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N-Nitroso-N-methyl-4-aminobutyric Acid

N-Nitroso-N-methyl-4-aminobutyric Acid

  • CAT Number: R000499
  • CAS Number: 61445-55-4
  • Molecular Formula: C5H10N2O3
  • Molecular Weight: 146.146
  • Purity: ≥95%
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N-Nitroso-N-methyl-4-aminobutyric Acid (CAS 61445-55-4) is a tobacco-specific nitrosamine carcinogen.It is oxidized to the reactive metabolite methyl-2-oxopropylnitrosamine (MOPN) in isolated rat liver mitochondria.The study shows that it induced bladder transitional cell carcinomas in rats when administered in the drinking water at a concentration of 300 mg/L per day.

Catalog Number R000499
CAS Number 61445-55-4
Synonyms

4-(Methylnitrosoamino)butanoic Acid; N-Methyl-N-(3-carboxypropyl)nitrosamine ; NMBA;

Molecular Formula

C5H10N2O3

Purity 95%
Storage Store at RT
IUPAC Name 4-[methyl(nitroso)amino]butanoic acid
InChI InChI=1S/C5H10N2O3/c1-7(6-10)4-2-3-5(8)9/h2-4H2,1H3,(H,8,9)
InChIKey SJLBIPLIGYWGJV-UHFFFAOYSA-N
SMILES CN(CCCC(=O)O)N=O
Reference

<p class=”reference” data-reference=”56171″ data-reference-type=”Journal Article” style=”font-size: 16px; box-sizing: border-box; margin-top: 0px; margin-bottom: 1rem; font-family: Lato, &quot;Lucida Grande&quot;, &quot;Lucida Sans Unicode&quot;, &quot;Lucida Sans&quot;, Geneva, Verdana, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;”>
<span style=”color:#000000;”><span style=”font-family:arial,helvetica,sans-serif;”><span style=”font-size:12px;”><span style=”box-sizing: border-box;”>1.&nbsp;</span><span class=”authors” data-text=”Djordjevic, M.V., Brunnemann, K.D., and Hoffmann, D.” style=”box-sizing: border-box;”>Djordjevic, M.V., Brunnemann, K.D., and Hoffmann, D.</span><span class=”title” data-text=”Identification and analysis of a nicotine-derived N-nitrosamino acid and other nitrosamino acids in tobacco” style=”box-sizing: border-box;”>&nbsp;<span style=”box-sizing: border-box;”><span class=”scientificMarkup” style=”box-sizing: border-box;”>Identification and analysis of a nicotine-<wbr style=”box-sizing: border-box;” />derived N-<wbr style=”box-sizing: border-box;” />nitrosamino acid and other nitrosamino acids in tobacco</span></span>.</span><span class=”journal” style=”box-sizing: border-box; font-style: italic;”>&nbsp;Carcinogenesis</span><span class=”number” style=”box-sizing: border-box; font-weight: 700;”>&nbsp;</span><span class=”pagerange” style=”box-sizing: border-box;”>10(9), 1725-1731</span><span class=”year” style=”box-sizing: border-box;”>&nbsp;(1989)</span>.</span></span></span><br />
<span style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>2.&nbsp;</span><span class=”authors” data-text=”Janzowski, C., Landsiedel, R., Gölzer, P., et al.” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>Janzowski, C., Landsiedel, R., G&ouml;lzer, P.,&nbsp;<span class=”foreign” style=”box-sizing: border-box; font-style: italic;”>et al</span>.</span><span class=”title” data-text=”Mitochondrial formation of β-oxopropyl metabolites from bladder carcinogenic ω-carboxyalkylnitrosamines” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>&nbsp;<span style=”box-sizing: border-box;”><span class=”scientificMarkup” style=”box-sizing: border-box;”>Mitochondrial formation of &beta;-<wbr style=”box-sizing: border-box;” />oxopropyl metabolites from bladder carcinogenic &omega;-<wbr style=”box-sizing: border-box;” />carboxyalkylnitrosamines</span></span>.</span><span class=”journal” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box; font-style: italic;”>&nbsp;Chem. Biol. Interact.</span><span class=”number” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box; font-weight: 700;”>&nbsp;</span><span class=”pagerange” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>90(1), 23-33</span><span class=”year” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>&nbsp;(1994)</span><span style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0);”>.</span><br />
<span style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>3.&nbsp;</span><span class=”authors” data-text=”Lijinsky, W., Reuber, M.D., Saavedra, J.E., et al.” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>Lijinsky, W., Reuber, M.D., Saavedra, J.E.,&nbsp;<span class=”foreign” style=”box-sizing: border-box; font-style: italic;”>et al</span>.</span><span class=”title” data-text=”Carcinogenesis in F344 rats by N-nitrosomethyl-n-propylamine derivatives” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>&nbsp;<span style=”box-sizing: border-box;”><span class=”scientificMarkup” style=”box-sizing: border-box;”>Carcinogenesis in F344 rats by N-<wbr style=”box-sizing: border-box;” />nitrosomethyl-<wbr style=”box-sizing: border-box;” />n-<wbr style=”box-sizing: border-box;” />propylamine derivatives</span></span>.</span><span class=”journal” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box; font-style: italic;”>&nbsp;J. Natl. Cancer Inst.</span><span class=”number” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box; font-weight: 700;”>&nbsp;</span><span class=”pagerange” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>70(5), 959-963</span><span class=”year” style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0); box-sizing: border-box;”>&nbsp;(1983)</span><span style=”font-size: 12px; font-family: arial, helvetica, sans-serif; color: rgb(0, 0, 0);”>.</span></p>

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