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Chemical Structure| 5545-17-5 Chemical Structure| 5545-17-5
Chemical Structure| 5545-17-5

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(Ac-Cystine-OH)₂ is a disulfide dimer of N-acetylcysteine with immunoregulatory properties. It is an effective oral modulator used for contact hypersensitivity/delayed-type hypersensitivity reactions in rodents and also exhibits anti-atherosclerotic effects in hyperlipidemic rabbits.

Synonyms: DiNAC; (Ac-Cys-OH)2; N,N-Diacetylcystine

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Product Details of N,N'-Diacetyl-L-Cystine

CAS No. :5545-17-5
Formula : C10H16N2O6S2
M.W : 324.37
SMILES Code : O=C(O)[C@@H](NC(C)=O)CSSC[C@H](NC(C)=O)C(O)=O
Synonyms :
DiNAC; (Ac-Cys-OH)2; N,N-Diacetylcystine
MDL No. :MFCD00152053
InChI Key :YTPQSLLEROSACP-YUMQZZPRSA-N
Pubchem ID :6995101

Safety of N,N'-Diacetyl-L-Cystine

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of N,N'-Diacetyl-L-Cystine

* 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 [ 5545-17-5 ]

[ 5545-17-5 ] Synthesis Path-Downstream   1~27

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YieldReaction ConditionsOperation in experiment
With cis-diaammineplatinum(IV) tetrachloride; In aq. acetate buffer; at 25℃;pH 4.51;Kinetics; General procedure: An Applied Photophysics SX-20 stopped-flow spectrometer( Applied Photophysics Ltd., Leatherhead, U.K.) was employed for kinetic measurements; the kinetic traces were simulated by the software provided by Applied Photophysics. Stock solutions ofNAC(20-30 mM) were prepared just before the kinetic measurements by dissolving a certain amount NAC in buffers; the stock solutions were flushed with nitrogen for 10 min and were only used for a couple of hours. Solutions of NAC and of the Pt(IV) complexes for kinetic measurements were prepared, respectively, by adding an appropriate amount of the Pt(IV) stock solution and NAC to a specific buffer. Those solutions were flushed for10 min with nitrogen before loading onto the stopped-flow machine. Reactions were started by mixing equal volumes of NACand platinum(IV) solutions directly in the stopped-flow machine. Pseudo first-order conditions were fulfilled by keeping NAC in at least ten fold excess.
With mefenamic Acid; In aq. phosphate buffer; ethanol; water;Electrolysis; General procedure: A mixture of a phosphate buffer (ca. 50 ml; c = 0.2 M,pH = 7.0) in water/ethanol (30:70 v/v) solution, containing mefenamic acid (1) (0.02 mmol) and glutathione (0.3 mmol) (3) orN-acetyl-L-cysteine (3?) was electrolyzed in a divided cell at 0.6 Vvs Ag/AgCl. The electrolysis was terminated when the currentdecreased by more than 95%. After having finished the electrolysis,the precipitated solid was collected by filtration and washed severaltimes with water. The products were characterized by infraredspectroscopy,7 mass spectroscopy, and melting point measurements.
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  • (R)-2-Acetylamino-3-((R)-2-acetylamino-2-carboxy-ethylsulfanyl)-propionic acid [ No CAS ]
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  • N-acetyl-S-bromo-L-cysteine [ No CAS ]
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  • N.N'-diacetyl-DL-cystine [ No CAS ]
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  • enzyme-substance from rats liver [ No CAS ]
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  • (R)-N-[2-mercapto-1-(3-methyl-1,2,4-oxadiazol-5-yl)-ethyl]-acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
(d) By proceeding in an analogous manner as described in Example 1(l,m), but replacing Boc-L-cystine by N,N'-diacetyl-L -cystine, there was obtained (R)-N-[2-mercapto-1-(3-methyl-1,2,4-oxadiazol-5-yl)-ethyl]-acetamide as an oil. 1 H-NMR (250 MHz,CDCl3): delta 1.37-1.48 (m,1H); 2.12(s,3H); 2.42(s,3H); 2.96-3.29(m,2H); 5.54-5.67(m,1H); 6.50(d broad,j=8 Hz,1H) ppm.
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  • 2-S-(N-acetyl)-cysteinyl-dopamine [ No CAS ]
  • 5-S-(N-acetyl)-cysteinyl-dopamine [ No CAS ]
  • 2-S-5-S-di-(N-acetyl)-cysteinyl-dopamine [ No CAS ]
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  • C4H9NO2*BrH [ No CAS ]
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  • C28H38N8O12S4 [ No CAS ]
  • C33H42N6O18S6 [ No CAS ]
  • C41H48N10O18S6 [ No CAS ]
 

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