Compounds having the structure RSR (R =/= H). Such compounds were once called thioethers.
| Member | Definition | Role |
|---|
| 2-(dichloromethyl)-4-(4-methylphenyl)-6-(methylthio)-1,3,5-triazine | | 2-(dichloromethyl)-4-(4-methylphenyl)-6-(methylthio)-1,3,5-triazine |
| 2-(dichloromethyl)-4-(ethylthio)-6-phenyl-1,3,5-triazine | | 2-(dichloromethyl)-4-(ethylthio)-6-phenyl-1,3,5-triazine |
| 2-(methylthio)-4-phenyl-6-propan-2-yl-1,3,5-triazine | | 2-(methylthio)-4-phenyl-6-propan-2-yl-1,3,5-triazine |
| 3-methylthiopropylamine | A derivative of propylamine having a methylmercapto group at the 3-position. | 3-methylthiopropylamine |
| 5-(5-nitrothiazol-2-ylthio)-1,3,4-thiadiazol-2-amine | A member of the class of thiadiazoles that is 1,3,4-thiadiazol-2-amine which is substituted by a (5-nitro-1,3-thiazol-2-yl)sulfanediyl group at position 5. It is a c-Jun N-terminal kinase inhibitor (IC50 = 0.7uM) and exhibits antibacterial properties. | halicin |
| 6-amino-3-(methoxymethyl)-5-spiro[2H-pyrano[2,3-c]pyrazole-4,4'-thiane]carbonitrile | | 6-amino-3-(methoxymethyl)-5-spiro[2H-pyrano[2,3-c]pyrazole-4,4'-thiane]carbonitrile |
| acetaminophen mercapturate | An S-substituted N-acetyl-L-cysteine in which the S-substitutuent is specified as 5-acetamido-2-hydroxyphenyl. | S-(5-acetamido-2-hydroxyphenyl)-N-acetyl-L-cysteine |
| albendazole sulfone | | Albendazole sulfone |
| albendazole-2-aminosulfone | | Albendazole-2-aminosulfone |
| allyl methyl sulfide | | 3-(Methylthio)-1-propene |
| allyl sulfide | | Diallyl sulfide |
| batimastat | A secondary carboxamide resulting from the formal condensation of the carboxy group of (2S,3R)-5-methyl-3-{[(2S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]carbamoyl}-2-[(thiophen-2-ylsulfanyl)methyl]hexanoic acid with the amino group of hydroxylamine. It a broad-spectrum matrix metalloprotease inhibitor. | batimastat |
| bay u9773 | A dicarboxylic acid that is that is (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid substituted by a hydroxy group at position 4S and a (4-carboxyphenyl)sulfanediyl group at 5R. It is a dual cysteinyl leukotriene receptor antagonist that acts at the CysLT1 and CysLT2 receptors (IC50 = 0.44 and 0.30 muM, respectively). | BAYu9773 |
| benzobicyclon | A carbobicyclic compound that is bicyclo[3.2.1]oct-3-en-2-one which is substituted at positions 3 and 4 by 2-chloro-4-(methylsulfonyl)benzoyl and phenylthio groups, respectively. | 3-[2-chloro-4-(methylsulfonyl)benzoyl]-4-(phenylthio)bicyclo[3.2.1]oct-3-en-2-one |
| bms 387032 | A secondary carboxamide resulting from the formal condensation of the carboxy group of piperidine-4-carboxylic acid with the amino group of 5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-amine. It is an ATP-competitive inhibitor of CDK2, CDK7 and CDK9 kinases and exhibits anti-cancer properties. | N-(5-{[(5-tert-butyl-1,3-oxazol-2-yl)methyl]sulfanyl}-1,3-thiazol-2-yl)piperidine-4-carboxamide |
| carbophenothion | | Carbophenothion |
| cilastatin | The thioether resulting from the formal oxidative coupling of the thiol group of L-cysteine with the 7-position of (2Z)-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)hept-2-enoic acid. It is an inhibitor of dehydropeptidase I (membrane dipeptidase, 3.4.13.19), an enzyme found in the brush border of renal tubes and responsible for degrading the antibiotic imipenem. Cilastatin is therefore administered (as the sodium salt) with imipenem to prolong the antibacterial effect of the latter by preventing its renal metabolism to inactive and potentially nephrotoxic products. Cilastatin also acts as a leukotriene D4 dipeptidase inhibitor, preventing the metabolism of leukotriene D4 to leukotriene E4. | cilastatin |
| ecteinascidin 743 | A tetrahydroisoquinoline alkaloid obtained from a Caribbean tunicate Ecteinascidia turbinata. Used for the treatment of soft tissue sarcoma and relapsed ovarian cancer. | trabectedin |
| fenamidone | A member of the class of imidazolones that is 3,5-dihydroimidazol-4-one substituted at position 2 by a methylthiogroup, at position 3 by an anilino group and at position 5 by phenyl and methyl groups (the S-enantiomer). A fungicide effective against Oomycete diseases such as downy mildew and certain leaf spot diseases. | fenamidone |
| glucoerucin | A thia-alkylglucosinolic acid that consists of 1-thio-beta-D-glucopyranose having a 5-(methylsulfanyl)-N-(sulfooxy)pentanimidoyl group attached to the anomeric sulfur. | glucoerucin |
| ki16425 | A member of the class of isoxazoles that is the carbamate ester obtained by formal condensation of the carboxy group of 1-(2-chlorophenyl)ethyl hydrogen carbonate with the amino group of 3-({[4-(4-amino-3-methyl-1,2-oxazol-5-yl)phenyl]methyl}sulfanyl)propanoic acid. | 3-[({4-[4-({[1-(2-chlorophenyl)ethoxy]carbonyl}amino)-3-methyl-1,2-oxazol-5-yl]phenyl}methyl)sulfanyl]propanoic acid |
| lanthionine | An alanine derivative in which two alanine residues are linked on their beta-carbons by a thioether linkage. | lanthionine |
| leukotriene d4 | A leukotriene that is (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid substituted by a hydroxy group at position 5 (5S) and a L-cysteinylglycinyl group at position 6 (6R). | leukotriene D4 |
| leukotriene f-4 | A leukotriene composed of (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid having (5S)-hydroxy and (6R)-(L-gamma-glutamyl-L-cystein-S-yl) substituents. | leukotriene F4 |
| ljc 10627 | A carbapenem antibiotic in which the azetidine and pyrroline rings carry 1-hydroxymethyl and pyrazolo[1,2-a][1,2,4]triazolium-6-ylthio substituents respectively. | biapenem |
| meropenem | A carbapenemcarboxylic acid in which the azetidine and pyrroline rings carry 1-hydroxymethyl and in which the azetidine and pyrroline rings carry 1-hydroxymethyl and 5-(dimethylcarbamoyl)pyrrolidin-3-ylthio substituents respectively. | meropenem |
| metribuzin | A member of the class of 1,2,4-triazines that is 1,2,4-triazin-5(4H)-one substituted by an amino group at position 4, tert-butyl group at position 6 and a methylsulfanyl group at position 3. | metribuzin |
| MMP-9-IN-1 | A secondary carboxamide resulting from the formal condensation of the carboxy group of [(4-oxo-6-propyl-1,4-dihydropyrimidin-2-yl)sulfanyl]acetic acid with the amino group of 4-(difluoromethoxy)aniline. It is a specific matrix metalloproteinase-9 (MMP-9) inhibitor. | MMP-9-IN-1 |
| nizatidine | A member of the class of 1,3-thiazoles having a dimethylaminomethyl substituent at position 2 and an alkylthiomethyl moiety at position 4. | nizatidine |
| ranitidine | A member of the class of furans used to treat peptic ulcer disease (PUD) and gastroesophageal reflux disease. | ranitidine |
| s-(4-nitrobenzyl)glutathione | An S-substituted glutathione in which the thiol hydrogen of glutathione is replaced by a 4-nitrobenzyl group. | S-(4-nitrobenzyl)glutathione |
| s-adenosyl-3-thiopropylamine | A thioadenosine that is adenosine in which the hydroxy group at C-5' is replaced by a 3-aminopropyl group. | S-adenosyl-3-thiopropylamine |
| s-adenosylhomocysteine | An organic sulfide that is the S-adenosyl derivative of L-homocysteine. | S-adenosyl-L-homocysteine zwitterion; S-adenosyl-L-homocysteine |
| s-benzyl-n-acetyl-l-cysteine | The S-benzyl derivative of N-acetyl-L-cysteine. | N-acetyl-S-benzyl-L-cysteine |
| s-propylcysteine | | S-propylcysteine |
| SL-327 | A nitrile that is acrylonitrile in which the hydrogen attached to the same carbon as the cyano group has been replaced by an o-(trifluoromethyl)phenyl group, while the remaining hydrogens of the ethenyl group have been replaced by amino and (4-aminophenyl)sulfanyl groups. The configuration of the double bond is not specified. It is an inhibitor of MEK1 and MEK2. | SL-327 |
| sulconazole | A member of the class of imidazoles that is 1-ethyl-1H-imidazole in which one of the hydrogens of the methyl group is replaced by a (4-chlorobenzyl)sulfanediyl group while a second is replaced by a 2,4-dichlorophenyl group. | 1-{2-[(4-chlorobenzyl)sulfanyl]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole |
| temefos | An organic sulfide that is diphenyl sulfide in which the hydrogen at the para position of each of the phenyl groups has been replaced by a (dimethoxyphosphorothioyl)oxy group. | temephos |
| tiamulin | A carbotricyclic compound that is pleuromutilin in which the hydroxyacetate group is replaced by a 2-{[2-(diethylamino)ethyl]sulfanyl}acetate group. An antibacterial drug, tiamulin is used in veterinary medicine (generally as its hydrogen fumarate salt) for the treatment of swine dysentery caused by Serpulina hyodysenteriae. | tiamulin |
| tyrphostin ag825 | An organic sulfide that consists of 1,3-benzothiazole-2-thiol in which the hydrogen attached to the sulfur atom is replaced by a 5-[(1E)-3-amino-2-cyano-3-oxoprop-1-en-1-yl]-2-hydroxy-3-methoxybenzyl group. It acts as an epidermal growth factor receptor antagonist. | tyrphostin AG 825 |
| yoda 1 | A member of the class of thiadiazoles that is 1,3,4-thiadiazole substituted by pyrazin-2-yl and (2,6-dichlorobenzyl)sulfanediyl groups at positions 2 and 5, respectively. It is a selective activator of mechanosensitive channel piezo1. | yoda 1 |