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6104-71-8,MFCD00210189
Catalog No.:AA00EB10

6104-71-8 | N-Desmethylclozapine

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  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00EB10
Chemical Name:
N-Desmethylclozapine
CAS Number:
6104-71-8
Molecular Formula:
C17H17ClN4
Molecular Weight:
312.7967
MDL Number:
MFCD00210189
SMILES:
Clc1ccc2c(c1)N=C(N1CCNCC1)c1c(N2)cccc1
Properties
Properties
 
Form:
Solid  
MP:
120-125°C  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
421  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
2.6  

Literature

Title: The Value of Desmethylclozapine and Serum CRP in Clozapine Toxicity: A Case Report.

Journal: Case reports in psychiatry 20120101

Title: Effect of food on the pharmacokinetics of clozapine orally disintegrating tablet 12.5 mg: a randomized, open-label, crossover study in healthy male subjects.

Journal: Clinical drug investigation 20090101

Title: Interindividual variation in relative CYP1A2/3A4 phenotype influences susceptibility of clozapine oxidation to cytochrome P450-specific inhibition in human hepatic microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20081201

Title: Massively parallel screening of the receptorome.

Journal: Combinatorial chemistry & high throughput screening 20080701

Title: Bioequivalence of clozapine orally disintegrating 100-mg tablets compared with clozapine solid oral 100-mg tablets after multiple doses in patients with schizophrenia.

Journal: Clinical drug investigation 20080101

Title: Structural requirements of transmembrane domain 3 for activation by the M1 muscarinic receptor agonists AC-42, AC-260584, clozapine, and N-desmethylclozapine: evidence for three distinct modes of receptor activation.

Journal: Molecular pharmacology 20061201

Title: High throughput therapeutic drug monitoring of clozapine and metabolites in serum by on-line coupling of solid phase extraction with liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060413

Title: Drug-induced activation of SREBP-controlled lipogenic gene expression in CNS-related cell lines: marked differences between various antipsychotic drugs.

Journal: BMC neuroscience 20060101

Title: Increased serum S100B in elderly, chronic schizophrenic patients: negative correlation with deficit symptoms.

Journal: Schizophrenia research 20051215

Title: Increased serum interleukin-1beta and interleukin-6 in elderly, chronic schizophrenic patients on stable antipsychotic medication.

Journal: Neuropsychiatric disease and treatment 20050601

Title: An inter-ethnic comparison study of clozapine dosage, clinical response and plasma levels.

Journal: International clinical psychopharmacology 20050501

Title: Dopamine uptake inhibitor-induced rotation in 6-hydroxydopamine-lesioned rats involves both D1 and D2 receptors but is modulated through 5-hydroxytryptamine and noradrenaline receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20050301

Title: Field-amplified sample stacking in capillary electrophoresis for the determination of clozapine, clozapine N-oxide, and desmethylclozapine in schizophrenics' plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040925

Title: Effects of clozapine and its metabolites on the 5-HT2 receptor system in cortical and hippocampal cells in vitro.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20040301

Title: Differing response to antipsychotic therapy in schizophrenia: pharmacogenomic aspects.

Journal: Dialogues in clinical neuroscience 20040301

Title: N-desmethylclozapine, an allosteric agonist at muscarinic 1 receptor, potentiates N-methyl-D-aspartate receptor activity.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20031111

Title: Pharmacokinetics of clozapine and its metabolites in hippocampal HT22 cells.

Journal: European journal of pharmacology 20030829

Title: Induction of hyperglycemia in mice with atypical antipsychotic drugs that inhibit glucose uptake.

Journal: Pharmacology, biochemistry, and behavior 20030501

Title: Central effects of clozapine in regulating micturition in anesthetized rats.

Journal: BMC pharmacology 20020101

Title: Correlation of antipsychotic and prolactin concentrations in children and adolescents acutely treated with haloperidol, clozapine, or olanzapine.

Journal: Journal of child and adolescent psychopharmacology 20020101

Title: Inhibition of glucose transport in PC12 cells by the atypical antipsychotic drugs risperidone and clozapine, and structural analogs of clozapine.

Journal: Brain research 20011227

Title: Tertiary N-glucuronides of clozapine and its metabolite desmethylclozapine in patient urine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20011001

Title: Isolation and identification of clozapine metabolites in patient urine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010601

Title: Rapid capillary electrophoretic method for the determination of clozapine and desmethylclozapine in human plasma.

Journal: Journal of chromatography. A 20010504

Title: Lack of CYP3A4 inhibition by grapefruit juice and ketoconazole upon clozapine administration in vivo.

Journal: Drug metabolism and drug interactions 20010101

Title: Ciprofloxacin increases serum clozapine and N-desmethylclozapine: a study in patients with schizophrenia.

Journal: European journal of clinical pharmacology 20001101

Title: Metabolites of the antipsychotic agent clozapine inhibit the replication of human immunodeficiency virus type 1.

Journal: Schizophrenia research 19970503

Title: Plasma clozapine levels and the treatment of L-DOPA-induced psychosis in Parkinson's disease. A high potency effect of clozapine.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 19950201

Title: Li Z, et al. N-desmethylclozapine, a major metabolite of clozapine, increases cortical acetylcholine and dopamine release in vivo via stimulation of M1 muscarinic receptors. Neuropsychopharmacology. 2005 Nov;30(11):1986-95.

Title: Odagaki Y, et al. Comparative analysis of pharmacological properties of xanomeline and N-desmethylclozapine in rat brain membranes. J Psychopharmacol. 2016 Sep;30(9):896-912

Title: Sugawara Y, et al. Electrophysiological evidence showing muscarinic agonist-antagonist activities of N-desmethylclozapine using hippocampal excitatory and inhibitory neurons. Brain Res. 2016 Jul 1;1642:255-62

Title: Gigout S, et al. Different pharmacology of N-desmethylclozapine at human and rat M2 and M 4 mAChRs in neocortex. Naunyn Schmiedebergs Arch Pharmacol. 2015 May;388(5):487-96

Title: Himmerich H, et al. Impact of clozapine, N-desmethylclozapine and chlorpromazine on thromboxane production in vitro. Med Chem. 2012 Nov;8(6):1032-8.

Title: Medigeshi GR, et al. N-Desmethylclozapine, Fluoxetine and Salmeterol inhibit post-entry stages of dengue virus life-cycle. Antimicrob Agents Chemother. 2016 Aug 29.

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