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781649-09-0,MFCD22741412
Catalog No.:AA00G3MC

781649-09-0 | MK 0974, Telcagepant

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1mg
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$98.00   $68.00
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5mg
≥98%
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$432.00   $302.00
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10mg
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50mg
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00G3MC
Chemical Name:
MK 0974, Telcagepant
CAS Number:
781649-09-0
Molecular Formula:
C26H27F5N6O3
Molecular Weight:
566.5230
MDL Number:
MFCD22741412
SMILES:
O=C(N1CCC(CC1)n1c(=O)[nH]c2c1cccn2)N[C@@H]1CC[C@H](CN(C1=O)CC(F)(F)F)c1cccc(c1F)F
Properties
Computed Properties
 
Complexity:
948  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
40  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
3  

Literature

Title: Identification of potent CNS-penetrant thiazolidinones as novel CGRP receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20140201

Title: CGRP receptor antagonism and migraine therapy.

Journal: Current protein & peptide science 20130801

Title: Management of acute and chronic migraine.

Journal: Current opinion in supportive and palliative care 20120601

Title: CGRP receptor antagonists: an expanding drug class for acute migraine?

Journal: Expert opinion on investigational drugs 20120601

Title: [Therapy and prophylaxis of migraine].

Journal: MMW Fortschritte der Medizin 20120419

Title: A randomized, placebo-controlled study of the effects of telcagepant on exercise time in patients with stable angina.

Journal: Clinical pharmacology and therapeutics 20120301

Title: Randomized, controlled study of telcagepant in patients with migraine and coronary artery disease.

Journal: Headache 20120201

Title: High-throughput polymer monolith in-tip SPME fiber preparation and application in drug analysis.

Journal: Bioanalysis 20111201

Title: ACS chemical neuroscience molecule spotlight on Telcagepant (MK-0974).

Journal: ACS chemical neuroscience 20110720

Title: Optimal balance of efficacy and tolerability of oral triptans and telcagepant: a review and a clinical comment.

Journal: The journal of headache and pain 20110601

Title: Treatment of migraine: update on new therapies.

Journal: Current opinion in neurology 20110601

Title: Effect of telcagepant on spontaneous ischemia in cardiovascular patients in a randomized study.

Journal: Headache 20110601

Title: EuroQol (EQ-5D) health utility scores for patients with migraine.

Journal: Quality of life research : an international journal of quality of life aspects of treatment, care and rehabilitation 20110501

Title: Orally bioavailable imidazoazepanes as calcitonin gene-related peptide (CGRP) receptor antagonists: discovery of MK-2918.

Journal: Bioorganic & medicinal chemistry letters 20110501

Title: The potent calcitonin gene-related peptide receptor antagonist, telcagepant, does not affect nitroglycerin-induced vasodilation in healthy men.

Journal: British journal of clinical pharmacology 20110501

Title: Possible site of action of CGRP antagonists in migraine.

Journal: Cephalalgia : an international journal of headache 20110401

Title: Randomized controlled study of telcagepant plus ibuprofen or acetaminophen in migraine.

Journal: Headache 20110401

Title: Pain freedom at 2 hours in migraine after telcagepant 300 mg.

Journal: CNS drugs 20110301

Title: Current understanding and treatment of headache disorders: five new things.

Journal: Neurology 20110215

Title: Sustained pain freedom and no adverse events as an endpoint in clinical trials of acute migraine treatments: application to patient-level data from a trial of the CGRP receptor antagonist, telcagepant, and zolmitriptan.

Journal: Cephalalgia : an international journal of headache 20110201

Title: Antimigraine efficacy of telcagepant based on patient's historical triptan response.

Journal: Headache 20110101

Title: Excellent tolerability but relatively low initial clinical efficacy of telcagepant in migraine.

Journal: Headache 20110101

Title: Long-term tolerability of telcagepant for acute treatment of migraine in a randomized trial.

Journal: Headache 20110101

Title: Single- and multiple-dose pharmacokinetics and tolerability of telcagepant, an oral calcitonin gene-related peptide receptor antagonist, in adults.

Journal: Journal of clinical pharmacology 20101201

Title: Randomized, controlled trial of telcagepant over four migraine attacks.

Journal: Cephalalgia : an international journal of headache 20101201

Title: [Calcitonin gene-related peptide and migraine. Increases understanding of physiopathology can lead to new drug therapy].

Journal: Lakartidningen 20101201

Title: Effect of the calcitonin gene-related peptide (CGRP) receptor antagonist telcagepant in human cranial arteries.

Journal: Cephalalgia : an international journal of headache 20101001

Title: Asymmetric hydrogenation of protected allylic amines.

Journal: Organic letters 20100917

Title: Crystal structure of the ectodomain complex of the CGRP receptor, a class-B GPCR, reveals the site of drug antagonism.

Journal: Structure (London, England : 1993) 20100908

Title: Characterization of the calcitonin gene-related peptide receptor antagonist telcagepant (MK-0974) in human isolated coronary arteries.

Journal: The Journal of pharmacology and experimental therapeutics 20100901

Title: New drugs in migraine treatment and prophylaxis: telcagepant and topiramate.

Journal: Lancet (London, England) 20100821

Title: Calcitonin gene-related peptide (CGRP) receptor antagonists in the treatment of migraine.

Journal: CNS drugs 20100701

Title: Calcitonin gene-related peptide receptor antagonists for migraine.

Journal: Expert opinion on investigational drugs 20100701

Title: Comparison of the vasoconstrictor effects of the calcitonin gene-related peptide receptor antagonist telcagepant (MK-0974) and zolmitriptan in human isolated coronary arteries.

Journal: Journal of cardiovascular pharmacology 20100501

Title: CGRP receptor antagonism and migraine.

Journal: Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics 20100401

Title: Mapping the CGRP receptor ligand binding domain: tryptophan-84 of RAMP1 is critical for agonist and antagonist binding.

Journal: Biochemical and biophysical research communications 20100326

Title: Randomized, controlled trial of telcagepant for the acute treatment of migraine.

Journal: Neurology 20100323

Title: Non-peptidic antagonists of the CGRP receptor, BIBN4096BS and MK-0974, interact with the calcitonin receptor-like receptor via methionine-42 and RAMP1 via tryptophan-74.

Journal: Biochemical and biophysical research communications 20100101

Title: Inhibition of capsaicin-induced increase in dermal blood flow by the oral CGRP receptor antagonist, telcagepant (MK-0974).

Journal: British journal of clinical pharmacology 20100101

Title: Is there an inherent limit to the efficacy of calcitonin gene-related peptide receptor antagonists in the acute treatment of migraine? A comment.

Journal: The journal of headache and pain 20091201

Title: New drugs for migraine.

Journal: The journal of headache and pain 20091201

Title: The role of CGRP in the pathophysiology of migraine and efficacy of CGRP receptor antagonists as acute antimigraine drugs.

Journal: Pharmacology & therapeutics 20091201

Title: Is there an inherent limit to acute migraine treatment efficacy?

Journal: The journal of headache and pain 20091201

Title: Calcitonin gene-related peptide receptor antagonists for the treatment of migraine: a patent review.

Journal: Expert opinion on therapeutic patents 20091201

Title: CGRP antagonists: hope for a new era in acute migraine treatment.

Journal: Acta neurologica Belgica 20091201

Title: Optimization of azepanone calcitonin gene-related peptide (CGRP) receptor antagonists: development of novel spiropiperidines.

Journal: Bioorganic & medicinal chemistry letters 20091115

Title: Randomized, controlled trial of telcagepant for the acute treatment of migraine.

Journal: Neurology 20090922

Title: [Migraine can signal a risk for heart and brain].

Journal: MMW Fortschritte der Medizin 20090910

Title: The identification of potent, orally bioavailable tricyclic CGRP receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: Telcagepant, a calcitonin gene-related peptide antagonist for the treatment of migraine.

Journal: Current opinion in investigational drugs (London, England : 2000) 20090701

Title: Elimination of diastereomer interference to determine Telcagepant (MK-0974) in human plasma using on-line turbulent-flow technology and off-line solid-phase extraction coupled with liquid chromatography/tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090601

Title: A flexible and high throughput liquid chromatography-tandem mass spectrometric assay for the quantitation of telcagepant in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090515

Title: [CGRP antagonists: novel concept for treatment of migraine].

Journal: Medizinische Monatsschrift fur Pharmazeuten 20090501

Title: Migraine: Telcagepant provides new hope for people with migraine.

Journal: Nature reviews. Neurology 20090501

Title: [Gepants: the beginning of a new age in the symptomatic treatment of migraine?].

Journal: Revista de neurologia 20090401

Title: An oral calcitonin gene-related peptide receptor antagonist for acute migraine management: sign of a possible new chapter in headache medicine.

Journal: Current neurology and neuroscience reports 20090301

Title: Molecule of the month. Telcagepant.

Journal: Drug news & perspectives 20090301

Title: CGRP receptors in the control of pain and inflammation.

Journal: Current opinion in pharmacology 20090201

Title: Examining the binding properties of MK-0974: a CGRP receptor antagonist for the acute treatment of migraine.

Journal: European journal of pharmacology 20090114

Title: Preclinical pharmacokinetics of MK-0974, an orally active calcitonin-gene related peptide (CGRP)-receptor antagonist, mechanism of dose dependency and species differences.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20090101

Title: Calcitonin gene-related peptide receptor antagonists for the treatment of migraine.

Journal: Progress in medicinal chemistry 20090101

Title: Efficacy and tolerability of MK-0974 (telcagepant), a new oral antagonist of calcitonin gene-related peptide receptor, compared with zolmitriptan for acute migraine: a randomised, placebo-controlled, parallel-treatment trial.

Journal: Lancet (London, England) 20081220

Title: CGRP-receptor antagonism in migraine treatment.

Journal: Lancet (London, England) 20081220

Title: Reversed-phase chiral liquid chromatography on polysaccharide-based stationary phase coupled with tandem mass spectrometry for simultaneous determination of four stereoisomers of MK-0974 in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20081001

Title: Clinical and preclinical rationale for CGRP-receptor antagonists in the treatment of migraine.

Journal: Headache 20080901

Title: Synthesis of the (3R,6S)-3-amino-6-(2,3-difluorophenyl)azepan-2-one of telcagepant (MK-0974), a calcitonin gene-related peptide receptor antagonist for the treatment of migraine headache.

Journal: Organic letters 20080807

Title: Randomized controlled trial of an oral CGRP receptor antagonist, MK-0974, in acute treatment of migraine.

Journal: Neurology 20080415

Title: [A new therapeutic principle for migraine].

Journal: Ugeskrift for laeger 20080317

Title: Strategies on efficient method development of on-line extraction assays for determination of MK-0974 in human plasma and urine using turbulent-flow chromatography and tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080215

Title: Pharmacological characterization of MK-0974 [N-[(3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)azepan-3-yl]-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide], a potent and orally active calcitonin gene-related peptide receptor antagonist for the treatment of migraine.

Journal: The Journal of pharmacology and experimental therapeutics 20080201

Title: Treatment of migraine attacks based on the interaction with the trigemino-cerebrovascular system.

Journal: The journal of headache and pain 20080201

Title: The tortuous road to an ideal CGRP function blocker for the treatment of migraine.

Journal: Current topics in medicinal chemistry 20080101

Title: Potent, orally bioavailable calcitonin gene-related peptide receptor antagonists for the treatment of migraine: discovery of N-[(3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1- (2,2,2-trifluoroethyl)azepan-3-yl]-4- (2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin- 1-yl)piperidine-1-carboxamide (MK-0974).

Journal: Journal of medicinal chemistry 20071115

Title: CGRP antagonists: unravelling the role of CGRP in migraine.

Journal: Trends in pharmacological sciences 20071101

Title: Salvatore CA, et al. Pharmacological characterization of MK-0974 [N-[(3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)azepan-3-yl-4-(2-oxo-2,3-dihydro-1H-imidazo,5-bpyridin-1-yl)piperidine-1-carboxamide, a potent and orally active calcitonin gene-related peptide receptor antagonist for the treatment of migraine. J Pharmacol Exp Ther. 2008 Feb;324(2):416-21. Epub 2007 Nov 26.

Title: Moore EL, et al. Examining the binding properties of MK-0974: a CGRP receptor antagonist for the acute treatment of migraine. Eur J Pharmacol. 2009 Jan 14;602(2-3):250-4.

Title: Roller S, et al. Preclinical pharmacokinetics of MK-0974, an orally active calcitonin-gene related peptide (CGRP)-receptor antagonist, mechanism of dose dependency and species differences. Xenobiotica. 2009 Jan;39(1):33-45.

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