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Home > Quinoline > 174636-26-1
174636-26-1 | 4-Quinolinecarboxamide, 3-hydroxy-2-phenyl-N-(1-phenylpropyl)-
CAS No: 174636-26-1 Catalog No: AG00BABR MDL No:MFCD00944075
Product Description
Catalog Number:
AG00BABR
Chemical Name:
4-Quinolinecarboxamide, 3-hydroxy-2-phenyl-N-(1-phenylpropyl)-
CAS Number:
174636-26-1
MDL Number:
MFCD00944075
IUPAC Name:
3-hydroxy-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide
InChI:
InChI=1S/C25H22N2O2/c1-2-20(17-11-5-3-6-12-17)27-25(29)22-19-15-9-10-16-21(19)26-23(24(22)28)18-13-7-4-8-14-18/h3-16,20,28H,2H2,1H3,(H,27,29)/t20-/m0/s1
InChI Key:
BIAVGWDGIJKWRM-FQEVSTJZSA-N
UNII:
CZ3T9T146K
Properties
Complexity:
527
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
382.168g/mol
Formal Charge:
0
Heavy Atom Count:
29
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
382.463g/mol
Monoisotopic Mass:
382.168g/mol
Rotatable Bond Count:
5
Topological Polar Surface Area:
62.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
5.7
Literature
| Title | Journal |
|---|---|
| Identification of a crucial amino acid in the helix position 6.51 of human tachykinin neurokinin 1 and 3 receptors contributing to the insurmountable mode of antagonism by dual NK₁/NK₃ antagonists. | Journal of medicinal chemistry 20120614 |
| Testicular toxicity induced by a triple neurokinin receptor antagonist in male dogs. | Reproductive toxicology (Elmsford, N.Y.) 20110501 |
| Bidirectional regulation of human colonic smooth muscle contractility by tachykinin NK(2) receptors. | Journal of pharmacological sciences 20110101 |
| Virtual screening to identify novel antagonists for the G protein-coupled NK3 receptor. | Journal of medicinal chemistry 20101125 |
| Bronchoconstrictor effect of the tachykinin NK₃-receptor agonists [MePhe⁷]-neurokinin B and senktide in the isolated guinea pig lung. | Experimental lung research 20101101 |
| Identification of a critical residue in the transmembrane domain 2 of tachykinin neurokinin 3 receptor affecting the dissociation kinetics and antagonism mode of osanetant (SR 142801) and piperidine-based structures. | Journal of medicinal chemistry 20091126 |
| New quinoline NK3 receptor antagonists with CNS activity. | Bioorganic & medicinal chemistry letters 20090201 |
| The tachykinin NK3 receptor agonist senktide induces locomotor activity in male Mongolian gerbils. | European journal of pharmacology 20081214 |
| Me-talnetant and osanetant interact within overlapping but not identical binding pockets in the human tachykinin neurokinin 3 receptor transmembrane domains. | Molecular pharmacology 20080601 |
| Increased blocking activity of combined tachykinin NK1- and NK2-receptor antagonists on hyperventilation-induced bronchoconstriction in the guinea pig. | Pulmonary pharmacology & therapeutics 20080101 |
| Pharmacological analysis of components of the change in transmural potential difference evoked by distension of rat proximal small intestine in vivo. | American journal of physiology. Gastrointestinal and liver physiology 20080101 |
| Senktide-induced gerbil foot tapping behaviour is blocked by selective tachykinin NK1 and NK3 receptor antagonists. | European journal of pharmacology 20071222 |
| Effect of the NK(3) receptor antagonist, talnetant, on rectal sensory function and compliance in healthy humans. | Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20070901 |
| Modulation of peristalsis by NK3 receptor antagonism in guinea-pig isolated ileum is revealed as intraluminal pressure is raised. | Autonomic & autacoid pharmacology 20070401 |
| Neurokinin-3 receptor-specific antagonists talnetant and osanetant show distinct mode of action in cellular Ca2+ mobilization but display similar binding kinetics and identical mechanism of binding in ligand cross-competition. | Molecular pharmacology 20070301 |
| N',2-diphenylquinoline-4-carbohydrazide based NK3 receptor antagonists. | Bioorganic & medicinal chemistry letters 20061115 |
| Defensive and pathological functions of the gastrointestinal NK3 receptor. | Vascular pharmacology 20061001 |
| Depressed contractile responses to neurokinin A in idiopathic but not neurogenic overactive human detrusor muscle. | European urology 20060301 |
| Talnetant GlaxoSmithKline. | Current opinion in investigational drugs (London, England : 2000) 20050701 |
| A novel role for tachykinin neurokinin-3 receptors in regulation of human bronchial Ganglia neurons. | American journal of respiratory and critical care medicine 20050201 |
| Synthesis and biological evaluation of novel fluoro and iodo quinoline carboxamides as potential ligands of NK-3 receptors for in vivo imaging studies. | Bioorganic & medicinal chemistry 20040815 |
| Lithiation of functionalized fluoroquinolines: synthesis of dihalo-2-phenylquinoline-4-carboxamides and in vitro evaluation as NK-3 receptor ligands for medical imaging studies. | The Journal of organic chemistry 20040402 |
| Investigation of neurokinin-2 and -3 receptors in the human and pig bladder. | BJU international 20031101 |
| Endogenous neurokinins facilitate synaptic transmission in guinea pig airway parasympathetic ganglia. | American journal of physiology. Regulatory, integrative and comparative physiology 20020801 |
| Stepwise modulation of neurokinin-3 and neurokinin-2 receptor affinity and selectivity in quinoline tachykinin receptor antagonists. | Journal of medicinal chemistry 20010524 |
| Molecular and pharmacological characterization of the murine tachykinin NK(3) receptor. | European journal of pharmacology 20010216 |
| Nonpeptide tachykinin receptor antagonists: I. Pharmacological and pharmacokinetic characterization of SB 223412, a novel, potent and selective neurokinin-3 receptor antagonist. | The Journal of pharmacology and experimental therapeutics 19970601 |
| 2-Phenyl-4-quinolinecarboxamides: a novel class of potent and selective non-peptide competitive antagonists for the human neurokinin-3 receptor. | Journal of medicinal chemistry 19960607 |
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