Nitrosamines
PubChem CID
37183
Structure
Molecular Formula
Synonyms
- Nitrosamine
- Nitrosamide
- nitrous amide
- 35576-91-1
- LGB75A6POH
Molecular Weight
46.029 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
- Create:2005-03-26
- Modify:2024-12-14
Description
Nitrosamine has been reported in Nicotiana tabacum with data available.
Nitrosamine is any of a class of organic compounds with the general formula R2NNO or RNHNO, present in various foods and other products and found to be carcinogenic in laboratory animals. (dictionary.com)
A class of compounds that contain a -NH2 and a -NO radical. Many members of this group have carcinogenic and mutagenic properties.
Chemical Structure Depiction
nitrous amide
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/H2N2O/c1-2-3/h(H2,1,3)
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
XKLJHFLUAHKGGU-UHFFFAOYSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
NN=O
Computed by OEChem 2.3.0 (PubChem release 2024.11.20)
H2N2O
Computed by PubChem 2.2 (PubChem release 2024.11.20)
- Nitrosamine
- Nitrosamines
- Nitrosamine
- Nitrosamide
- nitrous amide
- 35576-91-1
- LGB75A6POH
- HYDROXYDIIMIDE
- NITROXYLAMIDE
- N-NITROSAMINE
- UNII-LGB75A6POH
- NSC 223080
- NSC-223080
- NITROSAMINE-(H2N-N=O)
- DTXSID2074037
- NITROSAMINE (H2N-N=0)
- NSC223080
- Nitrosamide (8CI)(9CI)
- hydroxydiazene
- ketohydrazine
- Hydroxydiimine
- diazene-N-oxide
- N-Nitroso amines
- Nitrosamide (8CI)
- CLASSES
- DTXCID6039053
- CHEBI:35803
- XKLJHFLUAHKGGU-UHFFFAOYSA-N
- Q26841290
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
46.029 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
-0.6
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
46.016712692 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
46.016712692 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
55.5Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
3
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
10.3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Nitrogen Compounds -> Nitrosamines
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Sources/Uses
Nitrosamines are produced in foundry, tanning, and rubber manufacturing processes. Nitrosamines are carcinogens in experimental animals. [Hawley] Sources of exposure include cigarette smoking, cured or smoked meat and fish, metalworking fluids, rubber vulcanization, leather tanning, and endogenous nitrosation of drugs in the stomach. [Rom, p. 1229-31]
Hawley - Lewis RJ. _Hawley's Condensed Chemical Dictionary, _15th Ed. New York: John Wiley & Sons, 2007.
Rom - Rom WN (ed). _Environmental and Occupational Medicine, _4th Ed. Philadelphia: Lippincott Williams & Wilkins, 2007., p. 1229-31
Industrial Processes with risk of exposure
Metal Preparation and Pouring [Category: Foundry]
Metal Machining [Category: Heat or Machine]
Leather Tanning and Processing [Category: Industry]
Activities with risk of exposure
Smoking cigarettes [Category: Food & Drugs]
The acute toxicity of the dialkylnitrosamines decreases with increasing chain length. [ACGIH] Appreciation of the carcinogenicity of the nitrosamines has led to their characterization in many occupational and environmental circumstances. N-nitrosodimethylamine (NDMA) has caused fatal hepatic necrosis after acute exposure and liver cirrhosis after chronic exposure. [LaDou, p. 507-8]
ACGIH - Documentation of the TLVs and BEIs, 7th Ed. Cincinnati: ACGIH Worldwide, 2020.
LaDou - LaDou J, Harrison R (eds). Current Occupational & Environmental Medicine, 5th Ed. New York: McGraw-Hill, 2014., p. 507-8
No rapid reaction with air. No rapid reaction with water.
Strong Oxidizing Agent
Nitrated organics, such as NITROSAMINES, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction.
Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=XKLJHFLUAHKGGU-UHFFFAOYSA-N
The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
- CAMEO ChemicalsLICENSECAMEO Chemicals and all other CAMEO products are available at no charge to those organizations and individuals (recipients) responsible for the safe handling of chemicals. However, some of the chemical data itself is subject to the copyright restrictions of the companies or organizations that provided the data.https://cameochemicals.noaa.gov/help/reference/terms_and_conditions.htm?d_f=falseNITROSAMINEShttps://cameochemicals.noaa.gov/chemical/16312
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
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- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jsp
- Haz-Map, Information on Hazardous Chemicals and Occupational DiseasesLICENSECopyright (c) 2022 Haz-Map(R). All rights reserved. Unless otherwise indicated, all materials from Haz-Map are copyrighted by Haz-Map(R). No part of these materials, either text or image may be used for any purpose other than for personal use. Therefore, reproduction, modification, storage in a retrieval system or retransmission, in any form or by any means, electronic, mechanical or otherwise, for reasons other than personal use, is strictly prohibited without prior written permission.https://haz-map.com/AboutNITROSAMINEShttps://haz-map.com/Agents/767
- Japan Chemical Substance Dictionary (Nikkaji)
- KNApSAcK Species-Metabolite Database
- LOTUS - the natural products occurrence databaseLICENSEThe code for LOTUS is released under the GNU General Public License v3.0.https://lotus.nprod.net/Nitrosaminehttps://www.wikidata.org/wiki/Q26841290LOTUS Treehttps://lotus.naturalproducts.net/
- NCI Thesaurus (NCIt)LICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuseNCI Thesaurushttps://ncit.nci.nih.gov
- Springer Nature
- SpringerMaterials
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- Wikidatanitrous amidehttps://www.wikidata.org/wiki/Q26841290
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlNitrosamineshttps://www.ncbi.nlm.nih.gov/mesh/68009602
- PubChem
- EPA Substance Registry ServicesEPA SRS List Classificationhttps://sor.epa.gov/sor_internet/registry/substreg/LandingPage.do
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 403380756https://pubchem.ncbi.nlm.nih.gov/substance/403380756
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