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DESMETHYL LOPERAMIDE

CAS No.:
66164-07-6
Catalog Number:
AG00FA24
Molecular Formula:
C28H31ClN2O2
Molecular Weight:
463.0109
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$432
- +
5mg
≥98%
1 week
United States
$1182
- +
Product Description
Catalog Number:
AG00FA24
Chemical Name:
DESMETHYL LOPERAMIDE
CAS Number:
66164-07-6
Molecular Formula:
C28H31ClN2O2
Molecular Weight:
463.0109
MDL Number:
MFCD08063667
IUPAC Name:
4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N-methyl-2,2-diphenylbutanamide
InChI:
InChI=1S/C28H31ClN2O2/c1-30-26(32)28(23-8-4-2-5-9-23,24-10-6-3-7-11-24)18-21-31-19-16-27(33,17-20-31)22-12-14-25(29)15-13-22/h2-15,33H,16-21H2,1H3,(H,30,32)
InChI Key:
ZMOPTLXEYOVARP-UHFFFAOYSA-N
SMILES:
CNC(=O)C(c1ccccc1)(c1ccccc1)CCN1CCC(CC1)(O)c1ccc(cc1)Cl
UNII:
0R07BFN7L3
Properties
Complexity:
595  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
462.207g/mol
Formal Charge:
0
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
463.018g/mol
Monoisotopic Mass:
462.207g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
52.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  
Literature
Title Journal
Characterization of SAGE Mdr1a (P-gp), Bcrp, and Mrp2 knockout rats using loperamide, paclitaxel, sulfasalazine, and carboxydichlorofluorescein pharmacokinetics. Drug metabolism and disposition: the biological fate of chemicals 20120901
The influence of mass of [11C]-laniquidar and [11C]-N-desmethyl-loperamide on P-glycoprotein blockage at the blood-brain barrier. Nuclear medicine and biology 20120101
Antiepileptic drugs modulate P-glycoproteins in the brain: a mice study with (11)C-desmethylloperamide. Epilepsy research 20110301
N-desmethyl-loperamide is selective for P-glycoprotein among three ATP-binding cassette transporters at the blood-brain barrier. Drug metabolism and disposition: the biological fate of chemicals 20100601
P-glycoprotein function at the blood-brain barrier in humans can be quantified with the substrate radiotracer 11C-N-desmethyl-loperamide. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20100401
Human brain imaging and radiation dosimetry of 11C-N-desmethyl-loperamide, a PET radiotracer to measure the function of P-glycoprotein. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20090501
P-glycoprotein function at the blood-brain barrier imaged using 11C-N-desmethyl-loperamide in monkeys. Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20090101
Synthesis and evaluation of [N-methyl-11C]N-desmethyl-loperamide as a new and improved PET radiotracer for imaging P-gp function. Journal of medicinal chemistry 20081009
Itraconazole, gemfibrozil and their combination markedly raise the plasma concentrations of loperamide. European journal of clinical pharmacology 20060601
Tissue distribution of loperamide and N-desmethylloperamide following a fatal overdose. Journal of analytical toxicology 20051001
Identification of an N-methyl-4-phenylpyridinium-like metabolite of the antidiarrheal agent loperamide in human liver microsomes: underlying reason(s) for the lack of neurotoxicity despite the bioactivation event. Drug metabolism and disposition: the biological fate of chemicals 20040901
Properties