Home Amines 38304-91-5
38304-91-5,MFCD16039334
Catalog No.:AA00399L

38304-91-5 | 6-amino-2-imino-4-(piperidin-1-yl)-1,2-dihydropyrimidin-1-ol

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1mg
95%
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$6.00   $4.00
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1g
95%
in stock  
$12.00   $8.00
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5g
95%
in stock  
$29.00   $21.00
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10g
95%
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$36.00   $25.00
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25g
95%
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$63.00   $44.00
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100g
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$151.00   $106.00
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500g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00399L
Chemical Name:
6-amino-2-imino-4-(piperidin-1-yl)-1,2-dihydropyrimidin-1-ol
CAS Number:
38304-91-5
Molecular Formula:
C9H15N5O
Molecular Weight:
209.2483
MDL Number:
MFCD16039334
SMILES:
Nc1cc(nc([n+]1[O-])N)N1CCCCC1
NSC Number:
757106
Properties
Computed Properties
 
Complexity:
329  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
1  
XLogP3:
1.2  

Literature

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Title: Androgenetic alopecia in the paediatric population: a retrospective review of 57 patients.

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Title: In vitro skin permeation of monoolein nanoparticles containing hydroxypropyl beta-cyclodextrin/minoxidil complex.

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Title: Development and characterization of minoxidil-loaded liposomal system for delivery to pilosebaceous units.

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Title: Improvement in physicochemical parameters of DPPC liposomes and increase in skin permeation of aciclovir and minoxidil by the addition of cationic polymers.

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Title: Male androgenetic alopecia.

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Title: Kerion Celsi favored by the use of a tretinoin+minoxidil+betamethasone valerate lotion in a 28-year-old woman.

Journal: Giornale italiano di dermatologia e venereologia : organo ufficiale, Societa italiana di dermatologia e sifilografia 20100401

Title: Inhibition of isolated human myometrium contractility by minoxidil and reversal by glibenclamide.

Journal: Methods and findings in experimental and clinical pharmacology 20100301

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Title: Development of an in silico model for human skin permeation based on a Franz cell skin permeability assay.

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Title: Hair growth in patients alopecia areata totalis after treatment with simvastatin and ezetimibe.

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Title: K+ channel openers restore verapamil-inhibited lung fluid resolution and transepithelial ion transport.

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Title: Frontal fibrosing alopecia: to treat or not to treat?

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Title: Penetration enhancer-containing vesicles (PEVs) as carriers for cutaneous delivery of minoxidil.

Journal: International journal of pharmaceutics 20091001

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Journal: Hypertension research : official journal of the Japanese Society of Hypertension 20091001

Title: Lowering arterial pressure delays the oxidative stress generation in a renal experimental model of hypertension.

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Title: Simultaneous effects of tocopheryl polyethylene glycol succinate (TPGS) on local hair growth promotion and systemic absorption of topically applied minoxidil in a mouse model.

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Title: Positive lymphocyte transformation test in a patient with allergic contact dermatitis of the scalp after short-term use of topical minoxidil solution.

Journal: Contact dermatitis 20050701

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Journal: Matrix biology : journal of the International Society for Matrix Biology 20050601

Title: Novel and established potassium channel openers stimulate hair growth in vitro: implications for their modes of action in hair follicles.

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Title: Androgenetic alopecia and current methods of treatment.

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Title: Evaluation and treatment of male and female pattern hair loss.

Journal: Journal of the American Academy of Dermatology 20050201

Title: Minoxidil, a K(ATP) channel opener, accelerates DNA synthesis following partial hepatectomy in rats.

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Title: Development and validation of a procedure for the determination of minoxidil in hair-regrowth formulations using two variants of capillary zone electrophoresis.

Journal: Farmaco (Societa chimica italiana : 1989) 20050101

Title: Effective treatment of female androgenic alopecia with dutasteride.

Journal: Journal of drugs in dermatology : JDD 20050101

Title: Treatment of anal fissures using a combination of minoxidil and lignocaine: a randomized, double-blind trial.

Journal: Indian journal of gastroenterology : official journal of the Indian Society of Gastroenterology 20050101

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Title: [Pathomechanism of androgenetic alopecia and new treatment].

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Title: Minoxidil attenuates ischemia-induced apoptosis in cultured neonatal rat cardiomyocytes.

Journal: Journal of cardiovascular pharmacology 20040601

Title: Pharmacologic management of pattern hair loss.

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Title: Effect of minoxidil on proliferation and apoptosis in dermal papilla cells of human hair follicle.

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Title: Hair loss remedies--separating fact from fiction.

Journal: Cutis 20040201

Title: Use of M-mode and Doppler echocardiography to investigate the cardiotoxicity of minoxidil in beagle dogs.

Journal: Archives of toxicology 20040101

Title: Minoxidil opens mitochondrial K(ATP) channels and confers cardioprotection.

Journal: British journal of pharmacology 20040101

Title: An immunologic mechanism for the therapeutic efficacy of minoxidil in alopecia areata.

Journal: Journal of drugs in dermatology : JDD 20040101

Title: Effect of potassium channel modulators on toxicity of Cleistanthus collinus.

Journal: Indian journal of experimental biology 20040101

Title: An open, randomized, comparative study of oral finasteride and 5% topical minoxidil in male androgenetic alopecia.

Journal: Dermatology (Basel, Switzerland) 20040101

Title: Adenosine 5'-triphosphate-sensitive potassium channel-mediated blood-brain tumor barrier permeability increase in a rat brain tumor model.

Journal: Cancer research 20031215

Title: Androgenetic alopecia: combining medical and surgical treatments.

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Title: Guidelines for the management of alopecia areata.

Journal: The British journal of dermatology 20031001

Title: [Hair loss].

Journal: Praxis 20030903

Title: Minoxidil vs finasteride in the treatment of men with androgenetic alopecia.

Journal: Archives of dermatology 20030901

Title: Finasteride treatment may not prevent telogen effluvium after minoxidil withdrawal.

Journal: Archives of dermatology 20030901

Title: [Androgenetic alopecia. Current aspects of a common phenotype].

Journal: Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20030801

Title: Common hair loss disorders.

Journal: American family physician 20030701

Title: Telling the bald truth.

Journal: Newsweek 20030616

Title: Effect of angiotensin AT2 receptor stimulation on vascular cyclic GMP production in normotensive Wistar Kyoto rats.

Journal: The international journal of biochemistry & cell biology 20030601

Title: Pseudoacromegaly induced by the long-term use of minoxidil.

Journal: Journal of the American Academy of Dermatology 20030601

Title: Androgenetic alopecia in women.

Journal: The journal of investigative dermatology. Symposium proceedings 20030601

Title: Alopecia in women.

Journal: American family physician 20030301

Title: Minoxidil-containing dosage forms: skin retention and after-rinsing hair-growth promotion.

Journal: Drug delivery 20030101

Title: Activity of potassium channel-blockers in breast cancer.

Journal: Anticancer research 20030101

Title: Safety of topical minoxidil solution: a one-year, prospective, observational study.

Journal: Journal of cutaneous medicine and surgery 20030101

Title: Expression and activity of potassium ion channels in human prostate cancer.

Journal: Cancer letters 20021201

Title: Topical agents and erectile dysfunction: is there a place?

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Title: [TrichoScan. A new instrument for digital hair analysis].

Journal: Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20021201

Title: Androgenetic alopecia: pathogenesis and potential for therapy.

Journal: Expert reviews in molecular medicine 20021119

Title: The hydraulic influence in androgen-related hair growth: implications in autoimmune disease.

Journal: Medical hypotheses 20021101

Title: Sensitization to saw palmetto and minoxidil in separate topical extemporaneous treatments for androgenetic alopecia.

Journal: The Australasian journal of dermatology 20021101

Title: Polyphenols from the heartwood of Cercidiphyllum japonicum and their effects on proliferation of mouse hair epithelial cells.

Journal: Planta medica 20021101

Title: The potential role of minoxidil in the hair transplantation setting.

Journal: Dermatologic surgery : official publication for American Society for Dermatologic Surgery [et al.] 20021001

Title: Effects of minoxidil on ischemia-induced mechanical and metabolic dysfunction in dog myocardium.

Journal: Japanese journal of pharmacology 20021001

Title: Comparative efficacy of various treatment regimens for androgenetic alopecia in men.

Journal: The Journal of dermatology 20020801

Title: Very large pericardial effusion attributable to minoxidil: resolution without drainage of fluid.

Journal: Echocardiography (Mount Kisco, N.Y.) 20020801

Title: Effects of minoxidil 2% vs. cyproterone acetate treatment on female androgenetic alopecia: a controlled, 12-month randomized trial.

Journal: The British journal of dermatology 20020601

Title: [Androgenetic alopecia in the man].

Journal: Therapeutische Umschau. Revue therapeutique 20020501

Title: [Diffuse hair loss in women].

Journal: Therapeutische Umschau. Revue therapeutique 20020501

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: The role of ATP-sensitive potassium channels in neutrophil migration and plasma exudation.

Journal: The Journal of pharmacology and experimental therapeutics 20020301

Title: My hair is thinning on the top of my head. What treatments are available for hair loss in women?

Journal: Health news (Waltham, Mass.) 20020301

Title: [Hair growth effect of minoxidil].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20020301

Title: Allergic contact dermatitis to topical minoxidil solution: etiology and treatment.

Journal: Journal of the American Academy of Dermatology 20020201

Title: Voltage-gated potassium ion channels in colon cancer.

Journal: Oncology reports 20020101

Title: Differential inhibition of human liver and duodenum sulphotransferase activities by quercetin, a flavonoid present in vegetables, fruit and wine.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20011201

Title: Minoxidil-induced hair growth is mediated by adenosine in cultured dermal papilla cells: possible involvement of sulfonylurea receptor 2B as a target of minoxidil.

Journal: The Journal of investigative dermatology 20011201

Title: ATP-sensitive potassium channels mediate the effects of a peripheral injection of glucose on memory storage in an inhibitory avoidance task.

Journal: Behavioural brain research 20011129

Title: Effects of hypotension and fluid depletion on central angiotensin-induced thirst and salt appetite.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20011101

Title: Baldness. Medical solutions for men and women.

Journal: Mayo Clinic health letter (English ed.) 20011101

Title: Evidence-based treatment of alopecia areata.

Journal: Journal of the American Academy of Dermatology 20011001

Title: Effect of minoxidil on rabbit lens epithelial cell behavior in vitro and in situ.

Journal: Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie 20011001

Title: Topical application of cyclosporin A induces rapid-remodeling of damaged anagen hair follicles produced in cyclophosphamide administered mice.

Journal: Journal of dermatological science 20010901

Title: Management of male pattern hair loss.

Journal: Cutis 20010701

Title: Anticonvulsant effect of cytoskeletal depolymerizers in combination with potassium channel opener and adenylate cyclase activator; a causative link with nerve growth factor?

Journal: Indian journal of experimental biology 20010501

Title: Effect of ATP sensitive potassium channel modifiers on antinociceptive effect of metoclopramide.

Journal: Indian journal of experimental biology 20010501

Title: The role of minoxidil on endogenous opioid peptides in the spinal cord: a putative co-agonist relationship between K-ATP openers and opioids.

Journal: European journal of pharmacology 20010406

Title: Reduction of potassium currents and phosphatidylinositol 3-kinase-dependent AKT phosphorylation by tumor necrosis factor-(alpha) rescues axotomized retinal ganglion cells from retrograde cell death in vivo.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20010315

Title: Enzymatic characterization and interspecies difference of phenol sulfotransferases, ST1A forms.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010301

Title: [Status of scalp hair and therapy of alopecia in men in Switzerland].

Journal: Praxis 20010215

Title: Mortality after coronary artery occlusion in different models of cardiac hypertrophy in rats.

Journal: Hypertension (Dallas, Tex. : 1979) 20010201

Title: [Alopecia areata: management strategy].

Journal: Annales de dermatologie et de venereologie 20010201

Title: Treatments for androgenetic alopecia and alopecia areata: current options and future prospects.

Journal: Drugs 20010101

Title: A case of acute myocardial infarction associated with topical use of minoxidil (RiUP) for treatment of baldness.

Journal: Japanese heart journal 20000701

Title: Induction of rat hepatic aryl sulfotransferase (SULT1A1) gene expression by triamcinolone acetonide: impact on minoxidil-mediated hypotension.

Journal: Toxicology and applied pharmacology 20000501

Title: Minoxidil accelerates heart failure development in rats with ascending aortic constriction.

Journal: Canadian journal of physiology and pharmacology 19980601

Title: Age dependence of the cardiac lesions induced by minoxidil in the rat.

Journal: Toxicology 19960617

Title: Structural and functional consequences of minoxidil-induced cardiac hypertrophy.

Journal: The Journal of pharmacology and experimental therapeutics 19940401

Title: Effects of the arterial vasodilator minoxidil on cardiovascular structure and sympathetic activity in spontaneously hypertensive rats.

Journal: Journal of hypertension 19931201

Title: Renin-angiotensin system and minoxidil-induced cardiac hypertrophy in rats.

Journal: The American journal of physiology 19931101

Title: Hyperfiltration and conservation of renal function in hypertensive nephrosclerosis patients.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 19930401

Title: Transcutaneous minoxidil in the treatment of erectile dysfunctions in spinal cord injured men.

Journal: Acta Europaea fertilitatis 19930101

Title: Pericardial effusion associated with minoxidil therapy: case reports.

Journal: West African journal of medicine 19920101

Title: Minoxidil versus nitroglycerin: a prospective double-blind controlled trial in transcutaneous erection facilitation for organic impotence.

Journal: The Journal of urology 19910701

Title: Cardiotoxicity of hydralazine and minoxidil in the rat. Influence of age.

Journal: Research communications in chemical pathology and pharmacology 19910201

Title: Unexpected first dose hypotensive reaction to enalapril.

Journal: Postgraduate medical journal 19901201

Title: Polymyalgia and minoxidil.

Journal: Annals of internal medicine 19900801

Title: [Polymyalgia induced by topical minoxidil].

Journal: Annales de medecine interne 19900101

Title: [Massive pericardial effusion following minoxidil].

Journal: Harefuah 19890601

Title: Pathogenesis of cardiovascular alterations in dogs treated with minoxidil.

Journal: Toxicologic pathology 19890101

Title: Review of cardiovascular findings in humans treated with minoxidil.

Journal: Toxicologic pathology 19890101

Title: A comparative study of minoxidil-induced myocardial lesions in beagle dogs and miniature swine.

Journal: Toxicologic pathology 19890101

Title: Orthostatic hypotension occurring after discontinuation of long-term minoxidil therapy.

Journal: The Nurse practitioner 19880801

Title: Severe hypertrichosis of the external ear canal during minoxidil therapy.

Journal: Archives of otolaryngology--head & neck surgery 19880801

Title: Minoxidil induced pericardial effusion.

Journal: The Journal of the Kentucky Medical Association 19880501

Title: The safety of topical minoxidil solution in the treatment of pattern baldness: the results of a 27-center trial.

Journal: Clinics in dermatology 19880101

Title: Examination of minoxidil-induced acute cardiotoxicity in miniature swine.

Journal: Toxicology 19880101

Title: Minoxidil-associated pericardial effusion.

Journal: Drug intelligence & clinical pharmacy 19870901

Title: [Minoxidil-induced pericardial effusion].

Journal: Duodecim; laaketieteellinen aikakauskirja 19870101

Title: Prolonged hypotension after initial minoxidil dose.

Journal: Archives of internal medicine 19861001

Title: Topical tretinoin for hair growth promotion.

Journal: Journal of the American Academy of Dermatology 19861001

Title: Felodipine can replace minoxidil in the treatment of refractory hypertension.

Journal: Journal of hypertension. Supplement : official journal of the International Society of Hypertension 19851201

Title: Pericarditis after minoxidil reinstitution.

Journal: Drug intelligence & clinical pharmacy 19851001

Title: Minoxidil-associated pericarditis and fatal cardiac tamponade.

Journal: The Western journal of medicine 19851001

Title: Renal and cardiovascular effects of acute and chronic administration of felodipine to SHR.

Journal: European journal of pharmacology 19850711

Title: The interaction of cimetidine with various antihypertensive agents in the spontaneously hypertensive rat.

Journal: The Journal of pharmacy and pharmacology 19850501

Title: Minoxidil in a once-a-day step-3 antihypertensive program.

Journal: Journal of clinical hypertension 19850301

Title: Topical minoxidil for extended areate alopecia.

Journal: Acta dermato-venereologica 19850101

Title: Cardiac morphologic alterations in acute minoxidil cardiotoxicity in miniature swine.

Journal: Experimental and molecular pathology 19840801

Title: Mode of antihypertensive action of nitrendipine.

Journal: Journal of cardiovascular pharmacology 19840101

Title: Simultaneous treatment of Raynaud's phenomenon and orthostatic hypotension.

Journal: The American journal of medicine 19830901

Title: Pericarditis: a complication of minoxidil therapy.

Journal: Southern medical journal 19830601

Title: A nonhuman primate model for evaluating the potential of antihypertensive drugs to cause orthostatic hypotension.

Journal: Journal of pharmacological methods 19830501

Title: Bilateral optic neuritis following minoxidil administration.

Journal: Annals of ophthalmology 19830301

Title: Cardiovascular hemodynamic interactions between clonidine and minoxidil in hypertensive patients.

Journal: Chest 19830201

Title: Vasodilators in the treatment of hypertension.

Journal: Comprehensive therapy 19821101

Title: Effects of acute and chronic minoxidil administration on rest and exercise hemodynamics and clinical status in patients with severe, chronic heart failure.

Journal: The American journal of cardiology 19821101

Title: Minoxidil in severe and moderately severe hypertension, in association with methyldopa and chlortalidone.

Journal: Angiology 19821101

Title: [Pericardial effusion during long-term treatment with minoxidil].

Journal: Monatsschrift Kinderheilkunde : Organ der Deutschen Gesellschaft fur Kinderheilkunde 19821001

Title: [Fluid retention with pericardial effusion in minoxidil therapy (author's transl)].

Journal: Deutsche medizinische Wochenschrift (1946) 19820625

Title: Chest pain and abnormal electrocardiogram associated with minoxidil.

Journal: Military medicine 19820501

Title: Pleuropericardial effusion associated with minoxidil administration.

Journal: Postgraduate medical journal 19820501

Title: Clinical experience of long-term treatment with minoxidil in severe arterial hypertension.

Journal: Scandinavian journal of urology and nephrology 19820101

Title: Pericardial effusion associated with minoxidil therapy.

Journal: Postgraduate medicine 19811101

Title: Minoxidil and pericardial effusion: an idiosyncratic reaction.

Journal: Clinical pharmacology and therapeutics 19810701

Title: Minoxidil.

Journal: Annals of internal medicine 19810101

Title: Effect of minoxidil on sympathetic nervous activity in clonidine-treated hypertensive patients.

Journal: European journal of clinical pharmacology 19810101

Title: Divergent effects of propranolol and furosemide pretreatment on acute cardiomyopathy induced by minoxidil in beagle dogs.

Journal: Toxicology 19810101

Title: Minoxidil in the management of intractable hypertension.

Journal: The Quarterly journal of medicine 19810101

Title: Rebound hypertension following minoxidil withdrawal.

Journal: The Journal of pediatrics 19800401

Title: Renal function and vascular resistance during long-term minoxidil treatment of severe hypertension.

Journal: Journal of cardiovascular pharmacology 19800101

Title: Long-term effects of minoxidil therapy on renal function of patients with refractory hypertension: the significance of albuminuria.

Journal: Journal of cardiovascular pharmacology 19800101

Title: Renal function in long-term minoxidil-treated patients.

Journal: Journal of cardiovascular pharmacology 19800101

Title: Pericardial effusion associated with minoxidil therapy in dialyzed patients.

Journal: The International journal of artificial organs 19800101

Title: Experiences with the antihypertensive drug minoxidil.

Journal: The Netherlands journal of medicine 19800101

Title: Hypertrichosis due to minoxidil.

Journal: The British journal of dermatology 19791101

Title: Reversible renal failure during treatment with captopril.

Journal: British medical journal 19790908

Title: Acute cardiomyopathy induced by the vasodilating antihypertensive agent minoxidil.

Journal: Toxicology and applied pharmacology 19790315

Title: Minoxidil and cardiac enlargement.

Journal: JAMA 19781013

Title: Need for beta-blockade in hypertension reduced with long-term minoxidil.

Journal: British medical journal 19780805

Title: Propranolol effects in long-term hemodialysis patients with renin-dependent hypertension.

Journal: Annals of internal medicine 19780401

Title: [Minoxidil in the treatment of malignant hypertension (author's transl)].

Journal: Deutsche medizinische Wochenschrift (1946) 19771202

Title: Pericardial effusions associated with minoxidil.

Journal: Lancet (London, England) 19771201

Title: Cardiac hypertrophy and antihypertensive therapy.

Journal: Cardiovascular research 19770901

Title: The outpatient treatment of refractory hypertension with minoxidil.

Journal: Southern medical journal 19770701

Title: Minoxidil in refractory hypertension: benefits, risks.

Journal: Proceedings of the European Dialysis and Transplant Association. European Dialysis and Transplant Association 19770101

Title: The effect of minoxidil on blood pressure and plasma renin activity in patients with essential and renal hypertension.

Journal: Klinische Wochenschrift 19760801

Title: Clinical and haemodynamic effects of minoxidil in refractory hypertension.

Journal: Drugs 19760101

Title: Long-term treatment of severe hypertension with minoxidil, propranolol and furosemide.

Journal: Circulation 19751001

Title: Minoxidil in severe hypertension: value when conventional drugs have failed.

Journal: American heart journal 19750901

Title: Hadjipavlou-Litina D, et al. Synthesis and evaluation of the antioxidative potential of minoxidil-polyamine conjugates. Biochimie. 2013 Jul;95(7):1437-49. doi: 10.1016/j.biochi.2013.03.009. Epub 2013 Mar 28.

Title: Davies GC, et al. Novel and established potassium channel openers stimulate hair growth in vitro: implications for their modes of action in hair follicles. J Invest Dermatol. 2005 Apr;124(4):686-94.

Title: Cohen RL, et al. Direct effects of minoxidil on epidermal cells in culture. J Invest Dermatol. 1984 Jan;82(1):90-3.

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Tags:38304-91-5 Molecular Formula|38304-91-5 MDL|38304-91-5 SMILES|38304-91-5 6-amino-2-imino-4-(piperidin-1-yl)-1,2-dihydropyrimidin-1-ol