Home Amines 131179-95-8
131179-95-8,MFCD00899086
Catalog No.:AA000VKE

131179-95-8 | Propanoic acid, 2-[4-[2-[(3,5-dimethylphenyl)amino]-2-oxoethyl]phenoxy]-2-methyl-

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100mg
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250mg
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500mg
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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA000VKE
Chemical Name:
Propanoic acid, 2-[4-[2-[(3,5-dimethylphenyl)amino]-2-oxoethyl]phenoxy]-2-methyl-
CAS Number:
131179-95-8
Molecular Formula:
C20H23NO4
Molecular Weight:
341.4009
MDL Number:
MFCD00899086
SMILES:
O=C(Nc1cc(C)cc(c1)C)Cc1ccc(cc1)OC(C(=O)O)(C)C
Properties
Computed Properties
 
Complexity:
458  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
3.6  

Literature

Title: Non-cytotoxic radiosensitizers in brain radiotherapy: journey till the first decade of this millennium.

Journal: Current cancer drug targets 20120301

Title: Transport processes of radiopharmaceuticals and -modulators.

Journal: Radiation oncology (London, England) 20110101

Title: Dose-dense temozolomide regimen for the treatment of brain metastases from melanoma, breast cancer, or lung cancer not amenable to surgery or radiosurgery: a multicenter phase II study.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20100301

Title: The role of emerging and investigational therapies for metastatic brain tumors: a systematic review and evidence-based clinical practice guideline of selected topics.

Journal: Journal of neuro-oncology 20100101

Title: Whole brain radiotherapy with radiosensitizer for brain metastases.

Journal: Journal of experimental & clinical cancer research : CR 20090101

Title: Role of palliative radiotherapy in brain metastases.

Journal: Indian journal of palliative care 20090101

Title: Quality of life in brain metastases radiation trials: a literature review.

Journal: Current oncology (Toronto, Ont.) 20081001

Title: Reduction in hemoglobin-oxygen affinity results in the improvement of exercise capacity in mice with chronic heart failure.

Journal: Journal of the American College of Cardiology 20080826

Title: Trimethylaluminium mediated amide bond formation in a continuous flow microreactor as key to the synthesis of rimonabant and efaproxiral.

Journal: Chemical communications (Cambridge, England) 20080307

Title: Neuropsychological testing and biomarkers in the management of brain metastases.

Journal: Radiation oncology (London, England) 20080101

Title: Improved survival, quality of life, and quality-adjusted survival in breast cancer patients treated with efaproxiral (Efaproxyn) plus whole-brain radiation therapy for brain metastases.

Journal: American journal of clinical oncology 20071201

Title: The effects of Efaproxyn (efaproxiral) on subcutaneous RIF-1 tumor oxygenation and enhancement of radiotherapy-mediated inhibition of tumor growth in mice.

Journal: Radiation research 20070801

Title: Using exposure-response and biomarkers to streamline early drug development.

Journal: Ernst Schering Research Foundation workshop 20070101

Title: Whole brain radiotherapy for brain metastases from breast cancer: estimation of survival using two stratification systems.

Journal: BMC cancer 20070101

Title: Current therapeutic approaches in patients with brain metastases.

Journal: Current treatment options in oncology 20061101

Title: Cerebral metastases--a therapeutic update.

Journal: Nature clinical practice. Neurology 20060801

Title: Efaproxiral red blood cell concentration predicts efficacy in patients with brain metastases.

Journal: British journal of cancer 20060619

Title: Role of efaproxiral in metastatic brain tumors.

Journal: Expert review of anticancer therapy 20060401

Title: Whole-brain radiotherapy with or without efaproxiral for the treatment of brain metastases: Determinants of response and its prognostic value for subsequent survival.

Journal: International journal of radiation oncology, biology, physics 20060315

Title: Mass spectrometric characterization of efaproxiral (RSR13) and its implementation into doping controls using liquid chromatography-atmospheric pressure ionization-tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20060301

Title: Efaproxiral (RSR13) plus oxygen breathing increases the therapeutic ratio of carboplatin in EMT6 mouse mammary tumors.

Journal: Experimental biology and medicine (Maywood, N.J.) 20060301

Title: Radiation sensitization with redox modulators: a promising approach.

Journal: International journal of radiation oncology, biology, physics 20060201

Title: New hope for old drug in patients with brain metastases.

Journal: The Lancet. Oncology 20060201

Title: Efaproxiral: should we hold our breath?

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20060101

Title: Phase III study of efaproxiral as an adjunct to whole-brain radiation therapy for brain metastases.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20060101

Title: Integration of chemotherapy into current treatment strategies for brain metastases from solid tumors.

Journal: Radiation oncology (London, England) 20060101

Title: Blood doping by cobalt. Should we measure cobalt in athletes?

Journal: Journal of occupational medicine and toxicology (London, England) 20060101

Title: Efaproxiral: a radiation enhancer used in brain metastases from breast cancer.

Journal: The Annals of pharmacotherapy 20051201

Title: Phase II multicenter study of induction chemotherapy followed by concurrent efaproxiral (RSR13) and thoracic radiotherapy for patients with locally advanced non-small-cell lung cancer.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20050901

Title: Increased oxygenation of intracranial tumors by efaproxyn (efaproxiral), an allosteric hemoglobin modifier: In vivo EPR oximetry study.

Journal: International journal of radiation oncology, biology, physics 20050401

Title: Hit to Lead Success Stories--IBC Conference: Effective chemistry strategies for reducing attrition rates and speeding lead compounds into the pipeline. 31 January-1 February 2005, San Diego, CA, USA.

Journal: IDrugs : the investigational drugs journal 20050301

Title: R-state hemoglobin bound to heterotropic effectors: models of the DPG, IHP and RSR13 binding sites.

Journal: FEBS letters 20050131

Title: Efaproxiral: GSJ 61, JP 4, KDD 86, RS 4, RSR 13.

Journal: Drugs in R&D 20050101

Title: Effects of a pharmacologically-induced shift of hemoglobin-oxygen dissociation on myocardial energetics during ischemia in patients with coronary artery disease.

Journal: Journal of cardiovascular magnetic resonance : official journal of the Society for Cardiovascular Magnetic Resonance 20050101

Title: Modeling of the response of ptO2 in rat brain to changes in physiological parameters.

Journal: Advances in experimental medicine and biology 20050101

Title: Novel radiosensitizers for tumors of the central nervous system.

Journal: Current opinion in investigational drugs (London, England : 2000) 20041201

Title: Effect of RSR13, an allosteric hemoglobin modifier, on oxygenation in murine tumors: an in vivo electron paramagnetic resonance oximetry and bold MRI study.

Journal: International journal of radiation oncology, biology, physics 20040701

Title: Efaproxiral: a novel radiation sensitiser.

Journal: Expert opinion on investigational drugs 20040501

Title: Effects of RSR13 and oxygen on the cytotoxicity of cisplatin and carboplatin to EMT6 mouse mammary tumor cells in vitro and in vivo.

Journal: Cancer chemotherapy and pharmacology 20040101

Title: Efaproxiral (Allos Therapeutics).

Journal: IDrugs : the investigational drugs journal 20030801

Title: RSR13 plus cranial radiation therapy in patients with brain metastases: comparison with the Radiation Therapy Oncology Group Recursive Partitioning Analysis Brain Metastases Database.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20030615

Title: Allosteric modification of hemoglobin by RSR13 as a therapeutic strategy.

Journal: Advances in experimental medicine and biology 20030101

Title: The dose-dependent effect of RSR13, a synthetic allosteric modifier of hemoglobin, on physiological parameters and brain tissue oxygenation in rats.

Journal: Advances in experimental medicine and biology 20030101

Title: The effect of RSR13, a synthetic allosteric modifier of hemoglobin, on brain tissue pO2 (measured by EPR oximetry) following severe hemorrhagic shock in rats.

Journal: Advances in experimental medicine and biology 20030101

Title: [Blood doping and cardiovascular consequences].

Journal: Presse medicale (Paris, France : 1983) 20021221

Title: Survival of patients with newly diagnosed glioblastoma multiforme treated with RSR13 and radiotherapy: results of a phase II new approaches to brain tumor therapy CNS consortium safety and efficacy study.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20020715

Title: Increasing P(50) does not improve DO(2CRIT) or systemic VO(2) in severe anemia.

Journal: American journal of physiology. Heart and circulatory physiology 20020701

Title: Pharmacological correction of hypothermic P(50) shift does not alter outcome from focal cerebral ischemia in rats.

Journal: American journal of physiology. Heart and circulatory physiology 20020501

Title: Synthesis and X-ray studies of chiral allosteric modifiers of hemoglobin.

Journal: Journal of medicinal chemistry 20020314

Title: Effects of enhanced oxygen release from hemoglobin by RSR13 in an acute renal failure model.

Journal: Kidney international 20011001

Title: Enhancement of tumor oxygenation and radiation response by the allosteric effector of hemoglobin, RSR13.

Journal: Radiation research 20010901

Title: High-resolution crystal structure of deoxy hemoglobin complexed with a potent allosteric effector.

Journal: Protein science : a publication of the Protein Society 20010501

Title: A phase I study of RSR13, a radiation-enhancing hemoglobin modifier: tolerance of repeated intravenous doses and correlation of pharmacokinetics with pharmacodynamics.

Journal: International journal of radiation oncology, biology, physics 20010315

Title: Allosteric modification of oxygen delivery by hemoglobin.

Journal: Anesthesia and analgesia 20010301

Title: RSR13, a potential athletic performance enhancement agent: detection in urine by gas chromatography/mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: Stea B, et al. Efaproxiral red blood cell concentration predicts efficacy in patients with brain metastases. Br J Cancer. 2006 Jun 19;94(12):1777-1784.

Title: Abraham DJ, et al. Allosteric modifiers of hemoglobin: 2--[[(3,5-disubstituted anilino)carbonylmethylphenoxy-2-methylpropionic acid derivatives that lower the oxygen affinity of hemoglobin in red cell suspensions, in whole blood, and in vivo in rats. Biochemistry. 1992 Sep 29;31(38):9141-9.

Title: Hou H, et al. The effects of Efaproxyn (efaproxiral) on subcutaneous RIF-1 tumor oxygenation and enhancement of radiotherapy-mediated inhibition of tumor growth in mice. Radiat Res. 2007 Aug;168(2):218-25.

Title: Hou H, et al. Increased oxygenation of intracranial tumors by efaproxyn (efaproxiral), an allosteric hemoglobin modifier: In vivo EPR oximetry study. Int J Radiat Oncol Biol Phys. 2005 Apr 1;61(5):1503-9.

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Tags:131179-95-8 Molecular Formula|131179-95-8 MDL|131179-95-8 SMILES|131179-95-8 Propanoic acid, 2-[4-[2-[(3,5-dimethylphenyl)amino]-2-oxoethyl]phenoxy]-2-methyl-