52691-24-4

Basic information

• Product Name: (1,2-DIAMINOCYCLOHEXANE)PLATINUM(II) CHLORIDE
• Synonyms: (cyclohexane-1,2-diammine)dichloro-platinum(ii;(cyclohexane-1,2-diammine)dichloroplatinum(ii);dichloro-1,2-diaminocyclohexaneplatinumcomplex;DICHLORO(1,2-DIAMINOCYCLOHEXANE)PLATINUM(II);(1,2-DIAMINOCYCLOHEXANE)PLATINUM(II) CHLORIDE;(1,2-Diaminocyclohexane)platinum(Ⅱ) chloride;(1,2-Diaminocyclohexane)platinum() chloride;cis-Dichloro(1,2-diaminocyclohexane)platinum(ii)
• CAS NO: 52691-24-4
• Molecular Formula: C₆H₁₄Cl₂N₂Pt
• Molecular Weight: 380.17
• Mol File: 52691-24-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 280 °C (dec.)(lit.)
• Boiling Point: 193.6 °C at 760 mmHg
• Flash Point: 75 °C
• Appearance: /
• Vapor Pressure: 0.46mmHg at 25°C
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: (1,2-DIAMINOCYCLOHEXANE)PLATINUM(II) CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (1,2-DIAMINOCYCLOHEXANE)PLATINUM(II) CHLORIDE(52691-24-4)
• EPA Substance Registry System: (1,2-DIAMINOCYCLOHEXANE)PLATINUM(II) CHLORIDE(52691-24-4)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 22-36
• WGK Germany: 3
• RTECS: TP2275974
• Hazardous Substances Data: 52691-24-4(Hazardous Substances Data)

Usage

General Description

(1,2-Diaminocyclohexane)platinum(II) chloride, also known as cisplatin, is a chemotherapy drug used to treat various types of cancer, including testicular, ovarian, and bladder cancer. It is a coordination complex in which a platinum (II) ion is surrounded by two chloride ions and a 1,2-diaminocyclohexane ligand. The platinum atom forms coordination bonds with the nitrogen atoms in the ligand, giving the molecule its cytotoxic properties. Cisplatin works by binding to DNA and causing cross-links between the two strands, which prevents the DNA from replicating and ultimately leads to cancer cell death. Despite its effectiveness as a cancer treatment, cisplatin can cause severe side effects, such as kidney damage and hearing loss, and its use is often limited by these toxicities.

InChI:InChI=1/C6H12N2.2ClH.Pt/c7-5-3-1-2-4-6(5)8;;;/h5-8H,1-4H2;2*1H;/q-2;;;+4/p-2/rC6H12N2.Cl2Pt/c7-5-3-1-2-4-6(5)8;1-3-2/h5-8H,1-4H2;/q-2;+2

Upstream product

• 10025-99-7 potassium tetrachloroplatinate(II) 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 694-83-7 rac-diaminocyclohexane 
• 66845-32-7 trans-cyclohexamethylene diaminediiodoplatinum(II) 
• 32044-22-7 (1S,2S)-cyclohexane-1,2-diammonium 2,3-dihydroxysuccinate 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 118574-24-6 Pt(IV)Cl₄(meso-1,2-cyclohexanediamine) 

Downstream Products

• 66900-71-8 cis-sulfato-1,2-diaminocyclohexane-platinum(II) 
• 280124-39-2 Pd[Ph₂P(O)NP(Se)Ph₂-Se]2(1,2-diaminocyclohexane) 
• 61825-94-3 Oxaliplatin 
• 94042-08-7 diaqua(1,2-diaminocyclohexane)platinum(II) nitrate 

Relevant articles and documents

In vitro and in vivoactivity of series of cationic dinuclearPt(II) complexes

The antitumour potential of nine dinuclear platinum(II) complexes of the type [{Pt(L)Cl}2(μ-X)]2+(where L represents two NH3 or different bidentantly coordinated diamine ligand - ethylenediamine, en; (±)-1,2-propylenediamine, 1,2-pn; isobutylenediamine, ibn; trans-(±)-1,2-diaminocyclohexane, dach; 1,3-propylenediamine, 1,3-pd; 2,2-dimethyl-1,3-propylenediamine, 2,2-diMe-1,3-pd; (±)-1,3-pentanediamine,1,3-pnd, and X is a bridging pyrazine (pz) or pyridazine (pydz) ligand) were determined by in vitro and in vivo assays using the CT26 cell line and a murine model of heterotopic colon cancer tumour induced in immunocompetent BALB/c mice. This study concludes that complexes Pt1, Pt2 and Pt7 possess significant in vitro cytotoxic activity against mouse colon carcinoma CT26 cells, while all these complexes show moderate apoptotic effect. Complexes Pt1 and Pt7 arrested CT26 cells in G2/M phase of cell cycle, while, evaluated by detection of Ki67 expressing cells, complexes Pt5 and Pt6 exerted the highest antiproliferative effect. Complexes Pt1 and Pt2 exerted significant in vivo antitumour effects. These complexes reduced the growth of primary tumour and the incidence of lung and liver metastases without causing the significant hepato- and nephro- toxicity. Our data indicate considerable antitumour activity of platinum(II) complexes against CT26 cells in vitro and in vivo and imply possible further investigations on their role as potential chemotherapeutic agents.

Chlorido and bromido oxaliplatin analogues as potential agents for CRC treatment: Solution behavior, protein binding and cytotoxicity evaluation

Despite the widespread use of platinum drugs in the treatment of colorectal cancer (CRC), due to the heavy side effects and to intrinsic or acquired Pt resistance, new and more efficient drugs are urgently needed. Starting from the encouraging results obt

Synthetic method of oxaliplatin

The invention discloses a synthetic method of oxaliplatin. The synthetic method comprises the following steps: firstly, taking potassium chloroplatinite and (1R,2R)-1,2-cyclohexanediamine, putting the substances into water, keeping a mixed solution in dark place and reacting the mixed solution under the conditions that the temperature is 35 to 45 DEG C and microwave is 200 to 500W to obtain cis-dichloro(1R,2R)-1,2-cyclohexanediamineplatinum; secondly, dissolving a product obtained in the first step into water, adding silver sulfate, keeping a mixed solution in the dark place, stirring the mixed solution under the conditions that the temperature is 35 to 50 DEG C and microwave is 200 to 400W and then filtering; thirdly, taking filtrate in the second step, adding tetraethylammonium lodide and activated carbon, stirring and filtering; fourthly, taking filtrate in the third step, first adding oxalic acid and Ba(OH)2.8H2O in the stirring process, stirring for 2 to 3 hours under the condition of keeping in the dark place, filtering, and evaporating and refining the filtrate to obtain the oxaliplatin. By using microwave reaction conditions, the efficiency is improved, reaction time is shortened, production period is shortened, and the production cost is reduced; the purity and the yield of a product are higher.