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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
—— 4-[[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methylsulfanyl]pyridine 950201-42-0 C18H22BNO2S
4-[[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methylsulfanyl]pyridine
—— 2-<(bromomethyl)sulfonyl>cycloheptanone 91586-92-4 C8H13BrO3S
2-<(bromomethyl)sulfonyl>cycloheptanone
—— 2-(1-adamantyl)-N-tert-butyl-2-oxoethanethioamide 1187551-50-3 C16H25NOS
2-(1-adamantyl)-N-tert-butyl-2-oxoethanethioamide
—— propyl trans-1-propenyl trisulfide 23838-27-9 C6H12S3
propyl trans-1-propenyl trisulfide
—— 2-<(chloromethyl)sulfonyl>cycloheptanone 91586-93-5 C8H13ClO3S
2-<(chloromethyl)sulfonyl>cycloheptanone
—— S-methyl (E)-1-propenesulfonothioate 117869-74-6 C4H8O2S2
S-methyl (E)-1-propenesulfonothioate
—— 2-<4-Chlor-phenylmercapto>-1,1-dimethyl-aethylamin 167762-90-5 C10H14ClNS
2-<4-Chlor-phenylmercapto>-1,1-dimethyl-aethylamin
—— 5,6-bis-(n-Propylthio)-1,2,5-thiadiazolo<3,4,-b>pyrazin 55387-83-2 C10H14N4S3
5,6-bis-(n-Propylthio)-1,2,5-thiadiazolo<3,4,-b>pyrazin
—— (S)-2-methyl-3-(2-methyl-1,3-dithian-2-yl)propan-1-ol 917767-33-0 C9H18OS2
(S)-2-methyl-3-(2-methyl-1,3-dithian-2-yl)propan-1-ol
—— (2S,3R)-2-methyl-1-(2-methyl-1,3-dithian-2-yl)hex-5-en-3-ol 917767-26-1 C12H22OS2
(2S,3R)-2-methyl-1-(2-methyl-1,3-dithian-2-yl)hex-5-en-3-ol
—— (S)-2-methyl-3-(2-methyl-1,3-dithian-2-yl)propanal 917767-34-1 C9H16OS2
(S)-2-methyl-3-(2-methyl-1,3-dithian-2-yl)propanal
—— 2,5-dimethyl-1,3-oxathiole 81715-46-0 C5H8OS
2,5-dimethyl-1,3-oxathiole
—— methyl (2-(4-aminobenzyl)-4,6-bisthiomethylpyrimidin-5-yl)acetate 1134496-87-9 C16H19N3O2S2
methyl (2-(4-aminobenzyl)-4,6-bisthiomethylpyrimidin-5-yl)acetate
—— propylidene-dithiobiuret 5333-35-7 C5H9N3S2
propylidene-dithiobiuret
—— 4,7-bis-methylsulfanyl-1<i>H</i>-imidazo[4,5-<i>d</i>]pyridazine 98277-49-7 C7H8N4S2
4,7-bis-methylsulfanyl-1<i>H</i>-imidazo[4,5-<i>d</i>]pyridazine
—— 2-[[4-Ethyl-5-(2-furyl)-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide 439899-36-2 C10H13N5O2S
2-[[4-Ethyl-5-(2-furyl)-1,2,4-triazol-3-yl]sulfanyl]acetohydrazide
—— dithiocarbonic acid <i>O,S</i>-bis-dimethylaminomethyl ester 98433-18-2 C7H16N2OS2
dithiocarbonic acid <i>O,S</i>-bis-dimethylaminomethyl ester
—— 1,4-Bis[[4-(4-methylphenyl)sulfanylphenyl]sulfanyl]benzene 1151766-62-9 C32H26S4
1,4-Bis[[4-(4-methylphenyl)sulfanylphenyl]sulfanyl]benzene
—— 4-[(4-Methylphenyl)sulfanyl]-2-phenyl-1,3-thiazole 130775-34-7 C16H13NS2
4-[(4-Methylphenyl)sulfanyl]-2-phenyl-1,3-thiazole
—— 2-(1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole 1337932-83-8 C20H19N3O3S
2-(1H-imidazol-2-yl)-3-(3,4,5-trimethoxyphenyl)sulfanyl-1H-indole
—— di-tert-butyl 1-(4-methoxy-2-(methylthio)pyrimidin-5-yl)hydrazine-1,2-dicarboxylate 1441760-89-9 C16H26N4O5S
di-tert-butyl 1-(4-methoxy-2-(methylthio)pyrimidin-5-yl)hydrazine-1,2-dicarboxylate
—— (+)-2-(R)-(2-phenylacetyl)-2-ethyl-1,3-dithiane 1-(R)-oxide 175417-33-1 C14H18O2S2
(+)-2-(R)-(2-phenylacetyl)-2-ethyl-1,3-dithiane 1-(R)-oxide
—— (+)-2-(R)-(3,3-dimethylbutanoyl)-2-ethyl-1,3-dithiane 1-(R)-oxide 332048-54-1 C12H22O2S2
(+)-2-(R)-(3,3-dimethylbutanoyl)-2-ethyl-1,3-dithiane 1-(R)-oxide
—— 4,8-dithia-2,2,6,6,10,10-hexamethylundecane-1,11-ol 147992-52-7 C15H32O2S2
4,8-dithia-2,2,6,6,10,10-hexamethylundecane-1,11-ol
—— (1-Ethoxycarbothioylsulfanyl-5,5-dimethyl-4-oxohexyl) 2,2-dimethylpropanoate 517867-29-7 C16H28O4S2
(1-Ethoxycarbothioylsulfanyl-5,5-dimethyl-4-oxohexyl) 2,2-dimethylpropanoate
—— tert-butythioketene 54191-76-3 C6H10S
tert-butythioketene
—— 1-ethylsulfinyl-3,3-dimethylbut-1-yne 929692-40-0 C8H14OS
1-ethylsulfinyl-3,3-dimethylbut-1-yne
—— (3,3-dimethylbut-1-ynylsulfinyl)acetic acid ethyl ester 929692-41-1 C10H16O3S
(3,3-dimethylbut-1-ynylsulfinyl)acetic acid ethyl ester
—— thenyl 2-thienyl sulfide 88673-92-1 C9H8S3
thenyl 2-thienyl sulfide
—— 2-(thien-2-ylmethylthio)-5-bromopyrimidine 79686-17-2 C9H7BrN2S2
2-(thien-2-ylmethylthio)-5-bromopyrimidine
—— 1H-Imidazol-2-amine, 4,5-dihydro-N-[4-[(3-methoxyphenyl)thio]phenyl]- 677343-41-8 C16H17N3OS
1H-Imidazol-2-amine, 4,5-dihydro-N-[4-[(3-methoxyphenyl)thio]phenyl]-
—— 2-allylthio-5-isopropyl-6-(thien-2-ylmethyl)-pyrimidin-4(3H)-one 261900-03-2 C15H18N2OS2
2-allylthio-5-isopropyl-6-(thien-2-ylmethyl)-pyrimidin-4(3H)-one
—— S-<2-(trimethylsilyl)phenyl> N,N-diethylthiocarbamate 141079-75-6 C14H23NOSSi
S-<2-(trimethylsilyl)phenyl> N,N-diethylthiocarbamate
—— tetra-isopropylthiourea 81236-06-8 C13H28N2S
tetra-isopropylthiourea
—— N-(6-amino-2-((4,6-dimethoxy-2-(piperidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-43-6 C18H23N7O3S
N-(6-amino-2-((4,6-dimethoxy-2-(piperidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(2-((4,6-dimethoxy-2-morpholinopyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-73-2 C17H20N6O4S
N-(2-((4,6-dimethoxy-2-morpholinopyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(2-((2-amino-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acetamide 1268274-63-0 C12H14N6O3S
N-(2-((2-amino-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acetamide
—— N-(2-((4,6-dimethoxy-2-(pyrrolidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-74-3 C17H20N6O3S
N-(2-((4,6-dimethoxy-2-(pyrrolidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(6-amino-2-((4,6-dimethoxy-2-morpholinopyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-42-5 C17H21N7O4S
N-(6-amino-2-((4,6-dimethoxy-2-morpholinopyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(2-((4,6-dimethoxy-2-(piperidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-72-1 C18H22N6O3S
N-(2-((4,6-dimethoxy-2-(piperidin-1-yl)pyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(2-((2,4,6-trimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-76-5 C14H15N5O4S
N-(2-((2,4,6-trimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(6-amino-2-((2-amino-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide 1268274-58-3 C13H15N7O3S
N-(6-amino-2-((2-amino-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acrylamide
—— N-(2-((2-fluoro-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acetamide 1268273-58-0 C12H12FN5O3S
N-(2-((2-fluoro-4,6-dimethoxypyrimidin-5-yl)thio)pyrimidin-4-yl)acetamide
—— 1-[(Z)-but-2-enyl]sulfanyl-6-[(E)-but-2-enyl]sulfanylhexane 7142-83-8 C14H26S2
1-[(Z)-but-2-enyl]sulfanyl-6-[(E)-but-2-enyl]sulfanylhexane
—— 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(2-hydroxyethyl)amino]-4-(1H-pyrazol-3-yl)pyridine-3,5-dicarbonitrile 1187543-24-3 C22H16ClN7OS2
2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-[(2-hydroxyethyl)amino]-4-(1H-pyrazol-3-yl)pyridine-3,5-dicarbonitrile
—— 4-methoxy-7-methyl-2-methylsulfanyl-1(3)<i>H</i>-imidazo[4,5-<i>d</i>]pyridazine 91725-04-1 C8H10N4OS
4-methoxy-7-methyl-2-methylsulfanyl-1(3)<i>H</i>-imidazo[4,5-<i>d</i>]pyridazine
—— O-(phenylthio)phenyl N,N-diethylthiocarbamate 141079-59-6 C17H19NOS2
O-(phenylthio)phenyl N,N-diethylthiocarbamate
—— 2-amino-5-[[(5-ethyl-2-oxazolyl)methyl]thio]-thiazole 224435-07-8 C9H11N3OS2
2-amino-5-[[(5-ethyl-2-oxazolyl)methyl]thio]-thiazole
—— S-<2-(phenylthio)phenyl> N,N-diethylthiocarbamate 141079-73-4 C17H19NOS2
S-<2-(phenylthio)phenyl> N,N-diethylthiocarbamate
—— 2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1H-pyrazol-3-yl)pyridine-3,5-dicarbonitrile 1163271-63-3 C20H10Cl2N6S2
2-chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1H-pyrazol-3-yl)pyridine-3,5-dicarbonitrile