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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-[4-(3-amino-1H-1,2,4-triazol-5-yl)butyl]-2-cyano-3-[2-(phenylthio)ethyl]guanidine 1555940-14-1 C16H22N8S
1-[4-(3-amino-1H-1,2,4-triazol-5-yl)butyl]-2-cyano-3-[2-(phenylthio)ethyl]guanidine
—— 2-(phenylthio)pent-4-enenitrile 80485-15-0 C11H11NS
2-(phenylthio)pent-4-enenitrile
—— Ethyl 2-Chloro-1-hydroxy-α-(phenylthio)cyclohexaneacetate 77320-66-2 C16H21ClO3S
Ethyl 2-Chloro-1-hydroxy-α-(phenylthio)cyclohexaneacetate
—— cis-2-Butylthio-cyclopentan-1-carbonitril 17160-19-9 C10H17NS
cis-2-Butylthio-cyclopentan-1-carbonitril
—— 2,4-dichloro-N-[3,5-dichloro-4-[(6-methyl-1H-benzimidazol-2-yl)sulfanyl]phenyl]benzenesulfonamide 315223-87-1 C20H13Cl4N3O2S2
2,4-dichloro-N-[3,5-dichloro-4-[(6-methyl-1H-benzimidazol-2-yl)sulfanyl]phenyl]benzenesulfonamide
—— 4-chloro-5-(3-isopropylthio-1-oxocyclohexan-2-yl)carbonyl-2,3-dihydrobenzothiophene-1,1-dioxide 263556-09-8 C18H21ClO4S2
4-chloro-5-(3-isopropylthio-1-oxocyclohexan-2-yl)carbonyl-2,3-dihydrobenzothiophene-1,1-dioxide
—— methyl 5-(4-fluorophenyl)sulfanyl-2-(methoxycarbonylamino)benzimidazole-1-carboxylate 104662-99-9 C17H14FN3O4S
methyl 5-(4-fluorophenyl)sulfanyl-2-(methoxycarbonylamino)benzimidazole-1-carboxylate
—— N-(3-(3-(cycloheptylmethylthio)phenyl)prop-2-ynyl)-2,2,2-trifluoroacetamide 1215077-05-6 C19H22F3NOS
N-(3-(3-(cycloheptylmethylthio)phenyl)prop-2-ynyl)-2,2,2-trifluoroacetamide
—— 2,5-Dichloro-3,6-bis-[2-(3-dimethylamino-propylsulfanyl)-phenylamino]-[1,4]benzoquinone 115322-82-2 C28H34Cl2N4O2S2
2,5-Dichloro-3,6-bis-[2-(3-dimethylamino-propylsulfanyl)-phenylamino]-[1,4]benzoquinone
—— 1425538-78-8 C11H11BrF2S
—— ethyl pent-4-en-1-yl(phenylthio)carbamate 1039553-33-7 C14H19NO2S
ethyl pent-4-en-1-yl(phenylthio)carbamate
—— S-tert-Butyl-2-thiouracil 51255-32-4 C8H12N2OS
S-tert-Butyl-2-thiouracil
—— N,N-dimethyl-2-[[3-(3-methylpyridin-2-yl)-5,6-dihydro-4H-cyclopenta[d]imidazol-2-yl]sulfanylmethyl]aniline 1026252-14-1 C21H24N4S
N,N-dimethyl-2-[[3-(3-methylpyridin-2-yl)-5,6-dihydro-4H-cyclopenta[d]imidazol-2-yl]sulfanylmethyl]aniline
—— 5,5'-Di-tert.butylthioindigo 62025-38-1 C24H24O2S2
5,5'-Di-tert.butylthioindigo
—— N-(4-Thiocyanato-phenyl)-N'-<4-thiocyanato-naphthyl-(1)>-thioharnstoff 18953-89-4 C19H12N4S3
N-(4-Thiocyanato-phenyl)-N'-<4-thiocyanato-naphthyl-(1)>-thioharnstoff
—— 2-<Buten-(2)-ylmercapto>-imidazol 17303-13-8 C7H10N2S
2-<Buten-(2)-ylmercapto>-imidazol
—— 4-Benzylmercapto-2,2'-bipyridyl-1-oxid 14162-92-6 C17H14N2OS
4-Benzylmercapto-2,2'-bipyridyl-1-oxid
—— S-(2-Chloraethyl)-2-chloraethanthiosulfonat 25355-22-0 C4H8Cl2O2S2
S-(2-Chloraethyl)-2-chloraethanthiosulfonat
—— 4-chloro-N-[3-(ethylsulphanyl)phenyl]-5-(trifluoromethyl)pyrimidin-2-amine 1215308-95-4 C13H11ClF3N3S
4-chloro-N-[3-(ethylsulphanyl)phenyl]-5-(trifluoromethyl)pyrimidin-2-amine
—— 6-((4-Isopropylphenyl)thio)benzo[c][1,2]oxaborol-1(3H)-ol 1222510-49-7 C16H17BO2S
6-((4-Isopropylphenyl)thio)benzo[c][1,2]oxaborol-1(3H)-ol
—— (E)-2-(2-cyclohexyl-vinylsulfanyl)-pyridine 1227376-28-4 C13H17NS
(E)-2-(2-cyclohexyl-vinylsulfanyl)-pyridine
—— (Z)-1-Chloro-1-(1-chloro-3-methyl-but-2-ene-1-sulfonyl)-3-methyl-buta-1,3-diene 77353-99-2 C10H14Cl2O2S
(Z)-1-Chloro-1-(1-chloro-3-methyl-but-2-ene-1-sulfonyl)-3-methyl-buta-1,3-diene
—— 1-Ethylthio-2-methyl-2-propylamine 36567-05-2 C6H15NS
1-Ethylthio-2-methyl-2-propylamine
—— 5-thiazol-2-ylsulfanyl-pyridin-2-ylamine 68559-23-9 C8H7N3S2
5-thiazol-2-ylsulfanyl-pyridin-2-ylamine
—— (4-chloro-2-methylphenyl)(4-((chloromethyl)sulfonyl)-2-nitrophenyl)sulfane 37779-91-2 C14H11Cl2NO4S2
(4-chloro-2-methylphenyl)(4-((chloromethyl)sulfonyl)-2-nitrophenyl)sulfane
—— 6-<p-Chinonyl-(2)-mercapto>-s-triazolo<4,3-b>pyridazin 13526-89-1 C11H6N4O2S
6-<p-Chinonyl-(2)-mercapto>-s-triazolo<4,3-b>pyridazin
—— 4'-Chlor-2-<4-chlor-butyrylamino>-diphenylsulfid 5176-75-0 C16H15Cl2NOS
4'-Chlor-2-<4-chlor-butyrylamino>-diphenylsulfid
—— 2-(phenylthio)-3-<(methoxycarbonyl)methyl>cyclopentanone 62067-32-7 C14H16O3S
2-(phenylthio)-3-<(methoxycarbonyl)methyl>cyclopentanone
—— 3-(methylamino)-6-(methylthio)-1,2,4,5-tetrazine 117040-58-1 C4H7N5S
3-(methylamino)-6-(methylthio)-1,2,4,5-tetrazine
—— 6-acetoxy-3-ethyl-1-propyl-1H,8H-pyrimido[5,4-b][1,4]thiazine-2,4,7-trione 96732-27-3 C13H17N3O5S
6-acetoxy-3-ethyl-1-propyl-1H,8H-pyrimido[5,4-b][1,4]thiazine-2,4,7-trione
—— 1-(4-Thiocyanato-2-methyl-phenylhydrazono)-buten-(2) 14889-15-7 C12H13N3S
1-(4-Thiocyanato-2-methyl-phenylhydrazono)-buten-(2)
—— (+/-)-2-Allyl-6-chloro-2,3-dihydro-2-(1H-1-imidazolylmethyl)benzo[b]thiophene-3-one 108770-59-8 C15H13ClN2OS
(+/-)-2-Allyl-6-chloro-2,3-dihydro-2-(1H-1-imidazolylmethyl)benzo[b]thiophene-3-one
—— cis-2,3-di(ethylthio)-2-butene 132064-52-9 C8H16S2
cis-2,3-di(ethylthio)-2-butene
—— β-(phenylmercapto)butyric acid chloride 69716-52-5 C10H11ClOS
β-(phenylmercapto)butyric acid chloride
—— (5-Methylthio-2-oxo-1,3,4-thiadiazol-3(2H)-yl)phosphonothioic acid-O,O-diethylester 21081-18-5 C7H13N2O3PS3
(5-Methylthio-2-oxo-1,3,4-thiadiazol-3(2H)-yl)phosphonothioic acid-O,O-diethylester
—— bis(methylsulfonyl)monodeuteriomethane 141220-92-0 C3H8O4S2
bis(methylsulfonyl)monodeuteriomethane
—— 3-Methylamino-6-thiocyanatopyridazin 20450-63-9 C6H6N4S
3-Methylamino-6-thiocyanatopyridazin
—— 3-chloro-5-(2-chloro-propylsulfanyl)-[1,2,4]thiadiazole 26542-84-7 C5H6Cl2N2S2
3-chloro-5-(2-chloro-propylsulfanyl)-[1,2,4]thiadiazole
—— 5-Methylsulfanyl-2-prop-1-ynyl-pyridine 472962-40-6 C9H9NS
5-Methylsulfanyl-2-prop-1-ynyl-pyridine
—— Z,Z-2,4,5-Trichlor-3-(4-chlorphenylthio)-2,4-pentadienthiosaeure-S-phenylester 76826-36-3 C17H10Cl4OS2
Z,Z-2,4,5-Trichlor-3-(4-chlorphenylthio)-2,4-pentadienthiosaeure-S-phenylester
—— (2S,3R,4E)-2-[allyl-((1R)-1-phenylethyl)amino]-1-phenylsulfanyl-4-hexen-3-ol 936628-46-5 C23H29NOS
(2S,3R,4E)-2-[allyl-((1R)-1-phenylethyl)amino]-1-phenylsulfanyl-4-hexen-3-ol
—— 2-cyano-3-(5-methylthio-2-furyl)acrylic acid ethyl ester 155106-28-8 C11H11NO3S
2-cyano-3-(5-methylthio-2-furyl)acrylic acid ethyl ester
—— (7S,8R)-2-methyl-7-((Ξ)-2-methyl-propane-2-sulfinyl)-octadecan-8-ol 66266-95-3 C23H48O2S
(7S,8R)-2-methyl-7-((Ξ)-2-methyl-propane-2-sulfinyl)-octadecan-8-ol
—— (E)-1-(1,2,2,2-tetrachloroethylsulfanyl)but-2-ene 85022-05-5 C6H8Cl4S
(E)-1-(1,2,2,2-tetrachloroethylsulfanyl)but-2-ene
—— 2-(chloromethyl)-5-[5-(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)-1,3,4-thiadiazol-2-yl]-1,3,4-thiadiazole 125983-09-7 C8H5ClN6S4
2-(chloromethyl)-5-[5-(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)-1,3,4-thiadiazol-2-yl]-1,3,4-thiadiazole
—— (S)-2-(((tert-butoxy)carbonyl)amino)-4-[2-chloro-4-(5-cyano-2-((methoxymethyloxy)phenyl)thio)phenyl]-1-((dimethoxyphosphoryloxy)-2-propyl)butane 1383617-52-4 C29H40ClN2O8PS
(S)-2-(((tert-butoxy)carbonyl)amino)-4-[2-chloro-4-(5-cyano-2-((methoxymethyloxy)phenyl)thio)phenyl]-1-((dimethoxyphosphoryloxy)-2-propyl)butane
—— [1-(benzenesulfonyl)-2-cyclohexyl-1-pyridin-2-ylsulfanylethyl]-trimethylsilane 135967-10-1 C22H31NO2S2Si
[1-(benzenesulfonyl)-2-cyclohexyl-1-pyridin-2-ylsulfanylethyl]-trimethylsilane
—— 72445-19-3 C22H26S2
—— 3,6-bis-(3-diethylamino-propylsulfanyl)-pyridazine 108241-27-6 C18H34N4S2
3,6-bis-(3-diethylamino-propylsulfanyl)-pyridazine
—— 3-ethoxy-4-(2-methyl-1,3-dithian-2-yl)-3-cyclobutene-1,2-dione 113976-87-7 C11H14O3S2
3-ethoxy-4-(2-methyl-1,3-dithian-2-yl)-3-cyclobutene-1,2-dione