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192374-14-4,MFCD12911693
Catalog No.:AA002FSC

192374-14-4 | 2-Morpholinol, 2-(3-chlorophenyl)-3,5,5-trimethyl-, (2S,3S)-

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1mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002FSC
Chemical Name:
2-Morpholinol, 2-(3-chlorophenyl)-3,5,5-trimethyl-, (2S,3S)-
CAS Number:
192374-14-4
Molecular Formula:
C13H18ClNO2
Molecular Weight:
255.7405
MDL Number:
MFCD12911693
SMILES:
Clc1cccc(c1)[C@]1(O)OCC(N[C@H]1C)(C)C
Properties
Computed Properties
 
Complexity:
285  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
1.9  

Literature

Title: Sensitive, selective and rapid determination of bupropion and its major active metabolite, hydroxybupropion, in human plasma by LC-MS/MS: application to a bioequivalence study in healthy Indian subjects.

Journal: Biomedical chromatography : BMC 20120301

Title: Effects of sertraline on the pharmacokinetics of bupropion and its major metabolite, hydroxybupropion, in mice.

Journal: European journal of drug metabolism and pharmacokinetics 20120301

Title: Determination of bupropion and its main metabolite in rat plasma by LC-MS and its application to pharmacokinetics.

Journal: Die Pharmazie 20111201

Title: Life-threatening bupropion ingestion: is there a role for intravenous fat emulsion?

Journal: Basic & clinical pharmacology & toxicology 20111101

Title: A major metabolite of bupropion reverses motor deficits in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-treated common marmosets.

Journal: Behavioural pharmacology 20110601

Title: A simple and sensitive LC-ESI-MS (ion trap) method for the determination of bupropion and its major metabolite, hydroxybupropion in rat plasma and brain microdialysates.

Journal: Talanta 20110315

Title: Synthesis of 2-(substituted phenyl)-3,5,5-trimethylmorpholine analogues and their effects on monoamine uptake, nicotinic acetylcholine receptor function, and behavioral effects of nicotine.

Journal: Journal of medicinal chemistry 20110310

Title: Effects of pregnane X receptor (NR1I2) and CYP2B6 genetic polymorphisms on the induction of bupropion hydroxylation by rifampin.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110101

Title: The in vitro metabolism of bupropion revisited: concentration dependent involvement of cytochrome P450 2C19.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20100801

Title: Effects of woohwangcheongsimwon suspension on the pharmacokinetics of bupropion and its active metabolite, 4-hydroxybupropion, in healthy subjects.

Journal: British journal of clinical pharmacology 20100701

Title: Synthesis and characterization of in vitro and in vivo profiles of hydroxybupropion analogues: aids to smoking cessation.

Journal: Journal of medicinal chemistry 20100624

Title: Use of enantiomeric bupropion and hydroxybupropion to assess CYP2B6 activity in glomerular kidney diseases.

Journal: Journal of clinical pharmacology 20100601

Title: Ultra-performance liquid chromatography- tandem mass spectrometry method for the determination of bupropion and its main metabolites in human whole blood.

Journal: Journal of analytical toxicology 20100601

Title: Effect of St. John's wort supplementation on the pharmacokinetics of bupropion in healthy male Chinese volunteers.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20100401

Title: Effects of Ginkgo biloba extract on the pharmacokinetics of bupropion in healthy volunteers.

Journal: British journal of clinical pharmacology 20090801

Title: In vitro assessment of P450 induction potential of novel chemopreventive agents SR13668, 9-cis-UAB30, and pentamethychromanol in primary cultures of human hepatocytes.

Journal: Chemico-biological interactions 20090515

Title: Induction of cytochrome P450 2B6 activity by the herbal medicine baicalin as measured by bupropion hydroxylation.

Journal: European journal of clinical pharmacology 20090401

Title: Transdermal delivery of bupropion and its active metabolite, hydroxybupropion: a prodrug strategy as an alternative approach.

Journal: Journal of pharmaceutical sciences 20090201

Title: Efavirenz induces CYP2B6-mediated hydroxylation of bupropion in healthy subjects.

Journal: Journal of acquired immune deficiency syndromes (1999) 20081215

Title: Stereoselective metabolism of bupropion by cytochrome P4502B6 (CYP2B6) and human liver microsomes.

Journal: Pharmaceutical research 20080601

Title: Rapid clinical induction of hepatic cytochrome P4502B6 activity by ritonavir.

Journal: Antimicrobial agents and chemotherapy 20080501

Title: In vivo evaluation of a transdermal codrug of 6-beta-naltrexol linked to hydroxybupropion in hairless guinea pigs.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20080401

Title: Prasugrel, a new thienopyridine antiplatelet drug, weakly inhibits cytochrome P450 2B6 in humans.

Journal: Journal of clinical pharmacology 20080101

Title: Effect of commonly used organic solvents on the kinetics of cytochrome P450 2B6- and 2C8-dependent activity in human liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071101

Title: [Obesity: a review of currently used antiobesity drugs and new compounds in clinical development].

Journal: Postepy higieny i medycyny doswiadczalnej (Online) 20071019

Title: Stereoselective analysis of bupropion and hydroxybupropion in human plasma and urine by LC/MS/MS.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070915

Title: Stereoselective analysis of hydroxybupropion and application to drug interaction studies.

Journal: Chirality 20070301

Title: Lopinavir/ritonavir reduces bupropion plasma concentrations in healthy subjects.

Journal: Clinical pharmacology and therapeutics 20070101

Title: Evaluation of 227 drugs for in vitro inhibition of cytochrome P450 2B6.

Journal: Journal of clinical pharmacology 20061201

Title: Synthesis and hydrolytic behavior of two novel tripartate codrugs of naltrexone and 6beta-naltrexol with hydroxybupropion as potential alcohol abuse and smoking cessation agents.

Journal: Bioorganic & medicinal chemistry 20061015

Title: Enhancement of transdermal delivery of 6-beta-naltrexol via a codrug linked to hydroxybupropion.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20060628

Title: Ritonavir has minimal impact on the pharmacokinetic disposition of a single dose of bupropion administered to human volunteers.

Journal: Journal of clinical pharmacology 20060501

Title: Obesity drugs in clinical development.

Journal: Current opinion in investigational drugs (London, England : 2000) 20060401

Title: HPLC assay for bupropion and its major metabolites in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050905

Title: The slow and long-lasting blockade of dopamine transporters in human brain induced by the new antidepressant drug radafaxine predict poor reinforcing effects.

Journal: Biological psychiatry 20050315

Title: Validated assays for human cytochrome P450 activities.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040601

Title: Pharmacokinetics of bupropion and its metabolites in haemodialysis patients who smoke. A single dose study.

Journal: Nephron. Clinical practice 20040101

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Tags:192374-14-4 Molecular Formula|192374-14-4 MDL|192374-14-4 SMILES|192374-14-4 2-Morpholinol, 2-(3-chlorophenyl)-3,5,5-trimethyl-, (2S,3S)-