PHR1098
N-Acetyl-L-cysteine
Pharmaceutical Secondary Standard; Certified Reference Material
Synonym(s):
LNAC, NAC
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About This Item
Linear Formula:
HSCH2CH(NHCOCH3)CO2H
CAS Number:
Molecular Weight:
163.19
Beilstein:
1724426
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
grade
certified reference material
pharmaceutical secondary standard
Quality Level
Agency
traceable to BP 907
traceable to Ph. Eur. A0150000
traceable to USP 1009005
API family
acetylcysteine
CofA
current certificate can be downloaded
storage condition
protect from light
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
mp
106-108 °C (lit.)
application(s)
pharmaceutical (small molecule)
format
neat
storage temp.
2-8°C
SMILES string
CC(=O)N[C@@H](CS)C(O)=O
InChI
1S/C5H9NO3S/c1-3(7)6-4(2-10)5(8)9/h4,10H,2H2,1H3,(H,6,7)(H,8,9)/t4-/m0/s1
InChI key
PWKSKIMOESPYIA-BYPYZUCNSA-N
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General description
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
N-Acetyl-L-cysteine is an endogenous aminothiol which is a component of human plasma and urine. It finds use in clinical applications as a mucolytic agent typically administered by inhalation.
N-Acetyl-L-cysteine is an endogenous aminothiol which is a component of human plasma and urine. It finds use in clinical applications as a mucolytic agent typically administered by inhalation.
Application
N-Acetyl-L-cysteine may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by liquid chromatography-mass spectrometry (LC-MS) and spectrophotometric techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Biochem/physiol Actions
Antioxidant and mucolytic agent. Increases cellular pools of free radical scavengers. Reported to prevent apoptosis in neuronal cells but induce apoptosis in smooth muscle cells. Inhibits HIV replication. May serve as a substrate for microsomal glutathione transferase.
Analysis Note
These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.
Other Notes
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
Footnote
To see an example of a Certificate of Analysis for this material enter LRAC0297in the slot below. This is an example certificate only and may not be the lot that you receive.
Recommended products
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
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Product No.
Description
Pricing
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Pharmacokinetics of N-acetylcysteine in man.
Borgstrom L, et al.
European Journal of Clinical Pharmacology, 31(2), 217-222 (1986)
Spectrophotometric determination of N-acetyl-L-cysteine and N-(2-mercaptopropionyl)-glycine in pharmaceutical preparations.
Kukoc-Modun L and Radic N
International Journal of Analytical Chemistry, 2011(1-2), 191-199 (2011)
Quantitative analysis of N-acetylcysteine and its pharmacopeial impurities in a pharmaceutical formulation by liquid chromatography-UV detection-mass spectrometry.
Toussaint B,
Journal of Chromatography A, 896(1-2), 191-199 (2000)
I-Ta Lee et al.
The American journal of pathology, 175(2), 519-532 (2009-07-18)
Oxidative stresses are believed to play an important role in the induction of both cell adhesion molecules and pro-inflammatory cytokines, a key event in a variety of inflammatory processes. The enzyme heme oxygenase-1 (HO-1) functions as an antioxidant and serves
Yuval Samuni et al.
Biochimica et biophysica acta, 1830(8), 4117-4129 (2013-04-27)
N-acetylcysteine (NAC) has been in clinical practice for several decades. It has been used as a mucolytic agent and for the treatment of numerous disorders including paracetamol intoxication, doxorubicin cardiotoxicity, ischemia-reperfusion cardiac injury, acute respiratory distress syndrome, bronchitis, chemotherapy-induced toxicity
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