| Identification | More | [Name]
BTS | [CAS]
1576-37-0 | [Synonyms]
4-METHYL-N-(PHENYLMETHYL)BENZENESULFONAMIDE
BTS
LABOTEST-BB LT00786416
N-BENZYL-P-TOLUENESULFONAMIDE
N-BENZYL-P-TOLUENESULPHONAMIDE
4-methyl-n-(phenylmethyl)-benzenesulfonamid
n-benzyl-p-toluenesulfonamid
N-BENZYL-4-METHYL-BENZENESULFONAMIDE
N-Tosylbenzylamine
N-Methyl-N-(phenylmethyl)benzenesulfonamide
N-Tosylbenzenemethaneamine
N-Tosylphenylmethanamine | [Molecular Formula]
C14H15NO2S | [MDL Number]
MFCD00159328 | [Molecular Weight]
261.34 | [MOL File]
1576-37-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White Solid | [Melting point ]
115 °C | [Boiling point ]
419.1±48.0 °C(Predicted) | [density ]
1.204±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Dichloromethane, Ethyl Acetate (Slightly) | [form ]
White crystalline solid | [pka]
11.54±0.30(Predicted) | [color ]
White to Off-White | [Sensitive ]
Light Sensitive | [Usage]
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 | [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 DataBase Reference]
1576-37-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [RTECS ]
XT5490000 | [HS Code ]
2935.90.9500 | [Storage Class]
11 - Combustible Solids | [Toxicity]
rat,LD,oral,> 500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 41, 1953. |
| Hazard Information | Back Directory | [Description]
BTS is an inhibitor of skeletal muscle myosin II ATPase activity that reduces the affinity of ADP-myosin for actin.1 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.2 | [Chemical Properties]
White Solid | [Uses]
A potent inhibitor of calcium-stimulated myosin S1 ATPase | [Uses]
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 | [Definition]
ChEBI: 4-methyl-N-(phenylmethyl)benzenesulfonamide is a sulfonamide. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 28, p. 592, 1963 DOI: 10.1021/jo01037a523 | [Biological Activity]
Selective inhibitor of the ATPase activity of skeletal muscle myosin II subfragment 1 (S1) (IC 50 ~ 5 mM). Reversibly blocks gliding motility and suppresses force and twitch production in fast skeletal muscle. | [storage]
Desiccate at RT | [References]
[1] A. CHEUNG. A small-molecule inhibitor of skeletal muscle myosin II[J]. Nature Cell Biology, 2001, 4 1: 83-88. DOI: 10.1038/ncb734
[2] FENG SHI. Green and Efficient Synthesis of Sulfonamides Catalyzed by Nano-Ru/Fe3O4[J]. Journal of the American Chemical Society, 2009, 131 5: 1775-1779. DOI: 10.1021/ja807681v |
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