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284035-33-2,MFCD04113010
Catalog No.:AA007KLM

284035-33-2 | Nps-2143

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5mg
≥98%
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$163.00   $114.00
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10mg
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$209.00   $147.00
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50mg
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$629.00   $440.00
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100mg
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200mg
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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:
AA007KLM
Chemical Name:
Nps-2143
CAS Number:
284035-33-2
Molecular Formula:
C24H26Cl2N2O2
Molecular Weight:
445.3814
MDL Number:
MFCD04113010
SMILES:
N#Cc1c(cccc1Cl)OC[C@@H](CNC(Cc1ccc2c(c1)cccc2)(C)C)O.Cl
Properties
Computed Properties
 
Complexity:
560  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
8  
XLogP3:
5  

Downstream Synthesis Route
198226-63-0    198226-53-8   
NPS2143 

[1]Kamal,Ahmed;Chouhan,Gagan[TetrahedronAsymmetry,2005,vol.16,#16,p.2784-2789]

[2]Johansson,Henrik;Cailly,Thomas;Thomsen,AlexRojasBie;Braeuner-Osborne,Hans;Pedersen,DanielSejer[BeilsteinJournalofOrganicChemistry,2013,vol.9,p.1383-1387]

[1]Kamal,Ahmed;Chouhan,Gagan[TetrahedronAsymmetry,2005,vol.16,#16,p.2784-2789]

[2]Johansson,Henrik;Cailly,Thomas;Thomsen,AlexRojasBie;Braeuner-Osborne,Hans;Pedersen,DanielSejer[BeilsteinJournalofOrganicChemistry,2013,vol.9,p.1383-1387]

[1]Kamal,Ahmed;Chouhan,Gagan[TetrahedronAsymmetry,2005,vol.16,#16,p.2784-2789]

[1]Kamal,Ahmed;Chouhan,Gagan[TetrahedronAsymmetry,2005,vol.16,#16,p.2784-2789]

CASUnavailable 
  284035-33-2 

[1]Kamal,Ahmed;Chouhan,Gagan[TetrahedronAsymmetry,2005,vol.16,#16,p.2784-2789]

[2]Johansson,Henrik;Cailly,Thomas;Thomsen,AlexRojasBie;Braeuner-Osborne,Hans;Pedersen,DanielSejer[BeilsteinJournalofOrganicChemistry,2013,vol.9,p.1383-1387]

Literature

Title: Potential roles for calcium-sensing receptor (CaSR) and transient receptor potential ankyrin-1 (TRPA1) in murine anorectic response to deoxynivalenol (vomitoxin).

Journal: Archives of toxicology 20170101

Title: Calcium-Sensing Receptor and Transient Receptor Ankyrin-1 Mediate Emesis Induction by Deoxynivalenol (Vomitoxin).

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20170101

Title: Towards a structural understanding of allosteric drugs at the human calcium-sensing receptor.

Journal: Cell research 20160501

Title: Impact of clinically relevant mutations on the pharmacoregulation and signaling bias of the calcium-sensing receptor by positive and negative allosteric modulators.

Journal: Endocrinology 20130301

Title: Enhanced Ca(2+)-sensing receptor function in idiopathic pulmonary arterial hypertension.

Journal: Circulation research 20120803

Title: Positive and negative allosteric modulators promote biased signaling at the calcium-sensing receptor.

Journal: Endocrinology 20120301

Title: New aminopropandiol derivatives as orally available and short-acting calcium-sensing receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20100615

Title: Emerging targets in osteoporosis disease modification.

Journal: Journal of medicinal chemistry 20100610

Title: Blockade of calcium channels and AT1 receptor prevents the hypertensive effect of calcilytic NPS 2143 in rats.

Journal: Journal of physiology and pharmacology : an official journal of the Polish Physiological Society 20100401

Title: Involvement of the calcium-sensing receptor in human taste perception.

Journal: The Journal of biological chemistry 20100108

Title: Antagonists of the calcium receptor. 2. Amino alcohol-based parathyroid hormone secretagogues.

Journal: Journal of medicinal chemistry 20091112

Title: Short-acting 5-(trifluoromethyl)pyrido[4,3-d]pyrimidin-4(3H)-one derivatives as orally-active calcium-sensing receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20090815

Title: The discovery of novel calcium sensing receptor negative allosteric modulators.

Journal: Bioorganic & medicinal chemistry letters 20090615

Title: Molecular determinants of non-competitive antagonist binding to the mouse GPRC6A receptor.

Journal: Cell calcium 20090101

Title: N1-Benzoyl-N2-[1-(1-naphthyl)ethyl]-trans-1,2-diaminocyclohexanes: Development of 4-chlorophenylcarboxamide (calhex 231) as a new calcium sensing receptor ligand demonstrating potent calcilytic activity.

Journal: Journal of medicinal chemistry 20060824

Title: Discovery of novel 1-arylmethyl pyrrolidin-2-yl ethanol amines as calcium-sensing receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20051215

Title: Design, new synthesis, and calcilytic activity of substituted 3H-pyrimidin-4-ones.

Journal: Bioorganic & medicinal chemistry letters 20050516

Title: A novel calcium-sensing receptor antagonist transiently stimulates parathyroid hormone secretion in vivo.

Journal: Endocrinology 20050401

Title: Discovery and structure-activity relationships of 2-benzylpyrrolidine-substituted aryloxypropanols as calcium-sensing receptor antagonists.

Journal: Bioorganic & medicinal chemistry letters 20050215

Title: Positive and negative allosteric modulators of the Ca2+-sensing receptor interact within overlapping but not identical binding sites in the transmembrane domain.

Journal: The Journal of biological chemistry 20040430

Title: Calcimimetic and calcilytic drugs: just for parathyroid cells?

Journal: Cell calcium 20040301

Title: [Calcimimmetic and calcilytics: new perspectives of correction of abnormal parathormone (PTH) secretion].

Journal: Przeglad lekarski 20030101

Title: The search for calcium receptor antagonists (calcilytics).

Journal: Journal of molecular endocrinology 20020801

Title: Calcilytic compounds: potent and selective Ca2+ receptor antagonists that stimulate secretion of parathyroid hormone.

Journal: The Journal of pharmacology and experimental therapeutics 20011001

Title: Nemeth EF, et al. Calcilytic compounds: potent and selective Ca2+ receptor antagonists that stimulate secretion of parathyroid hormone. J Pharmacol Exp Ther. 2001 Oct;299(1):323-31.

Title: Rybczynska A, et al. Hypertensive effect of calcilytic NPS 2143 administration in rats. J Endocrinol. 2006 Oct;191(1):189-95.

Title: Ohsu T, et al. Involvement of the calcium-sensing receptor in human taste perception. J Biol Chem. 2010 Jan 8;285(2):1016-22

Title: Nakajima S, et al. Calcium-sensing receptor mediates dietary peptide-induced CCK secretion in enteroendocrine STC-1 cells. Mol Nutr Food Res. 2012 May;56(5):753-60

Title: Sun J, et al. Calcium-sensing receptor: a sensor and mediator of ischemic preconditioning in the heart. Am J Physiol Heart Circ Physiol. 2010 Nov;299(5):H1309-17.

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