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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
—— tert-butyl-2-{[4-({(6-chloropyrimidm-4-yl)[(2-methyl-1,3-thiazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate 881687-58-7 C24H29ClN4O2S2
tert-butyl-2-{[4-({(6-chloropyrimidm-4-yl)[(2-methyl-1,3-thiazol-4-yl)methyl]amino}methyl)-phenyl]thio}-2-methylpropanoate
—— tert-butyl-2-{[4-({[6-(cyclohexyloxy)pyrimidin-4-yl][(3,5-dimethylisoxazol-4-yl)methyl]amino}-methyl)phenyl]thio}-2-methylpropanoate 881687-56-5 C31H42N4O4S
tert-butyl-2-{[4-({[6-(cyclohexyloxy)pyrimidin-4-yl][(3,5-dimethylisoxazol-4-yl)methyl]amino}-methyl)phenyl]thio}-2-methylpropanoate
—— 4'-[(3-benzyloxy)phenylthio]-2'-chlorodihydrocinnamyl alcohol 676482-21-6 C22H21ClO2S
4'-[(3-benzyloxy)phenylthio]-2'-chlorodihydrocinnamyl alcohol
—— (R)-2-(3-chloro-4-cyclopropylsulfanyl-phenyl)-3-(tetrahydropyran-4-yl)-propionic acid 936362-93-5 C17H21ClO3S
(R)-2-(3-chloro-4-cyclopropylsulfanyl-phenyl)-3-(tetrahydropyran-4-yl)-propionic acid
—— tert-butyl N-[2-[2-amino-5-(2-oxopyridin-1-yl)phenyl]sulfanylethyl]carbamate 1039517-27-5 C18H23N3O3S
tert-butyl N-[2-[2-amino-5-(2-oxopyridin-1-yl)phenyl]sulfanylethyl]carbamate
—— (3aR,4S,7R,7aS)-7-[(5-amino-6-chloro-2-propylsulfanylpyrimidin-4-yl)amino]-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-ol 1022927-14-5 C16H23ClN4O3S
(3aR,4S,7R,7aS)-7-[(5-amino-6-chloro-2-propylsulfanylpyrimidin-4-yl)amino]-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxol-4-ol
—— {[4-(Phenylsulfanyl)phenyl]sulfanyl}acetic acid 152171-23-8 C14H12O2S2
{[4-(Phenylsulfanyl)phenyl]sulfanyl}acetic acid
—— 1,2-Di(ethenesulfonyl)ethan-1-ol 172650-62-3 C6H10O5S2
1,2-Di(ethenesulfonyl)ethan-1-ol
—— 6-methyl-4-(4-methylthio)phenyl-pyran-2-one 387866-30-0 C13H12O2S
6-methyl-4-(4-methylthio)phenyl-pyran-2-one
—— di(4-hydroxybut-2-ynyl)sulfone 122951-66-0 C8H10O4S
di(4-hydroxybut-2-ynyl)sulfone
—— 2,5-Dihydro-4-[4-(methylthio)phenyl]-2-[(trimethylsilyl)oxy]furan 179175-16-7 C14H20O2SSi
2,5-Dihydro-4-[4-(methylthio)phenyl]-2-[(trimethylsilyl)oxy]furan
—— Pyridazine, 6-[[(4-fluorophenyl)methyl]thio]-4-methoxy-3-methyl- 528878-34-4 C13H13FN2OS
Pyridazine, 6-[[(4-fluorophenyl)methyl]thio]-4-methoxy-3-methyl-
—— 1H-1,2,3-Triazole-4-methanamine, 1-[2-[(4-fluorophenyl)thio]ethyl]-N-methyl- 1481252-52-1 C12H15FN4S
1H-1,2,3-Triazole-4-methanamine, 1-[2-[(4-fluorophenyl)thio]ethyl]-N-methyl-
—— Propanoic acid, 2-[[1-[2-(ethylamino)ethyl]-1H-tetrazol-5-yl]thio]- 1479801-25-6 C8H15N5O2S
Propanoic acid, 2-[[1-[2-(ethylamino)ethyl]-1H-tetrazol-5-yl]thio]-
—— 1,2,4-Thiadiazol-5-amine, N-ethyl-3-[[(3-fluorophenyl)thio]methyl]- 1478590-05-4 C11H12FN3S2
1,2,4-Thiadiazol-5-amine, N-ethyl-3-[[(3-fluorophenyl)thio]methyl]-
—— Pyrimidine, 4-chloro-2-[[(2-chlorophenyl)thio]methyl]-6-cyclopropyl- 1492530-76-3 C14H12Cl2N2S
Pyrimidine, 4-chloro-2-[[(2-chlorophenyl)thio]methyl]-6-cyclopropyl-
—— 1-[(2-Aminoethyl)thio]-2-propanamine 23185-28-6 C5H14N2S
1-[(2-Aminoethyl)thio]-2-propanamine
—— Cyclohexanemethanamine, I+/--[[(4-fluorophenyl)thio]methyl]-N,4-dimethyl- 1493550-87-0 C16H24FNS
Cyclohexanemethanamine, I+/--[[(4-fluorophenyl)thio]methyl]-N,4-dimethyl-
—— Methyl 2-[(4-chlorophenyl)sulfanyl]ethanimidate 61671-49-6 C9H10ClNOS
Methyl 2-[(4-chlorophenyl)sulfanyl]ethanimidate
—— Bicyclo[4.2.0]octa-1,3,5-triene-7-ethanamine, I+/--[[(2-bromophenyl)thio]methyl]- 1533077-08-5 C17H18BrNS
Bicyclo[4.2.0]octa-1,3,5-triene-7-ethanamine, I+/--[[(2-bromophenyl)thio]methyl]-
—— (I+/-S)-3-(Methylthio)-I+/--(trifluoromethyl)benzenemethanamine 878539-33-4 C9H10F3NS
(I+/-S)-3-(Methylthio)-I+/--(trifluoromethyl)benzenemethanamine
—— (R)-1-(2-Methylsulfanyl-pyrimidin-4-yl)-pyrrolidin-3-ol 1261234-25-6 C9H13N3OS
(R)-1-(2-Methylsulfanyl-pyrimidin-4-yl)-pyrrolidin-3-ol
—— (1S)-1-[4-[(Trifluoromethyl)thio]phenyl]-1,2-ethanediamine 1213057-21-6 C9H11F3N2S
(1S)-1-[4-[(Trifluoromethyl)thio]phenyl]-1,2-ethanediamine
—— 11-Methyl-5-nitro-2-thia-10,13-diazatricyclo[13.4.0.03,8]nonadeca-1(19),3(8),4,6,15,17-hexaene-9,14-dione 1393085-59-0 C17H15N3O4S
11-Methyl-5-nitro-2-thia-10,13-diazatricyclo[13.4.0.03,8]nonadeca-1(19),3(8),4,6,15,17-hexaene-9,14-dione
—— 1-(6-Methoxy-2-(methylthio)pyrimidin-4-yl)azetidine-3-carboxylic acid 1353977-93-1 C10H13N3O3S
1-(6-Methoxy-2-(methylthio)pyrimidin-4-yl)azetidine-3-carboxylic acid
—— 2-Chloro-N-ethyl-N-(4-methylsulfanyl-benzyl)-acetamide 1353983-04-6 C12H16ClNOS
2-Chloro-N-ethyl-N-(4-methylsulfanyl-benzyl)-acetamide
—— 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