Details
Stereochemistry | ACHIRAL |
Molecular Formula | CH5N3O |
Molecular Weight | 75.0699 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=N)NO
InChI
InChIKey=WFBHRSAKANVBKH-UHFFFAOYSA-N
InChI=1S/CH5N3O/c2-1(3)4-5/h5H,(H4,2,3,4)
Molecular Formula | CH5N3O |
Molecular Weight | 75.0699 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Approval Year
PubMed
Title | Date | PubMed |
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Oxidations of N(omega)-hydroxyarginine analogues and various N-hydroxyguanidines by NO synthase II: key role of tetrahydrobiopterin in the reaction mechanism and substrate selectivity. | 2001 Feb |
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Oxidation of N-hydroxyguanidines by cytochromes P450 and NO-synthases and formation of nitric oxide. | 2002 Aug |
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EPR and ENDOR characterization of intermediates in the cryoreduced oxy-nitric oxide synthase heme domain with bound L-arginine or N(G)-hydroxyarginine. | 2002 Aug 20 |
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Ceramide binding to African-American hair fibre correlates with resistance to hair breakage. | 2002 Feb |
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Electrochemical and peroxidase oxidation study of N'-hydroxyguanidine derivatives as NO donors. | 2002 Jun 3 |
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Involvement of NO in the endothelium-independent relaxing effects of N(omega)-hydroxy-L-arginine and other compounds bearing a C=NOH function in the rat aorta. | 2002 Nov |
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The novel binding mode of N-alkyl-N'-hydroxyguanidine to neuronal nitric oxide synthase provides mechanistic insights into NO biosynthesis. | 2002 Nov 26 |
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Novel substrates for nitric oxide synthases. | 2002 Sep |
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[Metalloporphyrin catalyzed biomimetic oxidation potentials: potential uses and applications]. | 2003 |
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Two modes of binding of N-hydroxyguanidines to NO synthases: first evidence for the formation of iron-N-hydroxyguanidine complexes and key role of tetrahydrobiopterin in determining the binding mode. | 2003 Apr 8 |
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pH-dependent stability of sperm whale myoglobin in water-guanidine hydrochloride solutions. | 2003 Feb |
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Microperoxidase 8 catalysed nitrogen oxides formation from oxidation of N-hydroxyguanidines by hydrogen peroxide. | 2003 Jan |
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The mechanism of L-canavanine cytotoxicity: arginyl tRNA synthetase as a novel target for anticancer drug discovery. | 2003 Oct |
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Oxidation of N-hydroxyguanidines by copper(II): model systems for elucidating the physiological chemistry of the nitric oxide biosynthetic intermediate N-hydroxyl-L-arginine. | 2003 Sep 1 |
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Aromatic N-hydroxyguanidines as new reduction cosubstrates for dopamine beta-hydroxylase. | 2004 Apr 16 |
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Synthesis and quantitative structure-activity relationship of hydrazones of N-amino-N'-hydroxyguanidine as electron acceptors for xanthine oxidase. | 2004 Jun 3 |
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Relaxant effect of oxime derivatives in isolated rat aorta: role of nitric oxide (NO) formation in smooth muscle. | 2004 Mar 15 |
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Alternative nitric oxide-producing substrates for NO synthases. | 2004 Oct 15 |
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[Design, synthesis and antiasthmatic activities of NO-donating seratrodast derivatives]. | 2004 Sep |
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Design, synthesis, and biochemical evaluation of novel alpha V beta 3 integrin ligands. | 2004 Sep 6 |
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N-hydroxyguanidines as substrates of nitric oxide synthases. | 2005 |
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Relationship between the structure of guanidines and N-hydroxyguanidines, their binding to inducible nitric oxide synthase (iNOS) and their iNOS-catalysed oxidation to NO. | 2005 Jun |
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Nomega-hydroxy-L-arginine homologues and hydroxylamine as nitric oxide-dependent vasorelaxant agents. | 2005 Jun 15 |
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Arginase: structure, mechanism, and physiological role in male and female sexual arousal. | 2005 Mar |
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Total synthesis of (+)-batzelladine A and (-)-batzelladine D, and identification of their target protein. | 2005 Nov 18 |
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Metabolism of N-hydroxyguanidines (N-hydroxydebrisoquine) in human and porcine hepatocytes: reduction and formation of glucuronides. | 2005 Oct |
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Reactivity of the heme-dioxygen complex of the inducible nitric oxide synthase in the presence of alternative substrates. | 2006 Jan |
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2-(2-Chloro-6-fluorophenyl)acetamides as potent thrombin inhibitors. | 2007 Nov 15 |
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Identification of non-peptidic neuromedin U receptor modulators by a robust homogeneous screening assay. | 2008 Apr |
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Synthesis of (+)- and (-)-monanchorin. | 2009 Feb 19 |
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N-Hydroxyguanidines oxidation by a N3S copper-complex mimicking the reactivity of Dopamine beta-Hydroxylase. | 2009 Mar |
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The peptidylglycine alpha-amidating monooxygenase (PAM): a novel prodrug strategy for amidoximes and N-hydroxyguanidines? | 2009 Oct |
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Reaction of N-hydroxyguanidine with the ferrous-oxy state of a heme peroxidase cavity mutant: a model for the reactions of nitric oxide synthase. | 2010 Aug 1 |
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Discovery and clinical evaluation of 1-{N-[2-(amidinoaminooxy)ethyl]amino}carbonylmethyl-6-methyl-3-[2,2-difluoro-2-phenylethylamino]pyrazinone (RWJ-671818), a thrombin inhibitor with an oxyguanidine P1 motif. | 2010 Feb 25 |
|
Dimerization of protegrin-1 in different environments. | 2010 Sep 9 |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:12:19 GMT 2023
by
admin
on
Fri Dec 15 18:12:19 GMT 2023
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Record UNII |
8767F421T7
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Record Status |
Validated (UNII)
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Record Version |
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