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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 4-(phenylthio)nicotinic acid 1-oxide 93825-21-9 C12H9NO3S
4-(phenylthio)nicotinic acid 1-oxide
—— 2-[(2-Aminoethyl)sulfanyl]-4-methyl-1,3-thiazole 446829-74-9 C6H10N2S2
2-[(2-Aminoethyl)sulfanyl]-4-methyl-1,3-thiazole
—— bis(diisopropylthiothiocarbonyl) disulfide 77159-38-7 C8H14S6
bis(diisopropylthiothiocarbonyl) disulfide
—— ethyl 3-(1-methyl-1H-tetrazol-5-ylthio)propionate 93211-23-5 C7H12N4O2S
ethyl 3-(1-methyl-1H-tetrazol-5-ylthio)propionate
—— 2-{2-[(6-Phenylhexyl)sulfanyl]-1,3-oxazol-5-YL}pyridine 832077-56-2 C20H22N2OS
2-{2-[(6-Phenylhexyl)sulfanyl]-1,3-oxazol-5-YL}pyridine
—— 2-{5-[(6-Phenylhexyl)sulfanyl]-1,3,4-oxadiazol-2-YL}pyridine 832077-72-2 C19H21N3OS
2-{5-[(6-Phenylhexyl)sulfanyl]-1,3,4-oxadiazol-2-YL}pyridine
—— N-[2-(benzylthio)pyridin-5-yl]-N'-hydroxyformamidine 380827-61-2 C13H13N3OS
N-[2-(benzylthio)pyridin-5-yl]-N'-hydroxyformamidine
—— Propanoic acid, 3-[(4,5-dimethyl-4H-1,2,4-triazol-3-yl)thio]- 1083381-72-9 C7H11N3O2S
Propanoic acid, 3-[(4,5-dimethyl-4H-1,2,4-triazol-3-yl)thio]-
—— bis(methylthio)<13C>methan 91597-66-9 C3H8S2
bis(methylthio)<13C>methan
—— (4,6-Bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-dimethyl-amine 476181-72-3 C17H16N4S2
(4,6-Bis-phenylsulfanyl-[1,3,5]triazin-2-yl)-dimethyl-amine
—— 2-(1,3,4-Thiadiazol-2-ylthio)ethanamine 1019388-19-2 C4H7N3S2
2-(1,3,4-Thiadiazol-2-ylthio)ethanamine
—— 3-(bromodifluoromethylthio)-1-(N,N-diethylcarbamoyl)-1,2,4-triazole 283150-90-3 C8H11BrF2N4OS
3-(bromodifluoromethylthio)-1-(N,N-diethylcarbamoyl)-1,2,4-triazole
—— 2,3-Diethylthiirane 1,1-dioxide 175398-28-4 C6H12O2S
2,3-Diethylthiirane 1,1-dioxide
—— 1-propanethiosulfonic acid potassium salt 42764-25-0 C3H7O2S2*K
1-propanethiosulfonic acid potassium salt
—— (Z)-S-1-propenyl propanesulfonothiate 144304-09-6 C6H12O2S2
(Z)-S-1-propenyl propanesulfonothiate
—— 1-(Dioxo-lambda~6~-sulfanylidene)propane 54683-40-8 C3H6O2S
1-(Dioxo-lambda~6~-sulfanylidene)propane
—— (2R,1'Z)-3-(1'-hexen-1'-yl-thio)-2-<(methoxycarbonyl)amino>propanol 76247-82-0 C11H21NO3S
(2R,1'Z)-3-(1'-hexen-1'-yl-thio)-2-<(methoxycarbonyl)amino>propanol
—— Phenol, 2,2'-thiobis[6-(1,1-dimethylethyl)-3-methyl- 13314-01-7 C22H30O2S
Phenol, 2,2'-thiobis[6-(1,1-dimethylethyl)-3-methyl-
—— allyl n-propyl sulfone 95019-49-1 C6H12O2S
allyl n-propyl sulfone
—— 3-Chloro-4-[(4-fluorophenyl)thio]benzenamine 1019390-96-5 C12H9ClFNS
3-Chloro-4-[(4-fluorophenyl)thio]benzenamine
—— bis(1,2,2-trifluoropropyl) sulfide 344297-90-1 C6H8F6S
bis(1,2,2-trifluoropropyl) sulfide
—— 2,2-difluorodipropyl disulfide 102526-17-0 C6H12F2S2
2,2-difluorodipropyl disulfide
—— 9-(3-Phenylsulfanylpropyl)-1,4-dioxaspiro[4.4]nonane 200860-38-4 C16H22O2S
9-(3-Phenylsulfanylpropyl)-1,4-dioxaspiro[4.4]nonane
—— methyl t-butyl trithiocarbonate 188055-04-1 C6H12S3
methyl t-butyl trithiocarbonate
—— (S)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-(2-methylprop-2-enylsulfanyl)-(Z)-ethene 385837-97-8 C14H25NOS2
(S)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-(2-methylprop-2-enylsulfanyl)-(Z)-ethene
—— (S)-1-(2-bromoprop-2-enylsulfanyl)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-(Z)-ethene 385838-00-6 C13H22BrNOS2
(S)-1-(2-bromoprop-2-enylsulfanyl)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-(Z)-ethene
—— 1,1,2,2,1',2',2'-heptafluorodipropyl sulfide 86797-32-2 C6H7F7S
1,1,2,2,1',2',2'-heptafluorodipropyl sulfide
—— (SS)-1-[(E)-but-2-enylsulfanyl]-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-(Z)-ethene 385837-66-1 C14H25NOS2
(SS)-1-[(E)-but-2-enylsulfanyl]-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-(Z)-ethene
—— (S)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-(prop-2-enylsulfanyl)-(Z)-ethene 385837-96-7 C13H23NOS2
(S)-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-1-(prop-2-enylsulfanyl)-(Z)-ethene
—— (SS,2S,3R)-2-cyclohexylsulfinyl-N,N-dimethyl-3-methylpent-4-enethioamide 385837-76-3 C14H25NOS2
(SS,2S,3R)-2-cyclohexylsulfinyl-N,N-dimethyl-3-methylpent-4-enethioamide
—— (SS)-1-[(Z)-but-2-enylsulfanyl]-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-(Z)-ethene 385837-68-3 C14H25NOS2
(SS)-1-[(Z)-but-2-enylsulfanyl]-2-(cyclohexylsulfinyl)-1-(N,N-dimethylamino)-(Z)-ethene
—— 4-(4-acetamidophenylthio)-o-phenylenediamine 56073-94-0 C14H15N3OS
4-(4-acetamidophenylthio)-o-phenylenediamine
—— 2-(4-acetylamino-phenylsulfanyl)-5-nitro-furan 6277-55-0 C12H10N2O4S
2-(4-acetylamino-phenylsulfanyl)-5-nitro-furan
—— S-perfluorooctyl-S-methylsulfoximine 548759-27-9 C9H4F17NOS
S-perfluorooctyl-S-methylsulfoximine
—— 2-(4-acetylamino-phenylsulfanyl)-5-nitro-benzenesulfonic acid amide 861062-46-6 C14H13N3O5S2
2-(4-acetylamino-phenylsulfanyl)-5-nitro-benzenesulfonic acid amide
—— acetic acid-[4-(3-nitro-[2]pyridylmercapto)-anilide] 107618-61-1 C13H11N3O3S
acetic acid-[4-(3-nitro-[2]pyridylmercapto)-anilide]
—— acetic acid-[4-(5-nitro-[2]pyridylmercapto)-anilide] 60516-09-8 C13H11N3O3S
acetic acid-[4-(5-nitro-[2]pyridylmercapto)-anilide]
—— 3,5-dideoxy-3-methyl-D-ribose diethyl dithioacetal 176908-51-3 C10H22O2S2
3,5-dideoxy-3-methyl-D-ribose diethyl dithioacetal
—— 3-(pyridin-2-ylsulfanyl)-1-propanol 347194-01-8 C8H11NOS
3-(pyridin-2-ylsulfanyl)-1-propanol
—— 6-(3-(2-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 1309068-71-0 C21H16BNO3S
6-(3-(2-hydroxyphenylsulfanyl)indol-1-yl)-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
—— N-[4-(2-amino-4-methyl-phenylsulfanyl)-phenyl]-acetamide 943615-08-5 C15H16N2OS
N-[4-(2-amino-4-methyl-phenylsulfanyl)-phenyl]-acetamide
—— 1-[6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]-3-[2-(pyrrolidin-1-yl)ethyl]urea 1205125-02-5 C20H21N7OS2
1-[6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]-3-[2-(pyrrolidin-1-yl)ethyl]urea
—— N-[4-(2-Nitro-4-trifluoromethyl-phenylsulfanyl)-phenyl]-acetamide 60516-08-7 C15H11F3N2O3S
N-[4-(2-Nitro-4-trifluoromethyl-phenylsulfanyl)-phenyl]-acetamide
—— 2-(4-Acetaminophenylthio)-5-nitrothiazol 53316-72-6 C11H9N3O3S2
2-(4-Acetaminophenylthio)-5-nitrothiazol
—— 4-[3-Bromo-4-(hydroxymethyl)phenyl]sulfanylbenzonitrile 1426224-04-5 C14H10BrNOS
4-[3-Bromo-4-(hydroxymethyl)phenyl]sulfanylbenzonitrile
—— N-[6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]acetamide 1205121-75-0 C15H11N5OS2
N-[6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]acetamide
—— 6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-amine 1205121-71-6 C13H9N5S2
6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-amine
—— 2,3,5,6-tetrachloro-4-trifluoromethylthiotoluene 118754-62-4 C8H3Cl4F3S
2,3,5,6-tetrachloro-4-trifluoromethylthiotoluene
—— phenyl [6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]carbamate 1205125-03-6 C20H13N5O2S2
phenyl [6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]carbamate
—— N-{4-[2-(7-Isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-methyl-phenylsulfanyl]-phenyl}-acetamide 944503-88-2 C25H25N5OS
N-{4-[2-(7-Isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-methyl-phenylsulfanyl]-phenyl}-acetamide