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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
—— 5-(3,5-Dichlorophenylthio)-2-dimethylaminomethyl-4-isopropyl-1-methyl-1H-imidazole 178979-69-6 C16H21Cl2N3S
5-(3,5-Dichlorophenylthio)-2-dimethylaminomethyl-4-isopropyl-1-methyl-1H-imidazole
—— 5-ethyl-1-ethoxymethyl-6-(3,5-dimethylphenylthio)uracil 136011-44-4 C17H22N2O3S
5-ethyl-1-ethoxymethyl-6-(3,5-dimethylphenylthio)uracil
—— 1-Benzyl-2-carbamoyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole 178979-35-6 C21H21Cl2N3O2S
1-Benzyl-2-carbamoyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole
—— 5-(3,5-Dichlorophenylthio)-2-carbamoyloxymethyl-4-isopropyl-1-(pyridin-3-ylmethyl)-1H-imidazole 178979-83-4 C20H20Cl2N4O2S
5-(3,5-Dichlorophenylthio)-2-carbamoyloxymethyl-4-isopropyl-1-(pyridin-3-ylmethyl)-1H-imidazole
—— 2-Aminomethyl-4-isopropyl-1-methyl-5-phenylthio-1H-imidazole 178979-65-2 C14H19N3S
2-Aminomethyl-4-isopropyl-1-methyl-5-phenylthio-1H-imidazole
—— 3-(5-(3,5-dichlorophenylthio)-1-(2-hydroxyethyl)-4-isopropyl-1H-imidazol-2-yl)-propan-1-ol 178980-57-9 C17H22Cl2N2O2S
3-(5-(3,5-dichlorophenylthio)-1-(2-hydroxyethyl)-4-isopropyl-1H-imidazol-2-yl)-propan-1-ol
—— 1H-Imidazole-2-ethanol, 1-((3-aminophenyl)methyl)-5-((3,5-dichlorophenyl)thio)-4-(1-methylethyl)- 178980-35-3 C21H23Cl2N3OS
1H-Imidazole-2-ethanol, 1-((3-aminophenyl)methyl)-5-((3,5-dichlorophenyl)thio)-4-(1-methylethyl)-
—— 2-phenylthiomethyl-3(S)-hydroxymethyl-4(S)-pentyl-γ-butyrolactone 777097-32-2 C17H24O3S
2-phenylthiomethyl-3(S)-hydroxymethyl-4(S)-pentyl-γ-butyrolactone
—— 5-(4-chlorobenzylthio)pyridazin-3(2H)-one 1243253-45-3 C11H9ClN2OS
5-(4-chlorobenzylthio)pyridazin-3(2H)-one
—— (Z)-1-cyclohexyl-2-phenylsulfanylhept-2-en-1-one 206278-56-0 C19H26OS
(Z)-1-cyclohexyl-2-phenylsulfanylhept-2-en-1-one
—— 2-But-3-enylsulfinylacetic acid 720719-10-8 C6H10O3S
2-But-3-enylsulfinylacetic acid
—— (Z)-2,2-dimethyl-4-phenylsulfanylnon-4-en-3-one 206278-57-1 C17H24OS
(Z)-2,2-dimethyl-4-phenylsulfanylnon-4-en-3-one
—— 4(1H)-Pyrimidinone, 2-chloro-6-(phenylthio)- 284682-02-6 C10H7ClN2OS
4(1H)-Pyrimidinone, 2-chloro-6-(phenylthio)-
—— (2S,3R)-5-oxo-2-pentyl-4-(phenylsulfanylmethyl)oxolane-3-carboxylic acid 1027976-62-0 C17H22O4S
(2S,3R)-5-oxo-2-pentyl-4-(phenylsulfanylmethyl)oxolane-3-carboxylic acid
—— 1,2,3,5,6-Pentathiepane, 4,7-dimethyl- 101517-94-6 C4H8S5
1,2,3,5,6-Pentathiepane, 4,7-dimethyl-
—— 1-methyl-2-chloro-3-phenylthioindole 108698-59-5 C15H12ClNS
1-methyl-2-chloro-3-phenylthioindole
—— [2-(5-fluoro-1H-indol-3-ylsulfanyl)-benzyl]-carbamic acid tert-butyl ester 857499-96-8 C20H21FN2O2S
[2-(5-fluoro-1H-indol-3-ylsulfanyl)-benzyl]-carbamic acid tert-butyl ester
—— 2-(5-fluoro-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester 857499-93-5 C16H12FNO2S
2-(5-fluoro-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester
—— methyl-(1-methylsulfanyl-ethyl)-disulfane 4413-29-0 C4H10S3
methyl-(1-methylsulfanyl-ethyl)-disulfane
—— (4R,5S)-4-<Tris(phenylthio)methyl>-5-pentyl-4,5-dihydro-2(3H)-furanone 165605-80-1 C28H30O2S3
(4R,5S)-4-<Tris(phenylthio)methyl>-5-pentyl-4,5-dihydro-2(3H)-furanone
—— 2-(7-bromo-3,5-dioxaheptylthio)-6-(3,5-dimethylbenzyl)-5-ethyl-pyrimidin-4(3H)-one 261899-98-3 C20H27BrN2O3S
2-(7-bromo-3,5-dioxaheptylthio)-6-(3,5-dimethylbenzyl)-5-ethyl-pyrimidin-4(3H)-one
—— 4-(3-Fluorobenzyl)-piperazine-1-carboxylic acid 4-(4,6-dimethyl-pyrimidin-2-ylsulfanyl)-phenyl ester 548768-72-5 C24H25FN4O2S
4-(3-Fluorobenzyl)-piperazine-1-carboxylic acid 4-(4,6-dimethyl-pyrimidin-2-ylsulfanyl)-phenyl ester
—— 2-Ethylthio-3-methyl-5-(2-methylbutyl)pyrazine 99784-28-8 C12H20N2S
2-Ethylthio-3-methyl-5-(2-methylbutyl)pyrazine
—— 3,3,4,4,5,5,6,6,7,7-Decafluoro-1,2-dithiepane 24345-54-8 C5F10S2
3,3,4,4,5,5,6,6,7,7-Decafluoro-1,2-dithiepane
—— 4-(4,6-dimethyl-pyrimidin-2-ylsulfanyl)-phenyl chloroformate 548768-73-6 C13H11ClN2O2S
4-(4,6-dimethyl-pyrimidin-2-ylsulfanyl)-phenyl chloroformate
—— 3,7-dimethyl-2(E),5(E),7-octatrienyl (phenylthio)acetate 87519-46-8 C18H22O2S
3,7-dimethyl-2(E),5(E),7-octatrienyl (phenylthio)acetate
—— 2-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline 1245567-63-8 C30H23N5O2S2
2-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(benzylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline
—— 2-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline 1245567-50-3 C20H19N5O2S2
2-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(ethylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline
—— 2-[5-(allylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(allylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline 1245567-64-9 C22H19N5O2S2
2-[5-(allylthio)-1,3,4-oxadiazol-2-yl]-N-{4-[5-(allylthio)-1,3,4-oxadiazol-2-yl]phenyl}aniline
—— ethylxanthic acid hydroxymethyl ester 42192-51-8 C4H8O2S2
ethylxanthic acid hydroxymethyl ester
—— 4-amino-2,3-dihydro-2-methyl-6-thioxo-6H-thieno[3,2-c]thiopyran-7-carbonitrile 1222510-77-1 C9H8N2S3
4-amino-2,3-dihydro-2-methyl-6-thioxo-6H-thieno[3,2-c]thiopyran-7-carbonitrile
—— 3-Methylmercapto-5-methoxy-6-phenyltriazin 37526-35-5 C11H11N3OS
3-Methylmercapto-5-methoxy-6-phenyltriazin
—— (1'S,2R,6S,7R,9R,15S)-15-(1-Hydroxyprop-2-enyl)-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one 244155-61-1 C29H34O6S2
(1'S,2R,6S,7R,9R,15S)-15-(1-Hydroxyprop-2-enyl)-2,9-bis(phenylthiomethyl)-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-one
—— N-[(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]aniline 436095-96-4 C11H13N3OS
N-[(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)methyl]aniline
—— 2-Methyl-3-[4-[5-[[5-[4-(2-methyl-4-oxoquinazolin-3-yl)phenyl]-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]-4-phenyl-1,2,4-triazol-3-yl]phenyl]quinazolin-4-one 139447-60-2 C46H32N10O2S
2-Methyl-3-[4-[5-[[5-[4-(2-methyl-4-oxoquinazolin-3-yl)phenyl]-4-phenyl-1,2,4-triazol-3-yl]sulfanyl]-4-phenyl-1,2,4-triazol-3-yl]phenyl]quinazolin-4-one
—— (E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-en-1-ol 1184635-39-9 C13H22OS2
(E)-3-methyl-4-[2-(2-methylprop-1-enyl)-1,3-dithian-2-yl]but-2-en-1-ol
—— 2,4-bis(trifluoroacetyl)-1-(4-methylphenylthio)naphthalene 127053-15-0 C21H12F6O2S
2,4-bis(trifluoroacetyl)-1-(4-methylphenylthio)naphthalene
—— 2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazol-5-carboxylic acid 315228-83-2 C14H7ClN2O4S2
2-(2-chloro-4-nitro-phenylsulfanyl)-benzothiazol-5-carboxylic acid
—— (4-Methyl-pyrimidin-2-ylsulfanyl)-phenyl-acetic acid 87125-93-7 C13H12N2O2S
(4-Methyl-pyrimidin-2-ylsulfanyl)-phenyl-acetic acid
—— Propyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-2-yl)sulfanylacetate 184530-26-5 C14H16N4O2S
Propyl 2-(6-amino-3,5-dicyano-4-ethylpyridin-2-yl)sulfanylacetate
—— 5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene 111610-02-7 C10H10N4S4
5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene
—— (1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-phenyl-N-[(phenylthio)methyl]ethanamine 1030828-95-5 C21H31NOSSi
(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-phenyl-N-[(phenylthio)methyl]ethanamine
—— 9-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene 111610-03-8 C11H12N4S4
9-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene
—— 1,5-dimethyl-2,6-bis(phenylthio)bicyclo<3.3.0>octa-2,6-diene 139462-71-8 C22H22S2
1,5-dimethyl-2,6-bis(phenylthio)bicyclo<3.3.0>octa-2,6-diene
—— 5,13-bis(methylsulfanyl)-N-phenyl-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaen-9-amine 111609-98-4 C16H15N5S4
5,13-bis(methylsulfanyl)-N-phenyl-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaen-9-amine
—— N-tert-butyl-6-methylsulfanylpyridazine-3-carbothioamide 457613-22-8 C10H15N3S2
N-tert-butyl-6-methylsulfanylpyridazine-3-carbothioamide
—— 9-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene 111610-04-9 C12H14N4S4
9-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,8,12-pentaene
—— 5,13-Bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraene-9-thione 111609-94-0 C10H10N4S5
5,13-Bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraene-9-thione
—— N-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine 111622-79-8 C12H15N5S4
N-ethyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine
—— N-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine 111609-97-3 C11H13N5S4
N-methyl-5,13-bis(methylsulfanyl)-4,14-dithia-6,8,10,12-tetrazatricyclo[9.3.0.03,7]tetradeca-1(11),3(7),5,12-tetraen-9-imine