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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-Fluorophenyl)thio)methyl)pyrrolidine hydrochloride 1353989-69-1 C11H15ClFNS
2-(((4-Fluorophenyl)thio)methyl)pyrrolidine hydrochloride
—— 6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-nitrophenyl)-1,3,5-triazine-2,4-diamine 1408322-25-7 C28H24N12O4S2
6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-nitrophenyl)-1,3,5-triazine-2,4-diamine
—— 1-(6-Methoxy-2-(methylthio)pyrimidin-4-yl)piperidin-4-ol 1353979-87-9 C11H17N3O2S
1-(6-Methoxy-2-(methylthio)pyrimidin-4-yl)piperidin-4-ol
—— 1-(6-Ethoxy-2-(methylthio)pyrimidin-4-yl)piperidin-3-ol 1353954-83-2 C12H19N3O2S
1-(6-Ethoxy-2-(methylthio)pyrimidin-4-yl)piperidin-3-ol
—— 2-(((4-Chlorophenyl)thio)methyl)pyrrolidine hydrochloride 1353945-59-1 C11H15Cl2NS
2-(((4-Chlorophenyl)thio)methyl)pyrrolidine hydrochloride
—— (R)-1-(6-Ethoxy-2-(methylthio)pyrimidin-4-yl)pyrrolidin-3-ol 1354019-51-4 C11H17N3O2S
(R)-1-(6-Ethoxy-2-(methylthio)pyrimidin-4-yl)pyrrolidin-3-ol
—— 6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-fluorophenyl)-1,3,5-triazine-2,4-diamine 1408322-22-4 C28H24F2N10S2
6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-fluorophenyl)-1,3,5-triazine-2,4-diamine
—— 6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-methoxyphenyl)-1,3,5-triazine-2,4-diamine 1408322-24-6 C30H30N10O2S2
6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-methoxyphenyl)-1,3,5-triazine-2,4-diamine
—— [1-<sup>14</sup>C]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol 1403762-04-8 C19H25N5OS2
[1-<sup>14</sup>C]-(R)-2-(2-amino-5-((S)-1-phenylethylthio)thiazolo[4,5-d]pyrimidin-7-ylamino)-4-methylpentan-1-ol
—— 2-N,4-N-bis(4-bromophenyl)-6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1,3,5-triazine-2,4-diamine 1408322-21-3 C28H24Br2N10S2
2-N,4-N-bis(4-bromophenyl)-6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1,3,5-triazine-2,4-diamine
—— 6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-methylphenyl)-1,3,5-triazine-2,4-diamine 1408322-23-5 C30H30N10S2
6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-2-N,4-N-bis(4-methylphenyl)-1,3,5-triazine-2,4-diamine
—— 2-N,4-N-bis(4-chlorophenyl)-6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1,3,5-triazine-2,4-diamine 1408322-20-2 C28H24Cl2N10S2
2-N,4-N-bis(4-chlorophenyl)-6-[[5-[(3,5-dimethyl-2-phenyl-3,4-dihydropyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1,3,5-triazine-2,4-diamine
—— 4-[3-({4-[(2E)-3-(dimethylamino)prop-2-enoyl]-2-fluorophenyl}thio)phenyl]tetrahydro-2H-pyran-4-carboxamide 1159186-46-5 C23H25FN2O3S
4-[3-({4-[(2E)-3-(dimethylamino)prop-2-enoyl]-2-fluorophenyl}thio)phenyl]tetrahydro-2H-pyran-4-carboxamide
—— (4-chloro-3-trifluoromethylsulfanyl-phenyl)-piperidin-4-yl-amine hydrochloride 1247029-13-5 C12H14ClF3N2S*ClH
(4-chloro-3-trifluoromethylsulfanyl-phenyl)-piperidin-4-yl-amine hydrochloride
—— (4-bromo-2-fluoro-5-methylphenyl)(methyl)sulfane 1011460-51-7 C8H8BrFS
(4-bromo-2-fluoro-5-methylphenyl)(methyl)sulfane
—— 4-[(4-hydroxyphenyl)thio]-N-methyl-N-[2-(1,2,3,6-tetrahydropyridin-4-yl)benzyl]butanamide 1229040-96-3 C23H28N2O2S
4-[(4-hydroxyphenyl)thio]-N-methyl-N-[2-(1,2,3,6-tetrahydropyridin-4-yl)benzyl]butanamide
—— N-(2-bromobenzyl)-4-[(4-hydroxyphenyl)thio]-N-methylbutanamide 1229041-26-2 C18H20BrNO2S
N-(2-bromobenzyl)-4-[(4-hydroxyphenyl)thio]-N-methylbutanamide
—— 4-[(4-hydroxyphenyl)thio]-N-methyl-N-[2-(N'-boc-1,2,3,6-tetrahydropyridin-4-yl)benzyl]butanamide 1229041-27-3 C28H36N2O4S
4-[(4-hydroxyphenyl)thio]-N-methyl-N-[2-(N'-boc-1,2,3,6-tetrahydropyridin-4-yl)benzyl]butanamide
—— α-Chlordicyclopropylsulfon 27531-50-6 C6H9ClO2S
α-Chlordicyclopropylsulfon
—— N-{6-{[(1R)-2-hydroxy-1-methylethyl]amino}-2-[(2,3,4-trifluorobenzyl)thio]pyrimidin-4-yl}-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide 654073-39-9 C23H34F3N5O4S2Si
N-{6-{[(1R)-2-hydroxy-1-methylethyl]amino}-2-[(2,3,4-trifluorobenzyl)thio]pyrimidin-4-yl}-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide
—— Tert-butyl cyclobutyl sulfone 713109-35-4 C8H16O2S
Tert-butyl cyclobutyl sulfone
—— N-(2-[benzylthio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}-pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}morpholine-4-sulfonamide 654074-11-0 C24H39N5O5S2Si
N-(2-[benzylthio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}-pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}morpholine-4-sulfonamide
—— N-(2-[(3-chloro-2-fluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide 654073-37-7 C23H35ClFN5O4S2Si
N-(2-[(3-chloro-2-fluorobenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide
—— N-(2-(benzylthio)-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide 654073-34-4 C23H37N5O4S2Si
N-(2-(benzylthio)-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide
—— N-(2-[(2,3-difluoro-4-methylbenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide 654073-41-3 C24H37F2N5O4S2Si
N-(2-[(2,3-difluoro-4-methylbenzyl)thio]-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}azetidine-1-sulfonamide
—— N-(2-(benzylthio)-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}pyrrolidine-1-sulfonamide 654074-20-1 C24H39N5O4S2Si
N-(2-(benzylthio)-6-{[(1R)-2-hydroxy-1-methylethyl]amino}pyrimidin-4-yl)-N-{[2-(trimethylsilyl)ethoxy]methyl}pyrrolidine-1-sulfonamide
—— 2-amino-2-{2-[4-(5-phenylthionaphthalen-1-yl)phenyl]ethyl}propane-1,3-diol hydrochloride 956036-85-4 C27H27NO2S*ClH
2-amino-2-{2-[4-(5-phenylthionaphthalen-1-yl)phenyl]ethyl}propane-1,3-diol hydrochloride
—— 2-(Hydroxyethyl) phenyl sulfide 129524-69-2 C16H18O2S
2-(Hydroxyethyl) phenyl sulfide
—— 2-amino-2-(2-{4-[5-(4-methylphenylthio)naphthalen-1-yl]phenyl}ethyl)propane-1,3-diol hydrochloride 956036-86-5 C28H29NO2S*ClH
2-amino-2-(2-{4-[5-(4-methylphenylthio)naphthalen-1-yl]phenyl}ethyl)propane-1,3-diol hydrochloride
—— 3-(2-methylthio-6-trifluoromethylpyrimidin-4-yl)-1,2,4-oxadiazol-5-one 1256638-11-5 C8H5F3N4O2S
3-(2-methylthio-6-trifluoromethylpyrimidin-4-yl)-1,2,4-oxadiazol-5-one
—— 3-{6-chloro-2-methyl-1-[1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-4-yl]-1H-indol-3-ylsulfanyl}-benzoic acid ethyl ester 1359981-11-5 C23H19ClF3N3O2S
3-{6-chloro-2-methyl-1-[1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-4-yl]-1H-indol-3-ylsulfanyl}-benzoic acid ethyl ester
—— 3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzonitrile 1359982-10-7 C23H17ClN2S
3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzonitrile
—— 3-(6-chloro-1-isothiazol-4-yl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester 1359980-66-7 C21H17ClN2O2S2
3-(6-chloro-1-isothiazol-4-yl-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester
—— [3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-methanol 1359980-05-4 C23H20ClNOS
[3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-methanol
—— 3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester 1359979-94-4 C24H20ClNO2S
3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester
—— [3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetonitrile 1359982-07-2 C24H19ClN2S
[3-(1-benzyl-6-chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetonitrile
—— 2-({4-[(3-chloro-2-methylphenyl)methyl]-2-(morpholin-4-yl)-7-oxo-4H,7H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl}sulfanyl)acetic acid 1256290-18-2 C19H19ClN4O4S2
2-({4-[(3-chloro-2-methylphenyl)methyl]-2-(morpholin-4-yl)-7-oxo-4H,7H-[1,3]thiazolo[4,5-d]pyrimidin-5-yl}sulfanyl)acetic acid
—— 3-[3-[7-(1-hydroxy-1-methyl-ethyl)-pyrido[2,3-d]pyrimidin-4-ylamino]-4-(4-hydroxy-phenylsulfanyl)-phenoxymethyl]-benzonitrile 944502-63-0 C30H25N5O3S
3-[3-[7-(1-hydroxy-1-methyl-ethyl)-pyrido[2,3-d]pyrimidin-4-ylamino]-4-(4-hydroxy-phenylsulfanyl)-phenoxymethyl]-benzonitrile
—— 6-{[(1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}-methyl)cyclopentyl]oxy}-8-[(3-methylphenyl)sulfanyl]-9H-purine 1007126-15-9 C30H48N4O3SSi2
6-{[(1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}-methyl)cyclopentyl]oxy}-8-[(3-methylphenyl)sulfanyl]-9H-purine
—— 4-[2-amino-4-(2,5-difluoro-benzyloxy)-phenylsulfanyl]-phenol 944506-29-0 C19H15F2NO2S
4-[2-amino-4-(2,5-difluoro-benzyloxy)-phenylsulfanyl]-phenol
—— 4-[2-amino-4-(3-fluoro-benzyloxy)-phenylsulfanyl]-phenol 943771-52-6 C19H16FNO2S
4-[2-amino-4-(3-fluoro-benzyloxy)-phenylsulfanyl]-phenol
—— 4-{2-amino-4-[1-(3-bromo-phenyl)-ethoxy]-phenylsulfanyl}-phenol 943774-66-1 C20H18BrNO2S
4-{2-amino-4-[1-(3-bromo-phenyl)-ethoxy]-phenylsulfanyl}-phenol
—— 4-[2-amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenol 1076223-03-4 C19H16BrNO2S
4-[2-amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenol
—— 4-[2-amino-4-(3-trifluoromethylbenzyloxy)-phenylsulfanyl]-phenol 1076223-02-3 C20H16F3NO2S
4-[2-amino-4-(3-trifluoromethylbenzyloxy)-phenylsulfanyl]-phenol
—— 2-{[(5-amino-2-chlorophenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol hydrochloride 1256557-51-3 C12H12ClN3OS*ClH
2-{[(5-amino-2-chlorophenyl)methyl]sulfanyl}-6-methylpyrimidin-4-ol hydrochloride
—— 2-{[(4-chloro-2-ethylpyridin-3-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol hydrochloride 1256558-70-9 C13H11ClF3N3OS*ClH
2-{[(4-chloro-2-ethylpyridin-3-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol hydrochloride
—— 2-{[(2,4-diethylpyridin-3-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol hydrochloride 1256558-72-1 C15H16F3N3OS*ClH
2-{[(2,4-diethylpyridin-3-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol hydrochloride
—— 2-(1,2,3-Thiadiazol-5-ylthio)acetic acid 75849-84-2 C4H4N2O2S2
2-(1,2,3-Thiadiazol-5-ylthio)acetic acid
—— 2-{[(4-chloro-1-methyl-1H-pyrazol-3-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol hydrochloride 1256558-67-4 C10H8ClF3N4OS*ClH
2-{[(4-chloro-1-methyl-1H-pyrazol-3-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol hydrochloride
—— 1,1-dioxo-3-methyl-3-thietanamine trifluoroacetate 943438-03-7 C2HF3O2*C4H9NO2S
1,1-dioxo-3-methyl-3-thietanamine trifluoroacetate