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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
—— 2,4-diamino-5-propyl-6-(2',5'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-10-5 C17H21N5O2S
2,4-diamino-5-propyl-6-(2',5'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2,4-diamino-5-propyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-08-1 C15H17N5S
2,4-diamino-5-propyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— (5S)-3-((R)-2-(tert-butyldimethylsilyloxy)-9-((2S,5S)-5-((4S,7S)-2,2-diisopropyl-7-((2S,5R)-5-((S)-1-(methoxymethoxy)undecyl)-tetrahydrofuran-2-yl)-1,3,2-dioxasilepan-4-yl)-tetrahydrofuran-2-yl)nonyl)-5-methyl-3-phenylthio-dihydrofuran-2(3H)-one 1033883-57-6 C57H102O9SSi2
(5S)-3-((R)-2-(tert-butyldimethylsilyloxy)-9-((2S,5S)-5-((4S,7S)-2,2-diisopropyl-7-((2S,5R)-5-((S)-1-(methoxymethoxy)undecyl)-tetrahydrofuran-2-yl)-1,3,2-dioxasilepan-4-yl)-tetrahydrofuran-2-yl)nonyl)-5-methyl-3-phenylthio-dihydrofuran-2(3H)-one
—— 4-chloro-6-cyclopropyl-2-(methylsulfanyl)pyrimidine 21573-00-2 C8H9ClN2S
4-chloro-6-cyclopropyl-2-(methylsulfanyl)pyrimidine
—— Diphenyl-[[3-(phenylsulfanylmethyl)phenyl]methyl]phosphane 1046780-45-3 C26H23PS
Diphenyl-[[3-(phenylsulfanylmethyl)phenyl]methyl]phosphane
—— 4-[2-(7-ethyl-[1,8]naphthyridin-4-ylamino)-4-methylphenylsulfanyl]-phenol 943719-31-1 C23H21N3OS
4-[2-(7-ethyl-[1,8]naphthyridin-4-ylamino)-4-methylphenylsulfanyl]-phenol
—— 1-(1,5-Dithiaspiro[5.5]undecan-9-yl)ethanone 1025389-80-3 C11H18OS2
1-(1,5-Dithiaspiro[5.5]undecan-9-yl)ethanone
—— 2-(N-(2-(benzylsulfanyl)-6-methylpyrimidin-4-yl)-N-methylamino)ethanol 1035913-52-0 C15H19N3OS
2-(N-(2-(benzylsulfanyl)-6-methylpyrimidin-4-yl)-N-methylamino)ethanol
—— 2-(2-(benzylsulfanyl)-6-methylpyrimidin-4-yloxy)-N-methylethanamine 1035913-38-2 C15H19N3OS
2-(2-(benzylsulfanyl)-6-methylpyrimidin-4-yloxy)-N-methylethanamine
—— 4-(3-(phenylthio)propyl)-6,7-dihydro-5H-cyclopenta[c]pyridine 1028832-48-5 C17H19NS
4-(3-(phenylthio)propyl)-6,7-dihydro-5H-cyclopenta[c]pyridine
—— 3-ethoxycarbonyl-5-(3-phenylthiopropyl)-1,2,4-triazine 1028832-44-1 C15H17N3O2S
3-ethoxycarbonyl-5-(3-phenylthiopropyl)-1,2,4-triazine
—— 3-(methylthio)-2,5-bis(3-thienyl)pyrrole 1020208-98-3 C13H11NS3
3-(methylthio)-2,5-bis(3-thienyl)pyrrole
—— O-[(E)-6-oxohept-2-enyl] azetidine-1-carbothioate 1018479-22-5 C11H17NO2S
O-[(E)-6-oxohept-2-enyl] azetidine-1-carbothioate
—— N<sup>1</sup>-[(E)-3-(dihydroxyphosphinyl)-prop-2-enyl]-5-(phenylthio)uracil 1023339-93-6 C13H13N2O5PS
N<sup>1</sup>-[(E)-3-(dihydroxyphosphinyl)-prop-2-enyl]-5-(phenylthio)uracil
—— Thiopyrano(4,3-c)pyrazole, 2,3,3a,4,6,7-hexahydro-7-(o-methylbenzylidene)-2-(3-(4-methyl-1-piperazinyl)propyl)-3-o-tolyl-, maleate 102367-50-0 C33H42N4O5S
Thiopyrano(4,3-c)pyrazole, 2,3,3a,4,6,7-hexahydro-7-(o-methylbenzylidene)-2-(3-(4-methyl-1-piperazinyl)propyl)-3-o-tolyl-, maleate
—— Bis-<5,5,5-trichlor-pentyl>-sulfid 14146-66-8 C10H16Cl6S
Bis-<5,5,5-trichlor-pentyl>-sulfid
—— {6-fluoro-3-[2-fluoro-4-(morpholine-4-sulfonyl)phenylsulfanyl]-2-methylindolizin-1-yl}acetic acid 1036713-43-5 C21H20F2N2O5S2
{6-fluoro-3-[2-fluoro-4-(morpholine-4-sulfonyl)phenylsulfanyl]-2-methylindolizin-1-yl}acetic acid
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 4)-(1-methylethyl)-N(sup 9)-pentyl-, monohydrobromide 103291-39-0 C20H32BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 4)-(1-methylethyl)-N(sup 9)-pentyl-, monohydrobromide
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 9)-(phenylmethyl)-, monohydrobromide 103291-31-2 C19H22BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 9)-(phenylmethyl)-, monohydrobromide
—— Sulfonium, hexamethylenebis(dimethyl-, diiodide 94982-30-6 C10H24I2S2
Sulfonium, hexamethylenebis(dimethyl-, diiodide
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-heptyl-N(sup 4),7,7-trimethyl-, monohydrobromide 103291-35-6 C20H32BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-heptyl-N(sup 4),7,7-trimethyl-, monohydrobromide
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 9)-hexyl-, monohydrobromide 103291-29-8 C18H28BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-7,7-dimethyl-N(sup 9)-hexyl-, monohydrobromide
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-pentyl-N(sup 4),7,7-trimethyl-, monohydrobromide 103291-34-5 C18H28BrN5S
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-pentyl-N(sup 4),7,7-trimethyl-, monohydrobromide
—— 6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-butyl-7,7-dimethyl-N(sup 4)-(1-methylethyl)-, monohydrobromide, hydrate 103291-38-9 C19H32BrN5OS
6H-Pyrimido(4,5-b)(1,4)benzothiazine-4,9-diamine, 7,8-dihydro-N(sup 9)-butyl-7,7-dimethyl-N(sup 4)-(1-methylethyl)-, monohydrobromide, hydrate
—— S-(2-(Diisobutylamino)ethyl)pseudothiourea dihydrobromide 102612-82-8 C11H27Br2N3S
S-(2-(Diisobutylamino)ethyl)pseudothiourea dihydrobromide
—— 2-Methyl-2-propyl-1,3-propanediol carbamate isopropylthiocarbamate 91565-32-1 C12H24N2O3S
2-Methyl-2-propyl-1,3-propanediol carbamate isopropylthiocarbamate
—— 1-(2-(2-Hydroxymethylphenylthio)benzoyl)-4-methylpiperazine hydrogen maleate 93288-96-1 C23H26N2O6S
1-(2-(2-Hydroxymethylphenylthio)benzoyl)-4-methylpiperazine hydrogen maleate
—— Piperazine, 1-((5-chloro-2-((2-methylphenyl)thio)phenyl)methyl)-4-methyl-, (Z)-2-butenedioate (1:2) 93289-02-2 C27H31ClN2O8S
Piperazine, 1-((5-chloro-2-((2-methylphenyl)thio)phenyl)methyl)-4-methyl-, (Z)-2-butenedioate (1:2)
—— (7<i>H</i>-dibenzo[<i>b</i>,<i>g</i>][1,4]thiazocin-6-yl)-isobutyl-amine 54920-99-9 C18H20N2S
(7<i>H</i>-dibenzo[<i>b</i>,<i>g</i>][1,4]thiazocin-6-yl)-isobutyl-amine
—— (4S,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenyl)sulfanyldodec-3-enyl]-1,3-dioxolane-4-carbaldehyde 1018449-59-6 C25H38O3S
(4S,5S)-2,2-dimethyl-5-[(E)-1-(4-methylphenyl)sulfanyldodec-3-enyl]-1,3-dioxolane-4-carbaldehyde
—— [3-(2,4-dichloro-phenylsulfanyl)-6-fluoro-2-methyl-indolizin-1-yl]acetic acid 1034653-56-9 C17H12Cl2FNO2S
[3-(2,4-dichloro-phenylsulfanyl)-6-fluoro-2-methyl-indolizin-1-yl]acetic acid
—— 3,3'-bis(phenylthio)-1,1'-biazulene 1029874-34-7 C32H22S2
3,3'-bis(phenylthio)-1,1'-biazulene
—— tert-butyl-diphenyl-[[(8S)-8-(phenylsulfanylmethyl)-1,4-dioxaspiro[4.4]nonan-8-yl]methoxy]silane 1015073-22-9 C31H38O3SSi
tert-butyl-diphenyl-[[(8S)-8-(phenylsulfanylmethyl)-1,4-dioxaspiro[4.4]nonan-8-yl]methoxy]silane
—— 2-((2-Chloro-4-ethylphenyl)thio)acetonitrile 1093758-93-0 C10H10ClNS
2-((2-Chloro-4-ethylphenyl)thio)acetonitrile
—— N-hydroxy-N'-(4-methylsulfanylphenyl)cyclohexanecarboximidamide 1011231-96-1 C14H20N2OS
N-hydroxy-N'-(4-methylsulfanylphenyl)cyclohexanecarboximidamide
—— 1-Bromo-4-[[1-[(4-bromophenyl)sulfanylmethyl]cyclobutyl]methylsulfanyl]benzene 1009566-90-8 C18H18Br2S2
1-Bromo-4-[[1-[(4-bromophenyl)sulfanylmethyl]cyclobutyl]methylsulfanyl]benzene
—— (5S)-3-allyl-5-methyl-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one 1030854-19-3 C14H16O2S
(5S)-3-allyl-5-methyl-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— (5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one 1030854-20-6 C14H16O3S
(5S)-5-methyl-3-[(2S)-oxiran-2-ylmethyl]-3-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-fluorobenzylamine 1005412-76-9 C15H15FN2O3S
N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-fluorobenzylamine
—— N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-bromobenzylamine 1005412-77-0 C15H15BrN2O3S
N-methyl-2-(4'-hydroxymethyl-2'-nitrophenylthio)-5-bromobenzylamine
—— 4-(3-{[4-(3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phenyl]thio}phenyl) tetrahydro-2H-pyran-4-carboxamide 950205-52-4 C21H22N4O3S
4-(3-{[4-(3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phenyl]thio}phenyl) tetrahydro-2H-pyran-4-carboxamide
—— 2-(4-(4-chloro-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethyl methanesulfonate 1004535-17-4 C18H21ClN2O6S2
2-(4-(4-chloro-2-nitrophenylthio)-3-((dimethylamino)methyl)phenoxy)ethyl methanesulfonate
—— 3-(4-(2-aminophenylthio)-3-((dimethylamino)methyl)phenoxy)-1-propanol 1004534-97-7 C18H24N2O2S
3-(4-(2-aminophenylthio)-3-((dimethylamino)methyl)phenoxy)-1-propanol
—— 6-chloro-3-[6-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-4-yl]-3H-cinnolin-4-one 1064025-60-0 C19H15ClN4OS2
6-chloro-3-[6-(4-methylsulfanylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-4-yl]-3H-cinnolin-4-one
—— 2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)benzenamine 1004534-79-5 C18H23FN2OS
2-(2-((dimethylamino)methyl)-4-(3-fluoropropoxy)phenylthio)benzenamine
—— 2-(4-chloro-2-nitrophenylthio)-5-methoxy-N,N-dimethylbenzamide 1004534-37-5 C16H15ClN2O4S
2-(4-chloro-2-nitrophenylthio)-5-methoxy-N,N-dimethylbenzamide
—— 3-({5-[(Prop-2-yn-1-yl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)pyrazine-2-carbonitrile 797802-51-8 C10H5N5S3
3-({5-[(Prop-2-yn-1-yl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)pyrazine-2-carbonitrile
—— 2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethanol 1004535-05-0 C17H20N2O4S
2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethanol
—— 2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethyl methanesulfonate 1004535-13-0 C18H22N2O6S2
2-(3-((dimethylamino)methyl)-4-(2-nitrophenylthio)phenoxy)ethyl methanesulfonate
—— 3-(3-((dimethylamino)methyl)-4-(4-bromo-2-nitrophenylthio)phenoxy)propanol 1004535-25-4 C18H21BrN2O4S
3-(3-((dimethylamino)methyl)-4-(4-bromo-2-nitrophenylthio)phenoxy)propanol