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ETHYL 1-(3-CHLORO-2-PYRIDINYL)-3-PYRAZOLIDINONE-5-CARBOXYLATE is a chemical compound with the molecular formula C12H13ClN2O3. It is a pyridine derivative with a pyrazolidinone core and an ethyl ester functional group. ETHYL 1-(3-CHLORO-2-PYRIDINYL)-3-PYRAZOLIDINONE-5-CARBOXYLATE has the potential to exhibit various biological activities due to its structural characteristics, including antifungal, antibacterial, and anti-inflammatory properties. It may also have applications in the pharmaceutical industry as a potential drug candidate for the treatment of various diseases and conditions. Additionally, its unique structure and functional groups make it an interesting target for further research and development in medicinal chemistry and drug discovery.

500011-88-1

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500011-88-1 Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 1-(3-CHLORO-2-PYRIDINYL)-3-PYRAZOLIDINONE-5-CARBOXYLATE is used as a potential drug candidate for the treatment of various diseases and conditions due to its potential biological activities, such as antifungal, antibacterial, and anti-inflammatory properties.
Used in Medicinal Chemistry Research:
ETHYL 1-(3-CHLORO-2-PYRIDINYL)-3-PYRAZOLIDINONE-5-CARBOXYLATE is used as a target for further research and development in medicinal chemistry and drug discovery due to its unique structure and functional groups.

Check Digit Verification of cas no

The CAS Registry Mumber 500011-88-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 5,0,0,0,1 and 1 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 500011-88:
(8*5)+(7*0)+(6*0)+(5*0)+(4*1)+(3*1)+(2*8)+(1*8)=71
71 % 10 = 1
So 500011-88-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H12ClN3O3/c1-2-18-11(17)8-6-9(16)14-15(8)10-7(12)4-3-5-13-10/h3-5,8H,2,6H2,1H3,(H,14,16)

500011-88-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 1-(3-chloro-2-pyridinyl)-3-pyrazolidinone-5-carboxylate

1.2 Other means of identification

Product number -
Other names ethyl 2-(3-chloro-2-pyridinyl)-5-oxopyrazolidine-3-carboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:500011-88-1 SDS

500011-88-1Downstream Products

500011-88-1Relevant articles and documents

Preparation method of pyridyl pyrazolidinone carboxylic acid compound

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Paragraph 0031-0038; 0043-0046; 0052-0054, (2022/03/17)

The invention belongs to the field of organic synthesis, and particularly relates to a preparation method of a pyridyl pyrazolidinone carboxylic ester compound. The reaction formula is shown in the specification, each group in the formula being defined in the specification. The invention provides a method for preparing a key intermediate pyridyl pyrazolidinone carboxylic ester compound of benzamide insecticides, and by adopting the method provided by the invention, the yield of a product is improved, the energy consumption is reduced, and industrial production is facilitated.

Design, synthesis, insecticidal activities, and molecular docking of novel pyridylpyrazolo carboxylate derivatives

Peng, Hongxiang,Xu, Hanhong,Yang, Shuai,Zhao, Chen,Zhu, Jinyi

, (2022/03/31)

Based on our previous work, using the strategies of “scaffold hopping” and “intermediate derivatization method” (IDM), a total of 44 novel pyridylpyrazolo carboxylate derivatives were designed and synthesized. The structures of these compounds were identified by 1H NMR and 13C NMR, and the insecticidal activities of the target compounds against Plutella xylostella and Spodoptera frugiperda were tested. Compound G35 showed the best insecticidal activities against P. xylostella (LC50?=?33.65 mg/L) and S. frugiperda (mortality rate?=?61.21% at 100 mg/L). Preliminary structure–activity relationship analysis showed that the introduction of amino group and acetamide on the benzene ring helped to improve the insecticidal activity of the scaffold. Molecular docking model between compounds G34 or G35 and Ryanodine receptors (RyRs) of P. xylostella showed that RyRs may be a potential target of this series compounds and explained the difference in insecticidal activities. These findings provided guidance for further optimization of the pyridylpyrazolo carboxylate scaffold as potential insecticide.

Diamides conformationally restricted with central amino acid: Design, synthesis, and biological activities

Chen, Rui-Jia,Cheng, Jia-Gao,Dong, Le-Feng,Feng, Ting-Ting,Gu, Yu-Cheng,Li, Zhong,Shao, Xu-Sheng,Wang, Gang-Ao,Wang, Jun-Jie,Xu, Xiao-Yong,Xu, Zhi-Ping,Zhou, Cong

, (2022/02/03)

Diamide insecticides, represented by chlorantraniliprole (CHL), were widely applied in the control of lepidopteran insects. In efforts to develop bioactive diamides with novel scaffolds, we design and synthesized a series of diamides containing central amino acids to conformationally simulate CHL. Bioassay results indicated that most compounds containing 1-aminocyclopropane-1-carboxylic acid exhibited excellent larvacidal potency against Mythimna separate and Plutella xylostella. After a systematic structure–activity relationship study, 1–23 was identified as a potential insecticidal candidate with LC50 values of 34.920 mg·L?1 against M. separate and 61.992 mg·L?1 on P. xylostella. Finally, molecular docking revealed the possible binding mode of 1–23 with the target protein, ryanodine receptors.

PROCESS FOR SYNTHESIS OF PYRAZOLIDINONE COMPOUNDS

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Page/Page column 8-9; 12, (2021/02/26)

The present disclosure relates to a process for the synthesis of pyrazolidinone, particularly alkyl 2-(3-chloropyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylate (pyrazolidinone) compound. The process of the present disclosure is simple, economical, and produces alkyl 2-(3- chloropyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylate with a comparatively high yields.

N-ALKYL-N-CYANOALKYLBENZAMIDE COMPOUND AND USE THEREOF

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, (2021/01/25)

The present invention discloses an N-alkyl-N-cyanoalkylbenzamide compound of General Formula I, an intermediate of General Formula II used to prepare the compound, wherein R1 is selected from halo or C1-C3 alkyl; R2

PROCESS FOR THE PREPARATION OF CHLORANTRANILIPROLE

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, (2021/02/26)

The present invention relates to two novel, efficient and one-pot methods for synthesizing chlorantraniliprole. In the first scheme, Chlorantraniliprole is prepared by a novel telescopic process starting from 3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid a key raw material-A (Key RM-A). In the second scheme, starting from Key RM-A, the process steps use of a novel variant of anthranilic acid (Methyl 2-amino-5-chloro-3-methylbenzoate), to get Chlorantraniliprole. Furthermore, the present invention also relates to the synthesis of key starting material for the synthesizing chlorantraniliprole in-situ. All the in-situ steps of the disclosed synthesis methods obtain good yield, without using any expensive reagent or base or harsh reaction conditions, which makes the process simple, environment friendly and more cost effective. With this process the production cost of chlorantraniliprole and its intermediates is substantially reduced; fewer by-products are formed during its synthesis and since it's a one-pot reaction, isolation and purification are easy to achieve.

Design, synthesis, and insecticidal activities of novel diamide derivatives with alpha-amino acid subunits

Chen, Rui-Jia,Wang, Jun-Jie,Han, Li,Gu, Yu-Cheng,Xu, Zhi-Ping,Cheng, Jia-Gao,Shao, Xu-Sheng,Xu, Xiao-Yong,Li, Zhong

, p. 1429 - 1436 (2021/05/06)

A series of diamide derivatives containing α-amino acids were designed and synthesized. These compounds were evaluated for their insecticidal activities against Plutella xylostella, Mythimna separate, Myzus persicae, and Tetranychus cinnabarinus. Most of the title compounds containing an l-phenylglycine skeleton were endowed with good activities at the concentration of 500 mg·L?1. Compounds (R)-A6 showed a potential value for further optimization as an insecticidal lead with the LC50 value of 86.8 mg·L?1.

Preparation method of key intermediate of 3-bromo-1-(3-chloro-2-pyridyl)-1H-imidazole-5-carboxylic acid

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, (2021/06/26)

The invention discloses a preparation method of a key intermediate of 3-bromo-1-(3-chloro-2-pyridyl)-1H-imidazole-5-carboxylic acid. The method comprises the following steps: by taking 2,3-dichloropyridine as an initial raw material, carrying out a hydrazine hydrate reflux reaction, and then conducting cooling and centrifuging to obtain a 3-chloro-2-pyridyl wet product; then, enabling the 3-chloro-2-pyridyl wet product to react with diethyl maleate and sodium ethoxide to generate 2-(3-chloro-2-pyridyl)-5-oxo-3-pyrazolidine; then carrying out bromination reaction on the 2-(3-chloro-2-pyridyl)-5-oxo-3-pyrazolidine and phosphorus oxybromide to produce a 3-bromo-1-(3-chloro-2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid ethyl ester wet product; putting the 3-bromo-1-(3-chloro-2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid ethyl ester wet product into water, adding sodium persulfate, and carrying out a reaction so as to obtain 3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxylic acid ethyl ester; and conducting hydrolysis in water to obtain 3-bromo-1-(3-chloro-2-pyridyl)-1H-imidazole-5-carboxylic acid. The method can greatly improve the production efficiency and reduce the production cost, and can be directly used for the next reaction without drying treatment.

PROCESS FOR SYNTHESIS OF PYRAZOLIDINONE COMPOUNDS

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Page/Page column 6, (2021/02/26)

The present disclosure relates to a process for the synthesis of pyrazolidinone, particularly alkyl 2-(3-chloropyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylate (pyrazolidinone) compound. The process of the present disclosure is simple, economical, and produces alkyl 2-(3-5 chloropyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylate with a comparatively high yields.

Design, synthesis and insecticidal-activity evaluation of N-pyridylpyrazolo-5-methyl amines and its derivatives

Yang, Shuai,Xu, Kaijie,Lai, Qiuqin,Zhao, Chen,Xu, Hanhong

, p. 4304 - 4311 (2020/09/21)

In searching for novel insecticidal leads, a series of N-pyridylpyrazolo-5-methyl amines and their derivatives were designed and synthesized. Among the 22 target compounds obtained, bioassays indicated that some of the target compounds exhibited good insecticidal activities against Plutella xylostella (P. xylostella) and Spodoptera frugiperda (S. frugiperda). In particular, compound 9j revealed the best insecticidal activity against P. xylostella, with a LC50 value of 22.11 mg/L, and compound 9q had the best insecticidal activity against S. frugiperda which with 73.99% of mortality rate at 100 mg/L. Structure-activity relationship (SAR) analysis showed that 4-CF3 at the position of R1 linked with N-pyridylpyrazole via amide bond could enhance the insecticidal activity of the target compounds. This study provides valuable clues for the further design and optimization of N-pyridylpyrazole derivatives.

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