p-Toluenesulfonamide, N-benzyl-

HCID 95801

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Grundinformationen

CAS: 1576-37-0
Standard-SMILES: Cc1ccc(S(=O)(=O)NCc2ccccc2)cc1
InChIKey: WTHKAJZQYNKTCJ-UHFFFAOYSA-N
Summenformel: C14H15NO2S
Durchschnittliche Molmasse: 261,34 g/mol
Monoisotopische Masse: 261,08234972

Überblick

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

Namen und Bezeichner

Bevorzugter Name: p-Toluenesulfonamide, N-benzyl-
IUPAC: N-benzyl-4-methylbenzenesulfonamide
Englischer Name: BTS
Summenformel: C14H15NO2S
Molmasse: 261.34

Namen und Synonyme

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

Weitere Namen anzeigen

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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,7
Polarare Oberfläche (TPSA): 54,6 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 4
Schwere Atome: 18
Formalladung: 0
Komplexität: 333

Experimentelle und physikochemische Eigenschaften

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

Physikochemische Eigenschaften

Schmelzpunkt: 115 °C · 115 °C
Siedepunkt: 419.1 · 419.1±48.0 °C(Predicted)
Dichte: 1.204 · 1.204±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: Chloroform (Slightly), Dichloromethane, Ethyl Acetate (Slightly)
pka: 11.54 · 11.54±0.30(Predicted)
Aggregatzustand: White crystalline solid
Farbe: White to Off-White
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 Datenbank: 1576 · 1576-37-0(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: WGK 3
hs_code: 2935.90.9500
RTECS-Nr.: XT5490000
Toxizität: rat,LD,oral,> 500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 41, 1953.
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungBTS 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.

VerwendenA 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