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Chemical Structure| 616-91-1 Chemical Structure| 616-91-1
Chemical Structure| 616-91-1

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CAS No.: 616-91-1

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Acetylcysteine is an inhibitor of ROS and the production of TNF. It is a pharmaceutical drug and nutritional supplement used as mucolytic agent.

Synonyms: NAC; N-Acetylcysteine; N-Acetyl-L-cysteine

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Product Citations

Product Citations

Ievtukhov, Vladyslav ; Zadykowicz, Beata ; Blazheyevskiy, Mykola Ye. ; Krzyminski, Karol ;

Abstract: Biologically active compounds containing sulfhydryl groups (RSHs: N-acetyl-L-cysteine, D-penicillamine, glutathione and acetylthiocholine chloride) were used to develop a luminometric method for their quantification. The title substrate capable of chemiluminescence (CL) was isolated in a highly pure state as a chloride salt (99.9% using RP-HPLC) and identified using mass spectrometry (ESI Q-TOF) and 1H NMR spectroscopy. The cation included in the salt, 9-CMA+, underwent oxidation in an alk. environment containing RSHs by mol. oxygen, generating CL of various intensities, with no need for the use of hydrogen peroxide. The amount of produced light was linearly proportional to the content of investigated analytes in the system over the concentration range ~0.2-2μM, with the detection limits in the range 0.19-1.73μM. The mechanism of chemiluminogenic oxidation of 9-CMA+ in the presence of RSHs and mol. oxygen is proposed, using computational methods at the d.-functional theory level. The presence of RSHs in an alk. medium seems to be crucial to produce hydroperoxide anions (-OOH), which initiate the 'light path' of 9-CMA+ transformations, ending with the excretion of electronically excited mols. of 10 methyl-acridan-9-one.

Keywords: 9-cyano-10-methylacridinium cation ; chemiluminescence analysis ; DFT methods ; MS and NMR spectroscopy ; thiol nucleophiles

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Product Details of Acetylcysteine

CAS No. :616-91-1
Formula : C5H9NO3S
M.W : 163.19
SMILES Code : SC[C@@H](C(O)=O)NC(C)=O
Synonyms :
NAC; N-Acetylcysteine; N-Acetyl-L-cysteine
MDL No. :MFCD00004880
InChI Key :PWKSKIMOESPYIA-BYPYZUCNSA-N
Pubchem ID :12035

Safety of Acetylcysteine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of Acetylcysteine

* 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.

  • Upstream synthesis route of [ 616-91-1 ]
  • Downstream synthetic route of [ 616-91-1 ]

[ 616-91-1 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 616-91-1 ]
  • [ 100-39-0 ]
  • [ 19542-77-9 ]
References: [1] Tetrahedron Letters, 1997, vol. 38, # 12, p. 2149 - 2152.
[2] European Journal of Medicinal Chemistry, 1980, vol. 15, # 6, p. 495 - 497.
  • 2
  • [ 616-91-1 ]
  • [ 100-44-7 ]
  • [ 19542-77-9 ]
References: [1] Biological and Pharmaceutical Bulletin, 2001, vol. 24, # 11, p. 1324 - 1328.
 

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