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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-chloro-4-(3-ethylphenylthio)phenyl]acetaldehyde 1006727-32-7 C16H15ClOS
[2-chloro-4-(3-ethylphenylthio)phenyl]acetaldehyde
—— S-3-(difluoromethyl)phenyl dimethylcarbamothioate 1006729-46-9 C10H11F2NOS
S-3-(difluoromethyl)phenyl dimethylcarbamothioate
—— 4-Chloro-5-isopropyl-6-(methylthio)pyrimidine 1341321-06-9 C8H11ClN2S
4-Chloro-5-isopropyl-6-(methylthio)pyrimidine
—— 1,2-Dimethyl-13-oxa-3,23-dithiahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,15,17,19,21-octaene-12,14-dione 129199-48-0 C22H14O3S2
1,2-Dimethyl-13-oxa-3,23-dithiahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,15,17,19,21-octaene-12,14-dione
—— Benzenamine, 3-chloro-2-[[(3-methyl-1H-1,2,4-triazol-5-yl)thio]methyl]- 1339602-01-5 C10H11ClN4S
Benzenamine, 3-chloro-2-[[(3-methyl-1H-1,2,4-triazol-5-yl)thio]methyl]-
—— 2-chloro-4-(1-methyl-1H-imidazol-2-ylthio)pyridine 945988-49-8 C9H8ClN3S
2-chloro-4-(1-methyl-1H-imidazol-2-ylthio)pyridine
—— 4-[(3-Bromophenyl)sulfanyl]-2-chloropyridine 1339375-57-3 C11H7BrClNS
4-[(3-Bromophenyl)sulfanyl]-2-chloropyridine
—— tert-butyl N-[4-(4,4-difluoropiperidin-1-yl)-6-[[1-(fluoromethyl)-5-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]pyridin-2-yl]-N-(2,2,2-trifluoroethyl)carbamate 1186690-88-9 C22H28F6N6O2S
tert-butyl N-[4-(4,4-difluoropiperidin-1-yl)-6-[[1-(fluoromethyl)-5-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]pyridin-2-yl]-N-(2,2,2-trifluoroethyl)carbamate
—— tert-butyl [2,2-dimethyl-3-(methylsulfonyl)propyl]carbamate 947664-69-9 C11H23NO4S
tert-butyl [2,2-dimethyl-3-(methylsulfonyl)propyl]carbamate
—— 2-[(2,4-Difluorophenyl)thio]benzaldehyde 947188-18-3 C13H8F2OS
2-[(2,4-Difluorophenyl)thio]benzaldehyde
—— 4-(2-Methylphenyl)sulfanylbenzaldehyde 1343678-63-6 C14H12OS
4-(2-Methylphenyl)sulfanylbenzaldehyde
—— [2-(2-Chloro-phenylsulfanyl)-phenyl]-methanol 13420-54-7 C13H11ClOS
[2-(2-Chloro-phenylsulfanyl)-phenyl]-methanol
—— Benzenemethanol, I+/--methyl-4-(2-thienylthio)- 1340270-69-0 C12H12OS2
Benzenemethanol, I+/--methyl-4-(2-thienylthio)-
—— Benzenemethanol, 2-[(2-fluorophenyl)thio]-I+/--methyl- 1467314-66-4 C14H13FOS
Benzenemethanol, 2-[(2-fluorophenyl)thio]-I+/--methyl-
—— (2-Chloro-6-phenylsulfanyl-phenyl)-methanol 13420-65-0 C13H11ClOS
(2-Chloro-6-phenylsulfanyl-phenyl)-methanol
—— 2-(2-Thienylthio)-benzylalkohol 16269-64-0 C11H10OS2
2-(2-Thienylthio)-benzylalkohol
—— 1-(Bromomethyl)-2-[(4-chlorophenyl)thio]benzene 41932-37-0 C13H10BrClS
1-(Bromomethyl)-2-[(4-chlorophenyl)thio]benzene
—— Imidazo[2,1-b]thiazole-5-ethanamine, 6-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]- 1478111-18-0 C10H12N6S2
Imidazo[2,1-b]thiazole-5-ethanamine, 6-[(3-methyl-1H-1,2,4-triazol-5-yl)thio]-
—— 1-(4-Bromophenyl)sulfanyl-3,3-dimethyl-2-pyrimidin-5-ylbutan-2-ol 1261279-63-3 C16H19BrN2OS
1-(4-Bromophenyl)sulfanyl-3,3-dimethyl-2-pyrimidin-5-ylbutan-2-ol
—— 2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylic acid 1149756-94-4 C12H7F2N3O3S2
2-[[6-(difluoromethoxy)-1H-benzimidazol-2-yl]sulfanyl]-1,3-thiazole-4-carboxylic acid
—— 1-(dibenzotetrathiafulvalene-2-yl)ethylamine 1181734-36-0 C16H13NS4
1-(dibenzotetrathiafulvalene-2-yl)ethylamine
—— 2-(4-Methylsulfonylphenylthio)-benzylalkohol 16185-14-1 C14H14O3S2
2-(4-Methylsulfonylphenylthio)-benzylalkohol
—— [2-(3-Chlorophenyl)sulfanylphenyl]methanol 13420-59-2 C13H11ClOS
[2-(3-Chlorophenyl)sulfanylphenyl]methanol
—— 2-Methyl-1-(trifluoromethanesulfonyl)propane 61794-41-0 C5H9F3O2S
2-Methyl-1-(trifluoromethanesulfonyl)propane
—— 1-chloro-1-(isopropylsulfonyl)propan-2-one 1271024-75-9 C6H11ClO3S
1-chloro-1-(isopropylsulfonyl)propan-2-one
—— 4-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-1-yl]-6-(6-methylsulfanyl-pyridin-3-ylamino)-pyrimidine-5-carbonitrile 733751-24-1 C21H24N8OS
4-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-piperidin-1-yl]-6-(6-methylsulfanyl-pyridin-3-ylamino)-pyrimidine-5-carbonitrile
—— (2R)-2-[[2-amino-5-[(2-chlorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 463953-94-8 C18H22ClN5OS2
(2R)-2-[[2-amino-5-[(2-chlorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— 3-(2,5-difluorophenylthio)cyclobutanone 1080636-90-3 C10H8F2OS
3-(2,5-difluorophenylthio)cyclobutanone
—— 2-Propanol, 1-[(2,4-difluorophenyl)thio]-3-methoxy- 1340168-51-5 C10H12F2O2S
2-Propanol, 1-[(2,4-difluorophenyl)thio]-3-methoxy-
—— 4-[6-(1,2,3,9b-Tetraaza-cyclopenta[a]naphthalen-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile 944924-17-8 C20H16N6OS
4-[6-(1,2,3,9b-Tetraaza-cyclopenta[a]naphthalen-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile
—— 5-bromo-2-(2-(methylthio)thiazol-5-yl)pyridine 1190219-73-8 C9H7BrN2S2
5-bromo-2-(2-(methylthio)thiazol-5-yl)pyridine
—— 4-[3-(2-Hydrazino-quinolin-6-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile 1056615-95-2 C21H20N4OS
4-[3-(2-Hydrazino-quinolin-6-ylsulfanyl)-phenyl]-tetrahydro-pyran-4-carbonitrile
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-methoxy-6-(2-(methylsulfonyl)ethoxy)quinazolin-4-ylthio)phenyl)urea 1188907-87-0 C26H29N5O6S2
1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-methoxy-6-(2-(methylsulfonyl)ethoxy)quinazolin-4-ylthio)phenyl)urea
—— 4-[6-([1,2,4]Triazolo[1,5-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile 944924-11-2 C21H17N5OS
4-[6-([1,2,4]Triazolo[1,5-a]quinolin-7-ylsulfanyl)-pyridin-2-yl]-tetrahydro-pyran-4-carbonitrile
—— 1-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)-3-(3-methoxy-5-(trifluoromethyl)phenyl)urea 1188908-40-8 C25H21F3N4O4S
1-(3-(6,7-dimethoxyquinazolin-4-ylthio)phenyl)-3-(3-methoxy-5-(trifluoromethyl)phenyl)urea
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(piperidin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea 1188907-79-0 C30H36N6O4S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(piperidin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-morpholinoethoxy)quinazolin-4-ylthio)phenyl)urea 1188907-70-1 C29H34N6O5S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-morpholinoethoxy)quinazolin-4-ylthio)phenyl)urea
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-(2-(4-(2-hydroxyethyl)piperazin-1-yl)ethoxy)-6-methoxyquinazolin-4-ylthio)phenyl)urea 1188907-83-6 C31H39N7O5S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(7-(2-(4-(2-hydroxyethyl)piperazin-1-yl)ethoxy)-6-methoxyquinazolin-4-ylthio)phenyl)urea
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-ethoxy-7-methoxyquinazolin-4-ylthio)phenyl)urea 1188907-53-0 C25H27N5O4S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-ethoxy-7-methoxyquinazolin-4-ylthio)phenyl)urea
—— 1-(4-methoxy-3-(trifluoromethyl)phenyl)-3-(3-(7-methoxy-6-(3-(4,4-dioxothiomorpholino)propoxy)quinazolin-4-ylthio)phenyl)urea 1188910-54-4 C31H32F3N5O6S2
1-(4-methoxy-3-(trifluoromethyl)phenyl)-3-(3-(7-methoxy-6-(3-(4,4-dioxothiomorpholino)propoxy)quinazolin-4-ylthio)phenyl)urea
—— 1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea 1188907-82-5 C30H37N7O4S
1-(5-tert-butylisoxazol-3-yl)-3-(3-(6-methoxy-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazolin-4-ylthio)phenyl)urea
—— (2E)-3-amino-2-cyano-4,4-dimethylpent-2-enthioamide 41808-33-7 C8H13N3S
(2E)-3-amino-2-cyano-4,4-dimethylpent-2-enthioamide
—— (2-methylsulfanyl-ethyl)-thiourea 98026-13-2 C4H10N2S2
(2-methylsulfanyl-ethyl)-thiourea
—— 2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionic acid 1017539-80-8 C8H16O4S
2-methyl-2-(2-methyl-propane-2-sulfonyl)-propionic acid
—— 6,6a(2)-Thiobis[3,4-dihydro-3-phenyl-2H-1,3-benzoxazine] 228118-04-5 C28H24N2O2S
6,6a(2)-Thiobis[3,4-dihydro-3-phenyl-2H-1,3-benzoxazine]
—— 4-dimethylamino-2-methylsulfanyl-6-morpholinopyrimidine 1190067-74-3 C11H18N4OS
4-dimethylamino-2-methylsulfanyl-6-morpholinopyrimidine
—— 5-fluoro-2-(2-amino-phenylsulfanyl)benzoic acid ethyl ester 1201672-75-4 C15H14FNO2S
5-fluoro-2-(2-amino-phenylsulfanyl)benzoic acid ethyl ester
—— 1-[4-Amino-3-(2-aminoethylsulfanyl)phenyl]pyridin-2-one 1039517-34-4 C13H15N3OS
1-[4-Amino-3-(2-aminoethylsulfanyl)phenyl]pyridin-2-one
—— Ethanesulfonyl chloride, 2-[(3-bromo-2-pyridinyl)thio]- 1342293-60-0 C7H7BrClNO2S2
Ethanesulfonyl chloride, 2-[(3-bromo-2-pyridinyl)thio]-
—— 3-(2-benzyloxy-5-cyclopropylmethyl-3-isopropyl-6-methyl-pyridin-4-ylsulfanyl)-5-methyl-benzonitrile 1205514-53-9 C28H30N2OS
3-(2-benzyloxy-5-cyclopropylmethyl-3-isopropyl-6-methyl-pyridin-4-ylsulfanyl)-5-methyl-benzonitrile