基本情報
- 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
名称をさらに表示
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
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Listed in ZINC15
LogP
-0.6
-0.1
Solubility
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
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Melting Point
360 to 363 °F (NTP, 1992)
183 °C
Physical Description
Sulfacetamide is a white powder. (NTP, 1992)
Solid
Collision Cross Section
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]
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
安全と法規制
GHS分類
GHS Classification
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
Reactivity Profile
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)
安全と保護具
First Aid
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
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)
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
化学と産業
薬理情報
ATC Code
D - Dermatologicals
S - Sensory organs
QS - Sensory organs
QJ - Antiinfectives for systemic use
QD - Dermatologicals
Pharmacodynamics
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
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.
FDA Pharmacological Classification
4965G3J0F5
SULFACETAMIDE
Established Pharmacologic Class [EPC] - Sulfonamide Antibacterial
Chemical Structure [CS] - Sulfonamides
Sulfacetamide is a Sulfonamide Antibacterial.
MeSH Pharmacological Classification
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.
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
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
サプライヤー50 社
補足説明
定義ChEBI: A sulfonamide that is sulfanilamide acylated on the sulfonamide nitrogen.
関連反応
関連ノート
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