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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
—— (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
—— 2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-(methylamino)-4-(1H-pyrazol-3-yl)pyridine-3,5-dicarbonitrile 1187543-22-1 C21H14ClN7S2
2-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-6-(methylamino)-4-(1H-pyrazol-3-yl)pyridine-3,5-dicarbonitrile
—— S-(2-iodophenyl) N,N-diethylthiocarbamate 141079-74-5 C11H14INOS
S-(2-iodophenyl) N,N-diethylthiocarbamate
—— 2-benzylsulfanyl-4-methoxy-7-methyl-1(3)<i>H</i>-imidazo[4,5-<i>d</i>]pyridazine 6954-07-0 C14H14N4OS
2-benzylsulfanyl-4-methoxy-7-methyl-1(3)<i>H</i>-imidazo[4,5-<i>d</i>]pyridazine
—— cis-1.2-Dipropylsulfonyl-ethylen 1071691-61-6 C8H16O4S2
cis-1.2-Dipropylsulfonyl-ethylen
—— 4,7-Bis-propylmercapto-1H-imidazo<4,5-d>pyridazin 3434-05-7 C11H16N4S2
4,7-Bis-propylmercapto-1H-imidazo<4,5-d>pyridazin
—— 2-<i>tert</i>-butylsulfanyl-benzaldehyde (<i>E</i>)-oxime 65924-66-5 C11H15NOS
2-<i>tert</i>-butylsulfanyl-benzaldehyde (<i>E</i>)-oxime
—— N<sup>2</sup>-methyl-4-(propylthio)-1,2-phenylenediamine 637331-51-2 C10H16N2S
N<sup>2</sup>-methyl-4-(propylthio)-1,2-phenylenediamine
—— 2-(4-Fluorophenyl)-3-(4-methylsulfanylphenyl)cycloprop-2-en-1-one 531548-45-5 C16H11FOS
2-(4-Fluorophenyl)-3-(4-methylsulfanylphenyl)cycloprop-2-en-1-one
—— 3-tert-Butyl-5-(diisopropylamino)-4-(phenylthio)isoxazol 125379-80-8 C19H28N2OS
3-tert-Butyl-5-(diisopropylamino)-4-(phenylthio)isoxazol
—— 2,3,7,8,12,13-hexakis(ethylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene 1600518-26-0 C33H42S6
2,3,7,8,12,13-hexakis(ethylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene
—— 1-D-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol 769931-71-7 C32H40O8S
1-D-3-O-(3-phenyl-3-phenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol
—— 2,3,7,8,12,13-hexakis(benzylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene 1600518-28-2 C63H54S6
2,3,7,8,12,13-hexakis(benzylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene
—— 2,3,7,8,12,13-hexakis-(isopropylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene 1600518-27-1 C39H54S6
2,3,7,8,12,13-hexakis-(isopropylsulfanyl)-10,15-dihydro-5H-tribenzo[a,d,g]cyclononene
—— N-[2,2-dimethyl-1-(5-methylsulfanyltetrazol-2-yl)propylidene]hydroxylamine 114064-96-9 C7H13N5OS
N-[2,2-dimethyl-1-(5-methylsulfanyltetrazol-2-yl)propylidene]hydroxylamine
—— 235431-71-7 C13H21NOS
—— [(Z)-3-oxo-2,4-bis(phenylsulfanyl)but-1-enyl] 2,2-dimethylpropanoate 119493-38-8 C21H22O3S2
[(Z)-3-oxo-2,4-bis(phenylsulfanyl)but-1-enyl] 2,2-dimethylpropanoate
—— ethyl 2-[4-(2-methylpropylsulfanyl)phenyl]acetate 15560-18-6 C14H20O2S
ethyl 2-[4-(2-methylpropylsulfanyl)phenyl]acetate
—— 2,6-C6H4(OP(OC10H6(μ-S)C10H6O))2 1226501-54-7 C46H28O6P2S2
2,6-C6H4(OP(OC10H6(μ-S)C10H6O))2
—— 1-nitro-2-methyl-2-phenylthiopropane 52265-30-2 C10H13NO2S
1-nitro-2-methyl-2-phenylthiopropane
—— 1-[2-Tert-butyl-6-(4-methylphenyl)sulfanylphenyl]-1-methyl-3-phenylurea 1172128-61-8 C25H28N2OS
1-[2-Tert-butyl-6-(4-methylphenyl)sulfanylphenyl]-1-methyl-3-phenylurea
—— 1-allyl-3-phenethyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine 1012787-02-8 C29H28N4S
1-allyl-3-phenethyl-2-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine
—— 1-allyl-2,3-dibenzyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine 1012787-03-9 C29H28N4S
1-allyl-2,3-dibenzyl-5-phenylthio-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidine
—— (4-Hydroxy-2-oxo-3-phenylsulfanylbut-3-enyl) 2,2-dimethylpropanoate 119493-25-3 C15H18O4S
(4-Hydroxy-2-oxo-3-phenylsulfanylbut-3-enyl) 2,2-dimethylpropanoate
—— 1-D-3-O-(3-phenyl-3-o-aminophenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol 769931-73-9 C32H41NO8S
1-D-3-O-(3-phenyl-3-o-aminophenylthiopropanoyl)-4-O-trimethylacetyl-1,2:5,6-di-O-isopropylidene-chiro-inositol