Home Amines 177172-49-5
177172-49-5,MFCD16038895
Catalog No.:AA00252A

177172-49-5 | (R)-3-(2-Chlorophenyl)-N-(1-(3-methoxyphenyl)ethyl)propan-1-amine hydrochloride

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
95%
in stock  
$48.00   $33.00
- +
5mg
95%
in stock  
$90.00   $63.00
- +
10mg
95%
in stock  
$153.00   $107.00
- +
25mg
95%
in stock  
$326.00   $228.00
- +
50mg
95%
in stock  
$556.00   $389.00
- +
250mg
95%
in stock  
$872.00   $610.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00252A
Chemical Name:
(R)-3-(2-Chlorophenyl)-N-(1-(3-methoxyphenyl)ethyl)propan-1-amine hydrochloride
CAS Number:
177172-49-5
Molecular Formula:
C18H23Cl2NO
Molecular Weight:
340.2873
MDL Number:
MFCD16038895
SMILES:
COc1cccc(c1)[C@H](NCCCc1ccccc1Cl)C.Cl
Properties
Properties
 
BP:
416.3°C at 760 mmHg  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
286  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
7  

Literature

Title: Biased allosteric modulation at the CaS receptor engendered by structurally diverse calcimimetics.

Journal: British journal of pharmacology 20150101

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

Journal: Circulation research 20120803

Title: Calcium-sensing receptor inhibits secretagogue-induced electrolyte secretion by intestine via the enteric nervous system.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20120701

Title: The regulation of K- and L-cell activity by GLUT2 and the calcium-sensing receptor CasR in rat small intestine.

Journal: The Journal of physiology 20120615

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

Journal: Endocrinology 20120301

Title: Negative cross-talk between calcium-sensing receptor and β-catenin signaling systems in colonic epithelium.

Journal: The Journal of biological chemistry 20120106

Title: Calcimimetic R-568 and its enantiomer S-568 increase nitric oxide release in human endothelial cells.

Journal: PloS one 20120101

Title: Calcium-sensing receptor modulates cell adhesion and migration via integrins.

Journal: The Journal of biological chemistry 20111125

Title: Stimulation of the calcium-sensing receptor stabilizes the podocyte cytoskeleton, improves cell survival, and reduces toxin-induced glomerulosclerosis.

Journal: Kidney international 20110901

Title: Calcimimetics inhibit renal pathology in rodent nephronophthisis.

Journal: Kidney international 20110901

Title: Discovery of a calcimimetic with differential effects on parathyroid hormone and calcitonin secretion.

Journal: The Journal of pharmacology and experimental therapeutics 20110601

Title: Effects of calcimimetic combined with an angiotensin-converting enzyme inhibitor on uremic cardiomyopathy progression.

Journal: American journal of nephrology 20110101

Title: Calcimimetic R-568 effects on activity of R990G polymorphism of calcium-sensing receptor.

Journal: Journal of molecular endocrinology 20101001

Title: Calcium-sensing receptor biosynthesis includes a cotranslational conformational checkpoint and endoplasmic reticulum retention.

Journal: The Journal of biological chemistry 20100625

Title: Expression of calcium-sensing receptor in quail granulosa explants: a key to survival during folliculogenesis.

Journal: Anatomical record (Hoboken, N.J. : 2007) 20100501

Title: Functional expression of the extracellular-Ca2+-sensing receptor in mouse taste cells.

Journal: Journal of cell science 20100315

Title: Residue 826 in the calcium-sensing receptor is implicated in the response to calcium and to R-568 calcimimetic compound.

Journal: Calcified tissue international 20100301

Title: Differential modulation of intracellular Ca2+ responses associated with calcium-sensing receptor activation in renal collecting duct cells.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20100101

Title: Effect of the calcimimetic R-568 [3-(2-chlorophenyl)-N-((1R)-1-(3-methoxyphenyl)ethyl)-1-propanamine] on correcting inactivating mutations in the human calcium-sensing receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20091201

Title: Discovery and optimization of substituted 1-(1-phenyl-1H-pyrazol-3-yl)methanamines as potent and efficacious type II calcimimetics.

Journal: Journal of medicinal chemistry 20091112

Title: Calcium-sensing receptors modulate renin release in vivo and in vitro in the rat.

Journal: Journal of hypertension 20091001

Title: Human PTH gene regulation in vivo using transgenic mice.

Journal: American journal of physiology. Renal physiology 20090901

Title: R-568 reduces ectopic calcification in a rat model of chronic kidney disease-mineral bone disorder (CKD-MBD).

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20090801

Title: The calcimimetic R-568 retards uremia-enhanced vascular calcification and atherosclerosis in apolipoprotein E deficient (apoE-/-) mice.

Journal: Atherosclerosis 20090701

Title: Acute cardiovascular effects of the calcimimetic R-568 and its enantiomer S-568 in rats.

Journal: Pediatric nephrology (Berlin, Germany) 20090701

Title: The corpuscles of Stannius, calcium-sensing receptor, and stanniocalcin: responses to calcimimetics and physiological challenges.

Journal: Endocrinology 20090701

Title: Calcimimetic inhibits late-stage cyst growth in ADPKD.

Journal: Journal of the American Society of Nephrology : JASN 20090701

Title: Type II calcimimetics and polycystic kidney disease: unanswered questions.

Journal: Journal of the American Society of Nephrology : JASN 20090701

Title: Interstitial fibrosis and microvascular disease of the heart in uremia: amelioration by a calcimimetic.

Journal: Laboratory investigation; a journal of technical methods and pathology 20090501

Title: Regulation of PTH mRNA stability by the calcimimetic R568 and the phosphorus binder lanthanum carbonate in CKD.

Journal: American journal of physiology. Renal physiology 20090401

Title: Effect of calcium-sensing receptor activation in models of autosomal recessive or dominant polycystic kidney disease.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20090201

Title: Calcification is associated with loss of functional calcium-sensing receptor in vascular smooth muscle cells.

Journal: Cardiovascular research 20090201

Title: The new role of calcimimetics as vasculotropic agents.

Journal: Kidney international 20090101

Title: A calcimimetic (R-568), but not calcitriol, prevents vascular remodeling in uremia.

Journal: Kidney international 20090101

Title: Calcimimetics normalize the phosphate-induced stimulation of PTH secretion in vivo and in vitro.

Journal: Journal of nephrology 20090101

Title: The calcimimetic R-568 induces apoptotic cell death in prostate cancer cells.

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

Title: [Calcimimetic or calcitriol? A new class struggle].

Journal: Giornale italiano di nefrologia : organo ufficiale della Societa italiana di nefrologia 20090101

Title: Regulation of mouse lung development by the extracellular calcium-sensing receptor, CaR.

Journal: The Journal of physiology 20081215

Title: The extracellular Ca2+-sensing receptor branches out--a new role in lung morphogenesis.

Journal: The Journal of physiology 20081215

Title: Novel inactivating mutations of the calcium-sensing receptor: the calcimimetic NPS R-568 improves signal transduction of mutant receptors.

Journal: The Journal of clinical endocrinology and metabolism 20081201

Title: Calcimimetic R-568 or calcitriol: equally beneficial on progression of renal damage in subtotally nephrectomized rats.

Journal: American journal of physiology. Renal physiology 20080401

Title: N-isopropylsulfinylimines as useful intermediates in the synthesis of chiral amines: expeditive asymmetric synthesis of the calcimimetic (+)-NPS R-568.

Journal: The Journal of organic chemistry 20080118

Title: Destabilization of parathyroid hormone mRNA by extracellular Ca2+ and the calcimimetic R-568 in parathyroid cells: role of cytosolic Ca and requirement for gene transcription.

Journal: Journal of molecular endocrinology 20080101

Title: CKD-MBD: impact on management of kidney disease.

Journal: Clinical and experimental nephrology 20071201

Title: Activation of calcium-sensing receptor accelerates apoptosis in hyperplastic parathyroid cells.

Journal: Biochemical and biophysical research communications 20071012

Title: The calcimimetic R-568 increases vitamin D receptor expression in rat parathyroid glands.

Journal: American journal of physiology. Renal physiology 20070501

Title: Calcium sensing receptor activators: calcimimetics.

Journal: Current medicinal chemistry 20070101

Title: Calcification inhibitors and Wnt signaling proteins are implicated in bovine artery smooth muscle cell calcification in the presence of phosphate and vitamin D sterols.

Journal: Calcified tissue international 20061201

Title: Activation of the extracellular calcium-sensing receptor initiates insulin secretion from human islets of Langerhans: involvement of protein kinases.

Journal: The Journal of endocrinology 20060901

Title: [Calcium receptor/calcium-sensing receptor].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20060901

Title: Meta-analysis of biochemical and patient-level effects of calcimimetic therapy.

Journal: American journal of kidney diseases : the official journal of the National Kidney Foundation 20060501

Title: Pharmacological and clinical properties of calcimimetics: calcium receptor activators that afford an innovative approach to controlling hyperparathyroidism.

Journal: Pharmacology & therapeutics 20060301

Title: Acute blood pressure effects and chronic hypotensive action of calcimimetics in uremic rats.

Journal: Journal of the American Society of Nephrology : JASN 20060301

Title: Calcimimetic R-568 decreases extraosseous calcifications in uremic rats treated with calcitriol.

Journal: Journal of the American Society of Nephrology : JASN 20060301

Title: Increased parathyroid hormone gene expression in secondary hyperparathyroidism of experimental uremia is reversed by calcimimetics: correlation with posttranslational modification of the trans acting factor AUF1.

Journal: Journal of the American Society of Nephrology : JASN 20060101

Title: Pharmacological activity of calcimimetic NPS R-568 administered intravenously in rats: dose dependency.

Journal: Pharmacological reports : PR 20060101

Title: Role of calcium-phosphorous disorders in the progression of renal failure.

Journal: Kidney international. Supplement 20051201

Title: Calindol, a positive allosteric modulator of the human Ca(2+) receptor, activates an extracellular ligand-binding domain-deleted rhodopsin-like seven-transmembrane structure in the absence of Ca(2+).

Journal: The Journal of biological chemistry 20051104

Title: [Calcimimetics, mechanisms of action and therapeutic applications].

Journal: Presse medicale (Paris, France : 1983) 20050910

Title: [Apoptosis: a possible mechanism of suppressing parathyroid hyperplasia by calcimimetics].

Journal: Clinical calcium 20050901

Title: [Management of secondary hyperparathyroidism].

Journal: Clinical calcium 20050901

Title: Calcimimetics: a new tool for management of hyperparathyroidism and renal osteodystrophy in patients with chronic kidney disease.

Journal: Kidney international. Supplement 20050601

Title: [Calcimimetics--a new treatment for hyperparathyroidism?].

Journal: Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego 20050501

Title: Functional proteins involved in regulation of intracellular Ca(2+) for drug development: the extracellular calcium receptor and an innovative medical approach to control secondary hyperparathyroidism by calcimimetics.

Journal: Journal of pharmacological sciences 20050301

Title: Calcimimetic NPS R-568 induces hypotensive effect in spontaneously hypertensive rats.

Journal: American journal of hypertension 20050301

Title: Calcimimetics and the treatment of primary and secondary hyperparathyroidism.

Journal: The Annals of pharmacotherapy 20041101

Title: Calcimimetic compound upregulates decreased calcium-sensing receptor expression level in parathyroid glands of rats with chronic renal insufficiency.

Journal: Journal of the American Society of Nephrology : JASN 20041001

Title: Calcimimetics and hyperparathyroidism.

Journal: Current opinion in investigational drugs (London, England : 2000) 20041001

Title: Calcimimetic agents for the treatment of secondary hyperparathyroidism.

Journal: Seminars in nephrology 20040901

Title: Enantioselective synthesis of primary 1-(aryl)alkylamines by nucleophilic 1,2-addition of organolithium reagents to hydroxyoxime ethers and application to asymmetric synthesis of G-protein-coupled receptor ligands.

Journal: The Journal of organic chemistry 20040820

Title: Modulation and action of the calcium-sensing receptor.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20040801

Title: A novel cation-sensing mechanism in osteoblasts is a molecular target for strontium.

Journal: Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20040501

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

Journal: Cell calcium 20040301

Title: [Bone status in primary hyperparathyroidism].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20040201

Title: Calcimimetic agents and secondary hyperparathyroidism: rationale for use and results from clinical trials.

Journal: Pediatric nephrology (Berlin, Germany) 20031201

Title: Calcyclin mediates serum response element (SRE) activation by an osteoblastic extracellular cation-sensing mechanism.

Journal: Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20031001

Title: Calcimimetic agents: review and perspectives.

Journal: Kidney international. Supplement 20030601

Title: Beneficial effects of calcimimetics on progression of renal failure and cardiovascular risk factors.

Journal: Journal of the American Society of Nephrology : JASN 20030401

Title: [Calcimimetic agents in the treatment of hyperparathyroidism secondary to chronic renal failure].

Journal: Medicina 20030101

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

Journal: Przeglad lekarski 20030101

Title: Calcium sensing receptor activation by a calcimimetic suggests a link between cooperativity and intracellular calcium oscillations.

Journal: The Journal of biological chemistry 20021220

Title: Calcimimetics: therapeutic potential in hyperparathyroidism.

Journal: Current opinion in pharmacology 20021201

Title: Calcimimetics in the treatment of primary hyperparathyroidism.

Journal: Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20021101

Title: Physiological and pharmacological agonists of the extracellular Ca2+-sensing receptor.

Journal: European journal of pharmacology 20020705

Title: Future role of calcimimetics in end-stage renal disease.

Journal: Advances in renal replacement therapy 20020701

Title: Evidence for distinct cation and calcimimetic compound (NPS 568) recognition domains in the transmembrane regions of the human Ca2+ receptor.

Journal: The Journal of biological chemistry 20020524

Title: [Bone changes in primary hyperparathyroidism].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20020301

Title: Calcimimetic agents and secondary hyperparathyroidism: treatment and prevention.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020201

Title: Treatment of secondary hyperparathyroidism with vitamin D derivatives and calcimimetics before and after start of dialysis.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20020101

Title: Criteria for calcimimetic agent in the treatment of more severe secondary hyperparathyroidism.

Journal: Kidney international 20010101

Title: Prevention of uremic bone disease using calcimimetic compounds.

Journal: Annual review of medicine 20010101

Title: Effects of a calcimimetic compound and naturally activating mutations on the human Ca2+ receptor and on Ca2+ receptor/metabotropic glutamate chimeric receptors.

Journal: Endocrinology 20001101

Title: Calcimimetics with potent and selective activity on the parathyroid calcium receptor.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19980331

Title: Wada, M., et al. The calcimimetic compound NPS R-568 suppresses parathyroid cell proliferation in rats with renal insufficiency. Control of parathyroid cell growth via a calcium receptor. Journal of Clinical Investigation 100(12), 2977-2983 (1997).

Title: Nemeth, E.F., et al. The parathyroid calcium receptor: a novel therapeutic target for treating hyperparathyroidism. Pediatr.Nephrol. 10(3), 275-279 (1996).

Title: Nemeth, E.F., et al. Calcimimetics with potent and selective activity on the parathyroid calcium receptor. Proceedings of the National Academy of Sciences of the United States of America 95(7), 4040-4045 (1998).

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 177172-49-5
Tags:177172-49-5 Molecular Formula|177172-49-5 MDL|177172-49-5 SMILES|177172-49-5 (R)-3-(2-Chlorophenyl)-N-(1-(3-methoxyphenyl)ethyl)propan-1-amine hydrochloride