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Sulfoxides
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Definition
: Organic compounds that have the general formula R-SO-R. They are obtained by oxidation of mercaptans (analogous to the ketones). (From Hackh's Chemical Dictionary, 4th ed)
Examples
2-Pyridinylmethylsulfinylbenzimidazoles
;
Dimethyl Sulfoxide
Substance
CAS Registry & name
Categories
Source
Drugs
*
ethyl-
6-
bromo-
5-
hydroxy-
4-
(imidazol-
1-
yl)-
methyl-
1-
methyl-
2-
(phenylsulfinylmethyl)-
1H-
indole-
3-
carboxylate
0
*Indoles
*Sulfoxides.
Biomed Chromatogr. 2012 Apr;26(4):458-63.
N-
acetyl-
S-
(2-
carbamoylethyl)cysteine-
sulfoxide
0
*Sulfoxides
Acetylcysteine/*analogs & derivatives.
Arch Toxicol 2011 Jun;85(6):601-6
S-
methyl-
N,N-
diethyldithiocarbamoyl sulfoxide
0
*Sulfoxides.
Biochimie. 2011 Feb;93(2):286-95
molinate sulfoxide
0
*Sulfoxides
*Thiocarbamates.
Regul Toxicol Pharmacol 2009 Apr;53(3):195-204
1-
(2,4-
difluorophenethyl)-
4-
(4-
fluorophenylsulfinyl)piperidine
0
*Piperidines
*Sulfoxides
Fluorine Radioisotopes
Receptor, Serotonin, 5-HT2A.
Nucl Med Biol 2010 Jul;37(5):605-14
onionin A
0
*Sulfoxides
*Thiophenes.
J Nat Prod. 2010 Jul 23;73(7):1306-8
2-
(4-
(2,2-
dimethyl-
1,3-
dioxan-
5-
yl)methoxy-
3,5-
dimethylpyridin-
2-
yl)methylsulfinyl-
1H-
benzimidazole
0
*Benzimidazoles
*Sulfoxides.
J Pharmacol Exp Ther 2010 Aug;334(2):395-401
cis-
2-
methylcyclopentyl phenyl sulfoxide
0
*Cyclopentanes
*Sulfoxides.
J Org Chem. 2009 Feb 20;74(4):1541-8
sulphoraphane nitrile
0
*Nitriles
*Sulfoxides.
Phytochemistry 2008 Nov;69(16):2765-73
4-
nitrophenyl methyl sulfoxide
0
*Sulfoxides.
Org Biomol Chem 2008 Feb 21;6(4):762-71
isoamyl benzothiazolyl sulfoxide
0
*Sulfoxides
*Benzothiazoles.
Molecules 2005;10(8):912-21
N-
methyl-
3-
(tert-
butyl)sulfinyl-
1,4-
dihydropyridine
0
*Dihydropyridines
*Sulfoxides.
Molecules 2007;12(3):415-22
6-
phenyl-
1-
(4-
tolylsulfinyl)hexa-
3,5-
dien-
2-
ol
0
*Hexanols
*Sulfoxides.
Acta Crystallogr C 2006 Oct;62(Pt 10):o631-2
fenoxon sulfoxide
0
*Sulfoxides
Fenthion/*analogs & derivatives.
Chem Res Toxicol. 2007 Feb;20(2):257-62
8-
phenyl-
1,6-
octadienyl tolyl sulfide S-
oxide
0
*Sulfoxides.
Chem Commun (Camb) 2005 Aug 21;(31):3992-4
1,1-
dimethyl-
2-
phenylethyl phenyl sulfoxide
0
*Benzene Derivatives
*Sulfoxides.
Org Biomol Chem. 2005 May 21;3(10):1977-81
gamma-
L-
glutamyl-
trans-
S-
1-
propenyl-
L-
cysteine sulfoxide
0
*Dipeptides
*Sulfoxides.
J Agric Food Chem. 2005 May 4;53(9):3408-14
S(R)-
podolactone D
0
*Diterpenes
*Lactones
*Sulfoxides.
J Nat Prod 2003 Feb;66(2):282-4
pebulate sulfoxide
0
*Sulfoxides
*Thiocarbamates.
J Exp Bot 2003 Apr;54(385):1289-94
1-
propenylcysteine sulfoxide
0
*Sulfoxides
Cysteine/*analogs & derivatives.
Nature 2002 Oct 17;419(6908):685
N-
(2-
(3,4-
dichlorophenyl)-
4-
(4-
(2-
methylsulfinylphenyl)-
1-
piperdinyl)butyl)-
N-
methyl-
2-
methoxy-
3-
cyano-
1-
naphthamide
0
*Piperidines
*Sulfoxides.
J Med Chem 2002 Aug 29;45(18):3972-83
N-
(2-
(3,4-
dichlorophenyl)-
4-
(4-
(4-
methoxy-
2-
methylsulfinylphenyl)-
1-
piperidinyl)butyl)-
N-
methyl-
3-
cyano-
1-
naphthamide
0
*Piperidines
*Sulfoxides.
J Med Chem 2002 Aug 29;45(18):3972-83
S-
n-
butylcysteine sulfoxide
0
*Sulfoxides
Cysteine/*analogs & derivatives.
J Nat Prod 2002 Jul;65(7):960-4
Ro 106-
9920
0
*Sulfoxides
*Tetrazoles.
J Biol Chem 2002 Jun 28;277(26):23573-81
5-
(4-
fluorophenyl)-
2-
(2-
methanesulfinylbenzylsulfanyl)-
4-
pyridin-
4-
ylpyrimidine
0
*Pyrimidines
*Sulfoxides.
J Med Chem 2002 Jun 20;45(13):2733-40
monochloro(dimethylsulfoxide)(metforminuro) platine(II)
0
*Organoplatinum Compounds
*Sulfoxides.
Ann Pharm Fr 2002 Mar;60(2):93-101
diethyl sulfoxide
0
*Sulfoxides.
Biofizika 2002 Mar-Apr;47(2):315-7
ZD 7944
0
*Piperidines
*Sulfoxides
Receptors, Neurokinin-2/antagonists & inhibitors.
Bioorg Med Chem Lett 2001 Oct 22;11(20):2769-73
S-
(4'-
histidyl)cysteine sulfoxide
0
*Dipeptides
*Sulfoxides.
Eur J Biochem 2001 Oct;268(20):5229-41
ZD 6021
0
*Piperidines
*Sulfoxides
Receptors, Tachykinin/antagonists & inhibitors.
J Pharmacol Exp Ther 2001 Jul;298(1):307-15
2-
((4-
methylthiopyridin-
2-
yl)methylsulfinyl)benzimidazole
0
*Benzimidazoles
*Sulfoxides
Protein Tyrosine Phosphatases/antagonists & inhibitors.
Bioorg Med Chem Lett 2000 Dec 4;10(23):2657-60
methyl phenyl sulfoxide
1193-82-4
*Sulfoxides.
J Biol Chem 2000 Nov 10;275(45):34858-66
ethylmethyl sulfoxide
0
*Sulfoxides.
Xenobiotica 1999 Nov;29(11):1101-13
pyrisulfoxin B
0
*Pyridines
*Sulfoxides.
J Antibiot (Tokyo) 1999 May;52(5):505-7
pyrisulfoxin A
0
*Pyridines
*Sulfoxides.
J Antibiot (Tokyo) 1999 May;52(5):505-7
2-
imino-
3-
(2-
methylsulfinylethyl)-
6-
trifluoromethoxy-
2-
benzothiazoline
0
*Sulfoxides
*Benzothiazoles.
J Med Chem 1999 Jul 29;42(15):2828-43
IY 81149
0
*Benzimidazoles
*Sulfoxides
H(+)-K(+)-Exchanging ATPase/antagonists & inhibitors.
Arch Pharm Res 1999 Apr;22(2):189-93
iso-
10-
devinylajoene
0
*Disulfides
*Sulfoxides.
Biosci Biotechnol Biochem 1999 Mar;63(3):588-90
SB 222657
0
*Azetidines
*Sulfoxides
Phospholipases A/antagonists & inhibitors.
Biochem J 1999 Mar 1;338( Pt 2):479-87
N-
acetyl-
S-
-
(1,2,3,4,4-
pentachlorobutadienyl)cysteine sulfoxide
0
*Sulfoxides
Cysteine/*analogs & derivatives.
Chem Res Toxicol 1998 Jul;11(7):750-7
lincomycin sulfoxide
0
*Sulfoxides
Lincomycin/*analogs & derivatives.
J Antibiot (Tokyo) 1997 Oct;50(10):866-73
3-
(difluoromethyl)-
1-
(4-
methoxyphenyl)-
5-
(4-
(methylsulfinyl)phenyl)pyrazole
151506-44-4
*Pyrazoles
*Sulfoxides.
Chem Pharm Bull (Tokyo) 1997 Sep;45(9):1475-81
methyl 2-
(octylsulfinyl)benzoate
0
*Benzoates
*Sulfoxides.
Biomed Chromatogr 1997 Sep-Oct;11(5):289-95
3-
chloro-
N-
((3,4-
dihydro-
2-
methyl-
4-
oxo-
6-
quinazolinyl)methyl)-
4-
(phenylsulfinyl)-
N-
(prop-
2-
ynyl)aniline
0
*Quinazolines
*Sulfoxides
Thymidylate Synthase/antagonists & inhibitors.
J Med Chem 1997 Feb 28;40(5):677-83
tetranorbiotin sulfoxide
0
*Sulfoxides
Biotin/*analogs & derivatives.
Am J Clin Nutr 1997 Feb;65(2):508-11
3-
(1,2-
di-
O-
palmitoylglycero)sulfinylandrost-
5-
en-
17-
one
0
*Sulfoxides
Dehydroepiandrosterone/*analogs & derivatives.
Steroids 1995 Apr;60(4):321-3
triclabendazole sulfoxide
100648-13-3
*Benzimidazoles
*Sulfoxides.
Parasitol Res 1993;79(7):529-36
3-
(4-
methylsulfinylstyryl)-
1,2,4-
oxadiazole
24664-13-9
*Oxadiazoles
*Sulfoxides.
J Antimicrob Chemother 1993 Jul;32(1):109-115
S-
(4-
bromophenyl)cysteine sulfoxide
152406-99-0
*Sulfoxides
Cysteine/*analogs & derivatives.
Biochem Pharmacol 1993 Oct 5;46(7):1113-7
tillam sulfoxide
51892-60-5 Formamide, N-
butyl-
N-
ethyl-