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D7282 Fluka

Desmethyldiazepam

analytical standard

Synonym: Nordiazepam

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Properties

Related Categories Additional Standards, Analytical Standards, Analytical/Chromatography, Benzodiazepin Analoga Structure, Benzodiazepines Standards,
grade   analytical standard
assay   ≥98% (HPLC)
form   neat
  powder
drug control   USDEA Schedule IV; Home Office Schedule 4.1; psychotrope; kontrollierte Droge in Deutschland
color   white to light tan
solubility   DMSO: >10 mg/mL
format   neat
storage temp.   room temp
Gene Information   rat ... Tspo(24230)

Description

Biochem/physiol Actions

Primary metabolite of diazepam; ligand for the GABAA receptor benzodiazepine modulatory site.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D7282.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
WGK Germany 
3
RTECS 
DF1750000

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

Blood drug concentrations of benzodiazepines correlate poorly with actual driving impairment. Verster JC and Roth T Sleep Med. Rev. 17(2), 153-9, (2013)

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Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds. R Scott Obach et al Drug Metab. Dispos. 36, 1385-405, (2008)

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Comparison by means of bispectral index score, between anxiolysis induced by diazepam and sedation induced by midazolam. Manani G, Facco E, Favero L, et al. Minerva Stomatol. 60(7-8), 365-81, (2011)

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Fatal intoxication with milnacipran. Fanton L, Bévalot F, Grait H, et al. J. Forensic Leg. Med. 15(6), 388-90, (2008)

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Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk). Giulia Caron et al J. Med. Chem. 48, 3269-79, (2005)

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Simultaneous analysis of diazepam and its metabolites in rat plasma and brain tissue by HPLC-UV and SPE. Mercolini L, Mandrioli R, Iannello C, et al. Talanta 80(1), 279-85, (2009)

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Prediction of drug intestinal absorption by new linear and non-linear QSPR. Alan Talevi et al Eur. J. Med. Chem. 46, 218-28, (2011)

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Computational aqueous solubility prediction for drug-like compounds in congeneric series. Lei Du-Cuny et al Eur. J. Med. Chem. 43, 501-12, (2008)

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Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives. Pi Cheng et al Bioorg. Med. Chem. Lett. 18, 3787-9, (2008)

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Measurement of benzodiazepines in urine by liquid chromatography-tandem mass spectrometry: confirmation of samples screened by immunoassay. Glover SJ and Allen KR Ann. Clin. Biochem. 47(Pt 2), 111-7, (2010)

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Two compartment model of diazepam biotransformation in an organotypical culture of primary human hepatocytes. Acikgöz A, Karim N, Giri S, et al. Toxicol. Appl. Pharmacol. 234(2), 179-91, (2009)

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Reduction of temazepam to diazepam and lorazepam to delorazepam during enzymatic hydrolysis. Fu S, Molnar A, Bowron P, et al. Anal. Bioanal. Chem 400(1), 153-64, (2011)

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Diazepam pharmacokinetics after nasal drop and atomized nasal administration in dogs. Musulin SE, Mariani CL, and Papich MG J. Vet. Pharmacol. Ther. 34(1), 17-24, (2011)

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A novel reductive transformation of oxazepam to nordiazepam observed during enzymatic hydrolysis. Fu S, Lewis J, Wang H, et al. J. Anal. Toxicol. 34(5), 243-51, (2010)

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Evaluation of plasma diazepam and nordiazepam concentrations following administration of diazepam intravenously or via suppository per rectum in dogs. Probst CW, Thomas WB, Moyers TD, et al. Am. J. Vet. Res. 74(4), 611-5, (2013)

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Alleged breaches of "standards of medical care" in a patient overdose death possibly related to chronic opioid analgesic therapy, application of the controlled substances model guidelines: case report. Fishbain DA, Lewis JE, Gao J, et al. Pain Med. 10(3), 565-72, (2009)

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Neural computational prediction of oral drug absorption based on CODES 2D descriptors. A Guerra et al Eur. J. Med. Chem. 45, 930-40, (2010)

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Pharmacokinetics of diazepam administered intramuscularly by autoinjector versus rectal gel in healthy subjects: a phase I, randomized, open-label, single-dose, crossover, single-centre study. Lamson MJ, Sitki-Green D, Wannarka GL, et al. Clin. Drug Investig. 31(8), 585-97, (2011)

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QSAR-based permeability model for drug-like compounds. Rafael Gozalbes et al Bioorg. Med. Chem. 19, 2615-24, (2011)

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Sensitive UPLC-MS-MS assay for 21 benzodiazepine drugs and metabolites, zolpidem and zopiclone in serum or plasma. Marin SJ, Roberts M, Wood M, et al. J. Anal. Toxicol. 36(7), 472-6, (2012)

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Conformation selectivity in the binding of diazepam and analogues to alpha1-acid glycoprotein. Ilona Fitos et al Bioorg. Med. Chem. 15, 4857-62, (2007)

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Bioavailability and dose proportionality of intramuscular diazepam administered by autoinjector. Lehmann C and Wannarka GL J. Clin. Pharmacol. 48(4), 436-44, (2008)

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Electronic properties of neuroleptics: ionization energies of benzodiazepines. Millefiori S and Alparone A J. Mol. Model. 17(2), 281-7, (2011)

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Quantification of chlordesmethyldiazepam by liquid chromatography-tandem mass spectrometry: application to a cloxazolam bioequivalence study. Oliveira-Silva D, Oliveira CH, Mendes GD, et al. Biomed. Chromatogr. 23(12), 1266-75, (2009)

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Biotransformation of diazepam in a clinically relevant flat membrane bioreactor model using primary porcine hepatocytes. Maringka M, Giri S, Nieber K, et al. Fundam. Clin. Pharmacol. 25(3), 343-53, (2011)

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Pharmacokinetics of the cytochrome P-450 substrates phenytoin, theophylline, and diazepam in healthy Greyhound dogs. KuKanich B and Nauss JL J. Vet. Pharmacol. Ther. 35(3), 275-81, (2012)

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Cardiac and peripheral blood similarities in the comparison of nordiazepam and bromazepam blood concentrations. Pos Pok PR, Haddouche D, Mauras M, et al. J. Anal. Toxicol. 32(9), 782-6, (2008)

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Effects of organic solvents on the time-dependent inhibition of CYP3A4 by diazepam. Nishiya Y, Nakamura K, Okudaira N, et al. Xenobiotica 40(1), 1-8, (2010)

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Combined occlusal and pharmacological therapy in the treatment of temporo-mandibular disorders. Inchingolo F, Tatullo M, Marrelli M, et al. Eur. Rev. Med. Pharmacol. Sci. 15(11), 1296-300, (2011)

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Folie à deux: double case-report of shared delusions with a fatal outcome. Talamo A, Vento A, Savoja V, et al. Clin. Ter. 162(1), 45-9, (2011)

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Simultaneous determination and quantification of 12 benzodiazepines in serum or whole blood using UPLC/MS/MS. Gunn J, Kriger S, and Terrell AR Methods Mol. Biol. 603, 107-19, (2010)

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LC-MS/MS analysis of 13 benzodiazepines and metabolites in urine, serum, plasma, and meconium. Marin SJ and McMillin GA Methods Mol. Biol. 603, 89-105, (2010)

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Quantitation of benzodiazepines in blood and urine using gas chromatography-mass spectrometry (GC-MS). Goldberger BA, Chronister CW, and Merves ML Methods Mol. Biol. 603, 75-87, (2010)

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Merck 14,6691

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