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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-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 1061316-67-3 C19H17IN4O2S
2-(7-iodo-2,3-dihydrobenzo[b][1,4]dioxin-6-ylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine
—— 2-chloro-4-fluoro-1-methylsulfanylbenzene 917761-33-2 C7H6ClFS
2-chloro-4-fluoro-1-methylsulfanylbenzene
—— 6-Phenylsulfanyl-1,4,4a,8a-tetrahydro-1,4-methano-naphthalene-5,8-dione 95333-41-8 C17H14O2S
6-Phenylsulfanyl-1,4,4a,8a-tetrahydro-1,4-methano-naphthalene-5,8-dione
—— N,N,N',N'-Tetrakis-[2-(4-chloro-phenylsulfanyl)-ethyl]-succinamide 61455-09-2 C36H36Cl4N2O2S4
N,N,N',N'-Tetrakis-[2-(4-chloro-phenylsulfanyl)-ethyl]-succinamide
—— 2H,3H-benzo<1,2-b:4,3:b'>bisthiete 220398-60-7 C8H6S2
2H,3H-benzo<1,2-b:4,3:b'>bisthiete
—— 5-bromo-3-methyl-6-phenylthiouracil 81077-92-1 C11H9BrN2O2S
5-bromo-3-methyl-6-phenylthiouracil
—— (3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enyl)-methanol 81054-02-6 C16H22OS
(3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enyl)-methanol
—— 1,5-dithia-spiro[5.5]undecan-8-ol 68972-10-1 C9H16OS2
1,5-dithia-spiro[5.5]undecan-8-ol
—— cobalt(2+);tetrathiocyanate —— C4CoN4S4-2
cobalt(2+);tetrathiocyanate
—— 3-(5-methyl-1,3,4-thiadiazol-2-mercapto)-propionitrile 132432-21-4 C6H7N3S2
3-(5-methyl-1,3,4-thiadiazol-2-mercapto)-propionitrile
—— 1-(methylthio)oct-2-ene 91944-69-3 C9H18S
1-(methylthio)oct-2-ene
—— 6,6-dimethyl-2-phenylthiomethyl-1-cyclohexencarboxaldehyde 126087-75-0 C16H20OS
6,6-dimethyl-2-phenylthiomethyl-1-cyclohexencarboxaldehyde
—— 1-methoxy-1-(phenylthio)-1,3-pentadiene 93500-44-8 C12H14OS
1-methoxy-1-(phenylthio)-1,3-pentadiene
—— 1-Methyl-3-methylmercapto-1,2,4-triazolon (5) 53065-41-1 C4H7N3OS
1-Methyl-3-methylmercapto-1,2,4-triazolon (5)
—— 5-Mercaptomethyldihydro-1,2,4-triazolon-3 53065-40-0 C3H5N3OS
5-Mercaptomethyldihydro-1,2,4-triazolon-3
—— <i>N</i>-ethyl-4-(4-nitro-phenylsulfanyl)-aniline 5786-51-6 C14H14N2O2S
<i>N</i>-ethyl-4-(4-nitro-phenylsulfanyl)-aniline
—— (1R,2R)-1-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-methoxy-2-phenylsulfanyl-ethanol 134678-19-6 C17H24O4S
(1R,2R)-1-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-2-methoxy-2-phenylsulfanyl-ethanol
—— tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-heptyloxy]-propenyloxy}-dimethyl-silane 200347-28-0 C28H50O3SSi
tert-Butyl-{(Z)-1-tert-butyl-3-[1-(methoxy-phenylsulfanyl-methyl)-heptyloxy]-propenyloxy}-dimethyl-silane
—— (E)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene 93500-48-2 C12H16OS
(E)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene
—— (1-Methoxy-heptylsulfanyl)-benzene 89423-38-1 C14H22OS
(1-Methoxy-heptylsulfanyl)-benzene
—— (1-Methoxy-4-methyl-pent-3-enylsulfanyl)-benzene 116204-90-1 C13H18OS
(1-Methoxy-4-methyl-pent-3-enylsulfanyl)-benzene
—— 5H,7H-Dibenzo<b,g><1,5>dithiocin 6-oxide 103896-92-0 C14H12OS2
5H,7H-Dibenzo<b,g><1,5>dithiocin 6-oxide
—— (2R,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-3,3-bis-ethylsulfanyl-10a-methyl-decahydro-1,8,10-trioxa-anthracene-2-carbaldehyde 807616-67-7 C43H66O6S2Si2
(2R,4aR,5S,7R,8aR,9aS,10aR)-5-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-3,3-bis-ethylsulfanyl-10a-methyl-decahydro-1,8,10-trioxa-anthracene-2-carbaldehyde
—— Cyclohexyl-phenylsulfanyl-acetaldehyde 115205-38-4 C14H18OS
Cyclohexyl-phenylsulfanyl-acetaldehyde
—— Acetic acid 2-furan-3-yl-2-phenylsulfanyl-ethyl ester 117770-29-3 C14H14O3S
Acetic acid 2-furan-3-yl-2-phenylsulfanyl-ethyl ester
—— N-(2-fluoro-4-phenylsulphanylphenyl)-2-hydroxy-2-methylpropanamide 252016-95-8 C16H16FNO2S
N-(2-fluoro-4-phenylsulphanylphenyl)-2-hydroxy-2-methylpropanamide
—— o-decylthioaniline 141945-26-8 C16H27NS
o-decylthioaniline
—— 1-methoxy-2-phenyl-1-(phenylthio)-2-propanol 78614-66-1 C16H18O2S
1-methoxy-2-phenyl-1-(phenylthio)-2-propanol
—— 2-(4-bromo-phenylsulfanyl)benzoic acid benzyl ester 1005513-47-2 C20H15BrO2S
2-(4-bromo-phenylsulfanyl)benzoic acid benzyl ester
—— α-Methoxy-aethyl-phenyl-sulfid 10429-09-1 C9H12OS
α-Methoxy-aethyl-phenyl-sulfid
—— 3-mercapto-5,5-dimethyl-2-cyclohexenethione 73705-06-3 C8H12S2
3-mercapto-5,5-dimethyl-2-cyclohexenethione
—— 1-Methoxy-4-methyl-1-phenylsulfanylpentan-2-ol 200347-22-4 C13H20O2S
1-Methoxy-4-methyl-1-phenylsulfanylpentan-2-ol
—— 2-methyl-2-<3'(1,3-dithiolanyl)octyl>thiazolidine 156000-20-3 C14H27NS3
2-methyl-2-<3'(1,3-dithiolanyl)octyl>thiazolidine
—— diethyl 2,5-bis(o-hexylthioanilino)-3,6-dihydroterephthalate 141945-27-9 C36H50N2O4S2
diethyl 2,5-bis(o-hexylthioanilino)-3,6-dihydroterephthalate
—— diethyl 2,5-bis(o-decylthioanilino)-3,6-dihydroterephthalate 141945-29-1 C44H66N2O4S2
diethyl 2,5-bis(o-decylthioanilino)-3,6-dihydroterephthalate
—— 3-({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}sulfanyl)benzoic acid 1451261-80-5 C21H14ClNO5S2
3-({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}sulfanyl)benzoic acid
—— 1-(2-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole 178980-38-6 C22H24Cl2N4O2S
1-(2-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole
—— 2-pentyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine 156000-19-0 C14H27NS3
2-pentyl-2-<3'(1,3-dithiolanyl)butyl>thiazolidine
—— N-[2-[(2,4-difluorophenyl)thio]-4-oxo-6-phenylthieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide 1415720-12-5 C19H13F2N3O3S3
N-[2-[(2,4-difluorophenyl)thio]-4-oxo-6-phenylthieno[2,3-d]pyrimidin-3(4H)-yl]methanesulfonamide
—— N-[2-[(2,4-difluorophenyl)thio]-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]methanesulfonamide 1018471-33-4 C13H9F2N3O3S3
N-[2-[(2,4-difluorophenyl)thio]-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]methanesulfonamide
—— 2-(2-Carbamoyloxyethyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(o-nitrobenzyl)-1H-imidazole 178980-65-9 C22H22Cl2N4O4S
2-(2-Carbamoyloxyethyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(o-nitrobenzyl)-1H-imidazole
—— methyl 3-((4-chloro-2-nitrophenyl)thio)benzoate 1451261-92-9 C14H10ClNO4S
methyl 3-((4-chloro-2-nitrophenyl)thio)benzoate
—— 1-(3-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole 178980-36-4 C22H24Cl2N4O2S
1-(3-Aminobenzyl)-5-(3,5-dichlorophenylthio)-2-(2-carbamoyloxyethyl)-4-isopropyl-1H-imidazole
—— (1SR,2RS)-2-methyl-1-(phenylthiomethyl)cyclooctanol 125335-00-4 C16H24OS
(1SR,2RS)-2-methyl-1-(phenylthiomethyl)cyclooctanol
—— 5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-m-nitrobenzyl-1H-imidazole 178980-68-2 C21H21Cl2N3O3S
5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-m-nitrobenzyl-1H-imidazole
—— 5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-o-nitrobenzyl-1H-imidazole 178980-67-1 C21H21Cl2N3O3S
5-(3,5-Dichlorophenylthio)-2-(2-hydroxyethyl)-4-isopropyl-1-o-nitrobenzyl-1H-imidazole
—— 8-methyl-1-(phenylthiomethyl)cyclooctene 125335-12-8 C16H22S
8-methyl-1-(phenylthiomethyl)cyclooctene
—— 2-(3-(1-carboxy-1-methyl(ethylsulfanyl))-phenylsulfanyl)-2-methylpropanoic acid 694520-72-4 C14H18O4S2
2-(3-(1-carboxy-1-methyl(ethylsulfanyl))-phenylsulfanyl)-2-methylpropanoic acid
—— 4,4'Thiobis-(2-methyl-6-tert.-butylanisol) 54519-54-9 C24H34O2S
4,4'Thiobis-(2-methyl-6-tert.-butylanisol)
—— (S)-3-((S)-1-Methyl-2-oxo-cyclohexyl)-2-phenylsulfanyl-propionic acid methyl ester 118664-20-3 C17H22O3S
(S)-3-((S)-1-Methyl-2-oxo-cyclohexyl)-2-phenylsulfanyl-propionic acid methyl ester