ChemicalBook
Chinese english Germany Korea

オキソリン酸

オキソリン酸 化学構造式
14698-29-4
CAS番号.
14698-29-4
化学名:
オキソリン酸
别名:
1-エチル-6,7-(メチレンジオキシ)-4-オキソ-1,4-ジヒドロキノリン-3-カルボン酸;ウロキソル;オキソリン酸;ウロトレート;ピチル;ウチビド;5,8-ジヒドロ-5-エチル-8-オキソ-1,3-ジオキソロ[4,5-g]キノリン-7-カルボン酸;ジオキサシン;オッシアン;オキソリニック酸;ウルチビド;プロドキソル;ウロ-アルバル;1-エチル-1,4-ジヒドロ-6,7-メチレンビスオキシ-4-オキソ-3-キノリンカルボン酸;5-エチル-5,8-ジヒドロ-8-オキソ-1,3-ジオキソロ[4,5-g]キノリン-7-カルボン酸;ウリトレート;オキソボイ;1,4-ジヒドロ-1-エチル-4-オキソ-6,7-(メチレンジオキシ)キノリン-3-カルボン酸;スターナ;ニダンチン
英語化学名:
Oxolinic acid
英語别名:
w4565;utibid;ossian;oxoboi;pietil;s-0208;uroxol;starner;ultibid;dioxacin
CBNumber:
CB8177186
化学式:
C13H11NO5
分子量:
261.23
MOL File:
14698-29-4.mol

オキソリン酸 物理性質

融点 :
314-316°C (dec.)
沸点 :
473℃
比重(密度) :
1.3038 (rough estimate)
屈折率 :
1.5500 (estimate)
闪点 :
>110°(230°F)
貯蔵温度 :
2-8°C
溶解性:
Soluble in 0.5N NaOH with warming
外見 :
Crystalline Powder
酸解離定数(Pka):
5.94±0.20(Predicted)
色:
White
水溶解度 :
3.214mg/L(temperature not stated)
Sensitive :
Light Sensitive
Merck :
13,7014
BRN :
620635
安定性::
Stable. Combustible.
InChIKey:
KYGZCKSPAKDVKC-UHFFFAOYSA-N
CAS データベース:
14698-29-4(CAS DataBase Reference)
EPAの化学物質情報:
Oxolinic acid (14698-29-4)
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  22-24/25-60-36
WGK Germany  3
RTECS 番号 JI5075000
10
HSコード  29349990
有毒物質データの 14698-29-4(Hazardous Substances Data)
毒性 LD50 in mice, rats (mg/kg): >6000, >2000 orally (Turner)
化審法 一般化学物質
絵表示(GHS)
注意喚起語 Warning
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
H302 飲み込むと有害 急性毒性、経口 4 警告 P264, P270, P301+P312, P330, 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。
P330 口をすすぐこと。

オキソリン酸 価格 もっと(20)

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) W01FLC242886
5-Ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
14698-29-4 5g ¥6300 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01FLC242886
5-Ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
14698-29-4 10g ¥10600 2021-03-23 購入
関東化学株式会社(KANTO) 49832-81 オキソリン酸標準品
Oxolinic acid standard
14698-29-4 250mg ¥14000 2021-03-23 購入
関東化学株式会社(KANTO) 31055-96 オキソリン酸標準品 >98.0%(HLC)
Oxolinic acid standard >98.0%(HLC)
14698-29-4 500mg ¥6500 2021-03-23 購入
Sigma-Aldrich Japan O0240000 オキソリン酸 European Pharmacopoeia (EP) Reference Standard
Oxolinic acid European Pharmacopoeia (EP) Reference Standard
14698-29-4 o0240000 ¥33600 2018-12-25 購入

オキソリン酸 MSDS


Oxolinic acid

オキソリン酸 化学特性,用途語,生産方法

外観

白色~わずかにうすい黄色, 結晶性粉末~粉末

溶解性

1mol/l 水酸化ナトリウム 200~330g/kg、<10g/kg アセトン, 酢酸エチル, ヘキサン,メタノール、0.003mg/l 水。水酸化ナトリウム溶液に溶け、水にほとんど溶けない。

用途

窒素複素環系殺菌剤 尿路防腐薬

用途

ニューキノロン系抗菌剤です。 DNA ジャイレースを阻害し、抗菌作用を示し ます。

効能

抗菌薬, 核酸合成阻害薬

農薬用途

動物薬、合成抗菌剤

化学的特性

Crystalline Solid

Originator

Prodoxol,Warner,UK,1974

使用

Quinolone antibacterial.

使用

Oxolinic acid is a quinolone antibiotic used for studies on DNA winding and coiling and for studies on dopaminergic neurotransmission processes. It is used to study new transmissible resistance mechanisms qnrA, qnrB, qnrS, and aac(6′)Ib-cr, in Escherichia

定義

ChEBI: A quinolinemonocarboxylic acid having the carboxy group at position 7 as well as oxo and ethyl groups at positions 4 and 1 respectively and a dioxolo ring fused at the 5- and 6-positions. A synthetic antibiotic, it is used in veterinary medicine for the tr atment of bacterial infections in cattle, pigs and poultry.

Manufacturing Process

A mixture of 27 parts by weight of 3,4-methylenedioxyaniline and 43 parts by weight of diethyl ethoxymethylenemalonate is heated at 80° to 90°C for 3 hours. The mixture is then heated at 80° to 90°C for 1 hour under about 15 mm pressure to remove the byproduct ethyl alcohol formed. The residue is recrystallized from ligroin (BP 60° to 90°C) to give diethyl[(3,4methylenetlioxyanilino)methylene] malonate as a yellow solid melting at 100° to 102°C. The analytical sample from ligroin melts at 101° to 102°C.
A mixture of 48 parts by weight of diethyl[(3,4-methylenedioxyanilino) methylene] malonate and 500 parts by weight of diphenyl ether is refluxed for 1 hour. The mixture is allowed to cool to about 25°C with stirring and 500 parts by weight of petroleum ether are added. Filtration gives 3-carbethoxy6,7-methylenedioxy-4-hydroxy-quinoline as a brown solid, MP 276° to 281°C. Several recrystallizations from dimethylformamide gives almost colorless analytical material, MP 285° to 286°C, (decomposes).
A mixture of 26 parts of 3-carbethoxy-6,7-methylenedioxy-4-hydroxyquinoline,16 parts of sodium hydroxide and 50 parts of dimethylformamide is heated at 70° to 75°C for 2 hours, then 31 parts of ethyl iodide is added over 1 hour with continued heating and stirring. After an additional 3 to 4 hours of heating (at 70° to 75°C) and stirring, the mixture is diluted with 500 parts of water, refluxed for 3 to 4 hours, acidified with concentrated hydrochloric acid and filtered to yield 18 to 22 parts of 1-ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinoline-carboxylic acid, MP 309° to 314°C (decomposes). The analytical sample from dimethylformamide melts at 314° to 316°C (decomposes).

brand name

Utibid (ParkeDavis).

Therapeutic Function

Antibacterial (urinary)

抗菌性

Like nalidixic acid, this drug is effective with respect to Gram-negative microorganisms and is used for the same indications. Synonyms of this drug are nidantin, prodoxol, ocolin, uroxol, and others.

応用例(製薬)

An oral 4-quinolone with a tricyclic structure. Its antibacterial spectrum is very similar to that of nalidixic acid, but it is more active againstEnterobacteriaceae (MIC 0.25–2 mg/L). Grampositive bacteria, Ps. aeruginosa and anaerobes are resistant.
After repeated doses of 750 mg twice daily, mean plasma concentrations are initially very low, but steady state is reached at the third day and Cmax is around 3.5 mg/L. Administration with food delays absorption. Binding to plasma protein is about 80%. It undergoes complex biotransformation, and an enterohepatic cycle may account for the increase in the apparent elimination half-life from 4 to 15 h over 7 days of treatment as well as for the 20% of dose which can be recovered from the feces. About 50% of the dose appears in the urine in the first 24 h, partly in the form of metabolites, some of which display antibacterial activity.
Side effects common to the quinolones occur frequently. About one-quarter of patients treated with 750 mg every 12 h suffer nausea and vomiting or restlessness and insomnia. Its only use is in the treatment of lower urinary tract infections.

安全性プロファイル

Moderately toxic by ingestion. Low toxicity by skin contact. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Chemical Synthesis

Oxolinic acid, 5-ethyl-5,8-dihydro-8-oxo-1-dioxolo[4,5-g]-quinolin- 7-carboxylic acid (33.2.9), is basically synthesized by the same synthetic scheme as nalidixic acid, although it uses 3,4-methylendioxyanyline (33.2.6) as the starting aromatic amine component, and not the 2-amino-6-methylpyridine used to make nalidixic acid. This compound is obtained by hydrogenation to 3,4-methylendioxy-1-nitrobenzene (33.2.5), which is in turn synthesized by nitrating 1,2-methylendioxybenzene with nitric acid. The resulting 3,4-methylendioxyaniline (33.2.6) is then reacted with ethoxymethylenmalonic ester to make the substitution product (33.2.7), which when heated cyclizes to ethyl ester of 4-hydroxy-6,7-methylendioxyquinolin-3-carboxylic acid (33.2.8). Hydrolyzis of this with a base in dimethylformamide and direct treating of the obtained product with ethyl iodide gives the desired oxolinic acid.

純化方法

Purify the acid by recrystallisation from aqueous Me2CO, 95% EtOH or dimethylformamide. It has UV 220, (255.5sh), max 259.5, 268, (298sh, 311sh), 321 and 326nm [ 14.8, (36.8sh), 38.4, 38.4, (6.4sh, 9.2sh), 10.8 and 11.2 x 103]. [Kaminsky & Mettzer J Med Chem 11 160 1968, Beilstein 17 H 6, 17 I 3, 17 II 202, 17 III/IV 13, 17/1 V 11.]

オキソリン酸 上流と下流の製品情報

原材料

準備製品


オキソリン酸 生産企業

Global( 269)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
Masteam Bio-tech Co., Ltd.
86-15897918789 86-15200345168
bruce.lei@masteam.com CHINA 153 58
Qingdao Trust Agri Chemical Co.,Ltd
13573296305 008613573296305
0532-87927000 aroma@qdtrustagri.com CHINA 182 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8882 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 3001 55
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1010 58
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 29959 58
Hebei Zhuangkai Biotechnology Co.,Ltd.
+8618033787409
0311-89850048 zhuangkai@zk-chem.com China 299 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930503282
sales3@crovellbio.com China 5508 58

14698-29-4(オキソリン酸)キーワード:


  • 14698-29-4
  • 1-ethyl-1,4-dihydro-6,7-methylenedioxy-4-oxo-3-quinolinecarboxylicacid
  • 1-ethyl-6,7-methylenedioxo-4-quinoline-3-carboxlicacid
  • utibid
  • w4565
  • OXOLINIC ACID
  • 5,8-DIHYDRO-5-ETHYL-8-OXO-1,3-DIOXOLO[4,5-G]QUINOLINE-7-CARBOXYLIC ACID
  • 5-ethyl-5,8-dihydro-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid
  • 5-ETHYL-8-OXO-5,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]QUINOLINE-7-CARBOXYLIC ACID
  • AKOS 94417
  • Oxolinic acid solution
  • OXOLINIC ACID STANDARD SOLUTION
  • OXOLINIC ACID F&D VERSION OF O0877
  • OXOLINIC ACID 97+%
  • 5-Ethyl-5,8-dihydro-8-oxo-1,3-dioxolo[4.5]quinole-7-carboxylicacid
  • 1,3-Dioxolo4,5-gquinoline-7-carboxylic acid, 5-ethyl-5,8-dihydro-8-oxo-
  • 5-Ethyl-5,8-dihydro-8-oxo-1,3-Dioxolo[4,5-γ],quinoline-7-carboxylic Acid
  • 1-Ethyl-6,7-methylenedioxo-4-quinoline-3-carboxylic acid
  • 2,3-dihydrofuran-5-carboxylic acid
  • 1-ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylicacid
  • 5-g)quinoline-7-carboxylicacid,5-ethyl-5,8-dihydro-8-oxo-3-dioxolo(4
  • 5-g]quinoline-7-carboxylicacid,5-ethyl-5,8-dihydro-8-oxo-3-dioxolo[4
  • dioxacin
  • emyrenil
  • gramurin
  • nidantin
  • nsc-110364
  • ossian
  • oxoboi
  • oxolinic
  • pietil
  • 1-エチル-6,7-(メチレンジオキシ)-4-オキソ-1,4-ジヒドロキノリン-3-カルボン酸
  • ウロキソル
  • オキソリン酸
  • ウロトレート
  • ピチル
  • ウチビド
  • 5,8-ジヒドロ-5-エチル-8-オキソ-1,3-ジオキソロ[4,5-g]キノリン-7-カルボン酸
  • ジオキサシン
  • オッシアン
  • オキソリニック酸
  • ウルチビド
  • プロドキソル
  • ウロ-アルバル
  • 1-エチル-1,4-ジヒドロ-6,7-メチレンビスオキシ-4-オキソ-3-キノリンカルボン酸
  • 5-エチル-5,8-ジヒドロ-8-オキソ-1,3-ジオキソロ[4,5-g]キノリン-7-カルボン酸
  • ウリトレート
  • オキソボイ
  • 1,4-ジヒドロ-1-エチル-4-オキソ-6,7-(メチレンジオキシ)キノリン-3-カルボン酸
  • スターナ
  • ニダンチン
  • 5-エチル-5,8-ジヒドロ-8-オキソ[1,3]ジオキソロ[4,5-g]キノリン-7-カルボン酸
  • オキソリン酸標準品
  • 5エチル5,8ジヒドロ8オキソ[1,3]ジオキソロ[4,5anキノリン7カルボン酸
  • 尿路防腐薬
  • 窒素複素環系殺菌剤
Copyright 2017 © ChemicalBook. All rights reserved