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オロチン酸

オロチン酸 化学構造式
65-86-1
CAS番号.
65-86-1
化学名:
オロチン酸
别名:
オロチン酸;オロチン酸一水和物;ビタミン B13(オロチン酸一水和物);オロット酸;オロト酸;オロチン酸, 無水;ウラシル-6-カルボン酸;オロチン酸(1,3-15N2);オロチン酸, 無水, 97%;オロチン酸 (JAN)
英語化学名:
Orotic acid
英語别名:
Orodin;Oropur;orotic;Orotyl;Orotonin;Oroturic;H-ORO-OH;Orotonsan;Orotsaure;orodin[qr]
CBNumber:
CB5691265
化学式:
C5H4N2O4
分子量:
156.1
MOL File:
65-86-1.mol

オロチン酸 物理性質

融点 :
≥300 °C
沸点 :
280.29°C (rough estimate)
比重(密度) :
1.6814 (rough estimate)
屈折率 :
1.4800 (estimate)
貯蔵温度 :
Sealed in dry,Room Temperature
酸解離定数(Pka):
pK1:1.8(+1);pK2:9.55(0) (25°C)
外見 :
Crystalline Powder
色:
White
水溶解度 :
Slightly soluble
Merck :
13,6942
BRN :
383901
安定性::
Stable. Incompatible with strong oxidizing agents.
InChIKey:
PXQPEWDEAKTCGB-UHFFFAOYSA-N
CAS データベース:
65-86-1(CAS DataBase Reference)
NISTの化学物質情報:
Orotic acid(65-86-1)
EPAの化学物質情報:
Orotic acid (65-86-1)
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,Xi
Rフレーズ  22-36/37/38
Sフレーズ  26-36/37/39-22-37/39
WGK Germany  3
RTECS 番号 RM3180000
10-21
Hazard Note  Harmful
TSCA  Yes
HSコード  29335990
有毒物質データの 65-86-1(Hazardous Substances Data)
毒性 pic-esc 1 g/L ZAPOAK12,583,72
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
H315 皮膚刺激 皮膚腐食性/刺激性 2 警告 P264, P280, P302+P352, P321,P332+P313, P362
H319 強い眼刺激 眼に対する重篤な損傷性/眼刺激 性 2A 警告 P264, P280, P305+P351+P338,P337+P313P
H335 呼吸器への刺激のおそれ 特定標的臓器毒性、単回暴露; 気道刺激性 3 警告
注意書き
P261 粉じん/煙/ガス/ミスト/蒸気/スプレーの吸入を避ける こと。
P305+P351+P338 眼に入った場合:水で数分間注意深く洗うこと。次にコ ンタクトレンズを着用していて容易に外せる場合は外す こと。その後も洗浄を続けること。
P321 特別な処置が必要である(このラベルの... を見よ)。
P332+P313 皮膚刺激が生じた場合:医師の診断/手当てを受けるこ と。

オロチン酸 価格 もっと(12)

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) W01AFAB25349 オロチン酸, 無水, 97%
Orotic acid, anhydrous, 97%
65-86-1 100g ¥18560 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01AFAB25349 オロチン酸, 無水, 97%
Orotic acid, anhydrous, 97%
65-86-1 500g ¥56320 2021-03-23 購入
Sigma-Aldrich Japan O2750 オロチン酸 ≥98% (titration), anhydrous
Orotic acid ≥98% (titration), anhydrous
65-86-1 10g ¥8620 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01CHDASB-00021300 ウラシル-6-カルボン酸
Uracil-6-Carboxylic Acid
65-86-1 100mg ¥16800 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01COBQB-7831 オロチン酸
Orotic acid
65-86-1 100g ¥18000 2021-03-23 購入

オロチン酸 化学特性,用途語,生産方法

定義

本品は、次の化学式で表される複素環式化合物である。

解説

uracil-6-carboxylic acid.C5H4N2O4(156.10).オロチン酸ともいう.G. Biscaroら(1904年)によって牛乳から分離され,さらにP. Mitchellら(1948年)によって,パンかびや酵母の培養からも分離された."白色の結晶.融点345~346 ℃.λmax 205,280 nm(ε 10.9×103,7.52×103).定量法にはバルビツル酸にかえ,p-(ジメチルアミノ)ベンズアルデヒドで比色する方法や,酵素でウリジル酸に変化させ,紫外部吸収の変化を測定する方法がある.オロト酸は,核酸成分であるピリミジン塩基の生合成中間物質の一つであり,オロト酸から生成するUDPやCDPは核酸の生合成材料となるだけでなく,糖質や脂質の代謝に補酵素となり,種々の代謝系に影響を与えているものと考えられる.オロト酸は乳汁中に特異的に多く,幼動物に対して発育効果を有する.A.F. Novakら(1948年)が,アルコール蒸留廃液中にネズミに対する成長促進因子の存在することを認め,B13 という名称を与えたが,B13 とオロト酸は同一物であることも知られている.[CAS 65-86-1]
森北出版「化学辞典(第2版)

用途

核酸前駆ビタミンであり、皮膚および肝機能改善剤として湿布等に用いる。

化粧品の成分用途

皮膚コンディショニング剤

効能

利胆薬

化学的特性

white crystalline powder

Originator

Lactinium, Roland

使用

hepatoprotectant, uricosuric agent

使用

An intermediate in de novo pyrimidine biosynthesis.

定義

ChEBI: A pyrimidinemonocarboxylic acid that is uracil bearing a carboxy substituent at position C-6.

Manufacturing Process

91.7 g (0.5 mol) of trichloroacetyl chloride was cooled to -35°C in a glass vessel by means of a cooling brine. In the course of 3 h, 27.0 g (0.06 mol) of pure ketene was introduced through a tube. After completion of the reaction, the vessel was immediately put under dry nitrogen to prevent penetration of moisture. So γ,γ,γ-trichloroacetoacetylchloride was produced.
The reaction mixture containing the γ,γ,γ-trichloroacetoacetyl chloride was transfered under nitrogen to a dropping funnel and in the course of 15 min was added with vigorous agitation to a suspension of 69.0 g (1.15 mole) of urea in 90.0 g of anhydrous acetic acid. Water cooling was used so that the reaction temperature would not exceed 40°C. After completion of the addition, the reaction mixture was heated as rapidly as possible to 115°C, and held at this temperature for 30 min.
Subsequently there was cooling and one more 99.0 g of glacial acetic acid and 180.0 g of water were added. The precipitated 6-trichloromethyluracil was filtered off and dried at 60°C in a vacuum drying cabinet. The yield was 91.0 g or 80%.
In a glass vessel equipped with an agitator, thermometer and pH electrode, 500 ml of water was placed and heated to 80°C. 50 g of 6trichloromethyluracil was then added. By means of the pH electrode, the addition of sodium hydroxide was automatically controlled so that the pH value throughout the whole hydrolysis was 6.5. Into, 165 ml of 5 N NaOH was consumed. Finally, the hydrolysis solution was cooled and the precipitated sodium orotate filtered off.
The crude sodium orotate was again suspended at 80°C in water and brought into solution (pH 10.5) by addition of 30 ml of 5 N NaOH. After treatment with active charcoal, the solution was acidified with 30.0 g of 50% sulfuric acid. The solution was then cooled. The orotic acid was filtered off and carefully washed with water. After drying, 20.5 g of orotic acid, having a purity of 99.3% (titration) was obtained. This corresponds to a 60% yield.

Therapeutic Function

Hepatoprotectant

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 1382, 1947 DOI: 10.1021/ja01198a042

一般的な説明

White crystals or crystalline powder.

空気と水の反応

Slightly soluble in water.

反応プロフィール

Carboxylic acids, such as Orotic acid, donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Orotic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

火災危険

Flash point data for Orotic acid are not available; however, Orotic acid is probably combustible.

安全性プロファイル

Moderately toxic by ingestion, intraperitoneal, and intravenous routes. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

オロチン酸 上流と下流の製品情報

原材料

準備製品


オロチン酸 生産企業

Global( 340)Suppliers
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65-86-1(オロチン酸)キーワード:


  • 65-86-1
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