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BX471

CAS No.:
217645-70-0
Catalog Number:
AG00BF2M
Molecular Formula:
C21H24ClFN4O3
Molecular Weight:
434.8917
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$105
- +
5mg
≥98%
1 week
United States
$239
- +
10mg
99%
1 week
United States
$265
- +
50mg
99%
1 week
United States
$737
- +
Product Description
Catalog Number:
AG00BF2M
Chemical Name:
BX471
CAS Number:
217645-70-0
Molecular Formula:
C21H24ClFN4O3
Molecular Weight:
434.8917
MDL Number:
MFCD09859709
IUPAC Name:
[5-chloro-2-[2-[(2R)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-2-oxoethoxy]phenyl]urea
InChI:
InChI=1S/C21H24ClFN4O3/c1-14-11-26(12-15-2-5-17(23)6-3-15)8-9-27(14)20(28)13-30-19-7-4-16(22)10-18(19)25-21(24)29/h2-7,10,14H,8-9,11-13H2,1H3,(H3,24,25,29)/t14-/m1/s1
InChI Key:
XQYASZNUFDVMFH-CQSZACIVSA-N
SMILES:
NC(=O)Nc1cc(Cl)ccc1OCC(=O)N1CCN(CC1C)Cc1ccc(cc1)F
UNII:
76K17ZG4ZN
Properties
Complexity:
591  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
434.152g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
434.896g/mol
Monoisotopic Mass:
434.152g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
87.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5  
Literature
Title Journal
Chemokine receptor antagonists. Journal of medicinal chemistry 20121126
Exploring a model of a chemokine receptor/ligand complex in an explicit membrane environment by molecular dynamics simulation: the human CCR1 receptor. Journal of chemical information and modeling 20111024
The chemokine, CCL3, and its receptor, CCR1, mediate thoracic radiation-induced pulmonary fibrosis. American journal of respiratory cell and molecular biology 20110701
Why CCR2 and CCR5 blockade failed and why CCR1 blockade might still be effective in the treatment of rheumatoid arthritis. PloS one 20110101
No significant effect of orally administered chemokine receptor 1 antagonist on intercellular adhesion molecule-3 expression in relapsing--remitting multiple sclerosis patients. Multiple sclerosis (Houndmills, Basingstoke, England) 20100301
Fibrogenesis in kidney transplantation: potential targets for prevention and therapy. Transplantation 20091127
Assessment of QT(c)-prolonging potential of BX471 in healthy volunteers. A 'thorough QT study' following ICH E14 using various QT(c) correction methods. British journal of clinical pharmacology 20090901
Novel pyrrolidine ureas as C-C chemokine receptor 1 (CCR1) antagonists. Journal of medicinal chemistry 20090312
Chemokine receptor CCR1 regulates inflammatory cell infiltration after renal ischemia-reperfusion injury. Journal of immunology (Baltimore, Md. : 1950) 20081215
Leukocytes induce epithelial to mesenchymal transition after unilateral ureteral obstruction in neonatal mice. The American journal of pathology 20070901
Structure-activity relationships of novel, highly potent, selective, and orally active CCR1 antagonists. Bioorganic & medicinal chemistry letters 20070615
Treatment with BX471, a CC chemokine receptor 1 antagonist, attenuates systemic inflammatory response during sepsis. American journal of physiology. Gastrointestinal and liver physiology 20070401
Beneficial effects of CCR1 blockade on the progression of chronic renal allograft damage. American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons 20070301
Treatment with BX471, a nonpeptide CCR1 antagonist, protects mice against acute pancreatitis-associated lung injury by modulating neutrophil recruitment. Pancreas 20070301
Development of a multiple unit pellet formulation for a weakly basic drug. Drug development and industrial pharmacy 20070301
Blockade of chemokine signaling in patients with multiple sclerosis. Neurology 20061128
Predictions of CCR1 chemokine receptor structure and BX 471 antagonist binding followed by experimental validation. The Journal of biological chemistry 20060915
Effects of formulation and process variables on the release of a weakly basic drug from single unit extended release formulations. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20060101
Role of CCR1 and CCR5 in homing and growth of multiple myeloma and in the development of osteolytic lesions: a study in the 5TMM model. Clinical & experimental metastasis 20060101
Development of a single unit extended release formulation for ZK 811 752, a weakly basic drug. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20050901
BX471: a CCR1 antagonist with anti-inflammatory activity in man. Mini reviews in medicinal chemistry 20050901
Development of a multi particulate extended release formulation for ZK 811 752, a weakly basic drug. International journal of pharmaceutics 20050811
Therapeutic targeting of CCR1 attenuates established chronic fungal asthma in mice. British journal of pharmacology 20050801
Delayed chemokine receptor 1 blockade prolongs survival in collagen 4A3-deficient mice with Alport disease. Journal of the American Society of Nephrology : JASN 20050401
Chemokine receptor CCR1: a new target for progressive kidney disease. American journal of nephrology 20050101
CCR1 blockade reduces interstitial inflammation and fibrosis in mice with glomerulosclerosis and nephrotic syndrome. Kidney international 20041201
Late onset of treatment with a chemokine receptor CCR1 antagonist prevents progression of lupus nephritis in MRL-Fas(lpr) mice. Journal of the American Society of Nephrology : JASN 20040601
BX-471 Berlex. Current opinion in investigational drugs (London, England : 2000) 20020601
A chemokine receptor CCR-1 antagonist reduces renal fibrosis after unilateral ureter ligation. The Journal of clinical investigation 20020115
CCR1-specific non-peptide antagonist: efficacy in a rabbit allograft rejection model. Immunology letters 20010402
A non-peptide functional antagonist of the CCR1 chemokine receptor is effective in rat heart transplant rejection. The Journal of biological chemistry 20010209
Identification and characterization of a potent, selective, and orally active antagonist of the CC chemokine receptor-1. The Journal of biological chemistry 20000623
GAMMA-Glutamyl transpeptidase of sheep-kidney cortex. Isolation, catalytic properties and dissociation into two polypeptide chains. European journal of biochemistry 19760102
Properties