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Chemical Structure| 7652-46-2 Chemical Structure| 7652-46-2
Chemical Structure| 7652-46-2

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CAS No.: 7652-46-2

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Product Citations

Paul Getreuer ; Laura Marretta ; Emine Toyoglu ; Orsolya D?m?t?r ; Michaela Hejl ; Alexander Prado-Roller , et al.

Abstract: In this contribution we report the synthesis, characterization and in vitro anticancer activity of novel cyclometalated 4-phenylthiazole-derived ruthenium(II) (2a–e) and osmium(II) (3a–e) complexes. Formation and sufficient purity of the complexes were unambigiously confirmed by 1H-, 13C- and 2D-NMR techniques, X-ray diffractometry, HRMS and elemental analysis. The binding preferences of these cyclometalates to selected amino acids and to DNA models including G-quadruplex structures were analyzed. Additionally, their stability and behaviour in aqueous solutions was determined by UV-Vis spectroscopy. Their cellular accumulation, their ability of inducing apoptosis, as well as their interference in the cell cycle were studied in SW480 colon cancer cells. The anticancer potencies were investigated in three human cancer cell lines and revealed IC50 values in the low micromolar range, in contrast to the biologically inactive ligands.

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Product Details of Ac-Cys-OMe

CAS No. :7652-46-2
Formula : C6H11NO3S
M.W : 177.22
SMILES Code : SC[C@@H](C(OC)=O)NC(C)=O
MDL No. :MFCD00237476
InChI Key :QTKAQJWFVXPIFV-YFKPBYRVSA-N
Pubchem ID :6542158

Safety of Ac-Cys-OMe

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H319-H332-H372-H400
Precautionary Statements:P260-P264-P270-P273-P280-P301+P312+P330-P304+P312-P305+P351+P338-P314-P337+P313-P391-P501
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Ac-Cys-OMe

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 7652-46-2 ]

[ 7652-46-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 60940-34-3 ]
  • [ 7652-46-2 ]
  • [ 118398-44-0 ]
  • 2
  • [ 7652-46-2 ]
  • [ 17024-12-3 ]
  • (R)-2-Acetylamino-3-(phenanthren-9-ylsulfanyl)-propionic acid methyl ester [ No CAS ]
  • 3
  • [ 7652-46-2 ]
  • [ 75747-14-7 ]
  • [ 1427297-13-9 ]
YieldReaction ConditionsOperation in experiment
62% With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20℃; for 2h; (R)-Methyl-2- cet mido-3-((4E,6Z,8S,9S 0E 2S 3R 4S 6R)-19-( llyl m^(carbamoyloxy)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2- azabicyclo[16.3.1]docosa-l(21),4,6,10,18-pentaen-21-ylthio)propanoatel ,8-Diazabicycloundec-7-ene (0.015 mL, 0.098 mmol, 1.25 eq.) was added to a stirred solution of 17-allylamino(demethoxy)geldanamycin (46 mg, 0.079 mmol, 1.0 eq.) and N- acetylcysteine methyl ester (17 mg, 0.094 mmol, 1.2 eq.) in THF (3 mL) at room temperature. After stirring the resulting solution for 2 h, the reaction was quenched with excess acetic acid and concentrated in vacuo. The residue was purified by flash chromatography on silica gel, eluting with 1 : 1 light petroleum/ethyl acetate? 9: 1 ethyl acetate/methanol to give the title compound (37 mg, 62%) as a brown solid; TLC Rf = 0.15 (ethyl acetate, det: KappaMueta04/Delta); mp 156-158 C; +59.7 (c 0.07, CHC13); (Found: M+Na+, 783.3232. C37H52N40i i S+Na+, requires 783.3246); vmax (CHCl3)/cnf 1 3298, 3240, 3063, 3009, 2305, 2195, 21 16, 1939, 1732, 1676, 1582, 1454, 1372, 1 127, 1044,1034, 1018, 964; deltaEta (500 MHz; DMSO-D6) 9.31 (IH, s), 8.61 (IH, d, J 8.1), 7.10 (IH, t, J 6.8), 6.70-6.21 (2H, m), 6.33 (IH, dd, J 1 1.6, 10.8), 6.17 (IH, d, J 1 1.6), 5.90 (IH, ddt, J 15.2, 10.1 , 4.9), 5.23 (IH, t, J 10.8), 5.10 (IH, dd, J 15.2, 1.5), 5.09 (IH, dd, J 10.1 , 1.5),5.09 (IH, d, J 10.3), 4.85 (IH, d, J 9.2), 4.62 (IH, td, J 8.1 , 4.6), 4.57 (IH, d, J 4.3), 4.08- 4.02 (2H, m), 3.90 (IH, dd, J 10.8, 9.2), 3.62 (3H, s), 3.44-3.40 (IH, m), 3.38 (IH, dd, J13.4, 4.6), 3.20 (3H, s), 3.14 (IH, dd, J 13.4, 8.1), 3.02 (3H, s), 2.89-2.85 (IH, m), 2.56 (IH, dd, J 15.2, 10.3), 2.15-2.09 (3H, m), 1.88 (3H, s), 1.88 (3H, s), 1.21 (3H, s), 1.14-1.10 (IH, m), 0.87 (3H, d, J 5.9), 0.86 (3H, d, J 6.4), 0.79-0.73 (IH, m); 5C (125 MHz; DMSO-D6) 180.2 (C), 178.0 (C), 173.5 (C), 170.9 (C), 169.8 (C), 155.9 (C), 145.7 (C), 139.5 (C), 135.8 (CH), 135.2 (C), 133.9 (CH), 130.8 (CH), 128.8 (C), 128.0 (CH), 122.2 (CH), 120.4 (C), 1 15.5 (CH2), 1 10.0 (C), 80.7 (CH), 79.8 (CH), 74.9 (CH), 73.8 (CH), 55.7 (CH3), 55.6 (CH3), 52.3 (CH), 52.2 (CH3), 46.1 (CH2), 34.7 (CH), 34.4 (CH2), 30.4 (CH2), 30.1 (CH2), 29.8 (CH), 22.4 (CH3), 21.0 (CH3), 18.3 (CH3), 14.2 (CH3), 1 1.9 (CH3); m/z (ESI) 783 ([M+Na]+, 100%).
  • 4
  • [ 7652-46-2 ]
  • [ 13304-62-6 ]
  • methyl N-acetyl-S-(3-phenylmethylamino-3-oxopropyl)-L-cysteinate [ No CAS ]
 

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