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339068-25-6,MFCD00277704
Catalog No.:AA007IHD

339068-25-6 | Methanimidamide, N-(4-butyl-2-methylphenyl)-N'-hydroxy-

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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA007IHD
Chemical Name:
Methanimidamide, N-(4-butyl-2-methylphenyl)-N'-hydroxy-
CAS Number:
339068-25-6
Molecular Formula:
C12H18N2O
Molecular Weight:
206.2841
MDL Number:
MFCD00277704
SMILES:
CCCCc1ccc(c(c1)C)NC=NO
Properties
Computed Properties
 
Complexity:
194  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
XLogP3:
3.1  

Literature

Title: Cisplatin-mediated cytotoxicity through inducing CYP4A 11 expression in human renal tubular epithelial cells.

Journal: The Journal of toxicological sciences 20151201

Title: Chronic doxorubicin cardiotoxicity modulates cardiac cytochrome P450-mediated arachidonic acid metabolism in rats.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20121101

Title: Increased expression of CYP4Z1 promotes tumor angiogenesis and growth in human breast cancer.

Journal: Toxicology and applied pharmacology 20121001

Title: Inhibitors of 20-hydroxyeicosatetraenoic acid (20-HETE) formation attenuate the natriuretic effect of dopamine.

Journal: European journal of pharmacology 20120705

Title: Protective effect of 20-hydroxyeicosatetraenoic acid (20-HETE) on adriamycin-induced toxicity of human renal tubular epithelial cell (HK-2).

Journal: European journal of pharmacology 20120515

Title: Sodium chloride concentration affects yield, quality, and sensory acceptability of vacuum-tumbled marinated broiler breast fillets.

Journal: Poultry science 20120501

Title: Attenuation of neonatal ischemic brain damage using a 20-HETE synthesis inhibitor.

Journal: Journal of neurochemistry 20120401

Title: Protective effect of 20-HETE inhibition in a model of oxygen-glucose deprivation in hippocampal slice cultures.

Journal: American journal of physiology. Heart and circulatory physiology 20120315

Title: The cytochrome P450 4A/F-20-hydroxyeicosatetraenoic acid system: a regulator of endothelial precursor cells derived from human umbilical cord blood.

Journal: The Journal of pharmacology and experimental therapeutics 20110801

Title: Inhibition of 20-HETE attenuates diabetes-induced decreases in retinal hemodynamics.

Journal: Experimental eye research 20110701

Title: Role of cytochrome P-450 metabolites in the regulation of renal function and blood pressure in 2-kidney 1-clip hypertensive rats.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20110601

Title: 20-Hydroxyeicosatetraenoic acid synthesis is increased in human neutrophils and platelets by angiotensin II and endothelin-1.

Journal: American journal of physiology. Heart and circulatory physiology 20110401

Title: 20-Hydroxyeicosatetraenoic acid induces apoptosis in neonatal rat cardiomyocytes through mitochondrial-dependent pathways.

Journal: Journal of cardiovascular pharmacology 20110301

Title: CYP4A2-induced hypertension is 20-hydroxyeicosatetraenoic acid- and angiotensin II-dependent.

Journal: Hypertension (Dallas, Tex. : 1979) 20101101

Title: Role of 20-hydroxyeicosatetraenoic and epoxyeicosatrienoic acids in the regulation of vascular function in a model of hypertension and endothelial dysfunction.

Journal: Pharmacology 20100101

Title: 3-methylcholanthrene and benzo(a)pyrene modulate cardiac cytochrome P450 gene expression and arachidonic acid metabolism in male Sprague Dawley rats.

Journal: British journal of pharmacology 20091201

Title: The role of 20-hydroxyeicosatetraenoic acid in cerebral arteriolar constriction and the inhibitory effect of propofol.

Journal: Anesthesia and analgesia 20091201

Title: Expression and characterization of CYP4V2 as a fatty acid omega-hydroxylase.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20091101

Title: Down-regulation of 20-HETE synthesis and signaling inhibits renal adenocarcinoma cell proliferation and tumor growth.

Journal: Anticancer research 20091001

Title: The role of 20-hydroxyeicosatetraenoic acid in adrenocorticotrophic hormone and dexamethasone-induced hypertension.

Journal: Journal of hypertension 20090801

Title: Endothelin rather than 20-HETE contributes to loss of pial arteriolar dilation during focal cerebral ischemia with and without polymeric hemoglobin transfusion.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20090501

Title: Kidney androgen-regulated protein transgenic mice show hypertension and renal alterations mediated by oxidative stress.

Journal: Circulation 20090414

Title: Chronic blockade of 20-HETE synthesis reduces polycystic kidney disease in an orthologous rat model of ARPKD.

Journal: American journal of physiology. Renal physiology 20090301

Title: Role of 20-hydroxyeicosatetraenoic acid in altering vascular reactivity in diabetes.

Journal: Autonomic & autacoid pharmacology 20090101

Title: Cytochrome P450 metabolites of arachidonic acid play a role in the enhanced cardiac dysfunction in diabetic rats following ischaemic reperfusion injury.

Journal: Autonomic & autacoid pharmacology 20090101

Title: Elevated production of 20-HETE in the cerebral vasculature contributes to severity of ischemic stroke and oxidative stress in spontaneously hypertensive rats.

Journal: American journal of physiology. Heart and circulatory physiology 20081201

Title: Intravenous formulation of N-hydroxy-N'-(4-n-butyl-2-methylphenyl)formamidine (HET0016) for inhibition of rat brain 20-hydroxyeicosatetraenoic acid formation.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081101

Title: Role of CYP epoxygenases in A2A AR-mediated relaxation using A2A AR-null and wild-type mice.

Journal: American journal of physiology. Heart and circulatory physiology 20081101

Title: Cytochrome P450 omega-hydroxylase inhibition reduces cardiomyocyte apoptosis via activation of ERK1/2 signaling in rat myocardial ischemia-reperfusion.

Journal: European journal of pharmacology 20081031

Title: 20-HETE mediates proliferation of renal epithelial cells in polycystic kidney disease.

Journal: Journal of the American Society of Nephrology : JASN 20081001

Title: Interaction of nitric oxide, 20-HETE, and EETs during functional hyperemia in whisker barrel cortex.

Journal: American journal of physiology. Heart and circulatory physiology 20080801

Title: 20-HETE increases renal sympathetic nerve activity via activation of chemically and mechanically sensitive muscle afferents.

Journal: The Journal of physiology 20080515

Title: Human enteric microsomal CYP4F enzymes O-demethylate the antiparasitic prodrug pafuramidine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071101

Title: Role of endogenous CYP450 metabolites of arachidonic acid in maintaining the glomerular protein permeability barrier.

Journal: American journal of physiology. Renal physiology 20070801

Title: Vascular cytochrome P450 4A expression and 20-hydroxyeicosatetraenoic acid synthesis contribute to endothelial dysfunction in androgen-induced hypertension.

Journal: Hypertension (Dallas, Tex. : 1979) 20070701

Title: Elevations in renal interstitial hydrostatic pressure and 20-hydroxyeicosatetraenoic acid contribute to pressure natriuresis.

Journal: Hypertension (Dallas, Tex. : 1979) 20070301

Title: Role of cytochrome P450 metabolites of arachidonic acid in regulation of corporal smooth muscle tone in diabetic and older rats.

Journal: Vascular pharmacology 20070101

Title: Protective effect of the 20-HETE inhibitor HET0016 on brain damage after temporary focal ischemia.

Journal: Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20061201

Title: Cytochrome P-450 monooxygenases in control of renal haemodynamics and arterial pressure in anaesthetized rats.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20061101

Title: Increased renal vascular reactivity to ANG II after unilateral nephrectomy in the rat involves 20-HETE.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20061001

Title: VEGF-induced relaxation of pulmonary arteries is mediated by endothelial cytochrome P-450 hydroxylase.

Journal: American journal of physiology. Lung cellular and molecular physiology 20060901

Title: Nitric oxide/cytochrome P450 interactions in cyclosporin A-induced effects in the rat.

Journal: Journal of hypertension 20060901

Title: 9L gliosarcoma cell proliferation and tumor growth in rats are suppressed by N-hydroxy-N'-(4-butyl-2-methylphenol) formamidine (HET0016), a selective inhibitor of CYP4A.

Journal: The Journal of pharmacology and experimental therapeutics 20060401

Title: Glial cells dilate and constrict blood vessels: a mechanism of neurovascular coupling.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20060315

Title: Human U251 glioma cell proliferation is suppressed by HET0016 [N-hydroxy-N'-(4-butyl-2-methylphenyl)formamidine], a selective inhibitor of CYP4A.

Journal: The Journal of pharmacology and experimental therapeutics 20051101

Title: Inhibition of Ca2+/calmodulin-dependent protein kinase II, RAS-GTPase and 20-hydroxyeicosatetraenoic acid attenuates the development of diabetes-induced vascular dysfunction in the rat carotid artery.

Journal: Pharmacological research 20050901

Title: Cytochrome P450 4A isoform inhibitory profile of N-hydroxy-N'-(4-butyl-2-methylphenyl)-formamidine (HET0016), a selective inhibitor of 20-HETE synthesis.

Journal: Biological & pharmaceutical bulletin 20050901

Title: Taking the 20-HETE out of the cardiovascular system: the potential of 20-HETE synthesis inhibitors.

Journal: Current opinion in investigational drugs (London, England : 2000) 20050901

Title: Evaluation of cytochrome P450 4 family as mediator of phospholipase D activation in aortic vascular smooth muscle cells.

Journal: Life sciences 20050715

Title: Inhibitors of cytochrome P450 4A suppress angiogenic responses.

Journal: The American journal of pathology 20050201

Title: Design and synthesis of 1-(4-benzoylphenyl)imidazole derivatives as new potent 20-HETE synthase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20041101

Title: Smooth muscle--specific expression of CYP4A1 induces endothelial sprouting in renal arterial microvessels.

Journal: Circulation research 20040206

Title: Imidazole derivatives as new potent and selective 20-HETE synthase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20040119

Title: Pyrazole and isoxazole derivatives as new, potent, and selective 20-hydroxy-5,8,11,14-eicosatetraenoic acid synthase inhibitors.

Journal: Journal of medicinal chemistry 20031204

Title: Inhibitors of 20-HETE formation promote salt-sensitive hypertension in rats.

Journal: Hypertension (Dallas, Tex. : 1979) 20031001

Title: CYP4A metabolites of arachidonic acid and VEGF are mediators of skeletal muscle angiogenesis.

Journal: American journal of physiology. Heart and circulatory physiology 20030501

Title: Contribution of 5-hydroxytryptamine1B receptors and 20-hydroxyeiscosatetraenoic acid to fall in cerebral blood flow after subarachnoid hemorrhage.

Journal: Stroke 20030501

Title: 20-HETE contributes to the acute fall in cerebral blood flow after subarachnoid hemorrhage in the rat.

Journal: American journal of physiology. Heart and circulatory physiology 20020401

Title: Discovery of a N'-hydroxyphenylformamidine derivative HET0016 as a potent and selective 20-HETE synthase inhibitor.

Journal: Bioorganic & medicinal chemistry letters 20011203

Title: Role of guanylyl cyclase and cytochrome P-450 on renal response to nitric oxide.

Journal: American journal of physiology. Renal physiology 20010901

Title: 20-HETE induces hyperglycemia through the cAMP/PKA-PhK-GP pathway.

Journal: Molecular endocrinology (Baltimore, Md.)

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Tags:339068-25-6 Molecular Formula|339068-25-6 MDL|339068-25-6 SMILES|339068-25-6 Methanimidamide, N-(4-butyl-2-methylphenyl)-N'-hydroxy-