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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
—— 2,2-Bis-(2-chloro-ethanesulfonyl)-N-methyl-acetamide 164725-80-8 C7H13Cl2NO5S2
2,2-Bis-(2-chloro-ethanesulfonyl)-N-methyl-acetamide
—— 2-heptylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-21-6 C13H19N3O2S2
2-heptylthio-6-methoxy-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— Bis-(2-chloro-ethylsulfanyl)-acetic acid methyl ester 164725-78-4 C7H12Cl2O2S2
Bis-(2-chloro-ethylsulfanyl)-acetic acid methyl ester
—— 2-[(3,5-Difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propane-1,3-diol 1100362-34-2 C16H13F5O2S
2-[(3,5-Difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propane-1,3-diol
—— (S)-3-((S)-3-(4-(3-(4-(trifluoromethyl)phenylthio)benzyloxy)-phenyl)-3-(isoxazol-3-yl)propanoyl)-4-benzyloxazolidin-2-one 1011531-75-1 C36H29F3N2O5S
(S)-3-((S)-3-(4-(3-(4-(trifluoromethyl)phenylthio)benzyloxy)-phenyl)-3-(isoxazol-3-yl)propanoyl)-4-benzyloxazolidin-2-one
—— 7-(3,5-difluoro-phenylsulfanyl)-3,4-dihydro-1H-benzo[4,5]furo[2,3-c]pyridine-2-carboxylic acid tert-butyl ester 1315689-49-6 C22H21F2NO3S
7-(3,5-difluoro-phenylsulfanyl)-3,4-dihydro-1H-benzo[4,5]furo[2,3-c]pyridine-2-carboxylic acid tert-butyl ester
—— 1-[(2-bromoethyl)thio]-3,5-difluorobenzene 333783-60-1 C8H7BrF2S
1-[(2-bromoethyl)thio]-3,5-difluorobenzene
—— sulfure de propargyle et d'ethanethiol-2 77214-01-8 C5H8S2
sulfure de propargyle et d'ethanethiol-2
—— 2-heptylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one 112589-28-3 C12H17N3OS2
2-heptylthio-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one
—— Dimethyl 2-[(3,5-difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate 1100362-33-1 C18H13F5O4S
Dimethyl 2-[(3,5-difluorophenyl)sulfanyl-(2,3,6-trifluorophenyl)methyl]propanedioate
—— 3,4,9,10-dibenzo-2,5,8,11-tetrathiadodecane 56977-01-6 C16H18S4
3,4,9,10-dibenzo-2,5,8,11-tetrathiadodecane
—— 3-[(4-chloro-2-nitrophenyl)thio]-1H-indole 1210054-36-6 C14H9ClN2O2S
3-[(4-chloro-2-nitrophenyl)thio]-1H-indole
—— 1,3-bis(2-hydroxyethylsulfonyl)propane 41123-71-1 C7H16O6S2
1,3-bis(2-hydroxyethylsulfonyl)propane
—— Phenyl-1-p-phenylbutan-4-ol-sulfid 60270-07-7 C16H18OS
Phenyl-1-p-phenylbutan-4-ol-sulfid
—— 1-Methyl-3,4-dichloro-5-(4-chlorobenzylthio)pyrazole 93561-32-1 C11H9Cl3N2S
1-Methyl-3,4-dichloro-5-(4-chlorobenzylthio)pyrazole
—— rel-(2R,3R)-3-isopropenyl-4-(phenylthio)-1,2-butanediol acetonide 100572-43-8 C16H22O2S
rel-(2R,3R)-3-isopropenyl-4-(phenylthio)-1,2-butanediol acetonide
—— 4-(3-carboxyphenylsulphanyl)-2-chloropyrimidine 213747-68-3 C11H7ClN2O2S
4-(3-carboxyphenylsulphanyl)-2-chloropyrimidine
—— 11,14-Dithia-2,4,21,23-tetrazatetracyclo[22.2.2.05,10.015,20]octacosa-1(27),5,7,9,15,17,19,24(28),25-nonaene-3,22-dione 1087160-66-4 C22H20N4O2S2
11,14-Dithia-2,4,21,23-tetrazatetracyclo[22.2.2.05,10.015,20]octacosa-1(27),5,7,9,15,17,19,24(28),25-nonaene-3,22-dione
—— 3-{2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidin-4-yl}1,2,4-oxadiazol-5(4H)-one 1360692-34-7 C8H5F3N4O2S
3-{2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidin-4-yl}1,2,4-oxadiazol-5(4H)-one
—— Dicyclopropyl-[3-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-phenyl]-methanol 944924-34-9 C29H25N3OS
Dicyclopropyl-[3-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-phenyl]-methanol
—— 5-bromo-2-(methylthio)phenol 107724-65-2 C7H7BrOS
5-bromo-2-(methylthio)phenol
—— 2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidine-4-carbonitrile 1359996-80-7 C7H4F3N3S
2-[(2,2,2-trifluoroethyl)sulfanyl]pyrimidine-4-carbonitrile
—— 2-(2-Amino-4-methylphenyl)sulfanylethanol 856839-86-6 C9H13NOS
2-(2-Amino-4-methylphenyl)sulfanylethanol
—— 1-Methyl-3,5-diethyl-thiabenzol-1-oxid 32398-61-1 C10H16OS
1-Methyl-3,5-diethyl-thiabenzol-1-oxid
—— rac-4-(2-isocyanatoethyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one 603961-04-2 C8H5F6NO3S
rac-4-(2-isocyanatoethyl)-2,2-bis(trifluoromethyl)-1,3-oxathiolan-5-one
—— 4,4-bis[(4-fluorophenyl)sulfanyl]butanenitrile 1432518-82-5 C16H13F2NS2
4,4-bis[(4-fluorophenyl)sulfanyl]butanenitrile
—— (Z)-Ethyl 3-carboethoxy-6-phenylthio-2-hexenoate 141649-90-3 C17H22O4S
(Z)-Ethyl 3-carboethoxy-6-phenylthio-2-hexenoate
—— 4,4-bis[(4-fluorophenyl)sulfanyl]butanal 1432518-85-8 C16H14F2OS2
4,4-bis[(4-fluorophenyl)sulfanyl]butanal
—— 6-[[(3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylsulfanylmethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]benzo[d][1,3,2]benzodioxaphosphepine 393869-36-8 C26H25O6PS
6-[[(3aR,5S,6R,6aR)-2,2-dimethyl-5-(phenylsulfanylmethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]oxy]benzo[d][1,3,2]benzodioxaphosphepine
—— N-Phenylaethyl-p-chlorphenyl-mercapto-acetamid 14617-35-7 C16H16ClNOS
N-Phenylaethyl-p-chlorphenyl-mercapto-acetamid
—— (E)-Ethyl 6-Phenylthio-2-hexenoate 141649-89-0 C14H18O2S
(E)-Ethyl 6-Phenylthio-2-hexenoate
—— (4-Chloro-phenylsulfanyl)-acetic acid; compound with 2-(2-hydroxy-ethylamino)-ethanol 87298-92-8 C4H11NO2*C8H7ClO2S
(4-Chloro-phenylsulfanyl)-acetic acid; compound with 2-(2-hydroxy-ethylamino)-ethanol
—— (4-Chloro-phenylsulfanyl)-acetic acid; compound with 2-dimethylamino-ethanol 105892-09-9 C4H11NO*C8H7ClO2S
(4-Chloro-phenylsulfanyl)-acetic acid; compound with 2-dimethylamino-ethanol
—— (1-cyclohexyl-2-nitroethyl)(phenyl)sulfide 1131454-32-4 C14H19NO2S
(1-cyclohexyl-2-nitroethyl)(phenyl)sulfide
—— 1-Methylthio-2-((3-phenylthio)propyl)-1-hexene 141671-89-8 C16H24S2
1-Methylthio-2-((3-phenylthio)propyl)-1-hexene
—— (4-Chloro-phenylsulfanyl)-acetic acid; compound with 2-amino-ethanol 87298-91-7 C2H7NO*C8H7ClO2S
(4-Chloro-phenylsulfanyl)-acetic acid; compound with 2-amino-ethanol
—— 4-Phenyl-7-phenylthio-2-heptanone 141649-92-5 C19H22OS
4-Phenyl-7-phenylthio-2-heptanone
—— 4-(2-Oxo-cyclohexyl)-4-phenylsulfanyl-butyronitrile 95631-42-8 C16H19NOS
4-(2-Oxo-cyclohexyl)-4-phenylsulfanyl-butyronitrile
—— Allyl-N,N-dimethylthiolcarbamat 18283-54-0 C6H11NOS
Allyl-N,N-dimethylthiolcarbamat
—— 3-(3-Phenylthiopropyl)-2-cyclohexen-1-one 133188-98-4 C15H18OS
3-(3-Phenylthiopropyl)-2-cyclohexen-1-one
—— 3,4-Dihydro-3-hydroxy-2H-thiazino<3,2-a>pyridinium chloride 143746-34-3 C8H10NOS*Cl
3,4-Dihydro-3-hydroxy-2H-thiazino<3,2-a>pyridinium chloride
—— tert-Butyl (4-phenylthiobutyl) acrylate 133188-96-2 C17H24O2S
tert-Butyl (4-phenylthiobutyl) acrylate
—— S-3-(phenylthio)propyl-N,N-di-isopropylthiolcarbamate 62806-79-5 C16H25NOS2
S-3-(phenylthio)propyl-N,N-di-isopropylthiolcarbamate
—— 2-Phenyl-5-phenylthio-1-nitropentane 141649-91-4 C17H19NO2S
2-Phenyl-5-phenylthio-1-nitropentane
—— 2-(3-Chloro-1-phenylsulfanyl-propyl)-cyclohexanone 95631-38-2 C15H19ClOS
2-(3-Chloro-1-phenylsulfanyl-propyl)-cyclohexanone
—— 2-<(1-Chloro-2-hydroxy-3-propanyl)thio>pyridine 143746-31-0 C8H10ClNOS
2-<(1-Chloro-2-hydroxy-3-propanyl)thio>pyridine
—— S-3-(phenylthio)propyl-N,N-di-n-propylthiolcarbamate 62806-78-4 C16H25NOS2
S-3-(phenylthio)propyl-N,N-di-n-propylthiolcarbamate
—— 6,7-Dihydro-1,3,4,5,8,9-hexathia-cyclopenta[b]naphthalen-2-one 174091-26-0 C7H4OS6
6,7-Dihydro-1,3,4,5,8,9-hexathia-cyclopenta[b]naphthalen-2-one
—— dithiocarbonic acid <i>O</i>-ethyl ester-<i>S</i>-(2-methylsulfanyl-ethyl ester) 5344-19-4 C6H12OS3
dithiocarbonic acid <i>O</i>-ethyl ester-<i>S</i>-(2-methylsulfanyl-ethyl ester)
—— 1,3,5-Trimethyl-thiabenzol-1-oxid 32398-62-2 C8H12OS
1,3,5-Trimethyl-thiabenzol-1-oxid