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N-Acetylcysteine amide

Product Name
N-Acetylcysteine amide
CAS No.
38520-57-9
Chemical Name
N-Acetylcysteine amide
Synonyms
AD4;NACA;100951;acetylcysteinamide;N-ACETYL-L-CYSTINE;N-acetylcysteine amide;N-Acetyl-L-cysteinamide;N-acetyl-L-Cysteine amide;Acetylcysteine Impurity 14;(R)-2-acetaMido-3-MercaptopropanaMide
CBNumber
CB91092625
Molecular Formula
C5H10N2O2S
Formula Weight
162.21
MOL File
38520-57-9.mol
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N-Acetylcysteine amide Property

Melting point:
147-149 °C(Solv: ethanol (64-17-5))
Boiling point:
441.0±40.0 °C(Predicted)
Density 
1.226±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
H2O: ≥20mg/mL
pka
9.21±0.10(Predicted)
form 
lyophilized powder
color 
white to off-white
InChI
InChI=1S/C5H10N2O2S/c1-3(8)7-4(2-10)5(6)9/h4,10H,2H2,1H3,(H2,6,9)(H,7,8)/t4-/m0/s1
InChIKey
ZLCOWUKVVFVVKA-GDVGLLTNSA-N
SMILES
C(N)(=O)[C@@H](NC(C)=O)CS
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A0737
Product name
N-acetylcysteine amide
Purity
≥98% (HPLC)
Packaging
5mg
Price
$140
Updated
2024/03/01
Sigma-Aldrich
Product number
A0737
Product name
N-acetylcysteine amide
Purity
≥98% (HPLC)
Packaging
25mg
Price
$333.6
Updated
2024/03/01
Cayman Chemical
Product number
25866
Product name
N-acetyl-L-Cysteine amide
Packaging
5mg
Price
$82
Updated
2024/03/01
Cayman Chemical
Product number
25866
Product name
N-acetyl-L-Cysteine amide
Packaging
50mg
Price
$601
Updated
2024/03/01
Cayman Chemical
Product number
25866
Product name
N-acetyl-L-Cysteine amide
Packaging
10mg
Price
$145
Updated
2024/03/01
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N-Acetylcysteine amide Chemical Properties,Usage,Production

Uses

N-acetylcysteine amide has been used:

  • to protect retinal pigment epithelium (RPE) from oxidative stress
  • to show that increased expression of cell adhesion molecule 4 (CADM4) in oligodendrocytes inhibits myelination
  • to protect cells from apoptosis induced by shikonin plus erlotinib/gefitinib
  • as a component in various culture media

Preparation

N-Acetyl-L-cysteine methyl ester (10 g) under a flush of nitrogen was treated with ammonium hydroxide (28% aqueous, 66 mL) over 10 minutes at room temperature and stirred for 6 hours. The resulting solution was concentrated in vacuo and ethanol (100 mL) was added. Then the solution was concentrated again under reduced pressure at 48 00 then subjected to high vacuum overnight to afford N-acetylcysteine amide as a white crystalline solid.

Biochem/physiol Actions

N-acetylcysteine amide is a membrane penetrating antioxidant with antiinflamatory activity through regulation of activation of NF-κB and HIF-1α as well as modulation of ROS. The compound readily crosses cell membranes, replenishes intracellular GSH, and defends the cell from oxidative stress. In contrast to DTT, AD4 is able to directly reduce intracellularl GSSG to GSH without the involvement of glutathione peroxidase. Such direct thiol exchange might have a protective effect. This compound has a potential in research and exploration for treatment of neurodegeneration, radiation exposure, and other oxidation-mediated disorders.

Clinical Use

N-Acetylcysteine amide has antioxidant and is often used in the preparation of Eyedrops. It has been used as a treatment for the prevention or healing of cataracts, macular degeneration, and other degenerative eye disorders.

storage

Store at -20°C

N-Acetylcysteine amide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Acetylcysteine amide Suppliers

Wuxi Donghe Pharmaceutical Technology Co., Ltd.
Tel
63313187 15358055255
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QQ:63313187
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63313187@qq.com
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China
ProdList
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ChemShuttle, Inc.
Tel
0510-83588313-802 18800520310;
Email
sales@chemshuttle.com
Country
China
ProdList
2996
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62
Shandong Jirun Biomedical Technology Co., Ltd.
Tel
0539-0539-8613587 17661611089
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qq2639273505
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2639273505@qq.com
Country
China
ProdList
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INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
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66
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
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chenyj@titansci.com
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China
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CEG Chemical Science&Technology Co., Ltd.
Tel
Mobile:13665161512
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ChemStrong Scientific Co.,Ltd
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0755-0755-66853366 13670046396
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0755-28363542
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sales@chem-strong.com
Country
China
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18043
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Shanghai Kewel Chemical Co., Ltd.
Tel
021-64609169 18901607656
Fax
021-64609160
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greensnown@163.com
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China
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50
Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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China
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BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
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65

38520-57-9, N-Acetylcysteine amideRelated Search:


  • N-ACETYL-L-CYSTINE
  • (R)-2-acetaMido-3-MercaptopropanaMide
  • PropanaMide,2-(acetylaMino)-3-Mercapto-, (2R)-
  • N-Acetylcysteine amide Synonyms N-Acetyl-L-cysteinamide
  • (R)- 2-(Acetylamino)-3-mercapto-Propanamide
  • acetylcysteinamide
  • AD4
  • (2R)-2-acetamido-3-sulfanylpropanamide
  • NACA
  • N-acetylcysteine amide
  • N-Acetyl-L-cysteinamide
  • 100951
  • (2R)-2-(Acetylamino)-3-mercaptopropanamide
  • N-acetyl-L-Cysteine amide
  • Acetylcysteine Impurity 14
  • (2S)-2-acetamido-3-sulfanylpropanamide
  • Nacetylcysteine amide,N acetylcysteine amide,Reactive Oxygen Species,inhibit,N-Acetylcysteine amide,Inhibitor
  • 38520-57-9
  • C8H14N2O5S2