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4-アミノ安息香酸

4-アミノ安息香酸 化学構造式
150-13-0
CAS番号.
150-13-0
化学名:
4-アミノ安息香酸
别名:
4-アミノ安息香酸;4-アミノベンゼンカルボン酸;パバシド;4-カルボキシアニリン;ビタミンH';ロマビット;アンベン;パラミノール;p-アミノ安息香酸;ビタミンBx;pアミノ安息香酸;PABA;P‐アミノ安息香酸;4-アミノ安息香酸(PABA)
英語化学名:
4-Aminobenzoic acid
英語别名:
PABA;rvpaba;potaba;Pabacyd;Pabagel;Pabanol;p-amino;Romavit;Actipol;4-Abz-OH
CBNumber:
CB4212038
化学式:
C7H7NO2
分子量:
137.14
MOL File:
150-13-0.mol

4-アミノ安息香酸 物理性質

融点 :
187-189 °C(lit.)
沸点 :
251.96°C (rough estimate)
比重(密度) :
1.374 g/mL at 25 °C(lit.)
屈折率 :
1.5323 (estimate)
闪点 :
250 °C
貯蔵温度 :
2-8°C
溶解性:
95% ethanol: soluble5%, clear to slightly hazy, colorless to yellow
外見 :
Crystalline Powder
酸解離定数(Pka):
2.50, 4.87(at 25℃)
色:
White to light yellow
PH:
3.5 (5g/l, H2O, 20℃)
臭い (Odor):
Odorless
酸塩基指示薬変色域(pH):
3.5
水溶解度 :
4.7 g/L (20 ºC)
Sensitive :
Air & Light Sensitive
Merck :
14,423
BRN :
471605
安定性::
Stable. Incompatible with strong oxidizing agents. Combustible. Sensitive to light and air. May discolour on exposure to light.
InChIKey:
ALYNCZNDIQEVRV-UHFFFAOYSA-N
CAS データベース:
150-13-0(CAS DataBase Reference)
NISTの化学物質情報:
p-Aminobenzoic acid(150-13-0)
IARC:
3 (Vol. 16, Sup 7) 1987
EPAの化学物質情報:
p-Aminobenzoic acid (150-13-0)
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  22-36/37/38-43
Sフレーズ  26-36-37/39
WGK Germany  3
RTECS 番号 DG1400000
TSCA  Yes
HSコード  29224995
有毒物質データの 150-13-0(Hazardous Substances Data)
毒性 LD50 in mice, rats (g/kg): 2.85, >6.0 orally (Scott, Robbins); LD50 in rabbits (g/kg): 2.0 i.v. (Richards); 1.83 orally (Cronheim)
化審法 (3)-1454
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
H317 アレルギー性皮膚反応を起こすおそれ 感作性、皮膚 1 警告 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
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
H413 長期的影響により水生生物に有害のおそれ 水生環境有害性、慢性毒性 4
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。
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。
P272 汚染された作業衣は作業場から出さないこと。
P280 保護手袋/保護衣/保護眼鏡/保護面を着用するこ 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。

4-アミノ安息香酸 価格 もっと(44)

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) W01COBNA-0218 4-アミノ安息香酸
4-Aminobenzoic acid
150-13-0 5g ¥3600 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBNA-0218 4-アミノ安息香酸
4-Aminobenzoic acid
150-13-0 25g ¥5400 2021-03-23 購入
東京化成工業 A0269 4-アミノ安息香酸 >99.0%(HPLC)(T)
4-Aminobenzoic Acid >99.0%(HPLC)(T)
150-13-0 25g ¥2100 2021-03-23 購入
東京化成工業 A0269 4-アミノ安息香酸 >99.0%(HPLC)(T)
4-Aminobenzoic Acid >99.0%(HPLC)(T)
150-13-0 100g ¥5800 2021-03-23 購入
関東化学株式会社(KANTO) 14621-1A p‐アミノ安息香酸 99%
p‐Aminobenzoic acid 99%
150-13-0 250g ¥4900 2021-03-23 購入

4-アミノ安息香酸 MSDS


1-Amino-4-carboxybenzene

4-アミノ安息香酸 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~結晶性粉末

定義

PABAは、パラアミノ安息香酸の表示名称である。本品は、次の化学式で表される芳香族化合物である。

溶解性

冷水に難溶。熱湯, エタノール, エーテルに可溶。エタノールに溶け、水に溶けにくい。

用途

有機合成原料。

化粧品の成分用途

褪色防止剤、紫外線吸収剤.散乱剤

効能

紫外線保護剤

説明

4-Aminobenzoic acid (also known as para-aminobenzoic acid or PABA because the number 4 carbon in the benzene ring is also known as the para position) is an organic compound with the formula H2NC6H4CO2H. PABA is a white solid, although commercial samples can appear gray. It is slightly soluble in water. It consists of a benzene ring substituted with amino and a carboxyl groups. The compound occurs naturally. The potassium salt is used as a drug against fibrotic skin disorders, such as Peyronie's disease, under the trade name Potaba. PABA is also occasionally used in pill form by sufferers of irritable bowel syndrome to treat its associated gastrointestinal symptoms, and in nutritional epidemiological studies to assess the completeness of 24-hour urine collection for the determination of urinary sodium, potassium, or nitrogen levels.

化学的特性

White to off white crystalline powder

Originator

Pabalate,Robins,US,1949

使用

Widely distributed in nature as a B complex factor. Baker’s yeast contains 5 to 6 ppm, brewer’s yeast from 10 to 100 ppm. Occurs free and in ester form.

使用

4-aminobenzoic acid is an aminobenzoic acid isomer that combines with pteridine and glutamic acid to folic acid. The fact that 4-aminobenzoic acid absorbs light throughout the UVB range has also resulted in its use as an ingredient in sunscreens. Also it is used as a component of some medicines e.g analgesic or anesthetic preparations sunscreen agents and bentiromide.

使用

octyl dimethyl PABA (padimate-O; p-aminobenzoic acid) is an FDA-approved sunscreen chemical whose InCI name is now ethylhexyl dimethyl PABA.
gastric acid secretion inhibitor

使用

PABA is a sunscreen chemical with an approved usage level of 5 to 15 percent. It is found to be irritating to sensitive skin, has the potential to cause sensitization, and is considered too water soluble. once extremely popular, this ingredient has practically disappeared from sunscreen formulations. PABA is a yellowish or colorless acid found in vitamin B complex.

定義

ChEBI: An aminobenzoic acid in which the amino group is para to the carboxy group.

適応症

PABA preparations absorb UVL between 280 and 320 nm. This acid will stain white fabrics, especially cotton. The esters of PABA are slightly less effective and do not stain as much. Cross-sensitization can occur with some sunscreens. In particular, PABA and its derivatives may cross-react with sulfonamides, benzocaine, procaine, paraphenylenediamine, and azo dyes. Padimate-O, the ester form of PABA, is also used for UVB protection.

Manufacturing Process

The following example illustrates in detail the preparation of amino benzoic acids from the hot reaction product obtained by the oxidation of a xylene and containing a mixture of salt, amide salt and diamide of a phthalic acid.
800 cc of hot aqueous oxidation product, obtained from the oxidation of pxylene with ammonium sulfate, hydrogen sulfide and water are boiled and agitated for 4 hours to remove carbon dioxide, hydrogen sulfide and ammonia, sufficient water being added to maintain a constant volume. The mixture is filtered to remove a precipitate containing elemental sulfur. 12 grams of activated charcoal are added to the filtrate and the mixture held at a temperature of 180°F for 20 minutes. Filtration through diatomaceous earth removes color bodies formed during the oxidation process and yields a pale yellow filtrate. The filtrate is acidified with sulfuric acid to a pH of 3 or less to precipitate approximately 49 grams of white solid, comprising a mixture of terephthalic acid and amides of terephthalic acid, which are removed by filtration. This solid is then washed with water at 200°F and redissolved in 200 cc of water containing 28.6 grams of sodium hydroxide.
A mixture of sodium hypochlorite and sodium hydroxide is prepared by adding 27.5 grams of chlorine to a vessel equipped with cooling means and containing a solution of 50 grams of sodium hydroxide in 375 cc of water, thereafter adding sufficient water to produce 500 cc of solution. 190 cc of this cold solution are slowly added to the acid-amide solution previously prepared so as to keep the temperature of the mixture below 55°F. The mixture is stirred for 15 minutes and then heated rapidly to 200°F and maintained at that temperature for one hour. 2 grams of sodium thiosulfate are added to consume excess sodium hypochlorite. The solution is acidified to a pH of 3 or less and filtered hot. The filter cake, comprising about 26.9 grams of terephthalic acid, is then suspended in 300 cc of dilute sulfuric acid of pH about 2, heated to 200°F and filtered hot.
The filtrates are combined, cooled, and extracted with three successive 200 cc portions of ether. The pH of the filtrate is then raised to 3.5 with sodium hydroxide and the filtrate extracted with six successive 200 cc portions of ether to yield the balance of the product. The crude p-aminobenzoic acid product is recovered by evaporation of ether and is suspended in hot benzene, cooled and filtered to remove benzoic and toluic acids together with small amounts of impurities soluble in the filtrate. Recrystallization of the product from 200 cc of water yields 14.5 grams of light tan needles of p-aminobenzoic acid having an acid number of 411 (theoretical value 409).
Aminobenzoic acid can be then purified and decolorized by a process described in US Patent 2,735,865.

brand name

RVPaba Lipstick (ICN).

Therapeutic Function

Sunscreen agent, Antirickettsial

Synthesis Reference(s)

Synthesis, p. 285, 1971
Tetrahedron, 47, p. 8587, 1991 DOI: 10.1016/S0040-4020(01)82402-9

一般的な説明

Colorless crystals that discolor on exposure to light and air.

反応プロフィール

4-Aminobenzoic acid is incompatible with ferric salts and oxidizing agents.

危険性

Questionable carcinogen.

安全性プロファイル

Moderately toxic by ingestion and intravenous routes. Ingesting large doses can cause nausea, vomiting, skin rash, methemoglobinemia, and possibly toxic hepatitis. Experimental reproductive effects. Mutation data reported. Questionable carcinogen. Combustible. When heated to decomposition it emits toxic fumes of NO,. A topical sunscreen.

純化方法

Purify p-aminobenzoic acid by dissolving it in 4-5% aqueous HCl at 50-60o, decolorising with charcoal and carefully precipitating it with 30% Na2CO3 to pH 3.5-4 in the presence of ascorbic acid. It can be recrystallised from water, EtOH or EtOH/water mixtures. [Beilstein 14 IV 1126.]

4-アミノ安息香酸 上流と下流の製品情報

原材料

準備製品


4-アミノ安息香酸 生産企業

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150-13-0(4-アミノ安息香酸)キーワード:


  • 150-13-0
  • 4-AMinobenzoic acid ReagentPlus(R), >=99%
  • 4-AMinobenzoic acid ReagentPlus(R), 99%
  • 4-AMinobenzoic Acid, 97+%
  • The aMino acid
  • Conivaptan hydrochkoride Impurity B
  • Folic acid Impurity
  • 4-carboxyanilin
  • 4-Aminobenzoic acid purified by sublimation, >=99%
  • 4-Aminobenzoic acid Vetec(TM) reagent grade, 98%
  • 4-Aminobenzoic Acid (USP)
  • p-Aminobenzoic Acid, Animal-Free
  • folic acid IMP
  • acidop-aminobenzoico
  • Aminobenzoic acid, para
  • Aniline-4-carboxylic acid
  • Anticantic vitamin
  • anti-Chromotrichia Factor
  • antichromotrichiafactor
  • anti-chromotrichiafactor
  • Benzoic acid, 4-amino-
  • Benzoic acid, p-amino-
  • Benzoicacid,4-amino-
  • component of Pabanol
  • component of Presun
  • gamma-Aminobenzoic acid
  • gamma-aminobenzoicacid
  • rvpaba
  • RVPaba Lipstick
  • Sunbrella
  • Super Shade by Coppertone
  • 4-アミノ安息香酸
  • 4-アミノベンゼンカルボン酸
  • パバシド
  • 4-カルボキシアニリン
  • ビタミンH'
  • ロマビット
  • アンベン
  • パラミノール
  • p-アミノ安息香酸
  • ビタミンBx
  • pアミノ安息香酸
  • PABA
  • P‐アミノ安息香酸
  • 4-アミノ安息香酸(PABA)
  • アニリン (液晶原料)
  • 安息香酸 (液晶原料)
  • 二官能性液晶原料
  • 機能性材料
  • 液晶原料
  • 代謝産物
  • 日焼け止
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