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ベンズブロマロン

ベンズブロマロン 化学構造式
3562-84-3
CAS番号.
3562-84-3
化学名:
ベンズブロマロン
别名:
ベンズマロン;ガウトマロン;3-(3,5-ジブロモ-4-ヒドロキシベンゾイル)-2-エチルベンゾフラン;ウリノルム;ウロリープ;ブロマノーム;ユリノーム;2-エチル-3-ベンゾフリル(3,5-ジブロモ-4-ヒドロキシフェニル)ケトン;3,5-ジブロモ-4-ヒドロキシフェニル2-エチル-3-ベンゾフラニルケトン;ナルカリシン;トレビアノーム;ベンズブロマロン;キランガ;(3,5-ジブロモ-4-ヒドロキシフェニル)(2-エチルベンゾフラン-3-イル)ケトン;ウリコバック;ナーカリシン;ミヌリック;デスリック;アズブロマロン;2-エチル-3-(3,5-ジブロモ-4-ヒドロキシベンゾイル)ベンゾフラン
英語化学名:
BENZBROMARONE
英語别名:
l2214;desuric;exurate;minuric;mj10061;Besuric;Urinorm;Normurat;l2214-labaz;AzubroMaron
CBNumber:
CB4408363
化学式:
C17H12Br2O3
分子量:
424.08
MOL File:
3562-84-3.mol

ベンズブロマロン 物理性質

融点 :
151°
沸点 :
514.1±50.0 °C(Predicted)
比重(密度) :
1.6211 (rough estimate)
屈折率 :
1.6010 (estimate)
貯蔵温度 :
Inert atmosphere,2-8°C
溶解性:
Practically insoluble in water, freely soluble in acetone and in methylene chloride, sparingly soluble in ethanol (96 per cent).
外見 :
neat
酸解離定数(Pka):
4.66±0.25(Predicted)
Merck :
14,1065
InChIKey:
WHQCHUCQKNIQEC-UHFFFAOYSA-N
CAS データベース:
3562-84-3(CAS DataBase Reference)
EPAの化学物質情報:
Methanone, (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)- (3562-84-3)
安全性情報
  • リスクと安全性に関する声明
  • 危険有害性情報のコード(GHS)
主な危険性  Xn
Rフレーズ  22
Sフレーズ  36
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS 番号 OB1804200
国連危険物分類  6.1(b)
容器等級  III
毒性 LD50 oral in rat: 248mg/kg
絵表示(GHS)
注意喚起語 Danger
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード
H301 飲み込むと有毒 急性毒性、経口 3 危険 P264, P270, P301+P310, P321, P330,P405, P501
注意書き
P264 取扱い後は皮膚をよく洗うこと。
P264 取扱い後は手や顔をよく洗うこと。
P270 この製品を使用する時に、飲食または喫煙をしないこ と。
P301+P310 飲み込んだ場合:直ちに医師に連絡すること。
P405 施錠して保管すること。
P501 内容物/容器を...に廃棄すること。

ベンズブロマロン 価格 もっと(15)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01TRCB185200 ベンズブロマロン
Benzbromarone
3562-84-3 50mg ¥13800 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01TOC5420
Benzbromarone
3562-84-3 50mg ¥17000 2020-09-21 購入
東京化成工業 B4099 ベンズブロマロン >98.0%(GC)(T)
Benzbromarone >98.0%(GC)(T)
3562-84-3 1g ¥3400 2021-03-23 購入
東京化成工業 B4099 ベンズブロマロン >98.0%(GC)(T)
Benzbromarone >98.0%(GC)(T)
3562-84-3 5g ¥10100 2021-03-23 購入
Sigma-Aldrich Japan Y0000775 European Pharmacopoeia (EP) Reference Standard
Benzbromarone European Pharmacopoeia (EP) Reference Standard
3562-84-3 ¥35200 2021-03-23 購入

ベンズブロマロン 化学特性,用途語,生産方法

外観

白色~うすい黄色, 結晶性粉末~粉末又は塊

溶解性

N,N-ジメチルホルムアミドに極めて溶けやすく、アセトンに溶けやすく、エタノール(99.5)にやや溶けにくく、水にほとんど溶けない。

用途

尿細管再吸収を選択的に阻害 制し、尿酸排出増加作用を示します。

用途

尿細管再吸収を選択的に阻害 制し、尿酸排出増加作用を示します。

効能

痛風治療薬, 尿酸排泄促進薬

商品名

ベンズブロマロン (ナガセ医薬品); ユリノーム (鳥居薬品)

化学的特性

Pale Beige Solid

Originator

Desuric,Labaz,Switz.

使用

Benzbromarone is a benzofuran derivative that has been reported to lower serum urate levels in animals and human studies. In normal and hyperuricaemic subjects, benzbromarone reduced serum uric acid levels by one-third to one-half. In comparison with other urate-lowering drugs, 80 mg of micronized or 100 mg of nonmicronized benzbromarone had equal urate-lowering activity to 1–1.5 g of probenecid or 400–800 mg of sulfinpyrazone.
The mechanism of the urate-lowering activity of benzbromarone appears to be attributable to its uricosuric activity. In rats, benzobromarone inhibited urate reabsorption in the proximal tubules when given at 10 mg/kg i.v. In isolated rat liver preparation, benzbromarone inhibits xanthine oxidase in vitro but not in vivo . In humans, this compound only weakly inhibits xanthine oxidase and no increase in urinary excretion of xanthine or hypoxanthine was observed. After oral administration, about 50% of benzbromarone is absorbed. The drug undergoes extensive dehalogenation in the liver and is excreted mainly in the bile and feces. For control of gout the usual therapeutic dose is 100–200 mg daily. Benzbromarone has few side effects and is usually well tolerated.

使用

Benzbromarone is a uricosuric agent used in the treatment of gout and hyperuricemia. Studies show that use of Benzbromarone results in less complications than other uricosuric agent such as Allopurinol.

使用

Coronarodilatator;Uric acid transport inhibitor

Manufacturing Process

The propyl analog of the benzbromarone intermediate containing an ethyl group is prepared as follows: to a solution of potassium hydroxide (56 g = 1 mol) in absolute ethyl alcohol (750 cc) is added one mol of salicylic aldehyde (122 grams). The mixture is brought to boiling point in a water-bath until the potassium salt formed is dissolved. One mol of ethyl chloromethyl ketone (106.5 grams) (methyl chloromethyl ketone or chloracetone in the case of benzbromarone) is gradually added and the solution boiled in a reflux condenser for two hours.
After cooling, the potassium chloride precipitate is separated off by filtration, and the greater part of the solvent removed by distillation. The residue is then puritied by distillation. In this way, 140 grams of 2-propionyl coumarone are obtained, boiling at 135°C under 15 mm Hg. A mixture is then prepared as follows: 215 grams of 2-propionyl coumarone, 550 cc of diethylene glycol and 200 grams of hydrazine hydrate at 85% and maintained at boiling point in a reflux condenser for 10 minutes. After cooling, 180 grams of potassium hydroxide are added and the mixture brought up to 120°-130°C. This temperature is maintained until no more nitrogen is liberated (about 1 hour). The mixture is then distilled by means of super-heated steam (150°-160°C). The distillate is neutralized by means of concentrated HCl, decanted, and the aqueous layer extracted by means of ether. The oily layer and the ethereal extract are mixed, washed with diluted HCl, then with water, and finally dried over sodium sulfate. The solvent is removed and the residue rectified under reduced pressure. In this way, 130 grams of 2-propyl coumarone are obtained, boiling at 112°C under 17 mm of mercury.
The following substances are then placed in a 250 cc flask fitted with a stirrer and a separatory funnel: 12.96 grams of 2-propyl coumarone, 55 cc of carbon sulfide and 14 grams of anisoyl chloride. The mixture is cooled by means of iced water and 21.5 grams of stannic chloride introduced dropwise, while the mixture is stirred. Stirring is continued for three hours at 0°C, after which the mixture is allowed to stand overnight. 50 cc of carbon sulfide is added and the mixture is treated, while being stirred, with the following: 20 cc of HCl and 100 cc of iced water. The organic layer is decanted and washed with water, dried over silica gel and rectified.
16.16 grams of 2-propyl-3-anisoyl coumarone are obtained (Yield: 72%), boiling at 189°C under 0.5 mm Hg. The methoxylated coumarone so obtained is mixed as follows: 1 part of 2-propyl-3-anisoylcoumarone and 2 parts of pyridine hydrochloride and the mixture maintained for one hour under a stream of dry nitrogen in an oil bath at 210°C (under a vertical condenser). After cooling, the mixture is triturated with 0.5 N hydrochloric acid (10 parts). The aqueous layer is separated and the residue extracted with ether. The ethereal extract is treated with 20 parts of 1% caustic soda. The alkaline layer is separated by decanting and acidified by means of diluted HCl. The precipitate is purified by recrystallization in aqueous acetic acid. 0.8 part of 2-propyl-3p-hydroxybenzoyl coumarone is obtained, melting at 123°C. Then the dibromo counterpart of benzbromarone may be prepared as follows: 8.05 g of 3-ethyl-2-p-hydroxybenzoyl coumarone, prepared as described above, are dissolved in very silght excess of 3% caustic soda. To this solution is gradually added a slight excess of bromine dissolved in a 25% aqueous solution of potassium bromide. The resultant solution is acidified with a 20% solution of sodium bisulfite, centrifuged, washed with water and then dried under vacuum. The product is then recrystallized in acetic acid and 13.6 g of 2-(4'-hydroxy-3',5'-dibromo-benzoyl)-3-ethyl coumarone obtained. MP 151°C.

Therapeutic Function

Uricosuric, Antiarthritic

安全性プロファイル

Poison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by subcutaneous route. Experimental teratogenic and reproductive effects. A uricosuric agent which promotesthe excretion of uric acid in the urine. A flammable liquid. When heated to decomposition it emits toxic fumes of Br-. See also KETONES.

ベンズブロマロン 上流と下流の製品情報

原材料

準備製品


ベンズブロマロン 生産企業

Global( 228)Suppliers
名前 電話番号 ファックス番号 電子メール 国籍 製品カタログ 優位度
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 15426 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26782 60
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679
86-0551-65418697 info@tnjchem.com China 3000 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29953 58
HEBEI YINGONG NEW MATERIAL TECHNOLOGY CO.,LTD
+8619933070948
claire@hbyingong.com China 687 58
Shenzhen Nexconn Pharmatechs Ltd
15013857715
admin@nexconn.com CHINA 3004 58
Hubei xin bonus chemical co. LTD
86-13657291602
027-59338440 linda@hubeijusheng.com CHINA 23035 58
Chongqing Chemdad Co., Ltd
+86-13650506873
sales@chemdad.com CHINA 37282 58

3562-84-3(ベンズブロマロン)キーワード:


  • 3562-84-3
  • LABOTEST-BB LT00134669
  • BENZBROMARONE
  • 3-[3,5-DIBROMO-4-HYDROXYBENZOYL]-2-ETHYLBENZOFURAN
  • 3,5-dibromo-4-hydroxyphenyl-2-ethylbenzo[b]furan-3-yl ketone
  • BENZBROMARONE, REFERENCE SPECTRUM EP STANDARD
  • BENZBROMARONE, MM(CRM STANDARD)
  • (3,5-Dibromo-4-hydroxyphenyl)(2-ethylbenzofuran-3-yl)ketone
  • (3,5-Dibromo-4-hydroxyphenyl)(2-ethyl-1-benzofuran-3-yl)methanone
  • (3,5-dibromo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)-methanon
  • 3-(3,5-dibromo-4-hydroxybenzoyl)-2-ethyl-benzofura
  • 3,5-dibromo-4-hydroxyphenyl2-ethyl-3-benzofuranylketone
  • benzbromaron
  • desuric
  • exurate
  • ketone,3,5-dibromo-4-hydroxyphenyl2-ethyl-3-benzofuranyl
  • l2214
  • l2214-labaz
  • minuric
  • mj10061
  • (3,5-dibromo-4-hydroxy-phenyl)-(2-ethylbenzofuran-3-yl)methanone
  • Methanone, (3,5-dibroMo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)-
  • 2,6-dibroMo-4-[(2-ethyl-1-benzofuran-3-yl)carbonyl]phenol
  • (3,5-DibroMo-4-hydroxyphenyl)(2-ethyl-3-benzofuranyl)Methanone
  • 2-Ethyl-3-(3,5-dibroMo-4-hydroxybenzoyl)benzofuran
  • AzubroMaron
  • Besuric
  • Benzbromarone CRS
  • Benzbromarone>
  • Normurat
  • Urinorm
  • ベンズマロン
  • ガウトマロン
  • 3-(3,5-ジブロモ-4-ヒドロキシベンゾイル)-2-エチルベンゾフラン
  • ウリノルム
  • ウロリープ
  • ブロマノーム
  • ユリノーム
  • 2-エチル-3-ベンゾフリル(3,5-ジブロモ-4-ヒドロキシフェニル)ケトン
  • 3,5-ジブロモ-4-ヒドロキシフェニル2-エチル-3-ベンゾフラニルケトン
  • ナルカリシン
  • トレビアノーム
  • ベンズブロマロン
  • キランガ
  • (3,5-ジブロモ-4-ヒドロキシフェニル)(2-エチルベンゾフラン-3-イル)ケトン
  • ウリコバック
  • ナーカリシン
  • ミヌリック
  • デスリック
  • アズブロマロン
  • 2-エチル-3-(3,5-ジブロモ-4-ヒドロキシベンゾイル)ベンゾフラン
  • ムイロジン
  • ベンゾブロマロン
  • ベンズブロマロン (JP17)
  • 尿酸排出促進薬
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