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4-(ジプロピルスルファモイル)安息香酸

4-(ジプロピルスルファモイル)安息香酸 化学構造式
57-66-9
CAS番号.
57-66-9
化学名:
4-(ジプロピルスルファモイル)安息香酸
别名:
シネルギドR;プロベネシッド;プロベン;プロベネシド;プロベシド;p-(ジプロピルスルファモイル)安息香酸;ベネミド;ツボファン;フロベネミド;プロベネシド酸;ベネシド;ウリコシド;4-[(ジプロピルアミノ)スルホニル]安息香酸;プロベネシン;ベネシッド;プロロンギン;アプリナ;4-(ジプロピルアミノスルホニル)安息香酸;ベヌリル;4-(ジプロピルスルファモイル)安息香酸
英語化学名:
Probenecid
英語别名:
Proben;Benemid;benacen;Apurina;Benuryl;benemide;probalan;Probecid;probenid;Probexin
CBNumber:
CB9134579
化学式:
C13H19NO4S
分子量:
285.36
MOL File:
57-66-9.mol

4-(ジプロピルスルファモイル)安息香酸 物理性質

融点 :
194-196°C
沸点 :
438.0±47.0 °C(Predicted)
比重(密度) :
1.2483 (rough estimate)
屈折率 :
1.6800 (estimate)
貯蔵温度 :
Store at RT
酸解離定数(Pka):
5.8(at 25℃)
外見 :
neat
水溶解度 :
<0.1 g/100 mL at 20 ºC
Merck :
14,7754
安定性::
Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
CAS データベース:
57-66-9(CAS DataBase Reference)
NISTの化学物質情報:
P-(dipropylsulfamoyl) benzoic acid(57-66-9)
EPAの化学物質情報:
Probenecid (57-66-9)
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  22-40
Sフレーズ  36/37-24/25
RIDADR  3249
WGK Germany  3
RTECS 番号 DG9400000
TSCA  Yes
HSコード  29350090
有毒物質データの 57-66-9(Hazardous Substances Data)
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
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
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。
P405 施錠して保管すること。

4-(ジプロピルスルファモイル)安息香酸 価格 もっと(25)

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) W01MPB02156370
Probenecid, Crystalline
57-66-9 25g ¥8700 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01COBOR-0278
Probenecid
57-66-9 500g ¥178200 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01AFAB20010 プロベネシド, 98%
Probenecid, 98%
57-66-9 2.5g ¥8320 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01AFAB20010 プロベネシド, 98%
Probenecid, 98%
57-66-9 10g ¥27260 2021-03-23 購入
東京化成工業 P1975 プロベネシド >98.0%(HPLC)(T)
Probenecid >98.0%(HPLC)(T)
57-66-9 25g ¥5200 2021-03-23 購入

4-(ジプロピルスルファモイル)安息香酸 MSDS


4-[(Dipropylamino)sulfonyl]benzoic acid

4-(ジプロピルスルファモイル)安息香酸 化学特性,用途語,生産方法

外観

白色~ほとんど白色、結晶~結晶性粉末

溶解性

エタノール及びアセトンに溶け、水にほとんど溶けない。

解説

4-[(dipropylamino)sulfonyl]benzoic acid.C13H19NO4S(285.36).p-カルボキシベンゼンスルホニルクロリドとジプロピルアミンとを縮合させると得られる."融点194~196 ℃.pKa 5.8.λmax 242.5 nm(0.1 mol L-1 水酸化ナトリウム).水に不溶,アセトン,アルカリに易溶.痛風,高尿酸血症治療薬として使用される.LD50 1600 mg/kg(ラット,経口).[CAS 57-66-9]
森北出版「化学辞典(第2版)

用途

尿酸の尿細管再吸収を抑制し、 尿酸排出促進作用を示します。

用途

尿酸の尿細管再吸収を抑制し、 尿酸排出促進作用を示します。

効能

痛風治療薬, 尿酸排泄促進薬

商品名

ベネシッド (科研製薬)

説明

Probenecid is insoluble in water and acidic solutions but is soluble in alkaline solutions buffered to pH 7.4. Probenecid initially was synthesized as a result of studies in the 1940s on sulfonamides that indicated the sulfonamides decreased the renal clearance of penicillin, extending the half-life of penicillin as supplies diminished. Probenecid thus was initially used—and is still indicated—for that purpose. Probenecid promotes the excretion of uric acid by inhibiting the urate anion exchange transporter (URAT 1), decreasing the reabsorption of uric acid in the proximal tubules. The overall effect is to decrease plasma uric acid concentrations, thereby decreasing the rate and extent of urate crystal deposition in joints and synovial fluids. Within the series of N-dialkylsulfamyl benzoates from which probenecid is derived, renal clearance of these compounds is decreased as the length of the N-alkyl substituents is increased. Uricosuric activity increases with increasing size of the alkyl group in the series methyl, ethyl, and propyl.

化学的特性

White to Off-White Solid

使用

Uricosuric drug.

使用

pharmaceutical intermediate

使用

For the reduction of serum uric acid concentrations in chronic gouty arthritis and tophaceous gout in patients with frequent disabling gout attacks. Has also been effectively used to promote uric acid excretion in hyperuricemia secondary to the administra

使用

An inhibitor of several ABC-transporters of the subfamily ABCC or MRP.

使用

It is a uricosuric drug, that is, it increases uric acid excretion in the urine. It is primarily used in treating gout and hyperuricemia. Probenecid was developed as an alternative to caronamide to competitively inhibit renal excretion of some drugs, thereby increasing their plasma concentration and prolonging their effects.

定義

ChEBI: A sulfonamide in which the nitrogen of 4-sulfamoylbenzoic acid is substituted with two propyl groups.

適応症

When probenecid (ColBENEMID) is given in sufficient amounts, it will block the active reabsorption of uric acid in the proximal tubules following its glomerular filtration, thereby increasing the amount of urate eliminated. In contrast, low dosages of probenecid appear to compete preferentially with plasma uric acid for the proximal tubule anionic transport system and thereby block its access to this active secretory system. The uricosuric action of probenecid, however, is accounted for by the drug’s ability to inhibit the active reabsorption of filtered urate.

brand name

Benemid (Merck); Probalan (Lannett).

一般的な説明

Probenecid (Benemid) is the most widely used uricosuricagent in the United States. It is selectively excreted into therenal tubules by OATS. It is extensively metabolized via Ndealkylationor ω-oxidation, followed by phase II conjugationinto the active metabolite, p-sulfamyl hippurate, whichexhibits a high affinity, similar to p-aminohippurate, forbinding to OATS, thereby preventing uric acid reabsorptionfrom the renal proximal tubules.

一般的な説明

Odorless white or almost white crystalline powder. Slightly bitter taste; pleasant aftertaste.

空気と水の反応

Insoluble in water.

反応プロフィール

Probenecid may be light sensitive .

火災危険

Flash point data for Probenecid are not available. Probenecid is probably combustible.

作用機序

Probenecid is rapidly absorbed after oral administration, with peak plasma levels usually reached in 2 to 4 hours. Its half-life is somewhat variable (6–12 hours) because of both its extensive plasma protein binding and its active proximal tubular secretion. Since tubular backdiffusion is decreased at alkaline urinary pH ranges, probenecid excretion increases with increasing urinary pH. Probenecid is rapidly metabolized, with less than 5% of an administered dose being eliminated in 24 hours.The major metabolite is an acyl monoglucuronide.

薬物動態学

Probenecid is essentially completely absorbed from the GI tract on oral administration, with peak plasma levels observed within 2 to 4 hours. Like most acidic compounds, probenecid (pKa = 3.4) is extensively plasma protein bound (93–99%). The primary route of elimination of probenecid and its metabolites is the urine. It is extensively metabolized in humans, with only 5 to 10% being excreted as unchanged drug. The major metabolites detected result from glucuronide conjugation of the carboxylic acid, ω-oxidation of the n-propyl side chain and subsequent oxidation of the resulting alcohol to the carboxylic acid derivative, ω1-oxidation of the n-propyl group, and N-dealkylation.

臨床応用

Probenecid is an effective and relatively safe agent for controlling hyperuricemia and preventing tophi deposition in tissues. Chronic administration will decrease the incidence of acute gouty attacks as well as diminish the complications usually associated with hyperuricemia, such as renal damage and tophi deposition.
Probenecid is still used by some physicians to maintain high blood levels of penicillin, cephalosporin, acyclovir, and cyclosporine. It is not useful in treating acute attacks of gouty arthritis. If the total amount of uric acid excreted is greater than 800 mg/day, the urine should be alkalinized to prevent kidney stone formation and promote uric acid.

副作用

The major side effect is GI distress (e.g., nausea, vomiting, and anorexia), but these occur in only 2% of patients at low doses. Other effects include headache, dizziness, urinary frequency, hypersensitivity reactions, sore gums, and anemia.

Veterinary Drugs and Treatments

Although there has been very limited clinical use or research on probenecid in veterinary medicine, it can be useful in treating gout (hyperuricemia), particularly in reptiles.
Probenecid’s effect in inhibiting renal tubular secretion of certain beta-lactam antibiotics and other weak organic acids is of interest for increasing serum concentrations, or reducing doses and dosing frequency of these drugs. This may allow greater efficacy (but also toxic effects) and reduce the cost or dosing frequency of expensive human drugs. Probenecid has a significantly long elimination halflife in dogs (about 18 hours), which may make it particularly useful in this species; however, at present there is little research supporting this use of probenecid in veterinary patients.

4-(ジプロピルスルファモイル)安息香酸 上流と下流の製品情報

原材料

準備製品


4-(ジプロピルスルファモイル)安息香酸 生産企業

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57-66-9(4-(ジプロピルスルファモイル)安息香酸)キーワード:


  • 57-66-9
  • 4-((dipropylamino)sulfonyl)-benzoicaci
  • 4-(Dipropylsulfamoyl)benzoic acid
  • 4-(dipropylsulfamoyl)benzoicacid
  • 4-[(dipropylamino)sulfonyl]-benzoicaci
  • Apurina
  • benacen
  • Benemid
  • 4-[(dipropylamino)sulphonyl]benzoic acid
  • Probenecid,98%
  • 4-(dicncpropylamino)sulfonylbenzoic acid
  • PROBENICID
  • NSC 18786
  • 4-(N,N-Dipropylsulfamoyl)benzoic acid
  • Probenecid (200 mg)
  • 4-(DI-N-PROPYLAMINO)SULFONYL BENZOIC ACID 4-[(DIPROPYLAMINO)SULFONYL]BENZOIC ACID AKOS BBS-00002773 LABOTEST-BB LT00772250 P-[DIPROPYLSULFAMOYL]BENZOIC ACID PROBENECID 4-((dipropylaMino)sulfonyl)-benzoicaci 4-(DipropylsulfaMoyl)benzoic acid 4-(dipropylsulfaMoyl)benzoicacid 4-[(dipropylaMino)sulfonyl]-benzoicaci Apurina benacen BeneMid beneMide Benuryl
  • Soluble probenecid
  • Probenecid 4-[(Dipropylamino)sulfonyl]benzoic acid
  • 4-(Di-n-propylsulfamoyl)benzoesaeure
  • 4-(N,N-Dipropylsulfamoyl)benzoesaeure
  • 4-11-00-00691 (Beilstein Handbook Reference)
  • AI3-50078
  • BRN 2815775
  • CCRIS 3643
  • Probenecidum
  • benemide
  • Benuryl
  • Benzoic acid, 4-[(dipropylamino)sulfonyl]-
  • Benzoic acid, p-(dipropylsulfamoyl)-
  • benzoicacid,4-((dipropylamino)sulfonyl)
  • colbenemid
  • シネルギドR
  • プロベネシッド
  • プロベン
  • プロベネシド
  • プロベシド
  • p-(ジプロピルスルファモイル)安息香酸
  • ベネミド
  • ツボファン
  • フロベネミド
  • プロベネシド酸
  • ベネシド
  • ウリコシド
  • 4-[(ジプロピルアミノ)スルホニル]安息香酸
  • プロベネシン
  • ベネシッド
  • プロロンギン
  • アプリナ
  • 4-(ジプロピルアミノスルホニル)安息香酸
  • ベヌリル
  • 4-(ジプロピルスルファモイル)安息香酸
  • 4-(N,N-ジプロピルスルファモイル)安息香酸
  • プロベネシド, 結晶
  • プロベネシド, 98%
  • プロベネシド (JP17)
  • 尿酸排出促進薬
  • 痛風治療薬
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