<?xml version="1.0"?>
<feed xmlns="http://www.w3.org/2005/Atom" xml:lang="en">
	<id>https://www.drugwiki.net/wen/index.php?action=history&amp;feed=atom&amp;title=2%2C5-Dimethoxy-4-nitroamphetamine</id>
	<title>2,5-Dimethoxy-4-nitroamphetamine - Revision history</title>
	<link rel="self" type="application/atom+xml" href="https://www.drugwiki.net/wen/index.php?action=history&amp;feed=atom&amp;title=2%2C5-Dimethoxy-4-nitroamphetamine"/>
	<link rel="alternate" type="text/html" href="https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;action=history"/>
	<updated>2026-06-09T13:01:59Z</updated>
	<subtitle>Revision history for this page on the wiki</subtitle>
	<generator>MediaWiki 1.44.2</generator>
	<entry>
		<id>https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=5604&amp;oldid=prev</id>
		<title>Sysop: 1 revision imported</title>
		<link rel="alternate" type="text/html" href="https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=5604&amp;oldid=prev"/>
		<updated>2025-10-29T15:35:46Z</updated>

		<summary type="html">&lt;p&gt;1 revision imported&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
				&lt;tr class=&quot;diff-title&quot; lang=&quot;en&quot;&gt;
				&lt;td colspan=&quot;1&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;← Older revision&lt;/td&gt;
				&lt;td colspan=&quot;1&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;Revision as of 15:35, 29 October 2025&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-notice&quot; lang=&quot;en&quot;&gt;&lt;div class=&quot;mw-diff-empty&quot;&gt;(No difference)&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/table&gt;</summary>
		<author><name>Sysop</name></author>
	</entry>
	<entry>
		<id>https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=3376&amp;oldid=prev</id>
		<title>Sysop: 1 revision imported</title>
		<link rel="alternate" type="text/html" href="https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=3376&amp;oldid=prev"/>
		<updated>2025-10-29T15:08:41Z</updated>

		<summary type="html">&lt;p&gt;1 revision imported&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
				&lt;tr class=&quot;diff-title&quot; lang=&quot;en&quot;&gt;
				&lt;td colspan=&quot;1&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;← Older revision&lt;/td&gt;
				&lt;td colspan=&quot;1&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;Revision as of 15:08, 29 October 2025&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-notice&quot; lang=&quot;en&quot;&gt;&lt;div class=&quot;mw-diff-empty&quot;&gt;(No difference)&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/table&gt;</summary>
		<author><name>Sysop</name></author>
	</entry>
	<entry>
		<id>https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=5603&amp;oldid=prev</id>
		<title>en&gt;Sysop: Created page with &#039;&#039;&#039;&#039;DON&#039;&#039;&#039; 2,5-DIMETHOXY-4-NITROAMPHETAMINE    == SYNTHESIS == A solution of 8.4 g 2,5-dimethoxyamphetamine base in 40 mL acetic acid was added dropwise over the course of 0.5 h t...&#039;</title>
		<link rel="alternate" type="text/html" href="https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=5603&amp;oldid=prev"/>
		<updated>2009-04-06T00:52:19Z</updated>

		<summary type="html">&lt;p&gt;Created page with &amp;#039;&amp;#039;&amp;#039;&amp;#039;DON&amp;#039;&amp;#039;&amp;#039; 2,5-DIMETHOXY-4-NITROAMPHETAMINE    == SYNTHESIS == A solution of 8.4 g 2,5-dimethoxyamphetamine base in 40 mL acetic acid was added dropwise over the course of 0.5 h t...&amp;#039;&lt;/p&gt;
&lt;table style=&quot;background-color: #fff; color: #202122;&quot; data-mw=&quot;interface&quot;&gt;
				&lt;tr class=&quot;diff-title&quot; lang=&quot;en&quot;&gt;
				&lt;td colspan=&quot;1&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;← Older revision&lt;/td&gt;
				&lt;td colspan=&quot;1&quot; style=&quot;background-color: #fff; color: #202122; text-align: center;&quot;&gt;Revision as of 00:52, 6 April 2009&lt;/td&gt;
				&lt;/tr&gt;&lt;tr&gt;&lt;td colspan=&quot;2&quot; class=&quot;diff-notice&quot; lang=&quot;en&quot;&gt;&lt;div class=&quot;mw-diff-empty&quot;&gt;(No difference)&lt;/div&gt;
&lt;/td&gt;&lt;/tr&gt;&lt;/table&gt;</summary>
		<author><name>en&gt;Sysop</name></author>
	</entry>
	<entry>
		<id>https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=3375&amp;oldid=prev</id>
		<title>en&gt;Sysop: Created page with &#039;&#039;&#039;&#039;DON&#039;&#039;&#039; 2,5-DIMETHOXY-4-NITROAMPHETAMINE    == SYNTHESIS == A solution of 8.4 g 2,5-dimethoxyamphetamine base in 40 mL acetic acid was added dropwise over the course of 0.5 h t...&#039;</title>
		<link rel="alternate" type="text/html" href="https://www.drugwiki.net/wen/index.php?title=2,5-Dimethoxy-4-nitroamphetamine&amp;diff=3375&amp;oldid=prev"/>
		<updated>2009-04-06T00:52:19Z</updated>

		<summary type="html">&lt;p&gt;Created page with &amp;#039;&amp;#039;&amp;#039;&amp;#039;DON&amp;#039;&amp;#039;&amp;#039; 2,5-DIMETHOXY-4-NITROAMPHETAMINE    == SYNTHESIS == A solution of 8.4 g 2,5-dimethoxyamphetamine base in 40 mL acetic acid was added dropwise over the course of 0.5 h t...&amp;#039;&lt;/p&gt;
&lt;p&gt;&lt;b&gt;New page&lt;/b&gt;&lt;/p&gt;&lt;div&gt;&amp;#039;&amp;#039;&amp;#039;DON&amp;#039;&amp;#039;&amp;#039;&lt;br /&gt;
2,5-DIMETHOXY-4-NITROAMPHETAMINE&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
== SYNTHESIS ==&lt;br /&gt;
A solution of 8.4 g 2,5-dimethoxyamphetamine base in 40 mL acetic acid was added dropwise over the course of 0.5 h to 43 mL of 50% nitric acid which was well stirred and cooled with an external ice bath. The resulting solution was quenched with ice water, made basic with aqueous NaOH, and extracted with a benzene-ether mixture. The residue that remained after the removal of the solvent was dissolved in dilute HCl which, upon evaporation of the H2O, yielded a nearly colorless residue. Recrystallization from an ethanol/ether mixture gave, after drying, 10.5 g of 2,5-dimethoxy-4-nitroamphetamine hydrochloride (DON) with a mp of 206-207 °C. The acetamide derivative melted at 166-168 °C. The formamide derivative was easily hydrolyzed with 3N HCl. And the R-isomer of DON hydrochloride had a mp of 231-232 °C.&lt;br /&gt;
{{chembox&lt;br /&gt;
| ImageFile = Dimethoxynitroamphetamine.png&lt;br /&gt;
| ImageSize = 200px&lt;br /&gt;
| IUPACName = 1-(2,5-Dimethoxy-4-nitrophenyl)propan-2-amine&lt;br /&gt;
| OtherNames = &lt;br /&gt;
| Section1 = {{Chembox Identifiers&lt;br /&gt;
| CASNo = 67460-68-8&lt;br /&gt;
| PubChem = &lt;br /&gt;
| SMILES = COc1cc(c(cc1CC(C)N)OC)N(=O)=O&lt;br /&gt;
}}&lt;br /&gt;
| Section2 = {{Chembox Properties&lt;br /&gt;
| Formula = C&amp;lt;sub&amp;gt;11&amp;lt;/sub&amp;gt;H&amp;lt;sub&amp;gt;16&amp;lt;/sub&amp;gt;N&amp;lt;sub&amp;gt;2&amp;lt;/sub&amp;gt;O&amp;lt;sub&amp;gt;4&amp;lt;/sub&amp;gt;&lt;br /&gt;
| MolarMass = 240.26 g/mol&lt;br /&gt;
| Appearance = &lt;br /&gt;
| Density = &lt;br /&gt;
| MeltingPt = 206-207 °C [[hydrochloride]]&amp;lt;br&amp;gt;231-232 °C (&amp;#039;&amp;#039;R&amp;#039;&amp;#039;)-[[Isomer]]&lt;br /&gt;
| BoilingPt = &lt;br /&gt;
| Solubility = }}&lt;br /&gt;
| Section3 = {{Chembox Hazards&lt;br /&gt;
| MainHazards = &lt;br /&gt;
| FlashPt = &lt;br /&gt;
| Autoignition = }}&lt;br /&gt;
}}&lt;br /&gt;
== DOSAGE ==&lt;br /&gt;
3.0 - 4.5 mg.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
== DURATION ==&lt;br /&gt;
8 - 15 h.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
== QUALITATIVE COMMENTS ==&lt;br /&gt;
(with 3.0 mg) There was an amphetamine-like stimulation that was apparent an hour into it, and considerable anxiety. I had stomach cramps, but there were indications that there might be something hallucinogenic at a higher dose.&lt;br /&gt;
&lt;br /&gt;
(with 4.5 mg) An enhancement of color perception, and some auditory distortion, that was still noticeable some eight hours into the experience. The visual changes were intense. I felt I was running a slight fever, and was restless, but there was almost no physical malaise. I was still somewhat wound up even at the 14th hour.&lt;br /&gt;
&lt;br /&gt;
&lt;br /&gt;
== EXTENSIONS AND COMMENTARY ==&lt;br /&gt;
These qualitative comments are not true quotations, but have been reconstructed from the published summaries of the human trials reported by several South American researchers. I have personally never tasted DON and have only these fragments from which to create a portrait of activity. A brief quotation, from a note published by these researchers in a bulletin that is restricted to forensic scientists serving law enforcement agencies, is certainly subject to a number of interpretations. It reads as follows: &amp;quot;This action [a strong stimulant action reminiscent of amphetamine] seems to reduce the incidence of insightful, and therefore potentially unpleasant experiences, and thus [DON seems likely] to appear on the market as an illicit recreational drug.&amp;quot; I must admit that I have tried, and I am still not able, to interpret this quotation. &lt;br /&gt;
[[Category:Drugs]]&lt;br /&gt;
[[Category:PiHKAL]]&lt;br /&gt;
[[Category:Shulgin]]&lt;br /&gt;
&lt;br /&gt;
{{PiHKAL}}&lt;/div&gt;</summary>
		<author><name>en&gt;Sysop</name></author>
	</entry>
</feed>