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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-[(2,4-dichloro-5-methylphenyl)sulfanyl]-1,3,5-tris(trifluoromethyl)benzene 1137560-53-2 C16H7Cl2F9S
2-[(2,4-dichloro-5-methylphenyl)sulfanyl]-1,3,5-tris(trifluoromethyl)benzene
—— Bis(ethylthio)acetamide 89450-18-0 C6H13NOS2
Bis(ethylthio)acetamide
—— 6,6-Dimethyl-3-methylthio-1-(1-methyl-1,2,4-triazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one 207306-69-2 C14H17N3OS2
6,6-Dimethyl-3-methylthio-1-(1-methyl-1,2,4-triazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 6,6-Dimethyl-3-methylthio-1-(thiazol-2-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one 207306-56-7 C14H15NOS3
6,6-Dimethyl-3-methylthio-1-(thiazol-2-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— 2-benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(2-methoxypyridin-3-ylmethyl)-1H-imidazole 178982-36-0 C27H27Cl2N3O2S
2-benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(2-methoxypyridin-3-ylmethyl)-1H-imidazole
—— (4R,5S,Z)-N-((R)-2-methoxy-1-phenylethyl)-4-methyl-1-(phenylthio)undec-2-en-5-amine 1257427-96-5 C27H39NOS
(4R,5S,Z)-N-((R)-2-methoxy-1-phenylethyl)-4-methyl-1-(phenylthio)undec-2-en-5-amine
—— 2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-2-yl)methyl-1H-imidazole 178982-64-4 C26H25Cl2N3OS
2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-2-yl)methyl-1H-imidazole
—— 1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid butyl ester 945740-41-0 C21H18N2O3S
1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carboxylic acid butyl ester
—— (4S)-4-[(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[1-(furan-2-yl)ethenoxy]methyl]-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolane 356074-23-2 C23H28O6S
(4S)-4-[(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-[1-(furan-2-yl)ethenoxy]methyl]-2,2-dimethyl-5-phenylsulfanyl-1,3-dioxolane
—— ethanethioate de S-diacetylamino-2 thienyle-3 85930-35-4 C10H11NO3S2
ethanethioate de S-diacetylamino-2 thienyle-3
—— 2,3-dihydro-6-methylbenzo[b]thiophen-3-one 68670-98-4 C9H8OS
2,3-dihydro-6-methylbenzo[b]thiophen-3-one
—— (Z)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide 104228-47-9 C9H14O2S3
(Z)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide
—— 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-N,N-dimethyloctanethioamide 218163-06-5 C10H6F15NS
2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluoro-N,N-dimethyloctanethioamide
—— 2-[(4-cyano-5-phenylisothiazol-3-ylthio)(phenyl)methylene]malononitrile 915395-84-5 C20H10N4S2
2-[(4-cyano-5-phenylisothiazol-3-ylthio)(phenyl)methylene]malononitrile
—— (E)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide 104228-99-1 C9H14O2S3
(E)-4,5,9-trithiadodeca-1,6,11-triene 9,9-dioxide
—— 6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-2-phenylsulfanyl-5H-pyrrolo[3,4-b]pyridin-7-one 1373433-01-2 C26H27N3O3S
6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-2-phenylsulfanyl-5H-pyrrolo[3,4-b]pyridin-7-one
—— 2-(2-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one 1373433-09-0 C26H25ClFN3O3S
2-(2-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one
—— 2-(3-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one 1373433-10-3 C26H25ClFN3O3S
2-(3-chloro-4-fluorophenyl)sulfanyl-6-[3-methoxy-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5H-pyrrolo[3,4-b]pyridin-7-one
—— 3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol 841259-81-2 C34H32N2O4S
3-benzyloxy-4-[(1-phenylthio-2-naphthyl)methyl]-5-(1-methoxycarbonyl-4-piperidyl)isoxazol
—— 5-chloro-2,3-bis(2-amino-6-picolinyl-3-thio)pyrazine 88048-62-8 C16H15ClN6S2
5-chloro-2,3-bis(2-amino-6-picolinyl-3-thio)pyrazine
—— 5-chloro-2,3-bis(4,6-diaminopyrimidyl-5-thio)pyrazine 88048-60-6 C12H11ClN10S2
5-chloro-2,3-bis(4,6-diaminopyrimidyl-5-thio)pyrazine
—— 2-methyl-5-(5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidin-4-ylthio)-1,3,4-oxadiazole 1370338-31-0 C16H12N4O3S3
2-methyl-5-(5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidin-4-ylthio)-1,3,4-oxadiazole
—— 3-ethyl-2-methyl-2-thiopseudourea hydroiodide 7204-32-2 C4H10N2S*HI
3-ethyl-2-methyl-2-thiopseudourea hydroiodide
—— Dimethyl-thiomethyl-sulfonium 44209-79-2 C3H9S2
Dimethyl-thiomethyl-sulfonium
—— <i>S</i>-octadecyl-isothiourea; hydrochloride 58821-59-3 C19H40N2S*ClH
<i>S</i>-octadecyl-isothiourea; hydrochloride
—— 1-<phenylthio(trimethylsilyl)methyl>-1,2,4-triazole 121743-77-9 C12H17N3SSi
1-<phenylthio(trimethylsilyl)methyl>-1,2,4-triazole
—— trimethyl(Z)-α-methylthio-α-(hydroxyimino)orthotrithioacetate 172531-53-2 C6H13NOS4
trimethyl(Z)-α-methylthio-α-(hydroxyimino)orthotrithioacetate
—— S-hexyl hexanethiosulfonate 88130-84-1 C12H26O2S2
S-hexyl hexanethiosulfonate
—— Bis(octadecylsulfanyl)methanone 112096-11-4 C37H74OS2
Bis(octadecylsulfanyl)methanone
—— (2-Chlor-aethyl)-decyl-sulfon 59682-01-8 C12H25ClO2S
(2-Chlor-aethyl)-decyl-sulfon
—— 2-hexylisothiourea hydrobromide 4270-01-3 BrH*C7H16N2S
2-hexylisothiourea hydrobromide
—— 3-Bromo-1-ethenyl-5-(methylsulfanyl)-1H-pyrazole 923036-03-7 C6H7BrN2S
3-Bromo-1-ethenyl-5-(methylsulfanyl)-1H-pyrazole
—— 3-[(4-tetradecylsulfanylphenyl)methyl]-4H-1,2,4-oxadiazol-5-one 850143-56-5 C23H36N2O2S
3-[(4-tetradecylsulfanylphenyl)methyl]-4H-1,2,4-oxadiazol-5-one
—— N-(phenylsulfanylmethyl)morpholine 10316-03-7 C11H15NOS
N-(phenylsulfanylmethyl)morpholine
—— 1-(phenylthio)-4-carbomethoxycyclohexene 60466-70-8 C14H16O2S
1-(phenylthio)-4-carbomethoxycyclohexene
—— [4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone 270927-44-1 C20H24O3S
[4aR]-4,4a,5,6,7,8-hexahydro-1-(methylthiophenyl)-4a-methyl-6,6'-(1,3-dioxolane)-2(3H)-naphthalenone
—— [2,2'-bi(1,3-dithianyl-2-yl)](1,3-dithian-2-yl)methanone 1155851-76-5 C13H20OS6
[2,2'-bi(1,3-dithianyl-2-yl)](1,3-dithian-2-yl)methanone
—— 3-Methyl-2-pyridin-2-ylsulfanylpyridine 76093-19-1 C11H10N2S
3-Methyl-2-pyridin-2-ylsulfanylpyridine
—— 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-2-thiapentacyclo[19.3.1.1<sup>3,7</sup>.1<sup>9,13</sup>.1<sup>15,19</sup>]octacosa-1(25),3,5,7(26),9,11,13(27),15,17,19(28),21,23-dodecaene 195056-78-1 C43H54O4S
5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrahydroxy-2-thiapentacyclo[19.3.1.1<sup>3,7</sup>.1<sup>9,13</sup>.1<sup>15,19</sup>]octacosa-1(25),3,5,7(26),9,11,13(27),15,17,19(28),21,23-dodecaene
—— tert-butyl 4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carboxylate 1156468-95-9 C22H25BrN6O4S
tert-butyl 4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carboxylate
—— 8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-piperidin-4-yl-9H-purin-6-amine 1156467-71-8 C17H17BrN6O2S
8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9-piperidin-4-yl-9H-purin-6-amine
—— 4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carbaldehyde 1156467-75-2 C18H17BrN6O3S
4-{6-amino-8-[(6-bromo-1,3-benzodioxol-5-yl)thio]-9H-purin-9-yl}piperidine-1-carbaldehyde
—— 4-(1-methyl-5-phenylthio-1H-1, 2, 4-triazol-3-yl)-2, 4-dioxobutanoic acid ethyl ester 875553-65-4 C15H15N3O4S
4-(1-methyl-5-phenylthio-1H-1, 2, 4-triazol-3-yl)-2, 4-dioxobutanoic acid ethyl ester
—— 1-(o-methylthiophenyl)-4,5-dihydro-5-hydroxy-1H-1,2,3-triazole 108429-49-8 C9H11N3OS
1-(o-methylthiophenyl)-4,5-dihydro-5-hydroxy-1H-1,2,3-triazole
—— α-Cyanthioisobuttersaeureamid 89181-74-8 C5H8N2S
α-Cyanthioisobuttersaeureamid
—— [[2-(2-chloroethoxy)ethyl]thio]ethene 170135-59-8 C6H11ClOS
[[2-(2-chloroethoxy)ethyl]thio]ethene
—— 5-chloro-2-(pyridin-4-ylsulfanyl)-pyridin-3-ylamine 899424-04-5 C10H8ClN3S
5-chloro-2-(pyridin-4-ylsulfanyl)-pyridin-3-ylamine
—— 4-bromobutyl 1,1-dimethylethyl sulfone 1119801-61-4 C8H17BrO2S
4-bromobutyl 1,1-dimethylethyl sulfone
—— 4-bromobutyl 1,1-dimethylethyl sulfide 1119801-76-1 C8H17BrS
4-bromobutyl 1,1-dimethylethyl sulfide
—— methyl 2,2-difluoro-2-(fluorosulfonyl)acetate 27825-80-5 C4H6F2O4S
methyl 2,2-difluoro-2-(fluorosulfonyl)acetate