ベンゼンスルホンアミド
ベンゼンスルホンアミド · 4-ベンゼンスルホンアミド · BSA · BENZENESULPHONAMIDE · CL160 · mandb7973 · benzsulfamide · Benzenesulfomide
識別子と物理属性
| CAS No. | 98-10-2 |
|---|---|
| 分子式 | C6H7NO2S |
| 平均分子量 | 157.19 g/mol |
| 単同位体質量 | 157.01974946 g/mol |
| SMILES | NS(=O)(=O)c1ccccc1 |
| InChIKey | KHBQMWCZKVMBLN-UHFFFAOYSA-N |
| PubChem CID | 7370 |
| ChEMBL | CHEMBL27601 |
| ChEBI | CHEBI:191017 |
| EC No. | 202-637-1 |
| DTXSID | DTXSID1059159 |
| 現地名 | ベンゼンスルホンアミド |
化学・物理的性質
| XLogP | 0.3 |
|---|---|
| 極性表面積 | 68.5 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 1 |
| 重原子数 | 10 |
| 形式電荷 | 0 |
| 複雑度 | 186 |
| 物質分類 | Nitrogen Compounds -> Sulfonamides |
| 農薬 | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| 蒸気圧 | 0.000894 [mmHg] |
| Physical Description | White to cream odorless crystalline powder[Alfa Aesar MSDS] |
| 融点 | 149-152 °C (lit.) |
| 沸点 | 315.5±25.0 °C(Predicted) |
| 密度 | 1.274 (estimate) |
| 屈折率 | 1.5500 (estimate) |
| 引火点 | 250°C |
| 貯蔵条件 | Store below +30°C. |
| 溶解度 | メタノール: 可溶25mg/mL4.3g/L(16℃) |
| pKa（酸解離定数） | 10.1(at 25℃) |
| 外観・状態 | 粉末、結晶および/またはチャンク |
| 色 | ホワイトからオフホワイト |
| BRN | 1100566 |
| InChI | 1S/C6H7NO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H2,7,8,9) |
| InChIKey | KHBQMWCZKVMBLN-UHFFFAOYSA-N |
| SMILES | NS(=O)(=O)c1ccccc1 |
| CAS データベース | 98-10-2(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzenesulfonamide(98-10-2) |
| EPAの化学物質情報 | Benzenesulfonamide (98-10-2) |
化学的特性
white to off-white granular crystalline powder. insoluble in water, soluble in ethanol and ether. soluble in alkali.
安全性と法規制
| GHS 分類 | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 167 reports by companies from 4 notifications to the ECHA C&L Inventory.DangerH372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure] |
|---|---|
| 規制情報 | Chemical: BenzenesulfonamideStatus: Active Update: 08-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32759Benzenesulphonamide: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | Causes liver function test abnormalities, changes in leukocyte and erythrocyte counts, and weight loss in repeated-dose oral studies of rats[RTECS] May cause irritationHarmful by ingestion[Alfa Aesar MSDS] See N-Butylbenzenesulfonamide. See Sulfanilamide. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Specific target organ toxicity - Repeated exposure - Category 1 (urinary bladder), Category 2 (liver, kidney, lung) |
| 有害作用 | Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation. |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | DA9380000 |
| 毒性 | LD50 orally in Rabbit: 991 mg/kg |
| 税関コード | 29350090 |
| 危険文句（R） | 22 |
| 化審法 | (3)-3130 |
| 危険表示 | Xn |
| 安全措置（S） | 36 |
| 危険等級 |
用途
解説
ベンゼンスルホンアミド，C6H7NO2S(157.19)．ベンゼンスルホニルクロリドとアンモニアから合成される．無色の針状晶．融点147～148 ℃．熱エタノール，エーテルに易溶，アルカリ性水溶液に可溶，水に難溶．次亜塩素酸ナトリウムと反応させるとN,N-ジクロロベンゼンスルホンアミドC6H5SO2NCl2を生成する．弱酸性(pKa 10.1)で，金属塩にハロゲン化アルキルを作用させるとN-アルキル化される．
用途
染料中間体
用途
有機合成原料。
使用
Biospecific adsorption of carbonic anhydrase to self-assembled monolayers of alkanethiolates that present benzenesulfonamide groups on gold. Biospecific binding of carbonic anhydrase to mixed sams presenting benzenesulfonamide ligands led to a model system for studying lateral steric effects. Benzenesulfonamide modifications at c-7 of ciprofloxacin change its primary target instreptococcus pneumoniae from topoisomerase iv to gyrase. Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors.
製法・合成法
製造方法
Benzenesulfonamide is obtained by amination of benzenesulfonyl chloride.