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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
—— (2R,3S)-5,5-Dimethoxy-3-phenylsulfanyl-pentane-1,2-diol 143422-71-3 C13H20O4S
(2R,3S)-5,5-Dimethoxy-3-phenylsulfanyl-pentane-1,2-diol
—— 3-[6-chloro-7-fluoro-2-methyl-1-(5-methyl-thiophen-3-yl)-1H-indol-3-ylsulfanyl]-benzoic acid 1359983-07-5 C21H15ClFNO2S2
3-[6-chloro-7-fluoro-2-methyl-1-(5-methyl-thiophen-3-yl)-1H-indol-3-ylsulfanyl]-benzoic acid
—— cis-[PdI(bpy)(C6H4(SC6H4(SC6H4NO2-4)-4)-4)] 1333499-75-4 C28H20IN3O2PdS2
cis-[PdI(bpy)(C6H4(SC6H4(SC6H4NO2-4)-4)-4)]
—— 2-ethylsulfanyl-5-propyl-furan-3-carbaldehyde 21984-71-4 C10H14O2S
2-ethylsulfanyl-5-propyl-furan-3-carbaldehyde
—— 4-(3,5-dimethylphenylthio)-3-(4-(3-fluorobenzoyl)piperazin-1-ylsulfonyl)benzonitrile 1253109-19-1 C26H24FN3O3S2
4-(3,5-dimethylphenylthio)-3-(4-(3-fluorobenzoyl)piperazin-1-ylsulfonyl)benzonitrile
—— 2-((2,4-dinitrophenyl)sulphanyl)-5-methoxybenzimidazole 1424375-00-7 C14H10N4O5S
2-((2,4-dinitrophenyl)sulphanyl)-5-methoxybenzimidazole
—— {3-[1-(2,4-dinitro-phenyl)-8-(6-iodo-benzo[1,3]dioxol-5-ylsulfanyl)-6-oxo-1,6-dihydro-purin-9-yl]-propyl}-isopropyl-carbamic acid tert-butyl ester 1102466-48-7 C29H30IN7O9S
{3-[1-(2,4-dinitro-phenyl)-8-(6-iodo-benzo[1,3]dioxol-5-ylsulfanyl)-6-oxo-1,6-dihydro-purin-9-yl]-propyl}-isopropyl-carbamic acid tert-butyl ester
—— 1-Methyl-2-(13-methyl-tetradecylsulfanyl)-1H-imidazole; hydrochloride 50968-50-8 C19H36N2S*ClH
1-Methyl-2-(13-methyl-tetradecylsulfanyl)-1H-imidazole; hydrochloride
—— 1-Chloro-3,3-dimethyl-1-phenylsulfanylbutan-2-one 137351-39-4 C12H15ClOS
1-Chloro-3,3-dimethyl-1-phenylsulfanylbutan-2-one
—— 5-Isopropyl-4-phenylthio-3-hydroxy-2-oxo-2.5-dihydrofuran 51642-84-3 C13H14O3S
5-Isopropyl-4-phenylthio-3-hydroxy-2-oxo-2.5-dihydrofuran
—— 2-(α-Hydroxybenzyl)-2-trimethylsilylmethyl-1,3-dithian 52214-00-3 C15H24OS2Si
2-(α-Hydroxybenzyl)-2-trimethylsilylmethyl-1,3-dithian
—— S-Isobutyl-n-propylthiocarbonat 53120-93-7 C8H16O2S
S-Isobutyl-n-propylthiocarbonat
—— 4-(4-Iodo-phenylsulfanyl)-butyric acid 52872-95-4 C10H11IO2S
4-(4-Iodo-phenylsulfanyl)-butyric acid
—— (5-methyl-2-methylsulfanyl-thiophen-3-yl)-acetonitrile 40990-30-5 C8H9NS2
(5-methyl-2-methylsulfanyl-thiophen-3-yl)-acetonitrile
—— (5-ethoxymethoxy-cyclopent-1-enylsulfanyl)-benzene 847155-07-1 C14H18O2S
(5-ethoxymethoxy-cyclopent-1-enylsulfanyl)-benzene
—— 4-p-Tolylsulfanyl-[1,2]dithiolane 52142-42-4 C10H12S3
4-p-Tolylsulfanyl-[1,2]dithiolane
—— 2-Methyl-3-methylsulfanyl-7-[1-methylsulfanyl-prop-(Z)-ylidene]-4,5,6,7-tetrahydro-benzo[b]thiophene 54103-25-2 C14H20S3
2-Methyl-3-methylsulfanyl-7-[1-methylsulfanyl-prop-(Z)-ylidene]-4,5,6,7-tetrahydro-benzo[b]thiophene
—— Dithiocarbonic acid O-tert-butyl ester S-(1-methylsulfanyl-ethyl) ester 41335-11-9 C8H16OS3
Dithiocarbonic acid O-tert-butyl ester S-(1-methylsulfanyl-ethyl) ester
—— 7,7'-Dimethyl-2,2'-di-(benzo<1,4>thiazinyliden)-5,5'-diol 57037-48-6 C18H14N2O2S2
7,7'-Dimethyl-2,2'-di-(benzo<1,4>thiazinyliden)-5,5'-diol
—— (Phenylthio-2-phenyl-1)ethyldiphenylphosphinoxid 60625-46-9 C26H23OPS
(Phenylthio-2-phenyl-1)ethyldiphenylphosphinoxid
—— 3-[6-chloro-2-methyl-1-(1-propyl-1H-pyrazol-4-yl)-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester 1359981-17-1 C24H24ClN3O2S
3-[6-chloro-2-methyl-1-(1-propyl-1H-pyrazol-4-yl)-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester
—— Dimethyl-phosphinodithioic acid 1-ethylsulfanyl-ethyl ester 5761-88-6 C6H15PS3
Dimethyl-phosphinodithioic acid 1-ethylsulfanyl-ethyl ester
—— (2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-1,1-dimethyl-heptylsulfanyl)-benzene 84108-54-3 C15H11F13S
(2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-1,1-dimethyl-heptylsulfanyl)-benzene
—— 1,1-bis-ethanesulfonyl-2-methyl-propene 3122-25-6 C8H16O4S2
1,1-bis-ethanesulfonyl-2-methyl-propene
—— 5-methyl-6-methylthioimidazo<4,5-c>pyridazine 79690-91-8 C7H8N4S
5-methyl-6-methylthioimidazo<4,5-c>pyridazine
—— 2-ethoxycarbonylsulfanyl-4-methyl-thiazole 5316-73-4 C7H9NO2S2
2-ethoxycarbonylsulfanyl-4-methyl-thiazole
—— 1-{1-[5-(3-chloro-phenyl)-isoxazol-3-yl]-ethyl}-2-methylsulfanyl-1,4,5,6-tetrahydro-pyrimidine 956360-67-1 C16H18ClN3OS
1-{1-[5-(3-chloro-phenyl)-isoxazol-3-yl]-ethyl}-2-methylsulfanyl-1,4,5,6-tetrahydro-pyrimidine
—— 3-(3-phenylsulfanylbutan-2-yl)cyclohexan-1-one 103409-50-3 C16H22OS
3-(3-phenylsulfanylbutan-2-yl)cyclohexan-1-one
—— N,N-Dimethylthiocarbaminsaeure-O-(E)-2-butenylester 39707-20-5 C7H13NOS
N,N-Dimethylthiocarbaminsaeure-O-(E)-2-butenylester
—— 3-[(4-phenylthiazol-2-yl)thiomethyl]piperidine 876148-14-0 C15H18N2S2
3-[(4-phenylthiazol-2-yl)thiomethyl]piperidine
—— phenyl 2-bromo-3,3-difluoroallyl sulfide 1425538-76-6 C9H7BrF2S
phenyl 2-bromo-3,3-difluoroallyl sulfide
—— Diisopropyl-thiocarbamic acid O-(2-phenylsulfanyl-ethyl) ester 13193-03-8 C15H23NOS2
Diisopropyl-thiocarbamic acid O-(2-phenylsulfanyl-ethyl) ester
—— 1-(2-Hydroxymethyl-1-phenylsulfanyl-cyclopropyl)-prop-2-en-1-ol 84851-75-2 C13H16O2S
1-(2-Hydroxymethyl-1-phenylsulfanyl-cyclopropyl)-prop-2-en-1-ol
—— 1-Chloro-1-phenylsulfanyl-octan-2-one 87143-60-0 C14H19ClOS
1-Chloro-1-phenylsulfanyl-octan-2-one
—— 8-acetoxy-2-methyl-9-(phenylthio)-2-nonene 153171-79-0 C18H26O2S
8-acetoxy-2-methyl-9-(phenylthio)-2-nonene
—— 52416-57-6 C16H27N3S
—— 3-(4-amino-3-methylsulfanyl-5-thioxo-4,5-dihydro-[1,2,4]triazol-1-yl)-propionitrile 42076-18-6 C6H9N5S2
3-(4-amino-3-methylsulfanyl-5-thioxo-4,5-dihydro-[1,2,4]triazol-1-yl)-propionitrile
—— cis-1-ethynyl-4-(3,3,3-trifluoropropylsulfonylmethyl)cyclohexane 1097630-09-5 C12H17F3O2S
cis-1-ethynyl-4-(3,3,3-trifluoropropylsulfonylmethyl)cyclohexane
—— cyclopent-3-en-1-yl(1,1,1,3,3,3-hexafluoropropan-2-yl)sulfane 1499-90-7 C8H8F6S
cyclopent-3-en-1-yl(1,1,1,3,3,3-hexafluoropropan-2-yl)sulfane
—— tert-butyl ({4-(2-fluoropyridin-3-yl)-5-[(1-methyl-1H-imidazol-2-yl)thio]thiophen-2-yl}methyl)methylcarbamate 1138035-29-6 C20H23FN4O2S2
tert-butyl ({4-(2-fluoropyridin-3-yl)-5-[(1-methyl-1H-imidazol-2-yl)thio]thiophen-2-yl}methyl)methylcarbamate
—— 1598427-04-3 C17H22O2S2
—— 5-(2-hydroxy-ethylsulfanyl)-3,6-dimethyl-1-phenyl-1<i>H</i>-pyrimidine-2,4-dione 50436-04-9 C14H16N2O3S
5-(2-hydroxy-ethylsulfanyl)-3,6-dimethyl-1-phenyl-1<i>H</i>-pyrimidine-2,4-dione
—— 8H-Dithieno[2,3-b;2',3'-e]thiopyran 42057-16-9 C9H6S3
8H-Dithieno[2,3-b;2',3'-e]thiopyran
—— 4-Ethanesulfinyl-4-ethylsulfanyl-2-methylsulfanyl-butyric acid methyl ester 49585-61-7 C10H20O3S3
4-Ethanesulfinyl-4-ethylsulfanyl-2-methylsulfanyl-butyric acid methyl ester
—— 4-amino-5-(2-nitro-phenylsulfanyl)-2-phenyl-2<i>H</i>-pyridazin-3-one 41739-89-3 C16H12N4O3S
4-amino-5-(2-nitro-phenylsulfanyl)-2-phenyl-2<i>H</i>-pyridazin-3-one
—— 8-Methoxy-10-phenyl-9-oxa-1,5-dithia-spiro[5.5]undecane 40990-06-5 C15H20O2S2
8-Methoxy-10-phenyl-9-oxa-1,5-dithia-spiro[5.5]undecane
—— 3,5-Bis-p-phenylthiobenzoylmethylen-1,2,4-trithiolan 57215-94-8 C30H20O2S5
3,5-Bis-p-phenylthiobenzoylmethylen-1,2,4-trithiolan
—— (E)-4-thiocyanato-5-phenylthio-4-octene 1148025-78-8 C15H19NS2
(E)-4-thiocyanato-5-phenylthio-4-octene
—— 1-[2-Butylsulfanyl-4-phenyl-5-(1-phenylpentyl)thiophen-3-yl]ethanone 1394951-12-2 C27H32OS2
1-[2-Butylsulfanyl-4-phenyl-5-(1-phenylpentyl)thiophen-3-yl]ethanone
—— 6-[2-(4-dimethylamino-6-methyl-[1,3,5]triazin-2-ylamino)-phenylsulfanyl]-tetra-<i>N</i>-methyl-[1,3,5]triazine-2,4-diamine 50829-87-3 C19H26N10S
6-[2-(4-dimethylamino-6-methyl-[1,3,5]triazin-2-ylamino)-phenylsulfanyl]-tetra-<i>N</i>-methyl-[1,3,5]triazine-2,4-diamine