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Preparation of oxaliplatin

A technology of oxaliplatin and structural formula, which is applied in the field of synthesis and preparation of antineoplastic drug oxaliplatin, and can solve problems such as low product yield and lengthy and complicated process

Inactive Publication Date: 2005-10-05
KUNMING INST OF PRECIOUS METALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the use of multi-step chemical reactions in this preparation technology, the process flow is lengthy and complicated, and the product yield is low.

Method used

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  • Preparation of oxaliplatin
  • Preparation of oxaliplatin
  • Preparation of oxaliplatin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] 3. Ag 2 C 2 o 4 (commercially available, analytically pure)

[0025] 4. KI (analytical pure), ethanol (analytical pure), acetone (analytical pure).

specific Embodiment approach

[0026] Example 1

[0027] 5 g Pt(DACH)Cl 2 Dissolve in an appropriate amount of deionized water, control the temperature at about 40°C, and add Ag in an equivalent amount 2 C 2 o 4 , and stirred in the dark for 6 hours, then filtered to remove the AgCl precipitate, and concentrated the mother liquor under reduced pressure to obtain 4.2 g of white crystal samples with a yield of 81%. The structure was consistent with the target compound by elemental analysis and infrared analysis.

[0028] Elemental analysis: measured values ​​are C: 24.21%, H: 3.57%, N: 7.01%, Pt: 49.04%. Theoretical values ​​are C: 24.19%, H: 3.55%, N: 7.05%, Pt: 49.09%. The composition agrees with the theory.

[0029] Infrared absorption spectrum: IR spectrum (KBr tablet cm -1 ): N-H (3212, 3171, 1610); C-H (3095, 2932, 2863, 1447); C=O (1702, 1664); C-O (1379); C-C (916, 909); Pt-N (480); Pt-O(310).

[0030] Mass Spectrometry (MS): The fast atom bombardment method was adopted, and the measurement r...

Embodiment 2

[0033] 5 g Pt(DACH)Cl 2 Dissolve in an appropriate amount of deionized water, control the temperature at about 75°C, and add Ag in an equivalent amount 2 C 2 o 4 , and stirred in the dark for 4 hours, then filtered to remove the AgCl precipitate, and concentrated the mother liquor under reduced pressure to obtain 4.12 g of white crystal samples with a yield of 79%. The structure is consistent with the target compound by elemental analysis, infrared, mass spectrometry and other analysis.

[0034] Elemental analysis: measured values ​​are C: 24.23%, H: 3.56%, N: 7.04%, Pt: 49.12%. Theoretical values ​​are C: 24.19%, H: 3.55%, N: 7.05%, Pt: 49.09%. The composition agrees with the theory.

[0035] Infrared absorption spectrum: IR spectrum (KBr tablet cm -1 ): N-H (3217, 3176, 1613); C-H (3099, 2936, 2867, 1450); C=O (1710, 1669); C-O (1382); C-C (917, 912); Pt-N (480); Pt-O(310).

[0036] Mass Spectrometry (MS): The fast atom bombardment method was adopted, and the measure...

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Abstract

The present invention is the preparation process of antitumor medicine Oxaliplatin C8H14N2O4Pt. In the technological process, cis-dichloro cyclohexanediamine-platinum (II) or cis-diidio cyclohexanediamine-platinum (II) as initiator is made to react with silver oxalate in lucifugous condition at 40-75 deg.c to obtain water solution of Oxaliplatin; and the water solution is further decompression concentrated to obtain solid Oxaliplatin product. The said Oxaliplatin preparation process is short, high in production efficiency and easy in operation.

Description

technical field [0001] The invention relates to the synthesis and preparation of antitumor drug oxaliplatin. Background technique [0002] Oxaliplatin is a platinum group metal complex and is a new generation of platinum-based antineoplastic drugs after cisplatin and carboplatin. Oxaliplatin, also known as oxaliplatin, English name Oxaliplatin, abbreviated as L-OHP, full name cis-oxalic acid (trans-(-)-1,2-cyclohexanediamine) platinum(II)[cis- oxalato(trans-(1R,2R)-(-)-1,2-diaminocyclohexane)platinum(II)], molecular weight is 397.33, chemical structural formula: [0003] [0004] Oxaliplatin was first developed by Debiopharm in Switzerland and was approved for clinical use in France in 1997, mainly for the treatment of metastatic colorectal cancer. At present, it has been approved for clinical application in many countries or regions. The US FDA also approves the treatment of colorectal cancer. Oxaliplatin is a complex formed with oxalate and trans-(-)-1,2 cyclohexyla...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61P35/00C07C209/68C07C211/65C07F15/00
Inventor 普绍平高桂桂刘祝东何键余尧刘伟平谌喜珠
Owner KUNMING INST OF PRECIOUS METALS