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116754-87-1 | Benzenepentadecanoic acid, 4-iodo-β-methyl-
CAS No: 116754-87-1 Catalog No: AG000D6N MDL No:
Product Description
Catalog Number:
AG000D6N
Chemical Name:
Benzenepentadecanoic acid, 4-iodo-β-methyl-
CAS Number:
116754-87-1
Molecular Formula:
C22H35IO2
Molecular Weight:
458.4166
IUPAC Name:
15-(4-iodophenyl)-3-methylpentadecanoic acid
InChI:
InChI=1S/C22H35IO2/c1-19(18-22(24)25)12-10-8-6-4-2-3-5-7-9-11-13-20-14-16-21(23)17-15-20/h14-17,19H,2-13,18H2,1H3,(H,24,25)
InChI Key:
NPCIWINHUDIWAV-UHFFFAOYSA-N
SMILES:
OC(=O)CC(CCCCCCCCCCCCc1ccc(cc1)I)C
Properties
Complexity:
324
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
458.168g/mol
Formal Charge:
0
Heavy Atom Count:
25
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
458.424g/mol
Monoisotopic Mass:
458.168g/mol
Rotatable Bond Count:
15
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
9.1
Literature
| Title | Journal |
|---|---|
| Three-dimensional lymphoscintigraphy using SPECT/CT and 123I-BMIPP for the preoperative detection of anatomical anomalies of the thoracic duct. | Clinical nuclear medicine 20121101 |
| Accelerated BMIPP uptake immediately after reperfused ischemia in the isolated rat heart model. | Annals of nuclear medicine 20111001 |
| Increasing skeletal muscle fatty acid transport protein 1 (FATP1) targets fatty acids to oxidation and does not predispose mice to diet-induced insulin resistance. | Diabetologia 20110601 |
| Relevance of I-BMIPP delayed scintigraphic imaging for patients with angina pectoris - a pilot study. | Archives of medical science : AMS 20110601 |
| Novel iodinated tracers, MIBG and BMIPP, for nuclear cardiology. | Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology 20110201 |
| Severe vasospastic angina with ventricular fibrillation suggested by iodine-123 beta-methyl-p-iodophenyl-pentadecanoic acid in a young woman. | Annals of nuclear medicine 20110101 |
| Clinical features of myocardial triglyceride in different types of cardiomyopathy assessed by proton magnetic resonance spectroscopy: comparison with myocardial creatine. | Journal of cardiac failure 20101001 |
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| Fatty acid metabolism and myocardial perfusion imaging for the evaluation of global left ventricular dysfunction following acute myocardial infarction: comparisons with echocardiography. | International journal of cardiology 20100204 |
| (123)I-BMIPP and (99m)Tc-TF discordance on myocardial scintigraphy and it's correlation with functional recovery following acute myocardial infarction: role of conventional echocardiography. | The international journal of cardiovascular imaging 20091201 |
| Characterization of Japanese standards for myocardial sympathetic and metabolic imaging in comparison with perfusion imaging. | Annals of nuclear medicine 20090801 |
| A case of transient mid-ventricular akinesia (a variant form of Takotsubo cardiomyopathy) followed with I-123-beta-metyl-iodophenyl pentadecanoic acid and I-123-meta-iodobenzyl-guanidine myocardial scintigraphy. | Journal of cardiology 20090201 |
| Prediction of functional outcome in stunned myocardium after myocardial infarction using BMIPP and tetrofosmin imaging. | The Journal of international medical research 20090101 |
| Improvement in a patient suffering from cardiac injury due to severe hydrogen sulfide poisoning: a long-term examination of the process of recovery of heart failure by performing nuclear medicine study. | Internal medicine (Tokyo, Japan) 20090101 |
| Effect of exercise intensities on free fatty acid uptake in whole-body organs measured with (123)I-BMIPP-SPECT. | European journal of applied physiology 20081101 |
| Long chain fatty acid uptake in vivo: comparison of [125I]-BMIPP and [3H]-bromopalmitate. | Lipids 20080801 |
| Usefulness of 201TlCl/ 123I-BMIPP dual-myocardial SPECT for patients with non-ST segment elevation myocardial infarction. | Annals of nuclear medicine 20080601 |
| Stunned myocardium in transient left ventricular apical ballooning: a serial study of dual I-123 BMIPP and Tl-201 SPECT. | Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology 20080101 |
| A case of suspected vasospastic angina related to S-1 administration. | Gan to kagaku ryoho. Cancer & chemotherapy 20071001 |
| Ligand-activated peroxisome proliferator activated receptor gamma alters placental morphology and placental fatty acid uptake in mice. | Endocrinology 20070801 |
| Metabolic imaging using SPECT. | European journal of nuclear medicine and molecular imaging 20070601 |
| Creatine depletion and altered fatty acid metabolism in diseased human hearts: clinical investigation using 1H magnetic resonance spectroscopy and 123I BMIPP myocardial scintigraphy. | Acta radiologica (Stockholm, Sweden : 1987) 20070501 |
| Early prediction of myocardial salvage after primary coronary angioplasty: comparative study of coronary flow velocity pattern immediately after primary coronary angioplasty and perfusion-metabolism mismatch. | Journal of cardiology 20070401 |
| Targeting ischemic memory. | Current opinion in biotechnology 20070201 |
| Imaging myocardial metabolism. | Current opinion in biotechnology 20070201 |
| A long-acting calcium antagonist over one year did not improve BMIPP myocardial scintigraphic imagings in patients with pure coronary spastic angina. | Annals of nuclear medicine 20070201 |
| Serial alterations and prognostic implications of myocardial perfusion and fatty acid metabolism in patients with acute myocardial infarction. | Circulation journal : official journal of the Japanese Circulation Society 20061101 |
| Influence of beta-adrenoceptor blockade on the myocardial accumulation of fatty acid tracer and its intracellular metabolism in the heart after ischemia-reperfusion injury. | Circulation journal : official journal of the Japanese Circulation Society 20061101 |
| Iodine-123 BMIPP scintigraphy in the evaluation of patients with heart failure. | Acta radiologica (Stockholm, Sweden : 1987) 20061001 |
| Insulin resistance and impaired myocardial fatty acid metabolism in dialysis patients with normal coronary arteries. | Kidney international 20060201 |
| Diagnostic significance of positive I-123 BMIPP despite negative stress Tl-201 myocardial imaging in patients with suspected coronary artery disease. | Circulation journal : official journal of the Japanese Circulation Society 20060201 |
| [A case of takotsubo cardiomyopathy provoked by taking a new quinolone antibiotic drug and a non-steroidal anti-inflammatory drug]. | Kaku igaku. The Japanese journal of nuclear medicine 20060201 |
| [Clinical usefulness of 1231I-BMIPP myocardial SPECT in patient with microvascular spasm: a case report]. | Kaku igaku. The Japanese journal of nuclear medicine 20060201 |
| Reduced 123I-BMIPP uptake implies decreased myocardial flow reserve in patients with chronic stable angina. | European journal of nuclear medicine and molecular imaging 20060101 |
| The promise of I-123 radiotracers. | Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology 20060101 |
| Scintigraphic evaluation of cardiac metabolism and sympathetic nerve function in alcoholic cardiomyopathy. | Internal medicine (Tokyo, Japan) 20060101 |
| Influence of diabetes mellitus on diagnostic potential of iodine-123-BMIPP imaging for coronary artery stenosis in hemodialysis patients. | Journal of nephrology 20060101 |
| Dual-isotope myocardial SPECT in patients with redefined myocardial infarction. | International journal of cardiology 20050930 |
| Assessment of Takotsubo cardiomyopathy (transient left ventricular apical ballooning) using 99mTc-tetrofosmin, 123I-BMIPP, 123I-MIBG and 99mTc-PYP myocardial SPECT. | Annals of nuclear medicine 20050901 |
| Comparison of contrast-enhanced MRI with iodine-123 BMIPP for detection of myocardial damage in hypertrophic cardiomyopathy. | AJR. American journal of roentgenology 20050801 |
| Takotsubo-shaped cardiomyopathy with type I CD36 deficiency. | Heart and vessels 20050501 |
| Prediction of functional improvement of ischemic myocardium with (123I-BMIPP SPECT and 99mTc-tetrofosmin SPECT imaging: a study of patients with large acute myocardial infarction and receiving revascularization therapy. | Circulation journal : official journal of the Japanese Circulation Society 20050301 |
| [Myocardial scintigraphy and PET for diagnosis of heart failure]. | Nihon Naika Gakkai zasshi. The Journal of the Japanese Society of Internal Medicine 20050210 |
| Myocardial metabolism of 123I-BMIPP under low-dose dobutamine infusion: implications for clinical SPECT imaging of ischemic heart disease. | European journal of nuclear medicine and molecular imaging 20050101 |
| Prognostic value of I-123 15-(p-iodophenyl)-3-(R,S) methylpentadecanoic acid myocardial imaging in patients with known or suspected coronary artery disease. | Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology 20050101 |
| Scatter and cross-talk correction for one-day acquisition of 123I-BMIPP and 99mtc-tetrofosmin myocardial SPECT. | Annals of nuclear medicine 20041201 |
| Diagnostic value of 123I-betamethyl-p-iodophenyl-pentadecanoic acid (BMIPP) single photon emission computed tomography (SPECT) in patients with chest pain. Comparison with rest-stress 99mTc-tetrofosmin SPECT and coronary angiography. | Circulation journal : official journal of the Japanese Circulation Society 20040601 |
| Scintigraphic evaluation of cardiac metabolism in multicentric Castleman's disease. | Internal medicine (Tokyo, Japan) 20040601 |
| Abnormal retention of 99mTc-TF in a hamster model of cardiomyopathy analyzed by 99mTc-TF and 125I-BMIPP autoradiography. | Annals of nuclear medicine 20040501 |
| Dynamic 123I-BMIPP single-photon emission computed tomography in patients with congestive heart failure: effect of angiotensin II type-1 receptor blockade. | Clinical cardiology 20040401 |
| Latent abnormal fatty acid metabolism in apparently normal perfusion during stress in patients with restenosis after coronary angioplasty: assessment by exercise stress thallium-201 and iodine-123-labeled 15-(p-iodophenyl)-3-R,S-methylpentadecanoic acid-dual myocardial single-photon emission computed tomography. | The American journal of cardiology 20040315 |
| The role of iodine-123-labeled 15-(p-iodophenyl)-3R,S-methylpentadecanoic acid scintigraphy in the detection of local myocardial involvement of sarcoidosis. | International journal of cardiology 20040301 |
| Usefulness of simultaneous evaluations of contractile reserve, perfusion, and metabolism during dobutamine stress for predicting wall motion reversibility (myocardial stunning) after successful PTCA. | Japanese heart journal 20040301 |
| Serial changes in BMIPP uptake in relation to thallium uptake in the rat myocardium after ischaemia. | European journal of nuclear medicine and molecular imaging 20031201 |
| Comparison of myocardial fatty acid metabolism with left ventricular function and perfusion in cardiomyopathies: by 123I-BMIPP SPECT and 99mTc-tetrofosmin electrocardiographically gated SPECT. | Annals of nuclear medicine 20031001 |
| Recovery of BMIPP uptake and regional wall motion in insulin resistant patients following angioplasty for acute myocardial infarction. | Circulation journal : official journal of the Japanese Circulation Society 20030901 |
| Assessment of fatty acid metabolism in taxan-induced myocardial damage with iodine-123 BMIPP SPECT: comparative study with myocardial perfusion, left ventricular function, and histopathological findings. | Annals of nuclear medicine 20030901 |
| Angiotensin-converting enzyme inhibition improves cardiac fatty acid metabolism in patients with congestive heart failure. | Nuclear medicine communications 20030801 |
| Efficacy of iodine-123-15-(p-iodophenyl)-3-R, S-methylpentadecanoic acid single photon emission computed tomography imaging in detecting myocardial ischemia in children with Kawasaki disease. | Circulation journal : official journal of the Japanese Circulation Society 20030801 |
| Enhanced washout of 99mTc-tetrofosmin in hypertrophic cardiomyopathy: quantitative comparisons with regional 123I-BMIPP uptake and wall thickness determined by MRI. | European journal of nuclear medicine and molecular imaging 20030701 |
| Mitochondrials complex I activity is reduced in latent adriamycin-induced cardiomyopathy of rat. | Molecular and cellular biochemistry 20030601 |
| Nuclear imaging is more sensitive for the detection of viable myocardium than dobutamine echocardiography. | Nuclear medicine communications 20030401 |
| 125I-BMIPP and 18F-FDG uptake in a transgenic mouse model of stunned myocardium. | European journal of nuclear medicine and molecular imaging 20030301 |
| [Assessment of microcirculation disturbance with nuclear cardiology in a patient with coronary ectasia: a case report]. | Kaku igaku. The Japanese journal of nuclear medicine 20030201 |
| Comparative study of dobutamine stress echocardiography and dual single-photon emission computed tomography (thallium-201 and I-123 BMIPP) for assessing myocardial viability after acute myocardial infarction. | Circulation journal : official journal of the Japanese Circulation Society 20021201 |
| Noninvasive identification of myocardial sympathetic and metabolic abnormalities in a patient with restrictive cardiomyopathy--in comparison with perfusion imaging. | Annals of nuclear medicine 20021201 |
| Increasing myocardial 123I-BMIPP uptake in non-ischemic area in a patient with acute myocardial ischemia. | Annals of nuclear medicine 20021201 |
| Myocardial sympathetic denervation, fatty acid metabolism, and left ventricular wall motion in vasospastic angina. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20021101 |
| [A case of 'Takotsubo' cardiomyopathy observed with myocardial scintigraphy from the acute phase]. | Kaku igaku. The Japanese journal of nuclear medicine 20021101 |
| Differences in fatty acid metabolic disorder between ischemic myocardium and doxorubicin-induced myocardial damage: assessment using BMIPP dynamic SPECT with analysis by the Rutland method. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20021001 |
| Six-month follow-up of takotsubo cardiomyopathy with I-123-beta-metyl-iodophenyl pentadecanoic acid and I-123-meta-iodobenzyl-guanidine myocardial scintigraphy. | Internal medicine (Tokyo, Japan) 20021001 |
| Scintigraphic assessment of patients with electrocardiographic left ventricular hypertrophy with ST-T changes without apparent cause. | Clinical nuclear medicine 20020901 |
| [Detection of diabetes cardiomyopathy using myocardial SPECT imaging]. | Nihon rinsho. Japanese journal of clinical medicine 20020801 |
| Contrasting effects of exercise and NOS inhibition on tissue-specific fatty acid and glucose uptake in mice. | American journal of physiology. Endocrinology and metabolism 20020701 |
| [No 123I-BMIPP accumulation in the myocardium and type I CD36 deficiency in a patient with acute subendocardial infarction: a case report]. | Kaku igaku. The Japanese journal of nuclear medicine 20020201 |
| Imaging of ischemic but viable myocardium using a new 18F-labeled 2-nitroimidazole analog, 18F-FRP170. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20020101 |
| [So-called 'ampulla' cardiomyopathy associated with coronary vasospasm compared with acute myocardial infarction showing similar abnormal left ventricular wall motion: two case reports]. | Journal of cardiology 20020101 |
| Clinical significance of iodine-123-15-(p-iodophenyl)-3-R, S-methylpentadecanoic acid myocardial scintigraphy in patients with aortic valve disease. | Circulation journal : official journal of the Japanese Circulation Society 20020101 |
| Protection from obesity and insulin resistance in mice overexpressing human apolipoprotein C1. | Diabetes 20011201 |
| Relationship between evaluation by quantitative fatty acid myocardial scintigraphy and response to beta-blockade therapy in patients with dilated cardiomyopathy. | European journal of nuclear medicine 20011201 |
| Significance of reduced uptake of iodinated fatty acid analogue for the evaluation of patients with acute chest pain. | Journal of the American College of Cardiology 20011201 |
| Evaluation of left ventricular function using electrocardiographically gated myocardial SPECT with (123)I-labeled fatty acid analog. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20011201 |
| Suppression of fatty acid metabolism after exercise stress in patients with no electrocardiographic ST segment shift during balloon angioplasty. | Angiology 20011201 |
| Myocardial metabolism of 123I-BMIPP during low-flow ischaemia in an experimental model: comparison with myocardial blood flow and 18F-FDG. | European journal of nuclear medicine 20011101 |
| Thoracic duct scintigraphy by orally administered I-123 BMIPP: normal findings and a case report. | Clinical nuclear medicine 20011001 |
| Lipid metabolism in the heart--contribution of BMIPP to the diseased heart. | Annals of nuclear medicine 20011001 |
| Time course evaluation of myocardial perfusion after reperfusion therapy by 99mTc-tetrofosmin SPECT in patients with acute myocardial infarction. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20010901 |
| Abnormal myocardial free fatty acid utilization deteriorates with morphological changes in the hypertensive heart. | Japanese circulation journal 20010901 |
| Usefulness of (123)I-BMIPP with myocardial imaging for evaluation of the efficacy of drug therapy in patients with chronic heart failure. | Journal of cardiac failure 20010901 |
| Dynamic changes in cardiac fatty acid metabolism in the stunned human myocardium. | Annals of nuclear medicine 20010801 |
| Effects of carvedilol on left ventricular function, mass, and scintigraphic findings in isolated left ventricular non-compaction. | Heart (British Cardiac Society) 20010701 |
| [Significance of retardation of abnormal uptake of iodine-123-beta-methyl-p-iodophenyl-pentadecanoic acid myocardial scintigraphy in patients with vasospastic angina]. | Journal of cardiology 20010701 |
| [Assessment of myocardial damage and metabolic disorder in the left ventricle in patients with mitral stenosis using 201Tl and 123I-BMIPP myocardial SPECT]. | Kaku igaku. The Japanese journal of nuclear medicine 20010701 |
| Defective fatty acid uptake in the spontaneously hypertensive rat is a primary determinant of altered glucose metabolism, hyperinsulinemia, and myocardial hypertrophy. | The Journal of biological chemistry 20010629 |
| Emotional stress-induced 'ampulla cardiomyopathy': discrepancy between the metabolic and sympathetic innervation imaging performed during the recovery course. | Japanese circulation journal 20010401 |
| [Unusual changes detected by iodine-123 15-(p-iodophenyl)-3-R,S-methylpentadecanoic acid myocardial single photon emission computed tomography in the process of acute myocardial infarction: a case report]. | Journal of cardiology 20010401 |
| [Prediction of effect of beta-blocker therapy in patients with dilated cardiomyopathy by using 123I-BMIPP, 123I-MIBG scintigraphy]. | Kaku igaku. The Japanese journal of nuclear medicine 20010301 |
| Effectiveness of an antiplatelet agent for coronary artery ectasia associated with silent myocardial ischemia. | Japanese heart journal 20010301 |
| Carnitine affects fatty acid metabolism after cardioplegic arrest in neonatal rabbit hearts. | The Annals of thoracic surgery 20010201 |
| Imaging of cardiac metabolism using radiolabelled glucose, fatty acids and acetate. | Coronary artery disease 20010201 |
| Clinical significance of reverse redistribution on resting thallium-201 imaging in patients with vasospastic angina. | Annals of nuclear medicine 20010201 |
| Myocardial lipid metabolism in compensated and advanced stages of heart failure: evaluation by canine pacing model with BMIPP. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20010101 |
| Clinical analysis of myocardial perfusion and metabolism in patients with hypertrophic cardiomyopathy by single photon emission tomography and positron emission tomography. | Journal of cardiology 20010101 |
| Clinical roles of perfusion and metabolic imaging. | Journal of cardiology 20010101 |
| Serial evaluation of fatty acid metabolism in rats with myocardial infarction by pinhole SPECT. | Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology 20010101 |
| Improvement in cardiac function and free fatty acid metabolism in a case of dilated cardiomyopathy with CD36 deficiency. | Japanese circulation journal 20000901 |
| Detection of doxorubicin cardiotoxicity by using iodine-123 BMIPP early dynamic SPECT: quantitative evaluation of early abnormality of fatty acid metabolism with the Rutland method. | Journal of nuclear cardiology : official publication of the American Society of Nuclear Cardiology 20000101 |
| [Clinical usefulness of 123I-BMIPP (beta-methyl iodophenyl pentadecanoic (acid) myocardial SPECT in patients with hematological malignancies with adriamycin-induced cardiomyopathy]. | Gan to kagaku ryoho. Cancer & chemotherapy 19961101 |
| Myocardial substrate utilization and left ventricular function in adriamycin cardiomyopathy. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 19930901 |
| Evaluation of cellular viability by quantitative autoradiographic study of myocardial uptake of a fatty acid analogue in isoproterenol-induced focal rat heart necrosis. | European journal of nuclear medicine 19910101 |
| [Myocardial uptake of 125I-BMIPP in rats treated with adriamycin]. | Kaku igaku. The Japanese journal of nuclear medicine 19890101 |
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