N-ベンジル-p-トルエンスルホンアミド

p-Toluenesulfonamide, N-benzyl-

HCID 95801CAS 1576-37-0

部分構造検索類似構造を探す

基本情報

標準SMILES: Cc1ccc(S(=O)(=O)NCc2ccccc2)cc1
InChIKey: WTHKAJZQYNKTCJ-UHFFFAOYSA-N
分子式: C14H15NO2S
平均分子量: 261.34 g/mol
単同位体質量: 261.08234972

概要

4-methyl-N-(phenylmethyl)benzenesulfonamide is a sulfonamide.

名称と識別子

優先名称: p-Toluenesulfonamide, N-benzyl-
IUPAC: N-benzyl-4-methylbenzenesulfonamide
現地名: N-ベンジル-p-トルエンスルホンアミド
英語名: BTS
分子式: C14H15NO2S
分子量: 261.34

名称と別名

N-Benzyl-p-toluenesulfonamideN-TosylbenzylamineBenzenesulfonamide, 4-methyl-N-(phenylmethyl)-p-Toluenesulfonamide, N-benzyl-BRN 2217277AI3-30867NSC 371233-12-00-02328 (Beilstein Handbook Reference)DTXSID40166290RefChem:858212DTXCID20887811576-37-0

名称をさらに表示

N-ベンジル-p-トルエンスルホンアミドN-トシルフェニルメタンアミンN-トシルベンゼンメタンアミンN-ベンジル-4-メチルベンゼンスルホンアミドN-ベンジル-4-メチル-ベンゼンスルホンアミドN-トシルベンジルアミンN-ベンジル-4-メチルベンゼン-1-スルホンアミドN-ベンジル-p-メチルベンゼンスルホンアミドトシルベンジルアミンBTSCLN3BatteninBTS, 10 mM in DMSON-Benzyl-p-tosylaMideLABOTEST-BB LT00786416N-TosylphenylmethanamineN-Tosylbenzenemethaneamine

N-Benzyl-4-methylbenzenesulfonamideN-Benzyl-4-methyl-benzenesulfonamideN-benzyl-4-methylbenzene-1-sulfonamideMFCD00159328Oprea1_691087Oprea1_824524N-Benzyl-p-toluene sulphonamideCHEMBL1332361

データベース識別子

CAS: 1576-37-0
PubChem CID: 95801
DTXSID: DTXSID40166290
ChEMBL: CHEMBL1332361
ChEBI: CHEBI:114205
Nikkaji: J426.785K

物性

構造計算による物性

XLogP: 2.7
極性表面積: 54.6 Å²
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: 4
重原子数: 18
形式電荷: 0
複雑度: 333

実験および物理化学的性質

Solubility25.9 [ug/mL] (The mean of the results at pH 7.4)

物理化学的性質

融点: 115 °C · 115 °C
沸点: 419.1 · 419.1±48.0 °C(Predicted)
比重(密度): 1.204 · 1.204±0.06 g/cm3(Predicted)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: クロロホルム（微量）、ジクロロメタン、酢酸エチル（微量）
酸解離定数(Pka): 11.54 · 11.54±0.30(Predicted)
外見: 白色結晶性固体
色: ホワイトからオフホワイト
InChI: InChI=1S/C14H15NO2S/c1-12-7-9-14(10-8-12)18(16,17)15-11-13-5-3-2-4-6-13/h2-10,15H,11H2,1H3
InChIKey: WTHKAJZQYNKTCJ-UHFFFAOYSA-N
SMILES: C1(S(NCC2=CC=CC=C2)(=O)=O)=CC=C(C)C=C1
CAS データベース: 1576 · 1576-37-0(CAS DataBase Reference)

化学的性質

化学的特性White Solid

安全と法規制

安全データ

wgk: WGK 3
rtecs: XT5490000
毒性: rat,LD,oral,> 500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 41, 1953.
hs_code: 2935.90.9500
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 2 件

説明BTS is an inhibitor of skeletal muscle myosin II ATPase activity that reduces the affinity of ADP-myosin for actin. It inhibits calcium-stimulated ATPase activity of rabbit muscle myosin subfragment 1 (S1) in an actin-independent manner with an IC50 value of approximately 5 μM. It is selective for calcium-stimulated myosin II over human platelet myosin II, kinesin, pyruvate kinase, and lactate dehydrogenase at 100 μM. BTS (2 μM) inhibits the activity of skeletal muscle myosin, reversibly reducing the sliding velocity of heavy meromyosin in a gliding-filament assay. It inhibits isometric calcium-activated tension in isolated fast-twitch rabbit psoas muscle fibers (IC50 = ~3 μM) but not in isolated slow-twitch rat trabeculae and papillary cardiac muscle. BTS is also an intermediate in the synthesis of sulfonamides.

使用A potent inhibitor of skeletal muscle Ca2+-stimulated myosin S1 ATPase (IC50 approx. 5uM) activity. Reversible blocks the gliding motility. Also weakens myosin interaction with F-actin. Does not affect platelet myosin II