent);Abiplatin;SPI 077;CACP;Lederplatin;Platosin;Platamine;Platiblastin;Platistin;Platinoxan;CPDC;Cismaplat;Citoplatino;Rand;Platinex;Platinol AQ;SPI 077 (complex);SPI 077B103;Cisplatino;Lipoplatin;Randa;Fauldiscipla;IA-call;CP Ethypharm;LiPlaCis;Cisplatine Mylan;Kemoplat;Citoplax;Maruko;cis-Diaminedichloridoplatinum(II);cis-Diammineplatinum(II);96081-74-2;936542-99-3
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

It appears as orange or yellow crystalline powder with the Mp being 268-272°C (decomposition). It is slightly soluble in water and easily soluble in dimethylformamide. In aqueous solution, it can be gradually transformed into trans-and hydrolysis. Cisplatin is a white powder or yellow crystalline solid; freezing/melting point = 270°C (decomposes). Soluble in waterChEBI: A diamminedichloroplatinum compound in which the two ammine ligands and two chloro ligands are oriented in a cis planar conf

Cisplatin is a Platinum-based Drug.|Cisplatin is an alkylating-like inorganic platinum agent (cis-diamminedichloroplatinum) with antineoplastic activity. Cisplatin forms highly reactive, charged, platinum complexes which bind to nucleophilic groups such as GC-rich sites in DNA inducing intrastrand and interstrand DNA cross-links, as well as DNA-protein cross-links. These cross-links result in apoptosis and cell growth inhibition.|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.

Cisplatin Basic Attributes

Molecular Weight：

298.02900

Exact Mass：

296.94000

UNII：

Q20Q21Q62J|BW0OY6ZTD4

DSSTox ID：

DTXSID50275807

NCI Thesaurus Code：

C376

HScode：

2932999099

Characteristics

PSA：

52.04000

XLogP3：

2.02430

Density：

4 x 10^-6 g/cm³

Melting Point：

270 °C (decomp)

Water Solubility：

soluble in DMF. Insoluble in most common solvents<0.1 g/100 mL at 19 oC;Insoluble in water.

Storage Conditions：

Store in a cool, dry, well-ventilated area away from incompatible substances. Poison room locked. Keep containers tightly closed

Toxicity：

LD50 in guinea pigs: 9.7 mg/kg i.p. (Fleishman)

Safety Information

Packing level：

Hazard category：

6.1(a)

Transport codes：

UN 1851/3288

wgk germany：

hazard class code：

R45; R25; R41

safety instructions：

S53-S26-S39-S45

RTECS Number：

TP2455000

Marks：

Stability/Shelf Life：

Stable. Incompatible with oxidizing agents, aluminium, antioxidants.

Precautionary statement(s)：

P201-P264-P280-P301 + P310-P305 + P351 + P338-P308 + P313

Hazard Statements：

H300-H318-H350

Drug Information

MeSH：

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells. (See all compounds classified as Radiation-Sensitizing Agents.)|Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other. (See all compounds classified as Cross-Linking Reagents.)

MeSH Entry Terms：

Biocisplatinum

Cisplatin Use and Manufacturing

1. Muscle relaxant (skeletal)
2. Antitumor agent
3. Used as an antineoplastic

Computed Properties

Molecular Weight:300.05
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:298.955598
Monoisotopic Mass:298.955598
Topological Polar Surface Area:2
Heavy Atom Count:5
Covalently-Bonded Unit Count:5
Compound Is Canonicalized:Yes

Downstream Products

Hydrochloric acid

Ammonia

Nitrogen

Drug Function and Efficacy

This product is a metal platinum complex and a periodic nonspecific anti-tumor drug. It has a broad anti-tumor spectrum and is effective against hypoxic cells. This product rapidly dissociates in the low-chlorine environment of cells and binds to intracellular biomacromolecules (the main target is DNA) in the form of hydrated cations to form inter-chain, intra-chain crosslinks or protein-DNA crosslinks, thereby destroying the structure and function of DNA.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Cisplatin for injection
Ingredients	The active ingredient of this product is cisplatin, and the auxiliary materials are mannitol and sodium chloride. Chemical name: (Z)-diamminedichloroplatinum. Chemical structure: Molecular formula: Cl2H6N2Pt Molecular weight: 300.05
Indication	1. When used in combination with colchicine, probenecid or sulfinpyrazone, cisplatin may increase the level of uric acid in the blood, so its dosage must be adjusted to control hyperuricemia and gout. 2. Antihistamines, phenothiazines or thioxanthenes used in combination with cisplatin may mask the symptoms of ototoxicity, such as tinnitus, dizziness, etc. 3. Renal damage induced by cisplatin can lead to toxic reactions of bleomycin (even at low doses). 4. When used in combination with various bone marrow suppressants or radiotherapy, the toxic effects may be increased, and the dosage should be reduced. 5. Penicillamine or other styrax compounds will weaken the activity of cisplatin, so this product should not be used simultaneously with styrax compounds. 6. When used in combination with ifosfamide, proteinuria will be aggravated and ototoxicity may be increased. 7. During cisplatin chemotherapy, other nephrotoxic or ototoxic drugs (such as cephalosporins and aminoglycosides) should be avoided in combination because they will increase the toxicity of cisplatin. Diuretics such as furosemide are prohibited to increase urine output. 8. Patients can receive viral vaccination at least three months after receiving cisplatin chemotherapy.
Specifications	20mg
Manufacturer	Dezhou Deyao Pharmaceutical Co., Ltd.

Cisplatin for injection
Ingredients	The chemical name of this product is: (Z)-diamminedichloroplatinum.
Indication	The combined use of aminoglycoside antibiotics, amphotericin B or cephalothin with this product has an additive nephrotoxic effect; MTX and BLM are mainly excreted by the kidneys, and the renal damage caused by this product will delay the excretion of the above two drugs, resulting in increased toxicity. When probenecid is used in combination with this product, it can cause hyperuricemia; chloramphenicol or its furosemide or sodium urate increases the ototoxicity of this product; antihistamines can mask the symptoms of tinnitus, dizziness, etc. caused by this product.
Specifications	20mg
Manufacturer	Yunnan Phyto Pharmaceutical Co., Ltd.

Cisplatin for injection
Ingredients	The chemical name of this product is: (Z)-diamminedichloroplatinum.
Indication	The combined use of aminoglycoside antibiotics, amphotericin B or cephalothin with this product has an additive nephrotoxic effect; MTX and BLM are mainly excreted by the kidneys, and the renal damage caused by this product will delay the excretion of the above two drugs, resulting in increased toxicity. When probenecid is used in combination with this product, it can cause hyperuricemia; chloramphenicol or its furosemide or sodium urate increases the ototoxicity of this product; antihistamines can mask the symptoms of tinnitus, dizziness, etc. caused by this product.
Specifications	30mg
Manufacturer	Qilu Pharmaceutical Co., Ltd.

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Registered Holders

HETERO LABS LTD

United States
Active
HERAEUS PRECIOUS METALS GMBH AND CO KG

United States
Active
VERANOVA LP

United States
Active

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