Unlock instant, AI-driven research and patent intelligence for your innovation.

2-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex and preparation method and application thereof

A technology of nitrobenzoylhydrazone di-n-butyltin and di-n-butyltin oxide, which is applied in tin organic compounds, pharmaceutical formulations, organic chemical methods, etc., can solve the problems of undiscovered compounds and achieve simple and good preparation methods Anticancer activity, low-cost effect

Active Publication Date: 2017-01-18
HENGYANG NORMAL UNIV
View PDF4 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 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-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex and preparation method and application thereof
  • 2-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex and preparation method and application thereof
  • 2-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Preparation of 2-carbonylbutanoic acid p-nitrobenzoylhydrazone di-n-butyltin complex:

[0043] Add 0.249g (1.0mmol) di-n-butyltin oxide, 0.181g (1.0mmol) p-nitrobenzohydrazide, 0.112g (1.1mmol) 2-butanone acid and 15mL The solvent is anhydrous methanol, react at a temperature of 45~65°C for 8 hours, cool, filter, and control the solvent volatilization and crystallization at a temperature of 20~35°C to obtain a yellow transparent crystal, which is 2-carbonylbutyric acid p-nitrate Di-n-butyltin complexes of benzoylhydrazone. Yield: 81.9%. Melting point: 80~82°C (dec).

[0044] Elemental analysis (C 40 h 62 N 6 o 12 sn 2 ): Calculated: C 45.48, H 5.92, N 7.96; Found: C 45.54, H 6.00, N 7.95.

[0045] FT-IR (KBr, ν / cm -1 ): 3423, 2956, 2927, 2858, 1635, 1612, 1533, 1502, 1386, 1336, 1261, 1195, 1155, 1056, 1012, 966, 854, 806, 719, 684, 601, 5480, 25, 25 443, 422.

[0046] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8.38 (d, J =9.0 Hz, 2H), 8.30 (d, J =9.0 Hz, 2H), ...

Embodiment 2

[0051] Preparation of 2-carbonylbutanoic acid p-nitrobenzoylhydrazone di-n-butyltin complex:

[0052] Add 0.249g (1.0mmol) di-n-butyltin oxide, 0.190g (1.0mmol) p-nitrobenzohydrazide, 0.107g (1.05mmol) 2-butanone acid and 35mL Solvent anhydrous methanol, react for 5 hours at a temperature of 45~65°C, cool, filter, and control the solvent volatilization and crystallization at a temperature of 20~35°C to obtain a yellow transparent crystal, which is 2-carbonylbutanoic acid p-nitrate Di-n-butyltin complexes of benzoylhydrazone. Yield: 85.5%. Melting point: 80~82°C (dec).

[0053] Elemental analysis (C 40 h 62 N 6 o 12 sn 2 ): Calculated: C 45.48, H 5.92, N 7.96; Found: C 45.54, H 6.00, N 7.95.

[0054] FT-IR (KBr, ν / cm -1 ): 3423, 2956, 2927, 2858, 1635, 1612, 1533, 1502, 1386, 1336, 1261, 1195, 1155, 1056, 1012, 966, 854, 806, 719, 684, 601, 5480, 25, 25 443, 422.

[0055] 1 H NMR (500 MHz, CDCl 3 , δ / ppm): 8.38 (d, J =9.0 Hz, 2H), 8.30 (d, J =9.0 Hz, 2H), 3.49 ...

Embodiment 3

[0060] Preparation of 2-carbonylbutanoic acid p-nitrobenzoylhydrazone di-n-butyltin complex:

[0061] Add 0.249g (1.0mmol) di-n-butyltin oxide, 0.190g (1.05mmol) p-nitrobenzohydrazide, 0.117g (1.15mmol) 2-butanonic acid and 25mL The solvent is anhydrous methanol, reacted for 24 hours at a temperature of 45~65°C, cooled, filtered, controlled solvent volatilization and crystallization at a temperature of 20~35°C, and obtained yellow transparent crystals, namely 2-carbonylbutanoic acid p-nitrate Di-n-butyltin complexes of benzoylhydrazone. Yield: 83.6%. Melting point: 80~82°C (dec).

[0062] Elemental analysis (C 40 h 62 N 6 o 12 sn 2 ): Calculated: C 45.48, H 5.92, N 7.96; Found: C 45.54, H 6.00, N 7.95.

[0063] FT-IR (KBr, ν / cm -1 ): 3423, 2956, 2927, 2858, 1635, 1612, 1533, 1502, 1386, 1336, 1261, 1195, 1155, 1056, 1012, 966, 854, 806, 719, 684, 601, 5480, 25, 25 443, 422.

[0064] 1 H NMR (500 MHz, CDCl 3, δ / ppm): 8.38 (d, J =9.0 Hz, 2H), 8.30 (d, J =9.0 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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
Login to View More

Abstract

The invention discloses a 2-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex. The 2-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex is a complex which has the following structural formula (I) (please see the formula in the description), wherein R represents an n-butyl group. The invention further discloses a preparation method of the 2-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex and application of the 2-oxo-butyric acid p-methyl benzoyl hydrazone di-n-butyl tin complex in preparation of anti-cancer drugs.

Description

technical field [0001] The invention relates to a 2-carbonylbutyrate p-nitrobenzoylhydrazone di-n-butyltin complex and a preparation method thereof, and the 2-carbonylbutyrate p-nitrobenzoylhydrazone di-n-butyltin complex is used in the preparation of anticancer application in medicine. 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-depth resea...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/22A61K31/555A61P35/00
CPCC07B2200/13C07F7/2284
Inventor 蒋伍玖谭宇星张复兴邝代治朱小明冯泳兰庾江喜
Owner HENGYANG NORMAL UNIV