N-Acetyl-L-Cysteine N-乙酰-L-半胱氨酸

CAS 616-91-1 MFCD00004880

化学结构图

616-91-1
SMILES: CC(=O)NC(CS)C(=O)O

化学属性

Mol. FormulaC5H9NO3S
Mol. Weight163.19486
Melting Point106-108°C
Density1.422
TSCAYes
Appearance 本品为半胱氨酸的N-乙酰化衍生物,分子中含有巯基,能使黏蛋白肽键的二硫键(-S-S-)断裂,从而使黏蛋白链变成小分子肽链,降低粘蛋白的黏滞性,因此本品为黏痰、脓性痰、呼吸道黏液的溶解药。 白色结晶性粉末,有类似蒜的气味,味酸。有吸湿性,易溶于水或乙醇,不溶于乙醚、氯仿。在水溶液中呈酸性 (10g/L H2O中pH2-2.75),mp101-107℃。
SolubilitySoluble in water (100 mg/ml) with heating and obtained a clear, colorless solution, 1 in 2 of ethanol, DMSO (≥33 mg/ml) at 25 °C, hot isopropyl alcohol, methyl acetate, ethyl acetate and methanol. Practically insoluble in chloroform, and ether.
Refractive index24 ° (C=JPC Method)
Boiling Point407.7°C at 760 mmHg

别名和识别编码

Chemical NameN-Acetyl-L-Cysteine
CAS Number616-91-1
Alfabeta NameACETYLCYSTEINE NL---
Synonym Acetylcysteine {LY} Acetylcysteine {} {LY} Acetylcysteine {} {} {LY} Acetylcysteine {} {} {} {LY} Acetylcysteine {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Acetylcysteine
Beilstein Registry Number4(4)3160
PubChem Substance ID12035
EC Number210-498-3
MDL NumberMFCD00004880
Reaxys-RN1724426
Merck Number88
Chemical Name TranslationN-乙酰-L-半胱氨酸
Wiswesser Line NotationSH1YVQMV1 -L
LabNetwork Molecule IDLN00173956
InChIInChI=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
Canonical SMILESSC[C@@H](C(O)=O)NC(C)=O
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分类

  • Analytical Standards, Analytical/Chromatography, Chromatography, Pharmaceutical Second
  • {SNA} A - H, Amino Acids, Amino acids, Functional Foods, Modified Amino Acids, Pharmacopoeia, Pharmacopoeia A-Z, Pharmacopoeial Amino Acids, 分析/色谱, 生化试剂, 细胞生物学, 营养研究
  • {SNA} Amino Acids, Amino acids, Core Bioreagents, Functional Foods, General Reagents, Life Science Reagents for Protein Expression and Purification, Life Science Reagents for Western Blotting, Research Essentials, 细胞生物学, 营养研究
  • {SNA} Amino Acids,

产品应用

  • An antioxidant mucolytic acetylated amino acid.

相关文献及参考

  • [2]. Ferrari G, et al. N-acetylcysteine (D- and L-stereoisomers) prevents apoptotic death of neuronal cells. J Neurosci. 1995 Apr;15(4):2857-66.
  • [3]. Tsai JC, et al. Induction of apoptosis by pyrrolidinedithiocarbamate and N-acetylcysteine in vascular smooth muscle cells. J Biol Chem. 1996 Feb 16;271(7):3667-70.
  • [4]. Yan CY, et al. Prevention of PC12 cell death by N-acetylcysteine requires activation of the Ras pathway. J Neurosci. 1998 Jun 1;18(11):4042-9.
  • [5]. Farr SA, et al. The antioxidants alpha-lipoic acid and N-acetylcysteine reverse memory impairment and brain oxidative stress in aged SAMP8 mice. J Neurochem. 2003 Mar;84(5):1173-83.
  • [6]. Kalimeris K, et al. N-acetylcysteine ameliorates liver injury in a rat model of intestinal ischemia reperfusion. J Surg Res. 2016 Dec;206(2):263-272.
  • [7]. Garigliany MM, et al. N-acetylcysteine lacks universal inhibitory activity against influenza A viruses. J Negat Results Biomed. 2011

安全信息

Warnings IRRITANT
WGK Germany2
RTECSHA1660000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Signal word Warning
GHS Symbol
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
Storage condition 2-8°C, protect from light {LY} 2-8°C, protect from light {} {LY} 2-8°C, protect from light {} {} {LY} 2-8°C, protect from light {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 4400 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EPXXDW European Patent A

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5050 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   18,185,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 700 mg/kg
T

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Multiple routes
SPECIES OBSERVED        : Human - child
DOSE/DURATION           : 8480 mg/kg/3D-I
TOXIC EFFECTS :
   Liver - liver function tests impaired
REFERENCE :
   PEDIAU Pediatrics.  (American Academy of Pediatrics, P.O. Box 1034,
   Evanston, IL 60204) V.1-    1948-  Volume(issue)/page/year: 79,281,1987

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 3800 mg/kg
TOXIC EFFECTS :
   Brain and Coverings - recordings from specific areas of CNS
   Behavioral - somnolence (general depressed activity)
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   JMCMAR Journal of Medicinal Chemistry.  (American Chemical Soc.,
   Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC
   20037)  V.6-    1963-  Volume(issue)/page/year: 10,1172,1967

其他信息

  • 比旋光度:-35.1 °C (c=2,H2O)
  • 用途四:生化试剂,医药,
  • N-Acetyl-L-cysteine is an acetylated amino acid with antioxidant and mucolytic properties. These two activities have made N-Acetyl-L-cysteine particularly relevant in cystic fibrosis studies, where the antioxidant/reducing character of the compound is described to ameliorate the characteristic systemic redox imbalance state of cystic fibrosis and the mucolytic properties of the compound are show
  • 所属类别一:生物化学品: 生化试剂: 氨基酸及其衍生物
  • 方法一:以L-半胱氨酸和乙酸酐为原料,进行酰化反应得粗产品,经活性炭、乙醚精制得成品。
  • 用途五:抗氧剂和粘多糖类试剂。有报道称能阻止神经
  • 用途二:用于生化研究,医药上用作粘痰溶解药及乙酰氨基酚中毒的解毒药。
  • 可燃性危险特性:潮湿空气中分解烟雾; 燃烧释放有毒氮氧化物和硫氧化物烟雾
  • 用途三:用作黏痰溶解药物。适用于大量黏痰阻塞所引起的呼吸阻塞。此外还可用于乙酰氨基酚中毒的解毒。因本品有特殊臭味,服用易引起恶心呕吐。对呼吸道有
  • 毒性分级:低毒
  • 急性毒性:口服-大鼠 LD50:5050 毫克/公斤; 口服-小鼠 LD50:7888 毫克/公斤
  • Acros Organics:N-乙酰基-L-半胱氨酸 N-Acetyl-L-cysteine, 98%(616-91-1)
  • N-Acetyl-L-cysteine is an acetylated amino acid with antioxidant and mucolytic properties. These two activities have made N-Acetyl-L-cysteine particularly relevant in cystic fibrosis studies, where the antioxidant/reducing character of the compound is described to ameliorate the characteristic systemic redox imbalance state of cystic fibrosis and the mucolytic properties of the compound are shown to impede upon the congestion and inflammation correlated to this redox state. As a mucolytic, N-Acetyl-L-cysteine serves to dissipate disulfide bonds across mucoproteins, loosening and clearing the viscosity of sputum. N-Acetyl-L-cysteine shows complimentary action to glutathione, both demonstrating antioxidant activity through their thiol functionality, and both are shown to protect against peroxidative stress related to septic shock. N-Acetyl-L-cysteine has also been shown to induce apoptosis in vascular smooth muscle cells, indicating that these cells respond differently to changes in reduction-oxid

系列性分类


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