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スルファセタミド

Sulfacetamide

HCID 5320
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印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
144-80-9
標準SMILES
CC(=O)NS(=O)(=O)c1ccc(N)cc1
InChIKey
SKIVFJLNDNKQPD-UHFFFAOYSA-N
分子式
C8H10N2O3S
平均分子量
214.24 g/mol
単同位体質量
214.04121318

概要

Sulfacetamide is a white powder. (NTP, 1992)

名称と識別子

優先名称
Sulfacetamide
IUPAC
N-(4-aminophenyl)sulfonylacetamide
現地名
スルファセタミド
英語名
Sulfacetamide
分子式
C8H10N2O3S
分子量
214.24

名称と別名

sulfacetamide144-80-9SulphacetamideAcetosulfamineN-((4-Aminophenyl)sulfonyl)acetamideN-AcetylsulfanilamideUrosulfonN-SulfanilylacetamideAcetosulfaminAcetocidSulfacetN-(4-aminophenyl)sulfonylacetamide
名称をさらに表示
スラミドステラミドウロスルホンアレステンスルファセタミドアルバミンセビゾンアセトスルファミン4-アミノ-N-アセチルベンゼンスルホンアミドスルファセトN-アセチル-4-アミノベンゼンスルホンアミドレギオンアセトシドブレフ-10スルファアセトアミドN-[(4-アミノフェニル)スルホニル]アセトアミドスルファシルホルモスルファアセトアミドスルファセトアミドN-(4-アミノフェニルスルホニル)アセトアミドA-500RegionOclucidSebizonAlbucidSulf-10sultrin
N-SulphanilylacetamideFormosulfacetamideSulfacetimideAlbamineSulphasilUrosulfoneAlestenSulamyd

データベース識別子

CAS
144-80-9
PubChem CID
5320
DTXSID
DTXSID8026060
ChEMBL
CHEMBL455
ChEBI
CHEBI:63845
UNII
4965G3J0F5
EC Number
205-640-6
Nikkaji
J8.635E

物性

構造計算による物性

XLogP
-1
極性表面積
97.6 Ų
水素結合供与体数
2
水素結合受容体数
4
回転可能結合数
2
重原子数
14
形式電荷
0
複雑度
299

実験および物理化学的性質

Drugs · 2 件

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP · 2 件

-0.6

-0.1

Solubility · 3 件

less than 0.1 mg/mL at 61 °F (NTP, 1992)

4.21e+00 g/L

>32.1 [ug/mL] (The mean of the results at pH 7.4)

Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Melting Point · 2 件

360 to 363 °F (NTP, 1992)

183 °C

Physical Description · 2 件

Sulfacetamide is a white powder. (NTP, 1992)

Solid

Collision Cross Section · 4 件

154.8 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID8026060]

141.79 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 10% (4 of 40) of reports.

Warning

H317 (77.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P203, P261, P271, P272, P280, P302+P352, P304+P340, P318, P319, P321, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Active Update: 09-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25894
Other Safety InformationIMAP assessments - Acetamide, N-[(4-aminophenyl)sulfonyl]-: Environment tier I assessment
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Reactive GroupAmides and Imides
Reactivity Profile · 1 件

SULFACETAMIDE is an amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generate mixed oxides of nitrogen (NOx)

Air and Water ReactionsInsoluble in water.
Hazard Classes and Categories

化学と産業

薬理情報

ATC Code · 5 件

D - Dermatologicals

S - Sensory organs

QS - Sensory organs

QJ - Antiinfectives for systemic use

QD - Dermatologicals

Pharmacodynamics · 1 件

Sulfacetamide is a sulfonamide antibiotic with bacteriostatic actions and broad-spectrum activity against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of <i>p</i>-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.

Mechanism of Action · 1 件

Sulfacetamide is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), an essential component for bacterial growth (according to the Woods-Fildes theory). The inhibited reaction is necessary in these organisms for the synthesis of folic acid.

Biological Half-Life7-12.8 hours
FDA Pharmacological Classification · 5 件

4965G3J0F5

SULFACETAMIDE

Established Pharmacologic Class [EPC] - Sulfonamide Antibacterial

Chemical Structure [CS] - Sulfonamides

Sulfacetamide is a Sulfonamide Antibacterial.

MeSH Pharmacological Classification · 3 件

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.

関連反応

13 件
反応記録を作成
HRID 3259 の反応式
HRID 3259反応物としてuspto-grants-1998_03
HRID 53671 の反応式
HRID 53671反応物としてuspto-grants-1997_04
HRID 165150 の反応式
HRID 165150反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 166693 の反応式
HRID 166693反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 611637 の反応式
HRID 611637反応物としてuspto-grants-1999_12
HRID 729313 の反応式
HRID 729313反応物としてuspto-grants-2009_09
HRID 840881 の反応式
HRID 840881反応物としてuspto-grants-2002_04
HRID 856857 の反応式
HRID 856857反応物としてuspto-grants-2006_12
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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

146.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

152.76 Ų [M+Na]+

物理化学的性質

融点
182 · 182-184 °C
比重(密度)
1.3844 · 1.3844 (rough estimate)
屈折率
1.569 · 1.5690 (estimate)
貯蔵温度
Keep in dark place,Inert atmosphere,Room temperature
溶解性
50 mg/mL · エタノール:可溶50mg/mL
酸解離定数(Pka)
1.76 · pKa 1.76±0.04(H2O t = 25 I = 0.15 (KCl) Ar atmosphere)(Approximate);5.22±0.01(H2O t = 25 I = 0.15 (KCl) Ar atmosphere)(Approximate)
外見
粉
色
ホワイトからオフホワイト
水溶解度
0.01 g/100 · <0.01 g/100 mL で 16 ºC
Merck
14 · 14,8899
BRN
981718 · 981718
安定性
安定。強酸化剤、強塩基、強還元剤、強酸とは相容れない。
主な用途
臨床検査
InChI
1S/C8H10N2O3S/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11)
InChIKey
SKIVFJLNDNKQPD-UHFFFAOYSA-N
SMILES
CC(=O)NS(=O)(=O)c1ccc(N)cc1
CAS データベース
144 · 144-80-9(CAS DataBase Reference)
NISTの化学物質情報
N-(p-Aminobenzenesulfonyl)acetamide(144-80-9)
EPAの化学物質情報
Sulfacetamide (144-80-9)

化学的性質

化学的特性white crystalline powder

Skin Sens. 1 (77.5%)

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

安全データ

wgk
2
tsca
TSCA listed
rtecs
AC8450000
毒性
LD50 orally in dogs: 8000 mg/kg (Fisher)
hs_code
29350090
risk_code
20/21/22-36/37/38
hazard_code
Xi
safety_code
22-24/25-36-26
Hazard Classifications
Skin Sens. 1STOT SE 3
ストレージクラス
11 - Combustible Solids

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading.

Substances that inhibit the growth or reproduction of BACTERIA.

用途と製造

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
General Manufacturing InformationAcetamide, N-[(4-aminophenyl)sulfonyl]-: ACTIVE

応用分野

用途有機合成原料。

一般的な説明Sulfacetamide’s plasmahalf-life is 7 hours. This compound is a white crystallinepowder, soluble in water (1:62.5 at 37°C) and in alcohol. It is very soluble in hot water, and its water solution is acidic.It has a pKa of 5.4.

調製方法

純化方法Crystallise the amide from aqueous EtOH. [Beilstein 14 IV 2662.]

上流・下流製品情報

上流原料

スルファセタミドナトリウム水和物ソジオスルホ酢酸ナトリウム水酸化ナトリウムスルファニルアミド無水酢酸p-(アセチルアミノ)-N-アセチルベンゼンスルホンアミド

補足説明

定義ChEBI: A sulfonamide that is sulfanilamide acylated on the sulfonamide nitrogen.