N-Nitrosonornicotine-d4
N-Nitrosonornicotine-d4 ((2S)-N'-Nitrosonornicotine-d4) is deuterium labeled N-Nitrosonornicotine. N-Nitrosonornicotine is a tobacco-specific nitrosamine that has carcinogenic and mutagenic activity, and it can induce micronuclei in C3A cells. N-Nitrosonornicotine can form DNA adducts.
For research use only. We do not sell to patients.
- CAS No.: 1426174-36-8
- Formula: C9H7D4N3O
- Molecular Weight:181.23
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Protocols
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
Description
In Vitro
Stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. Deuteration has gained attention because of its potential to affect the pharmacokinetic and metabolic profiles of drugs.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
Application
1. This compound can be used as a tracer
2. This compound can be used as an internal standard for quantitative analysis by NMR, GC-MS, or LC-MS.
Chemical Information
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CAS No. 1426174-36-8
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Unlabeled CAS 16543-55-8
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Molecular Weight 181.23
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Formula C9H7D4N3O
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SMILES
[2H]C1=C(C([2H])=NC([2H])=C1[C@@H]2CCCN2N=O)[2H]
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Synonyms
(2S)-N'-Nitrosonornicotine-d4
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Protocols
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Genotoxicity/Mutagenicity Study
The bacterial reverse mutation assay detects point mutations that restore amino-acid prototrophy in auxotrophic Salmonella typhimurium or Escherichia coli tester strains; after exposure to a test article, mutagenic activity is read out as an increased number of revertant colonies on minimal agar compared with the vehicle control. The assay uses tester strains with different mutation targets so that base-substitution and frameshift mutagens can be detected, and testing is performed with and without exogenous mammalian metabolic activation because some chemicals require biotransformation to become mutagenic.
Purity & Documentation
References
[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216. [Content Brief]
[2]. Yijing Chen, et al. Metabolism-dependent mutagenicity of two structurally similar tobacco-specific nitrosamines (N-nitrosonornicotine and N-nitrosoanabasine) in human cells, partially different CYPs being activating enzymes. Toxicology. 2024 May:504:153774. [Content Brief]
[3]. Shugo Suzuki, et al. Cotinine, a major nicotine metabolite, induces cell proliferation on urothelium in vitro and in vivo. Toxicology. 2020 Jan 15:429:152325. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
N-Nitrosonornicotine-d4 Related Classifications
HY-W743781 Related Classifications
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