Jump to content

Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Sulfonmethane: Difference between pages

(Difference between pages)
Page 1
Page 2
Content deleted Content added
Saving copy of the {{drugbox}} taken from revid 447903828 of page Sulfonmethane for the Chem/Drugbox validation project (updated: 'CAS_number').
 
Effects: rem para -evidently copied from a contemporary manufacturers or prescribing manual or some such, and is not WP:RS
 
Line 1: Line 1:
{{Short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Sulfonmethane|oldid=447903828}} 447903828] of page [[Sulfonmethane]] with values updated to verified values.}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 444123888
| verifiedrevid = 470473789
| IUPAC_name = 2,2-bis(ethylsulfonyl)propane
| IUPAC_name = 2,2-bis(ethylsulfonyl)propane
| image = Sulfonmethane.png
| image = Sulfonal.svg
| width = 180
| width = 200
| image2 = Sulfonal-3D-vdW.png
| image2 = Sulfonal-3D-sticks.png


<!--Clinical data-->
<!--Clinical data-->
Line 17: Line 18:
| legal_US = Schedule III
| legal_US = Schedule III
| legal_status =
| legal_status =
| routes_of_administration =
| routes_of_administration =


<!--Pharmacokinetic data-->
<!--Pharmacokinetic data-->
Line 24: Line 25:
| metabolism =
| metabolism =
| elimination_half-life =
| elimination_half-life =
| excretion =
| excretion =


<!--Identifiers-->
<!--Identifiers-->
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = <!-- blanked - oldvalue: 115-24-2 -->
| CAS_number = 115-24-2
| ATC_prefix = none
| ATC_prefix = none
| ATC_suffix =
| ATC_suffix =
Line 38: Line 40:
<!--Chemical data-->
<!--Chemical data-->
| C=7 | H=16 | O=4 | S=2
| C=7 | H=16 | O=4 | S=2
| molecular_weight = 228.3295 g/mol
| smiles = O=S(=O)(C(C)(C)S(=O)(=O)CC)CC
| smiles = O=S(=O)(C(C)(C)S(=O)(=O)CC)CC
| InChI = 1/C7H16O4S2/c1-5-12(8,9)7(3,4)13(10,11)6-2/h5-6H2,1-4H3
| InChIKey = CESKLHVYGRFMFP-UHFFFAOYAW
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H16O4S2/c1-5-12(8,9)7(3,4)13(10,11)6-2/h5-6H2,1-4H3
| StdInChI = 1S/C7H16O4S2/c1-5-12(8,9)7(3,4)13(10,11)6-2/h5-6H2,1-4H3
Line 49: Line 48:
| melting_high =
| melting_high =
}}
}}

'''Sulfonmethane''' ('''sulfonomethane''', '''sulfonal''', '''acetone diethyl sulfone''')<ref>DE Patent 46333</ref> is a chemical compound first synthesized by Eugen Baumann in 1888 and introduced as a [[hypnotic]] drug by Alfred Kast later on, but now superseded by newer and safer sedatives.<ref>[http://www.thefreedictionary.com/sulfonmethane American Heritage Dictionary]</ref> Its appearance is either in colorless crystalline or powdered form. In United States, it is scheduled as a [[Controlled Substances Act#Schedule III controlled substances|Schedule III]] drug in the [[Controlled Substance Act]].<ref>{{cite web | url = http://www.usdoj.gov/dea/pubs/scheduling.html | title = DEA Scheduling }}</ref>

== Chemistry ==

Sulfonal is prepared by condensing [[acetone]] with [[ethyl mercaptan]] in the presence of [[hydrochloric acid]], the mercaptol (CH<sub>3</sub>)<sub>2</sub>C(SC<sub>2</sub>H<sub>5</sub>)<sub>2</sub> formed being subsequently [[oxidize]]d by [[potassium permanganate]]. It is also formed by the action of [[Alcohol (chemistry)|alcohol]]ic [[potash]] and [[methyl iodide]] on ethylidene diethyl sulfine, CH<sub>3</sub>CH(SO<sub>2</sub>C<sub>2</sub>H<sub>5</sub>)<sub>2</sub> (which is formed by the oxidation of dithioacetal with [[potassium permanganate]]). It [[crystallize]]s in [[prism (geometry)|prisms]] melting at 125 C, which are practically insoluble in cold water, but dissolves in 15 parts of hot water and also in [[ethanol|alcohol]] and [[diethyl ether|ether]].

== See also ==
* [[Trional]]
* [[Tetronal]]

== References ==
{{Reflist}}

== Further reading ==
{{refbegin}}
* {{cite book | vauthors = Kast A | date = 1888 | title = Sulfonal, ein neues Schlafmittel | language = German | location = Berlin }}
* {{cite journal | vauthors = Wendt EC | date = 1888 | url = https://books.google.com/books?id=qUzlAAAAMAAJ&pg=PA597 | title = Sulfonal, a new Hypnotic | journal = The Medical Record | location = New York | volume = 33 | issue = 22 | pages = 597–598 }}
* {{cite journal | author = Bayer | title = Sulfonal | date = 1889 | url = https://archive.org/stream/cincinnatilance00culbgoog/#page/n46/mode/2up/ | journal = The Cincinnati Lancet-Clinic | location = Cincinnati | publisher = J. C. Culbertson | volume = 22 | pages = 2 }}
{{refend}}

{{Hypnotics}}
{{General anesthetics}}
{{GABAAR PAMs}}

[[Category:Hypnotics]]
[[Category:Sulfones]]
[[Category:GABAA receptor positive allosteric modulators]]