fbpx
Wikipedia

Sulfonmethane

Sulfonmethane (Sulfonomethane, Sulfonal, Acetone diethyl sulfone)[1] 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compound first synthesized by Eugen Baumann in 1888 and introduced as a hypnotic drug by Alfred Kast later on, but now superseded by newer and safer sedatives.[2] Its appearance is either in colorless crystalline or powdered form. In United States, it is scheduled as a Schedule III drug in the Controlled Substance Act.[3]

Sulfonmethane
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • 2,2-bis(ethylsulfonyl)propane
CAS Number
  • 115-24-2 N
PubChem CID
  • 8262
ChemSpider
  • 7964 Y
UNII
  • W00D22B592
CompTox Dashboard (EPA)
  • DTXSID3048574
ECHA InfoCard100.003.704
Chemical and physical data
FormulaC7H16O4S2
Molar mass228.32 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=S(=O)(C(C)(C)S(=O)(=O)CC)CC
  • InChI=1S/C7H16O4S2/c1-5-12(8,9)7(3,4)13(10,11)6-2/h5-6H2,1-4H3 Y
  • Key:CESKLHVYGRFMFP-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Effects

It produces lengthened sleep in functional nervous insomnia, and is also useful in insanity, being given with mucilage of acacia or in hot liquids, owing to its insolubility, or in large capsules. Its hypnotic power is not equal to that of chloral, but as it is not a depressant to the heart or respiration it can be used when morphine or chloral are contra-indicated. It is, however, very uncertain in its action, often failing to produce sleep when taken at bedtime, but producing drowsiness and sleep the following day. The drowsiness the next day following a medicinal dose can be avoided by a saline laxative the morning after its administration. It is unwise to use it continuously for more than a few days at a time, as it tends to produce the sulfonal habit, which is attended by marked toxic effects, disturbances of digestion, giddiness, staggering gait and even paralysis of the lower extremities. These effects are accompanied by skin eruptions, and the urine becomes of a dark red color (hematoporphinuria). Sulfonal is cumulative in its effects. Many fatal cases of sulfonal poisoning are on record, both from chronic poisoning and from a single large dose.

Chemistry

Sulfonal is prepared by condensing acetone with ethyl mercaptan in the presence of hydrochloric acid, the mercaptol (CH3)2C(SC2H5)2 formed being subsequently oxidized by potassium permanganate. It is also formed by the action of alcoholic potash and methyl iodide on ethylidene diethyl sulfine, CH3CH(SO2C2H5)2 (which is formed by the oxidation of dithioacetal with potassium permanganate). It crystallizes in prisms melting at 125 C, which are practically insoluble in cold water, but dissolve in 15 parts of hot and also in alcohol and ether.

See also

References

  1. ^ DE Patent 46333
  2. ^ American Heritage Dictionary
  3. ^ "DEA Scheduling".

Further reading

  • Kast A (1888). Sulfonal, ein neues Schlafmittel (in German). Berlin.
  • Wendt EC (1888). "Sulfonal, a new Hypnotic". The Medical Record. New York. 33 (22): 597–598.
  • Bayer (1889). "Sulfonal". The Cincinnati Lancet-Clinic. Cincinnati: J. C. Culbertson. 22: 2.

sulfonmethane, sulfonomethane, sulfonal, acetone, diethyl, sulfone, chemical, compound, first, synthesized, eugen, baumann, 1888, introduced, hypnotic, drug, alfred, kast, later, superseded, newer, safer, sedatives, appearance, either, colorless, crystalline, . Sulfonmethane Sulfonomethane Sulfonal Acetone diethyl sulfone 1 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 2 Its appearance is either in colorless crystalline or powdered form In United States it is scheduled as a Schedule III drug in the Controlled Substance Act 3 SulfonmethaneClinical dataATC codenoneLegal statusLegal statusUS Schedule IIIIdentifiersIUPAC name 2 2 bis ethylsulfonyl propaneCAS Number115 24 2 NPubChem CID8262ChemSpider7964 YUNIIW00D22B592CompTox Dashboard EPA DTXSID3048574ECHA InfoCard100 003 704Chemical and physical dataFormulaC 7H 16O 4S 2Molar mass228 32 g mol 13D model JSmol Interactive imageSMILES O S O C C C S O O CC CCInChI InChI 1S C7H16O4S2 c1 5 12 8 9 7 3 4 13 10 11 6 2 h5 6H2 1 4H3 YKey CESKLHVYGRFMFP UHFFFAOYSA N Y N Y what is this verify Contents 1 Effects 2 Chemistry 3 See also 4 References 5 Further readingEffects EditIt produces lengthened sleep in functional nervous insomnia and is also useful in insanity being given with mucilage of acacia or in hot liquids owing to its insolubility or in large capsules Its hypnotic power is not equal to that of chloral but as it is not a depressant to the heart or respiration it can be used when morphine or chloral are contra indicated It is however very uncertain in its action often failing to produce sleep when taken at bedtime but producing drowsiness and sleep the following day The drowsiness the next day following a medicinal dose can be avoided by a saline laxative the morning after its administration It is unwise to use it continuously for more than a few days at a time as it tends to produce the sulfonal habit which is attended by marked toxic effects disturbances of digestion giddiness staggering gait and even paralysis of the lower extremities These effects are accompanied by skin eruptions and the urine becomes of a dark red color hematoporphinuria Sulfonal is cumulative in its effects Many fatal cases of sulfonal poisoning are on record both from chronic poisoning and from a single large dose Chemistry EditSulfonal is prepared by condensing acetone with ethyl mercaptan in the presence of hydrochloric acid the mercaptol CH3 2C SC2H5 2 formed being subsequently oxidized by potassium permanganate It is also formed by the action of alcoholic potash and methyl iodide on ethylidene diethyl sulfine CH3CH SO2C2H5 2 which is formed by the oxidation of dithioacetal with potassium permanganate It crystallizes in prisms melting at 125 C which are practically insoluble in cold water but dissolve in 15 parts of hot and also in alcohol and ether See also EditTrional TetronalReferences Edit DE Patent 46333 American Heritage Dictionary DEA Scheduling Further reading EditKast A 1888 Sulfonal ein neues Schlafmittel in German Berlin Wendt EC 1888 Sulfonal a new Hypnotic The Medical Record New York 33 22 597 598 Bayer 1889 Sulfonal The Cincinnati Lancet Clinic Cincinnati J C Culbertson 22 2 Retrieved from https en wikipedia org w index php title Sulfonmethane amp oldid 1129332254, wikipedia, wiki, book, books, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.