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148451-96-1,MFCD00237267
Catalog No.:AA001KUX

148451-96-1 | L-Tryptophan, N-acetyl-, [3,5-bis(trifluoromethyl)phenyl]methyl ester

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1mg
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$13.00   $9.00
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5mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA001KUX
Chemical Name:
L-Tryptophan, N-acetyl-, [3,5-bis(trifluoromethyl)phenyl]methyl ester
CAS Number:
148451-96-1
Molecular Formula:
C22H18F6N2O3
Molecular Weight:
472.3803
MDL Number:
MFCD00237267
SMILES:
CC(=O)NC(C(=O)OCc1cc(cc(c1)C(F)(F)F)C(F)(F)F)Cc1c[nH]c2c1cccc2
Properties
Computed Properties
 
Complexity:
677  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
7  
XLogP3:
4.7  

Downstream Synthesis Route
32247-96-4    1218-34-4   
N-acetyl-L-tryptophan-3,5-bis(trifluoromethyl)benzylester 

[1]JournalofMedicinalChemistry,1993,vol.36,p.2044-2045

[2]JournalofMedicinalChemistry,1994,vol.37,p.1269-1274

[1]Matalińska,Joanna;Kosińska,Katarzyna;Halik,PawełK.;Koźmiński,Przemysław;Lipiński,PiotrF.J.;Gniazdowska,Ewa;Misicka,Aleksandra[InternationalJournalofMolecularSciences,2022,vol.23,#3]

[1]Matalińska,Joanna;Kosińska,Katarzyna;Halik,PawełK.;Koźmiński,Przemysław;Lipiński,PiotrF.J.;Gniazdowska,Ewa;Misicka,Aleksandra[InternationalJournalofMolecularSciences,2022,vol.23,#3]

[1]Matalińska,Joanna;Kosińska,Katarzyna;Halik,PawełK.;Koźmiński,Przemysław;Lipiński,PiotrF.J.;Gniazdowska,Ewa;Misicka,Aleksandra[InternationalJournalofMolecularSciences,2022,vol.23,#3]

[1]Matalińska,Joanna;Kosińska,Katarzyna;Halik,PawełK.;Koźmiński,Przemysław;Lipiński,PiotrF.J.;Gniazdowska,Ewa;Misicka,Aleksandra[InternationalJournalofMolecularSciences,2022,vol.23,#3]

Literature

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Journal: European journal of pharmacology 20120605

Title: The NK-1 receptor is expressed in human leukemia and is involved in the antitumor action of aprepitant and other NK-1 receptor antagonists on acute lymphoblastic leukemia cell lines.

Journal: Investigational new drugs 20120401

Title: Role of tachykinin and neurokinin receptors in the regulation of ovine omasal contractions.

Journal: Regulatory peptides 20120110

Title: Substance P induces adverse myocardial remodelling via a mechanism involving cardiac mast cells.

Journal: Cardiovascular research 20111201

Title: Discovery of a potent and efficacious peptide derivative for δ/μ opioid agonist/neurokinin 1 antagonist activity with a 2',6'-dimethyl-L-tyrosine: in vitro, in vivo, and NMR-based structural studies.

Journal: Journal of medicinal chemistry 20110414

Title: Selective nasal allergen provocation induces substance P-mediated bronchial hyperresponsiveness.

Journal: American journal of respiratory cell and molecular biology 20110401

Title: Spinal cord mechanisms mediating behavioral hyperalgesia induced by neurokinin-1 tachykinin receptor activation in the rostral ventromedial medulla.

Journal: Neuroscience 20101229

Title: Biological and conformational evaluation of bifunctional compounds for opioid receptor agonists and neurokinin 1 receptor antagonists possessing two penicillamines.

Journal: Journal of medicinal chemistry 20100812

Title: NK-1 receptor is involved in the decreased movement in a rat chronic acid reflux oesophagitis model.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100501

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Journal: Bioorganic & medicinal chemistry 20091015

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Journal: Pflugers Archiv : European journal of physiology 20081101

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Journal: Journal of medicinal chemistry 20081023

Title: NK-1 receptor antagonists induce apoptosis and counteract substance P-related mitogenesis in human laryngeal cancer cell line HEp-2.

Journal: Investigational new drugs 20080401

Title: A structure-activity relationship study and combinatorial synthetic approach of C-terminal modified bifunctional peptides that are delta/mu opioid receptor agonists and neurokinin 1 receptor antagonists.

Journal: Journal of medicinal chemistry 20080313

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Journal: Investigative ophthalmology & visual science 20070601

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Journal: Pain 20070501

Title: Paradoxical effect of salbutamol in a model of acute organophosphates intoxication in guinea pigs: role of substance P release.

Journal: American journal of physiology. Lung cellular and molecular physiology 20070401

Title: Involvement of TRPV1-dependent and -independent components in the regulation of vagally induced contractions in the mouse esophagus.

Journal: European journal of pharmacology 20070205

Title: Substance P up-regulates matrix metalloproteinase-1 and down-regulates collagen in human lung fibroblast.

Journal: Experimental lung research 20070101

Title: Effects of KP-496, a novel dual antagonist for leukotriene D4 and thromboxane A2 receptors, on contractions induced by various agonists in the guinea pig trachea.

Journal: Allergology international : official journal of the Japanese Society of Allergology 20061201

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Journal: European journal of pharmacology 20060821

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

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Journal: European journal of pharmacology 20060217

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Journal: Pain 20050801

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Journal: Chemical research in toxicology 20050601

Title: Substance P promotes sleep in the ventrolateral preoptic area of rats.

Journal: Brain research 20041203

Title: Role of neurokinin 3 receptors in supraoptic vasopressin and oxytocin neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20041110

Title: PET evaluation of the uptake of N-[11C]methyl CP-643,051, an NK1 receptor antagonist, in the living porcine brain.

Journal: Nuclear medicine and biology 20040801

Title: Histamine H3 receptors regulate vascular permeability changes in the skin of mast cell-deficient mice.

Journal: International immunopharmacology 20031101

Title: Involvement of spinal neurokinin-1 receptors in the maintenance but not induction of carrageenan-induced thermal hyperalgesia in the rat.

Journal: Brain research bulletin 20031015

Title: T-cell developmental blockage by tachykinin antagonists and the role of hemokinin 1 in T lymphopoiesis.

Journal: Blood 20030915

Title: Tachykinins mediate non-adrenergic, non-cholinergic excitatory neurotransmission to the hamster ileum via NK1 and NK2 receptors.

Journal: Life sciences 20030829

Title: A ligand-receptor pair that triggers a non-apoptotic form of programmed cell death.

Journal: Cell death and differentiation 20020801

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: Characterization of the mechanism underlying stonustoxin-mediated relaxant response in the rat aorta in vitro.

Journal: Biochemical pharmacology 20020315

Title: Attenuation of hyperalgesia in a rat model of neuropathic pain after intrathecal pre- or post-treatment with a neurokinin-1 antagonist.

Journal: Pain 20020201

Title: Conformation of the tripeptide Cbz-Pro-Leu-Trp-OBzl(CF3)2 deduced from two-dimensional 1H-NMR and conformational energy calculations is related to its affinity for NK1-receptor.

Journal: Journal of peptide science : an official publication of the European Peptide Society 20010601

Title: Characterization of the interaction of N-acyl-L-tryptophan benzyl ester neurokinin antagonists with the human neurokinin-1 receptor.

Journal: The Journal of biological chemistry 19940304

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Tags:148451-96-1 Molecular Formula|148451-96-1 MDL|148451-96-1 SMILES|148451-96-1 L-Tryptophan, N-acetyl-, [3,5-bis(trifluoromethyl)phenyl]methyl ester