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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
—— Methyl 3-methyl-2-oxo-4-phenylsulfanylcyclopent-3-ene-1-carboxylate 71847-64-8 C14H14O3S
Methyl 3-methyl-2-oxo-4-phenylsulfanylcyclopent-3-ene-1-carboxylate
—— (2-Oxo-3-phenylsulfanyloxolan-3-yl) acetate 62675-06-3 C12H12O4S
(2-Oxo-3-phenylsulfanyloxolan-3-yl) acetate
—— (Methoxy-methylsulfanylmethyl)sulfanylbenzene 60565-52-8 C9H12OS2
(Methoxy-methylsulfanylmethyl)sulfanylbenzene
—— 2-Isobutyl-5-thiahex-1-en 67173-71-1 C9H18S
2-Isobutyl-5-thiahex-1-en
—— 3-Methylthio-5-cyano-6-aminoisothiazolo<4,5-b>pyrazin 67209-13-6 C7H5N5S2
3-Methylthio-5-cyano-6-aminoisothiazolo<4,5-b>pyrazin
—— 4-Butyl-2,6-bis-methylsulfanyl-pyrimidine 116137-68-9 C10H16N2S2
4-Butyl-2,6-bis-methylsulfanyl-pyrimidine
—— 1-Ethoxycarbonyl-1-<thien-3-yl-mercapto>-ethan 90534-54-6 C9H12O2S2
1-Ethoxycarbonyl-1-<thien-3-yl-mercapto>-ethan
—— 7,9,9-Trimethyl-1,4-dithiaspiro[4.5]dec-6-ene-8-carbaldehyde 62641-97-8 C12H18OS2
7,9,9-Trimethyl-1,4-dithiaspiro[4.5]dec-6-ene-8-carbaldehyde
—— Ethyl 2-({4-chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl}sulfanyl)-2-phenylacetate 916482-38-7 C22H22ClN3O2S
Ethyl 2-({4-chloro-6-[(2,3-dimethylphenyl)amino]pyrimidin-2-yl}sulfanyl)-2-phenylacetate
—— [(3-Ethyl-2,2-dimethyl-cyclopropyl)-methoxy-methylsulfanyl]-benzene 54337-65-4 C15H22OS
[(3-Ethyl-2,2-dimethyl-cyclopropyl)-methoxy-methylsulfanyl]-benzene
—— dithiocarbonic acid <i>O</i>-ethyl ester-<i>S</i>-<i>m</i>-tolyl ester 63468-45-1 C10H12OS2
dithiocarbonic acid <i>O</i>-ethyl ester-<i>S</i>-<i>m</i>-tolyl ester
—— 1-(3-{[(4-Chlorophenyl)methyl]sulfanyl}-4-cyano-1,2-thiazol-5-yl)-3-methylurea 900525-29-3 C13H11ClN4OS2
1-(3-{[(4-Chlorophenyl)methyl]sulfanyl}-4-cyano-1,2-thiazol-5-yl)-3-methylurea
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(4-hydroxypiperidin-1-yl)pyridine-3,5-dicarbonitrile 1030619-35-2 C22H19ClN6OS2
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(4-hydroxypiperidin-1-yl)pyridine-3,5-dicarbonitrile
—— 2-(4-Chlorophenyl)sulfanyl-2-(4-methylphenyl)ethanol 1045855-22-8 C15H15ClOS
2-(4-Chlorophenyl)sulfanyl-2-(4-methylphenyl)ethanol
—— 2-amino-6-[({2-[(4-fluorophenyl)amino]-1,3-thiazol-4-yl}methyl)thio]-4-piperidin-4-ylpyridine-3,5-dicarbonitrile 1030622-59-3 C22H20FN7S2
2-amino-6-[({2-[(4-fluorophenyl)amino]-1,3-thiazol-4-yl}methyl)thio]-4-piperidin-4-ylpyridine-3,5-dicarbonitrile
—— rac-2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)pyridine-3,5-dicarbonitrile 1030622-80-0 C22H17ClN4OS2
rac-2-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)pyridine-3,5-dicarbonitrile
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)-pyridine-3,5-dicarbonitrile 1030622-68-4 C22H18ClN5OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)-pyridine-3,5-dicarbonitrile
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-[1-(3-hydroxypropyl)piperidin-4-yl]pyridine-3,5-dicarbonitrile 1030622-66-2 C25H25ClN6OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-[1-(3-hydroxypropyl)piperidin-4-yl]pyridine-3,5-dicarbonitrile
—— 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)-pyridine-3,5-dicarbonitrile 1030622-69-5 C22H18ClN5OS2
2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-4-(tetrahydro-2H-pyran-2-yl)-pyridine-3,5-dicarbonitrile
—— 3-fluoro-N-(2-hydroxy-2-phenylpentyl)-4-(2-(5-(methoxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinamide 1034922-24-1 C27H28FN5O3S2
3-fluoro-N-(2-hydroxy-2-phenylpentyl)-4-(2-(5-(methoxymethyl)pyridin-2-ylamino)thiazol-5-ylthio)picolinamide
—— 2,4-diamino-5-isopropyl-6-(4'-methoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-17-2 C16H19N5OS
2,4-diamino-5-isopropyl-6-(4'-methoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2,4-diamino-5-propyl-6-(4'-methoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-09-2 C16H19N5OS
2,4-diamino-5-propyl-6-(4'-methoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2,4-diamino-5-isopropyl-6-(2',5'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-18-3 C17H21N5O2S
2,4-diamino-5-isopropyl-6-(2',5'-dimethoxyphenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2,4-diamino-5-isopropyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-16-1 C15H17N5S
2,4-diamino-5-isopropyl-6-(phenylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 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