2-carbonyl-2-phenyl acetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex and preparation method and application thereof

A technology of nitrobenzoylhydrazone di and nitrobenzoylhydrazide, which is applied in the coordination of 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone di(2,4-dichlorobenzyl)tin It can solve the problems of undiscovered compounds and achieve the effect of simple preparation method, low cost and high anticancer activity

Active Publication Date: 2017-01-18
HENGYANG NORMAL UNIV
View PDF3 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But in 1972, Brown discovered that triphenyltin acetate Ph 3 SnOOCCH 3 Inhibits tumor growth in mice, whereas triphenyltin chloride doe

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 2-carbonyl-2-phenyl acetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex and preparation method and application thereof
  • 2-carbonyl-2-phenyl acetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex and preparation method and application thereof
  • 2-carbonyl-2-phenyl acetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Preparation of 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex:

[0043] Add 0.510g (1.0mmol) bis(2,4-dichlorobenzyl) tin dichloride, 0.181g (1.0mmol) p-nitrobenzohydrazide, 0.165g (1.1 mmol) benzoylformic acid and 15mL solvent anhydrous methanol, reacted at a temperature of 45-65°C for 8 h, cooled, filtered, and controlled solvent volatilization and crystallization at a temperature of 20-35°C to obtain yellow transparent crystals, namely For 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone bis (2,4-dichlorobenzyl) tin complexes. Yield: 77.6%. Melting point: 123~125°C (dec).

[0044] Elemental analysis (C 30 h 23 Cl 4 N 3 o 6 Sn): Calculated: C 46.07, H 2.96, N 5.37; Found: C 46.11, H 2.96, N 5.38.

[0045] FT-IR (KBr, ν / cm -1 ): 3597, 3057, 2943, 2833, 1622, 1579, 1525, 1496, 1469, 1384, 1344, 1317, 1290, 1255, 1172, 1085, 850, 819, 719, 5590, 440, 2, 63 443, 406.

[0046] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8...

Embodiment 2

[0051] Preparation of 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex:

[0052] Add 0.510g (1.0mmol) bis(2,4-dichlorobenzyl) tin dichloride, 0.181g (1.0mmol) p-nitrobenzohydrazide, 0.157g (1.05 mmol) benzoylformic acid and 35mL solvent anhydrous methanol, reacted at a temperature of 45~65°C for 5 h, cooled, filtered, and controlled solvent volatilization and crystallization at 20~35°C to obtain yellow transparent crystals, namely For 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone bis (2,4-dichlorobenzyl) tin complexes. Yield: 79.5%. Melting point: 123~125°C (dec).

[0053] Elemental analysis (C 30 h 23 Cl 4 N 3 o 6 Sn): Calculated: C 46.07, H 2.96, N 5.37; Found: C 46.11, H 2.96, N 5.38.

[0054] FT-IR (KBr, ν / cm -1 ): 3597, 3057, 2943, 2833, 1622, 1579, 1525, 1496, 1469, 1384, 1344, 1317, 1290, 1255, 1172, 1085, 850, 819, 719, 5590, 440, 2, 63 443, 406.

[0055] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8.19-8.22 (m, 2H)...

Embodiment 3

[0060] Preparation of 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex:

[0061] Add 0.510g (1.0mmol) bis(2,4-dichlorobenzyl) tin dichloride, 0.190g (1.05mmol) p-nitrobenzohydrazide, 0.173g (1.15 mmol) benzoylformic acid and 25mL solvent anhydrous methanol, reacted at a temperature of 45~65°C for 24 h, cooled, filtered, and controlled solvent volatilization and crystallization at 20~35°C to obtain yellow transparent crystals, namely For 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone bis (2,4-dichlorobenzyl) tin complexes. Yield: 78.7%. Melting point: 123~125°C (dec).

[0062] Elemental analysis (C 30 h 23 Cl 4 N 3 o 6 Sn): Calculated: C 46.07, H 2.96, N 5.37; Found: C 46.11, H 2.96, N 5.38.

[0063] FT-IR (KBr, ν / cm -1 ): 3597, 3057, 2943, 2833, 1622, 1579, 1525, 1496, 1469, 1384, 1344, 1317, 1290, 1255, 1172, 1085, 850, 819, 719, 5590, 440, 2, 63 443, 406.

[0064] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8.19-8.22 (m, 2...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a 2-carbonyl-2-phenyl acetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex, which is shown in a following structural formula (I), wherein Ph is phenyl, and R is 2,4-dichlorobenzyl. The invention also discloses a preparation method of the 2-carbonyl-2-phenyl acetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex and an application of the complex in preparation of anticancer medicines.

Description

technical field [0001] The invention relates to a 2-carbonyl-2-phenylacetic acid p-nitrobenzoylhydrazone bis(2,4-dichlorobenzyl)tin complex and a preparation method thereof, and the 2-carbonyl-2-phenyl Application of bis(2,4-dichlorobenzyl)tin complex of p-nitrobenzoylhydrazone acetate in the preparation of anticancer drugs. Background technique [0002] Organotin is a class of metal-organic compounds containing Sn-C bonds. Researchers have noticed the in vitro anticancer activity of organotin compounds long ago. Research on the antitumor activity of organotin(IV) compounds dates back to 1929. In 1967, Kanisawa et al. considered that tin chloride was ineffective against primary tumors in mice and rats. But in 1972, Brown discovered that triphenyltin acetate Ph 3 SnOOCCH 3 Can inhibit tumor growth in mice, but triphenyltin chloride does not. From 1972 to 1977, Dutch scholars studied a large number of organotin compounds, but no compounds with further screening value wer...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07F7/22A61K31/32A61K31/555A61P35/00
CPCC07B2200/13C07F7/2284C07F7/2296
Inventor 蒋伍玖谭宇星朱小明邝代治张复兴冯泳兰庾江喜
Owner HENGYANG NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap