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56577-02-7

56577-02-7 | S-nitroso-N-acetylcysteine

CAS No: 56577-02-7 Catalog No: AG00F0FR MDL No:

Product Description

Catalog Number:
AG00F0FR
Chemical Name:
S-nitroso-N-acetylcysteine
CAS Number:
56577-02-7
IUPAC Name:
(2R)-2-acetamido-3-nitrososulfanylpropanoic acid
InChI:
InChI=1S/C5H8N2O4S/c1-3(8)6-4(5(9)10)2-12-7-11/h4H,2H2,1H3,(H,6,8)(H,9,10)/t4-/m0/s1
InChI Key:
QTJKCQPXTOYYHJ-BYPYZUCNSA-N
UNII:
OZ9124L8ZV

Properties

Complexity:
196  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
192.02g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
192.189g/mol
Monoisotopic Mass:
192.02g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
121A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.9  

Literature

Title Journal
A nanoparticle delivery vehicle for S-nitroso-N-acetyl cysteine: sustained vascular response. Nitric oxide : biology and chemistry 20121015
Increased stability of S-nitrosothiol solutions via pH modulations. Free radical research 20120201
Relationship between ischemia/reperfusion injury and the stimulus of fibrogenesis in an experimental model: comparison among different preservation solutions. Transplantation proceedings 20111201
S-Nitroso-N-acetylcysteine induces de-differentiation of activated hepatic stellate cells and promotes antifibrotic effects in vitro. Nitric oxide : biology and chemistry 20111030
Kinetics and mechanism of S-nitrosothiol acid-catalyzed hydrolysis: sulfur activation promotes facile NO+ release. The journal of physical chemistry. B 20110331
Nanocarriers for nitric oxide delivery. Journal of drug delivery 20110101
S-nitroso-N-acetylcysteine: a promising drug for early ischemia/reperfusion injury in rat liver. Transplantation proceedings 20101201
Nitrosation of N-methyl derivatives of uric acid and their transnitrosation ability to N-acetylcysteine. Chemical & pharmaceutical bulletin 20100901
S-nitroso-N-acetylcysteine ameliorates ischemia-reperfusion injury in the steatotic liver. Clinics (Sao Paulo, Brazil) 20100701
S-nitroso-N-acetylcysteine attenuates liver fibrosis in cirrhotic rats. Journal of molecular medicine (Berlin, Germany) 20100401
In vitro amoebicidal activity of S-nitrosoglutathione and S-nitroso-N-acetylcysteine against trophozoites of Acanthamoeba castellanii. The Journal of antimicrobial chemotherapy 20100301
Comparative antilipidemic effect of N-acetylcysteine and sesame oil administration in diet-induced hypercholesterolemic mice. Lipids in health and disease 20100101
N-acetylcysteine improves liver function in patients with non-alcoholic Fatty liver disease. Hepatitis monthly 20100101
Effects of uric acid on nitrosation of N-acetylcysteine by diethylamine NONOate and N-acetyl-N-nitrosotryptophan. Chemical & pharmaceutical bulletin 20090701
Prevention and reversion of nonalcoholic steatohepatitis in OB/OB mice by S-nitroso-N-acetylcysteine treatment. Journal of the American College of Nutrition 20080401
S-nitroso-N-acetylcysteine (SNAC) prevents myocardial alterations in hypercholesterolemic LDL receptor knockout mice by antiinflammatory action. Journal of cardiovascular pharmacology 20080101
S-nitrosothiols signal hypoxia-mimetic vascular pathology. The Journal of clinical investigation 20070904
Modulation of hepatic microsomal triglyceride transfer protein (MTP) induced by S-nitroso-N-acetylcysteine in ob/ob mice. Biochemical pharmacology 20070715
Effect of Some nitrosative agents on the growth of vgb-bearing Enterobacter aerogenes strains. Current microbiology 20070701
Leishmanicidal activity of primary S-nitrosothiols against Leishmania major and Leishmania amazonensis: implications for the treatment of cutaneous leishmaniasis. Nitric oxide : biology and chemistry 20061101
Hepatic gene expression profile associated with non-alcoholic steatohepatitis protection by S-nitroso-N-acetylcysteine in ob/ob mice. Journal of hepatology 20061101
Oral administration of S-nitroso-N-acetylcysteine prevents the onset of non alcoholic fatty liver disease in rats. World journal of gastroenterology 20060328
Antiatherogenic effects of S-nitroso-N-acetylcysteine in hypercholesterolemic LDL receptor knockout mice. Nitric oxide : biology and chemistry 20060201
Direct detection of S-nitrosothiols using planar amperometric nitric oxide sensor modified with polymeric films containing catalytic copper species. Analytical chemistry 20050601
The effects of exogenous nitric oxide donor on motor functional recovery of reperfused peripheral nerve. The Journal of hand surgery 20050501
Synthesis, characterization, and controlled nitric oxide release from S-nitrosothiol-derivatized fumed silica polymer filler particles. Journal of biomedical materials research. Part A 20050315
Addition of nitric oxide donor S-nitroso-N-acetylcysteine to selective iNOS inhibitor 1400W further improves contractile function in reperfused skeletal muscle. Microsurgery 20050101
Topically applied S-nitrosothiol-containing hydrogels as experimental and pharmacological nitric oxide donors in human skin. The British journal of dermatology 20041101
The role of a formaldehyde dehydrogenase-glutathione pathway in protein S-nitrosation in mammalian cells. Nitric oxide : biology and chemistry 20031101
S-nitrosating nitric oxide donors induce long-lasting inhibition of contraction in isolated arteries. The Journal of pharmacology and experimental therapeutics 20031001
Thermal and photochemical nitric oxide release from S-nitrosothiols incorporated in Pluronic F127 gel: potential uses for local and controlled nitric oxide release. Biomaterials 20030901
Nitric oxide release from the S-nitrosothiol zinc phthalocyanine complex by flash photolysis. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20030501
Effects of various nitric oxide-donating drugs on adrenergic tension of human seminal vesicles in vitro. Urology 20030201
A putative role for S-nitrosoglutathione as the source of nitric oxide in photorelaxation of the mouse gastric fundus. European journal of pharmacology 20020830
Characterization of the hypotensive effect of S-nitroso-N-acetylcysteine in normotensive and hypertensive conscious rats. Nitric oxide : biology and chemistry 20020801
Properties of selected S-nitrosothiols compared to nitrosylated WR-1065. Radiation research 20020501
Lack of correlation between the observed stability and pharmacological properties of S-nitroso derivatives of glutathione and cysteine-related peptides. Biochemical pharmacology 20011101
Role of guanylyl cyclase and cytochrome P-450 on renal response to nitric oxide. American journal of physiology. Renal physiology 20010901
The relaxation induced by S-nitroso-glutathione and S-nitroso-N-acetylcysteine in rat aorta is not related to nitric oxide production. The Journal of pharmacology and experimental therapeutics 20010801
Nitric oxide synthase expression and effects of nitric oxide modulation on contractility of rat extraocular muscle. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20010801
Sulfur-to-nitrogen transnitrosation: transfer of nitric oxide from S-nitroso compounds to diethanolamine and the role of intermediate sulfur-to-sulfur transnitrosation. Toxicology 20010621

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