Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H6N4O.ClH |
| Molecular Weight | 162.578 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.NC(=O)C1=C(N)NC=N1
InChI
InChIKey=MXCUYSMIELHIQL-UHFFFAOYSA-N
InChI=1S/C4H6N4O.ClH/c5-3-2(4(6)9)7-1-8-3;/h1H,5H2,(H2,6,9)(H,7,8);1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C4H6N4O |
| Molecular Weight | 126.1166 |
| 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 |
|---|---|---|
| Aryl and heterocyclic diazo compounds as potential environmental electrophiles. | 1977 May |
|
| The role of AMP-activated protein kinase in the action of ethanol in the liver. | 2004 Dec |
|
| Mapping of the bovine genes of the de novo AMP synthesis pathway. | 2004 Dec |
|
| Virtual screening of human 5-aminoimidazole-4-carboxamide ribonucleotide transformylase against the NCI diversity set by use of AutoDock to identify novel nonfolate inhibitors. | 2004 Dec 30 |
|
| Ca2+ and AMPK both mediate stimulation of glucose transport by muscle contractions. | 2004 Feb |
|
| Multiple independent kinase cascades are targeted by hyperosmotic stress but only one activates stress kinase p38. | 2004 Jan 15 |
|
| The effect of folic acid and folinic acid supplements on purine metabolism in methotrexate-treated rheumatoid arthritis. | 2004 Oct |
|
| MEK inhibitors block AICAR-induced maturation in mouse oocytes by a MAPK-independent mechanism. | 2005 Feb |
|
| Exercise-induced increase in muscle insulin sensitivity. | 2005 Jul |
|
| 5-aminoimidazole-4-carboxamide ribonucleoside: a novel immunomodulator with therapeutic efficacy in experimental autoimmune encephalomyelitis. | 2005 Jul 1 |
|
| AICAR suppresses IL-2 expression through inhibition of GSK-3 phosphorylation and NF-AT activation in Jurkat T cells. | 2005 Jul 1 |
|
| Enhanced insulin-stimulated glycogen synthesis in response to insulin, metformin or rosiglitazone is associated with increased mRNA expression of GLUT4 and peroxisomal proliferator activator receptor gamma co-activator 1. | 2005 Jun |
|
| The glucose dependence of Akt-transformed cells can be reversed by pharmacologic activation of fatty acid beta-oxidation. | 2005 Jun 16 |
|
| Increased potency and efficacy of combined phosphorylase inactivation and glucokinase activation in control of hepatocyte glycogen metabolism. | 2005 Mar |
|
| Pharmacological inhibition of AMP-activated protein kinase provides neuroprotection in stroke. | 2005 May 27 |
|
| Adenosine monophosphate-activated protein kinase suppresses vascular smooth muscle cell proliferation through the inhibition of cell cycle progression. | 2005 Oct 14 |
|
| Suppression of inflammation by low-dose methotrexate is mediated by adenosine A2A receptor but not A3 receptor activation in thioglycollate-induced peritonitis. | 2006 |
|
| AMP-activated protein kinase and type 2 diabetes. | 2006 |
|
| Thrombin activates AMP-activated protein kinase in endothelial cells via a pathway involving Ca2+/calmodulin-dependent protein kinase kinase beta. | 2006 Aug |
|
| 5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside attenuates experimental autoimmune encephalomyelitis via modulation of endothelial-monocyte interaction. | 2006 Aug 15 |
|
| Activation of AMP-activated protein kinase reduces hyperglycemia-induced mitochondrial reactive oxygen species production and promotes mitochondrial biogenesis in human umbilical vein endothelial cells. | 2006 Jan |
|
| AMPK-mediated AS160 phosphorylation in skeletal muscle is dependent on AMPK catalytic and regulatory subunits. | 2006 Jul |
|
| Activation of AMP-activated protein kinase within the ventromedial hypothalamus amplifies counterregulatory hormone responses in rats with defective counterregulation. | 2006 Jun |
|
| Inhibition of lipid synthesis through activation of AMP kinase: an additional mechanism for the hypolipidemic effects of berberine. | 2006 Jun |
|
| α2 isoform-specific activation of 5'adenosine monophosphate-activated protein kinase by 5-aminoimidazole-4-carboxamide-1-β-D-ribonucleoside at a physiological level activates glucose transport and increases glucose transporter 4 in mouse skeletal muscle. | 2006 Mar |
|
| Pharmacogenomic and metabolic biomarkers in the folate pathway and their association with methotrexate effects during dosage escalation in rheumatoid arthritis. | 2006 Oct |
|
| Diagnosing AICA-ribosiduria by capillary electrophoresis. | 2006 Oct 20 |
|
| Induction of meiotic maturation in mouse oocytes by adenosine analogs. | 2006 Sep |
|
| Increased ATP-sensitive K+ channel expression during acute glucose deprivation. | 2006 Sep 29 |
|
| 5-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside-induced AMP-activated protein kinase phosphorylation inhibits basal and insulin-stimulated glucose uptake, lipid synthesis, and fatty acid oxidation in isolated rat adipocytes. | 2006 Sep 8 |
|
| [Pemetrexed: from preclinic to clinic]. | 2007 |
|
| Associations of common polymorphisms in the thymidylate synthase, reduced folate carrier and 5-aminoimidazole-4-carboxamide ribonucleotide transformylase/inosine monophosphate cyclohydrolase genes with folate and homocysteine levels and venous thrombosis risk. | 2007 |
|
| 5-aminoimidazole-4-carboxamide 1-beta-D-ribofuranoside acutely stimulates skeletal muscle 2-deoxyglucose uptake in healthy men. | 2007 Aug |
|
| Polymorphisms in folate, pyrimidine, and purine metabolism are associated with efficacy and toxicity of methotrexate in psoriasis. | 2007 Aug |
|
| Determination of 5-aminoimidazole-4-carboxamide in human plasma by ion-pair extraction and LC-MS/MS. | 2007 Aug 15 |
|
| Formamide as the main building block in the origin of nucleic acids. | 2007 Aug 16 |
|
| Fluid shear stress and NO decrease the activity of the hydroxy-methylglutaryl coenzyme A reductase in endothelial cells via the AMP-activated protein kinase and FoxO1. | 2007 Feb 2 |
|
| 5'-AMP-activated protein kinase activation prevents postischemic leukocyte-endothelial cell adhesive interactions. | 2007 Jan |
|
| Cytotoxic effect of 5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside (AICAR) on childhood acute lymphoblastic leukemia (ALL) cells: implication for targeted therapy. | 2007 Jul 10 |
|
| Identification of new reference genes for the normalisation of canine osteoarthritic joint tissue transcripts from microarray data. | 2007 Jul 25 |
|
| The role of AMP kinase in diabetes. | 2007 Mar |
|
| Role of hypothalamic adenosine 5'-monophosphate-activated protein kinase in the impaired counterregulatory response induced by repetitive neuroglucopenia. | 2007 Mar |
|
| Role of glycogen content in insulin resistance in human muscle cells. | 2007 May |
|
| A novel function for the N-terminal nucleophile hydrolase fold demonstrated by the structure of an archaeal inosine monophosphate cyclohydrolase. | 2007 May 1 |
|
| Ceramide and adenosine 5'-monophosphate-activated protein kinase are two novel regulators of 11beta-hydroxysteroid dehydrogenase type 1 expression and activity in cultured preadipocytes. | 2007 Nov |
|
| Structural insight into AMPK regulation: ADP comes into play. | 2007 Oct |
|
| Proteomics analysis of hypothalamic response to energy restriction in dairy cows. | 2007 Oct |
|
| AMP kinase activation increases glucose uptake, decreases apoptosis, and improves pregnancy outcome in embryos exposed to high IGF-I concentrations. | 2007 Sep |
|
| Adiponectin antagonizes stimulatory effect of tumor necrosis factor-alpha on vascular smooth muscle cell calcification: regulation of growth arrest-specific gene 6-mediated survival pathway by adenosine 5'-monophosphate-activated protein kinase. | 2008 Apr |
|
| Ethanol consumption impairs regulation of fatty acid metabolism by decreasing the activity of AMP-activated protein kinase in rat liver. | 2008 Mar |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:59:54 GMT 2023
by
admin
on
Fri Dec 15 18:59:54 GMT 2023
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| Record UNII |
220691X0M3
|
| Record Status |
Validated (UNII)
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| Record Version |
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200-778-3
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DTXSID00883234
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72-40-2
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220691X0M3
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1162320
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113496
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66146
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PARENT -> SALT/SOLVATE |
