Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

2-carbonyl-3-phenylpropionic acid p-methyl benzoyl hydrazone bis-n-butyl tin complex and preparation method and application thereof

A technology of di-n-butyltin and di-n-butyltin oxide with toluylhydrazone, which is applied in the fields of tin organic compounds, pharmaceutical formulations, organic chemical methods, etc., can solve the problems of undiscovered compounds and achieve simple preparation methods, The effect of high cancer activity and low cost

Active Publication Date: 2017-01-04
HENGYANG NORMAL UNIV
View PDF3 Cites 10 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 does not
From 1972 to 1977, Dutch scholars studied a large number of organotin compounds, but found no compounds with further screening value

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-3-phenylpropionic acid p-methyl benzoyl hydrazone bis-n-butyl tin complex and preparation method and application thereof
  • 2-carbonyl-3-phenylpropionic acid p-methyl benzoyl hydrazone bis-n-butyl tin complex and preparation method and application thereof
  • 2-carbonyl-3-phenylpropionic acid p-methyl benzoyl hydrazone bis-n-butyl tin complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Preparation of 2-carbonyl-3-phenylpropionic acid p-methylbenzoylhydrazone di-n-butyltin complex:

[0043] Add 0.249g (1.0mmol) di-n-butyltin oxide, 0.150g (1.0mmol) p-toluylhydrazide, 0.205g (1.1mmol) sodium phenylpyruvate and 15mL solvent in a 100mL three-necked flask protected by nitrogen Anhydrous methanol, react at 45~65°C for 8 hours, cool, filter, and control solvent volatilization and crystallization at 20~35°C to obtain yellow transparent crystals, namely 2-carbonyl-3-phenyl p-toluylhydrazone di-n-butyltin propionate complex. Yield: 85.5%. Melting point: 97~99°C (dec).

[0044] Elemental analysis (C 52 h 72 N 4 o 8 sn 2 ): Calculated: C 55.84, H 6.49, N 5.01; Found: C 55.90, H 6.45, N 5.00.

[0045] FT-IR (KBr, ν / cm -1 ): 3421, 3030, 2956, 2924, 2856, 1606, 1585, 1490, 1394, 1338, 1300, 1178, 1062, 1022, 918, 960, 837, 750, 707, 623, 588, 5455, 6.45

[0046] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8.14 (d, J =8.1 Hz, 2H), 7.54 (d, J =7.0 Hz, 2H), 7.30...

Embodiment 2

[0051] Preparation of 2-carbonyl-3-phenylpropionic acid p-methylbenzoylhydrazone di-n-butyltin complex:

[0052] Add 0.248g (1.0mmol) di-n-butyltin oxide, 0.150g (1.0mmol) p-toluylhydrazide, 0.195g (1.05mmol) sodium phenylpyruvate and 35mL solvent in a 100mL three-necked flask protected by nitrogen Anhydrous methanol, react for 5 hours at a temperature of 45~65°C, cool, filter, and control solvent volatilization and crystallization at a temperature of 20~35°C to obtain a yellow transparent crystal, which is 2-carbonyl-3-phenyl p-toluylhydrazone di-n-butyltin propionate complex. Yield: 87.5%. Melting point: 97~99°C (dec).

[0053] Elemental analysis (C 52 h 72 N 4 o 8 sn 2 ): Calculated: C 55.84, H 6.49, N 5.01; Found: C 55.90, H 6.45, N 5.00.

[0054] FT-IR (KBr, ν / cm -1 ): 3421, 3030, 2956, 2924, 2856, 1606, 1585, 1490, 1394, 1338, 1300, 1178, 1062, 1022, 918, 960, 837, 750, 707, 623, 588, 5455, 6.45

[0055] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8.14 (d, J =8.1 Hz...

Embodiment 3

[0060] Preparation of 2-carbonyl-3-phenylpropionic acid p-methylbenzoylhydrazone di-n-butyltin complex:

[0061] Add 0.248g (1.0mmol) di-n-butyltin oxide, 0.158g (1.05mmol) p-toluylhydrazide, 0.214g (1.15mmol) sodium phenylpyruvate and 25mL solvent in a 100mL three-necked flask protected by nitrogen Anhydrous methanol, react for 24 hours at a temperature of 45~65°C, cool, filter, and control solvent volatilization and crystallization at a temperature of 20~35°C to obtain a yellow transparent crystal, which is 2-carbonyl-3-phenyl p-toluylhydrazone di-n-butyltin propionate complex. Yield: 88.8%. Melting point: 97~99°C (dec).

[0062] Elemental analysis (C 52 h 72 N 4 o 8 sn 2 ): Calculated: C 55.84, H 6.49, N 5.01; Found: C 55.90, H 6.45, N 5.00.

[0063] FT-IR (KBr, ν / cm -1 ): 3421, 3030, 2956, 2924, 2856, 1606, 1585, 1490, 1394, 1338, 1300, 1178, 1062, 1022, 918, 960, 837, 750, 707, 623, 588, 5455, 6.45

[0064] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8.14 (d, J =8.1 Hz...

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-3-phenylpropionic acid p-methyl benzoyl hydrazone bis-n-butyl tin complex. The complex has the structural formula (I) shown in the specification, wherein Ph is phenyl, and R is n-butyl. The invention further discloses a preparation method of the 2-carbonyl-3-phenylpropionic acid p-methyl benzoyl hydrazone bis-n-butyl tin complex and application in preparation of anti-cancer drugs.

Description

technical field [0001] The invention relates to a 2-carbonyl-3-phenylpropionic acid p-toluylhydrazone di-n-butyltin complex and a preparation method thereof, and the 2-carbonyl-3-phenylpropionic acid p-toluyl Application of hydrazone di-n-butyltin complex 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 were found. They continued in-dep...

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 谭宇星蒋伍玖朱小明冯泳兰张复兴庾江喜邝代治
Owner HENGYANG NORMAL UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com