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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
—— 1-Dimethylamino-3-thiapentan-3,3-dioxid 44916-66-7 C6H15NO2S
1-Dimethylamino-3-thiapentan-3,3-dioxid
—— 7-acetyl-3-benzylthio-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-8-(pyridin-3-yl)isoquinoline-4-carbonitrile 1261295-76-4 C26H25N3O2S
7-acetyl-3-benzylthio-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-8-(pyridin-3-yl)isoquinoline-4-carbonitrile
—— 7-acetyl-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-3-methylthio-8-(fur-2-yl)isoquinoline-4-carbonitrile 1261295-78-6 C19H20N2O3S
7-acetyl-5,6,7,8-tetrahydro-6-hydroxy-1,6-dimethyl-3-methylthio-8-(fur-2-yl)isoquinoline-4-carbonitrile
—— Ethanamine, 2-[(3,4-dimethylphenyl)thio]- 192634-83-6 C10H15NS
Ethanamine, 2-[(3,4-dimethylphenyl)thio]-
—— (2R,4S,6R)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol 244781-34-8 C14H20O3S
(2R,4S,6R)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol
—— (2R,4S,6S)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol 244781-40-6 C14H20O3S
(2R,4S,6S)-(4-methoxy-6-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethanol
—— 2-phenylthio-2,7-dimethyl-3-octen-5-yne-2,7-diol 85523-39-3 C16H20O2S
2-phenylthio-2,7-dimethyl-3-octen-5-yne-2,7-diol
—— 1,6-bisphenylthiohexa-2,4-diyne 75354-86-8 C18H14S2
1,6-bisphenylthiohexa-2,4-diyne
—— 3-(Carbamoylmercapto)-propionsaeureamid 77052-76-7 C4H8N2O2S
3-(Carbamoylmercapto)-propionsaeureamid
—— 1-(3,3,3-trifluoropropylthio)-4-bromobenzene 403793-25-9 C9H8BrF3S
1-(3,3,3-trifluoropropylthio)-4-bromobenzene
—— 3-(4-chlorophenyl)-5,6-dimethyl-2-(3,3,3-trifluoropropylthio)pyrimidin-4(3H)-one 1093750-03-8 C15H14ClF3N2OS
3-(4-chlorophenyl)-5,6-dimethyl-2-(3,3,3-trifluoropropylthio)pyrimidin-4(3H)-one
—— 4,5-Dimethyl-1-(phenylthio)-4-hexen-1-yn-3-one 162292-26-4 C14H14OS
4,5-Dimethyl-1-(phenylthio)-4-hexen-1-yn-3-one
—— (4S,5R)-5-Pentadec-1-ynyl-2-thioxo-[1,3]dioxolane-4-carboxylic acid ethyl ester 1027520-50-8 C21H34O4S
(4S,5R)-5-Pentadec-1-ynyl-2-thioxo-[1,3]dioxolane-4-carboxylic acid ethyl ester
—— N-[3-[2-(4-fluorophenylthio)phenyl]prop-2-enyl]-O-tetrahydropyranyl hydroxylamine 146372-84-1 C20H22FNO2S
N-[3-[2-(4-fluorophenylthio)phenyl]prop-2-enyl]-O-tetrahydropyranyl hydroxylamine
—— 1,8,10,17-tetraazacyclooctadecane-9,18-dithione 62829-34-9 C14H28N4S2
1,8,10,17-tetraazacyclooctadecane-9,18-dithione
—— 4,5-Dimethyl-1-phenylsulfanylhex-4-en-1-yn-3-ol 162292-78-6 C14H16OS
4,5-Dimethyl-1-phenylsulfanylhex-4-en-1-yn-3-ol
—— Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclohexyl]propanedithioate 174784-03-3 C17H24OS3
Ethyl 3-hydroxy-3-[1'-(phenylsulfanyl)cyclohexyl]propanedithioate
—— [(4R,5R)-5-phenylsulfanyl-1-oxaspiro[5.5]undecan-4-yl]methanol 139747-35-6 C17H24O2S
[(4R,5R)-5-phenylsulfanyl-1-oxaspiro[5.5]undecan-4-yl]methanol
—— 1-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-2-propanol 259101-57-0 C16H17F2N5OS2
1-[[2-Amino-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-2-propanol
—— 2-[1'-(Phenylsulfanyl)cyclohexyl]ethane-1,2-diol 165677-48-5 C14H20O2S
2-[1'-(Phenylsulfanyl)cyclohexyl]ethane-1,2-diol
—— 2-[(3S,4R)-4-phenylsulfanyl-1-oxaspiro[4.5]decan-3-yl]ethanol 139747-36-7 C17H24O2S
2-[(3S,4R)-4-phenylsulfanyl-1-oxaspiro[4.5]decan-3-yl]ethanol
—— 4-[1'-(Phenylsulfanyl)cyclohexyl]butane-1,4-diol 136201-20-2 C16H24O2S
4-[1'-(Phenylsulfanyl)cyclohexyl]butane-1,4-diol
—— 3S-(2-chloro-4-fluorophenylthio)-2S-isobutylbutan-1,4-dioic acid 4-tert-butyl ester 198421-96-4 C18H24ClFO4S
3S-(2-chloro-4-fluorophenylthio)-2S-isobutylbutan-1,4-dioic acid 4-tert-butyl ester
—— 2S-isobutyl-3S-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester 198421-43-1 C18H26O4S
2S-isobutyl-3S-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester
—— 2S-isobutyl-3R-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester 198421-44-2 C18H26O4S
2S-isobutyl-3R-phenylthiobutan-1,4-dioic acid 4-tert-butyl ester
—— 1-[(1'-phenylsulfanyl)cyclohexyl]butane-1,4-sulfite 247019-88-1 C16H22O3S2
1-[(1'-phenylsulfanyl)cyclohexyl]butane-1,4-sulfite
—— (E)-3-(1-phenylsulfanylcyclohexyl)prop-2-enal 711028-78-3 C15H18OS
(E)-3-(1-phenylsulfanylcyclohexyl)prop-2-enal
—— ((2S,3R)-3-Cyclohex-1-enyl-2-methyl-3-phenylsulfanyl-propyl)-carbamic acid ethyl ester 127941-07-5 C19H27NO2S
((2S,3R)-3-Cyclohex-1-enyl-2-methyl-3-phenylsulfanyl-propyl)-carbamic acid ethyl ester
—— 2-[(1'-phenylsulfanyl)cyclohexyl]tetrahydrofuran 165748-28-7 C16H22OS
2-[(1'-phenylsulfanyl)cyclohexyl]tetrahydrofuran
—— 3-Benzyl-5,5-dimethyl-6-(1-phenylsulfanylcyclohexyl)-1,3-oxazinan-2-one 627537-13-7 C25H31NO2S
3-Benzyl-5,5-dimethyl-6-(1-phenylsulfanylcyclohexyl)-1,3-oxazinan-2-one
—— (S)-3-(o-tolylthio)cycloheptanone 1215843-46-1 C14H18OS
(S)-3-(o-tolylthio)cycloheptanone
—— 3,5,5-Trimethyl-6-(1-phenylsulfanylcyclohexyl)-1,3-oxazinan-2-one 627537-11-5 C19H27NO2S
3,5,5-Trimethyl-6-(1-phenylsulfanylcyclohexyl)-1,3-oxazinan-2-one
—— 5,5-Dimethyl-6-(1-phenylsulfanylcyclohexyl)-3-propan-2-yl-1,3-oxazinan-2-one 627537-15-9 C21H31NO2S
5,5-Dimethyl-6-(1-phenylsulfanylcyclohexyl)-3-propan-2-yl-1,3-oxazinan-2-one
—— 5,5-Dimethyl-6-(1-phenylsulfanylcyclohexyl)-1,3-oxazinan-2-one 627536-66-7 C18H25NO2S
5,5-Dimethyl-6-(1-phenylsulfanylcyclohexyl)-1,3-oxazinan-2-one
—— 1-[1-(phenylsulfanyl)cyclohexyl]but-3-en-1-one 311806-88-9 C16H20OS
1-[1-(phenylsulfanyl)cyclohexyl]but-3-en-1-one
—— 5-(Phenylsulfanyl)-1-oxaspiro[5.5]undecane 135967-30-5 C16H22OS
5-(Phenylsulfanyl)-1-oxaspiro[5.5]undecane
—— (1RS)-1-[1-(phenylsulfanyl)cyclohexyl]but-3-en-1-ol 311806-86-7 C16H22OS
(1RS)-1-[1-(phenylsulfanyl)cyclohexyl]but-3-en-1-ol
—— (2RS,3SR)-3-(cyclohex-1-enyl)-2-methyl-3-(phenylthio)propylamine 127940-88-9 C16H23NS
(2RS,3SR)-3-(cyclohex-1-enyl)-2-methyl-3-(phenylthio)propylamine
—— 6-(1''-Ethoxyethoxy)-1-[1'-(phenylsulfanyl)cyclohexyl]hexanol 253152-07-7 C22H36O3S
6-(1''-Ethoxyethoxy)-1-[1'-(phenylsulfanyl)cyclohexyl]hexanol
—— ethyl (E)-3-(1-phenylsulfanylcyclohexyl)prop-2-enoate 1026603-30-4 C17H22O2S
ethyl (E)-3-(1-phenylsulfanylcyclohexyl)prop-2-enoate
—— 2-[1'-(Phenylsulfanyl)cyclohexyl]epoxyethane 165748-29-8 C14H18OS
2-[1'-(Phenylsulfanyl)cyclohexyl]epoxyethane
—— 1-<methoxy(phenylthio)methyl>-1-cyclohexanol 75456-59-6 C14H20O2S
1-<methoxy(phenylthio)methyl>-1-cyclohexanol
—— 3-[(3-chloropropyl)sulphinyl]-1,1,1-trifluoropropane 1353008-85-1 C6H10ClF3OS
3-[(3-chloropropyl)sulphinyl]-1,1,1-trifluoropropane
—— 2-<4-<1-(ethoxycarbonyl)-ethylthio>-benzyl>-pyridine 132382-32-2 C17H19NO2S
2-<4-<1-(ethoxycarbonyl)-ethylthio>-benzyl>-pyridine
—— 8-N-(cyclopropylmethyl)-2-(2,6-diazaspiro[3.4]octan-6-yl)-4-N-(2-methylsulfanylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine 1392889-12-1 C23H28N8S
8-N-(cyclopropylmethyl)-2-(2,6-diazaspiro[3.4]octan-6-yl)-4-N-(2-methylsulfanylphenyl)pyrimido[5,4-d]pyrimidine-4,8-diamine
—— diethyl 2-[3,3-bis(mesitylsulfanyl)propyl]-2-(6-oxocyclohex-1-enyl)malonate 1026695-75-9 C34H44O5S2
diethyl 2-[3,3-bis(mesitylsulfanyl)propyl]-2-(6-oxocyclohex-1-enyl)malonate
—— N-Methyl-N-(2-methyl-2-propanthiosulfenyl)-carbamoylfluorid 58684-01-8 C6H12FNOS2
N-Methyl-N-(2-methyl-2-propanthiosulfenyl)-carbamoylfluorid
—— 2-Methyl-2-(cis-4-phenylcyclohexyl)-1,3-dithiolan 113035-78-2 C16H22S2
2-Methyl-2-(cis-4-phenylcyclohexyl)-1,3-dithiolan
—— 4,6-dichloro-5-fluoro-2-(methylthio)pyrimidine 6693-07-8 C5H3Cl2FN2S
4,6-dichloro-5-fluoro-2-(methylthio)pyrimidine
—— (S)-4-Phenyl-3-((4S,5S)-2-phenylsulfanyl-1,6-dioxa-spiro[4.5]dec-4-yl)-oxazolidin-2-one 201680-51-5 C23H25NO4S
(S)-4-Phenyl-3-((4S,5S)-2-phenylsulfanyl-1,6-dioxa-spiro[4.5]dec-4-yl)-oxazolidin-2-one