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Wuhan Topule Biopharmaceutical Co., Ltd

Hongshan District, Wuhan City, Hubei Province

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CAS: 60940-34-3,Ebselen

Publisher:jinzun168Time:2023-05-21Number:1140

Basic information

cas: 60940-34-3

English name: ebselen

English alias: Ebselenum; 2 - phenyl - 1, 2 - benzoselenazol - 3 - one; Harmokisane; Ebseleno; Ebselene;

Molecular formula: C13H9NOSe

Molecular weight: 274.17700

Accurate mass: 274.98500

PSA: 22.00000

LOGP: 2.04770


Physicochemical property

Appearance and properties: white solid

Boiling point: 402.8ºC at 760 mmHg

Melting point: 178-181 °C

Flash point: 197.4ºC

Stability: Stable at room temperature in closed containers under normal storage and handling conditions.

Storage condition: 2-8ºC

Safety information

RTECS number: DE4140750

Safety Description: S20/21-S28-S45-S60-S61-S28A

Danger class code: R23/25; R33;  R50/53

WGK Germany: 3

Dangerous Goods Transport code: UN 3283 6.1/PG 3

Customs Code: 2927000090

Dangerous goods mark: T; N

Signal word: Danger

Risk description: H301; H331;  H373;  H410

Danger signs: GHS06, GHS08, GHS09

Risk prevention instructions: P261; P273;  P301 + P310;  P311;  P501

Production method and application

Production method

1. 2,2 '-diselenated dibenzoic acid was prepared by adding KOH7.1g(0.13mol), 18ml water and 85% hydrazine hydrate 3.2g(0.05mol) into the reaction bottle, stirring evenly at 60-70oC, adding 10g(0.13mol) selenium powder in batches, stirring reaction at 70oC for 1h. Diazo salt solution prepared from 17.3g(0.13mol) 2-aminobenzoic acid and 11.1g(0.16mol) sodium nitrite was added at room temperature. Then the reaction was stirred at 60oC for 2h. At room temperature, 6mol/L hydrochloric acid was adjusted to pH 2. 2- selenobenzoyl chloride was prepared In the reaction bottle, 6.0g(0.02mol) of 2,2 '-diselenate dibenzoic acid and SOCl2 were added, and the remaining material was recrystallized with n-hexane to obtain 6.25g of 2-seleno-benzoyl chloride, the yield was 82%,mp63~64oC. 3. In the reaction bottle, 3ml aniline (0.03mol) and 30ml ethyl ether were added, and 2-chloro-selenobenzoyl chloride [3.0g(0.01mol)] ethyl ether (40ml) solution was added under stirring. The temperature of the drip process was controlled not to exceed room temperature (generally 25 oC). After the mixture was finished, the mixture was stirred for 3h. The solvent was removed by decompression steaming, and the remaining material was separated by rapid column chromatography [silica gel G, mobile phase was ethyl acetate/chloroform (1:2)]. After the solvent was removed from the steam, the light yellow solid ebouse 3.0g was obtained, the yield was 92.6%,mp179~180 oC.

use

A new anti-inflammatory drug. This product is a small molecule organic selenium compound with bioactivity of glutathione peroxidase, which can clear lipid peroxyradicals and inhibit their damage to DNA. It shows good anti-inflammatory activity in various inflammatory models, and does not have the gastrointestinal irritation effect of non-steroidal anti-inflammatory drugs. It can be used to treat rheumatoid arthritis, osteoarthritis and so on. It's also a neuroprotector.

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