Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C17H25NO4 |
| Molecular Weight | 307.3847 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(OC)=C(C(=O)CCCN2CCCC2)C(OC)=C1
InChI
InChIKey=OWYLAEYXIQKAOL-UHFFFAOYSA-N
InChI=1S/C17H25NO4/c1-20-13-11-15(21-2)17(16(12-13)22-3)14(19)7-6-10-18-8-4-5-9-18/h11-12H,4-10H2,1-3H3
| Molecular Formula | C17H25NO4 |
| Molecular Weight | 307.3847 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.drugs.com/international/buflomedil.html | https://www.ncbi.nlm.nih.gov/pubmed/3784966 | https://www.ncbi.nlm.nih.gov/pubmed/26193704 | http://www.medscape.com/viewarticle/753768
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/international/buflomedil.html | https://www.ncbi.nlm.nih.gov/pubmed/3784966 | https://www.ncbi.nlm.nih.gov/pubmed/26193704 | http://www.medscape.com/viewarticle/753768
Buflomedil (trade name Loftyl) is a vasoactive drug used to treat claudication or the symptoms of peripheral arterial disease. Buflomedil has been used for people with diseases of the leg arteries and has shown some benefits for people with a previous stroke. The most common type of stroke is due to narrowing or blockage of an artery in the brain (i.e. ischaemic stroke). Buflomedil is a drug that can dilate brain blood vessels, which may have benefit for people with ischaemic stroke. However, it has not been approved to treat stroke in clinical practice. In 2012 the European Medicines Agency has completed a review of the safety and effectiveness of buflomedil-containing medicines, both oral and injectable, due to severe neurological and cardiac side effects seen with buflomedil. The Agency’s Committee for Medicinal Products for Human Use (CHMP) concluded that the benefits of buflomedil do not outweigh its risks, and has recommended that all marketing authorisations for medicines containing buflomedil should be suspended throughout the European Union (EU).
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Emetic and catalepsy-inducing actions of buflomedil]. | 1988 Dec |
|
| Ticlopidine-pentoxifylline combination in the treatment of atherosclerosis and the prevention of cerebrovascular accidents. | 1989 Jan-Feb |
|
| [Sudden hearing loss. Clinical case]. | 2002 |
|
| Drug treatment of intermittent claudication. | 2004 |
|
| Suicide by buflomedil HCl: a case report. | 2004 Feb |
|
| Development of pulsatile release tablets with swelling and rupturable layers. | 2004 Mar 5 |
|
| [Suicidal buflomedil intoxication]. | 2004 Mar-Apr |
|
| [Secondary prevention and conservative therapy of obliterative arteriosclerosis]. | 2004 May 16 |
|
| Rapid and sensitive liquid chromatography-electrospray ionization-mass spectrometry method for the determination of eperisone in human plasma: method and clinical applications. | 2004 May-Jun |
|
| Inhibitory effect of buflomedil on prostate alpha1A adrenoceptor in the Wistar rat. | 2004 Sep 2 |
|
| Therapy of hearing disorders - conservative procedures. | 2005 |
|
| Local hyperemia to heating is impaired in secondary Raynaud's phenomenon. | 2005 |
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| Protective effect of buflomedil in a rat model of moderate cerebral ischemia. | 2005 |
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| [Pharmaceutical analysis and validation of hospital prescriptions, a 5-year study]. | 2005 Aug 27 |
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| Does Danshen improve disability after acute ischaemic stroke? | 2005 Feb |
|
| Effect of loading on a swelling-controlled drug delivery system studied by optical techniques. | 2005 Jan 3 |
|
| Buflomedil and pentoxifylline in the viability of dorsal cutaneous flaps of rats treated with nicotine. | 2006 |
|
| Facilitated column selection in pharmaceutical analyses using a simple column classification system. | 2006 Jan 6 |
|
| [Severe peripheral ischemia of rare origin]. | 2006 Jan-Mar |
|
| The effects of prostaglandin E-1 in patients with intermittent claudication. | 2006 Jun |
|
| Comparison between intravenous iloprost and vasoactive drugs in limb ischemia IIB severe. A retrospective analysis. | 2006 Jun |
|
| Assemblage of novel release modules for the development of adaptable drug delivery systems. | 2006 Mar 10 |
|
| Preclinical and clinical examinations of Salvia miltiorrhiza and its tanshinones in ischemic conditions. | 2006 Nov 23 |
|
| Buflomedil: still seizures and cardiac disorders. Too many patients are exposed to an unjustified risk of serious adverse effects. | 2007 Feb |
|
| [Adenosine for treatment of ischemic pain in thromboangiitis obliterans. A case report]. | 2007 Jun |
|
| Sensitive and rapid LC-ESI-MS method for the determination of trimetazidine in human plasma. | 2007 Jun 28 |
|
| Detailed documentation of one lipolysis treatment: blood values, histology, and ultrasound findings. | 2007 Mar-Apr |
|
| Long-term follow-up of hypothenar hammer syndrome: a series of 47 patients. | 2007 Nov |
|
| Buflomedil for intermittent claudication. | 2007 Oct 17 |
|
| Effectiveness of mesotherapy on body contouring. | 2008 Apr |
|
| Simultaneous FTIR spectroscopic imaging and visible photography to monitor tablet dissolution and drug release. | 2008 Apr |
|
| Oral vasodilators for primary Raynaud's phenomenon. | 2008 Apr 16 |
|
| Buflomedil in peripheral arterial disease: trials and tribulations. | 2008 Feb 12 |
|
| Oral buflomedil in the prevention of cardiovascular events in patients with peripheral arterial obstructive disease: a randomized, placebo-controlled, 4-year study. | 2008 Feb 12 |
|
| Buflomedil for intermittent claudication. | 2008 Jan 23 |
|
| The use of buflomedil in reduction mammaplasty for a previously irradiated breast: a case report. | 2008 Mar |
|
| Letter by De Backer et al regarding article, "Oral buflomedil in the prevention of cardiovascular events in patients with peripheral arterial obstructive disease: a randomized, placebo-controlled, 4-year study". | 2008 Sep 2 |
|
| Effects of buflomedil and pentoxifylline on hamster skin-flap microcirculation: prediction of flap viability using orthogonal polarization spectral imaging. | 2009 |
|
| Bias in benefit-risk appraisal in older products: the case of buflomedil for intermittent claudication. | 2009 |
|
| Endothelin and sex hormones modulate the fibronectin synthesis by cultured human skin scleroderma fibroblasts. | 2009 Apr |
|
| Cutaneous granulomatous reaction from mesotherapy. | 2009 Feb |
|
| Buflomedil: potential new indications for an old agent. | 2009 Jun |
|
| Naftidrofuryl for intermittent claudication: meta-analysis based on individual patient data. | 2009 Mar 10 |
|
| Pharmacologic therapy for intermittent claudication. | 2009 May |
|
| Surgical management of a diabetic calcaneal ulceration and osteomyelitis with a partial calcanectomy and a sural neurofasciocutaneous flap. | 2010 |
|
| [Multicentric study of thrombosis prevention in upper-extremity microsurgery. Survey at the Fesum centers]. | 2010 Apr |
|
| Influence of pharmacological treatment on blood flow and muscle perfusion in patients with obliterative atheromatosis assessed with isotopic methods. A pilot study. | 2010 Dec |
|
| Silence of the limbs pharmacological symptomatic treatment of intermittent claudication. | 2010 May |
|
| [Addition of antithrombosis in situ in the case of digital replantation: preliminary prospective study of 13 cases]. | 2010 Oct |
|
| Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
Patents
Sample Use Guides
The effect of buflomedil (Fonzylane; Laboratoire Lafon, Maisons-Alfort, France) on platelet function, a drug used clinically for the treatment of peripheral vascular diseases, was investigated in vitro. The compound significantly inhibits epinephrine-induced aggregation at the micromolar level. At higher doses (approximately 1 mM), a weak inhibition of ADP- and collagen-induced aggregation was observed; at these concentrations, buflomedil inhibits granular secretion and the interaction of fibrinogen with its receptor on platelet. Further investigations indicate that the drug affects calcium uptake at the membrane level and inhibits the binding of [3H]-yohimbine to the same extent as observed with phentolamine. The IC50 determined from competition binding assays was 1 +/- 0.5 microM.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:06:55 GMT 2023
by
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| Record UNII |
V7I71DQ432
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| Record Status |
Validated (UNII)
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| Record Version |
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C04AX20
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C744
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QC04AX20
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DB13510
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m2750
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