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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
—— (cyclohex-3-enylmethoxy)<(ethoxythiocarbonyl)sulfanyl>acetic acid methyl ester 1035803-36-1 C13H20O4S2
(cyclohex-3-enylmethoxy)<(ethoxythiocarbonyl)sulfanyl>acetic acid methyl ester
—— Chloro-dithioacetic acid methyl ester 94318-42-0 C3H5ClS2
Chloro-dithioacetic acid methyl ester
—— 1-(methylsulfonyl)-2-bromooctane 132376-01-3 C9H19BrO2S
1-(methylsulfonyl)-2-bromooctane
—— 1-methylsulfonyl-2-bromo-cyclopentane 59059-90-4 C6H11BrO2S
1-methylsulfonyl-2-bromo-cyclopentane
—— 9-benzyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine 1384277-47-7 C14H12N8S
9-benzyl-6-(1-methyl-1H-tetrazol-5-ylthio)-9H-purine
—— Thioperoxydicarbonicdiamide (((H2N)C(S))2S2), N,N'-bis(1-methylpropyl)- 86190-11-6 C10H20N2O2S4
Thioperoxydicarbonicdiamide (((H2N)C(S))2S2), N,N'-bis(1-methylpropyl)-
—— Thioral 37241-33-1 C16H17Cl7N2O2S2
Thioral
—— 5-bromo-2-(methylsulfanyl)benzaldehyde O-methyloxime 1192347-59-3 C9H10BrNOS
5-bromo-2-(methylsulfanyl)benzaldehyde O-methyloxime
—— 6-(4-chloro-benzylsulfanyl)-2-phenyl-pyrimidin-4-ylamine 26882-47-3 C17H14ClN3S
6-(4-chloro-benzylsulfanyl)-2-phenyl-pyrimidin-4-ylamine
—— 3-(m-Chlorophenyl)-5H-s-triazolo<3',4':2,3><1,3,4>thiadiazino<5,6-b>quinoxaline 117376-45-1 C16H9ClN6S
3-(m-Chlorophenyl)-5H-s-triazolo<3',4':2,3><1,3,4>thiadiazino<5,6-b>quinoxaline
—— 2-[2-fluoro-4-(methylthio)phenyl]-5-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]pyrazine 1032825-60-7 C22H26FN5O2S
2-[2-fluoro-4-(methylthio)phenyl]-5-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]pyrazine
—— 2-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]-5-[2-methyl-4-(methylthio)phenyl]pyrazine 1032825-91-4 C23H29N5O2S
2-[({1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}methyl)oxy]-5-[2-methyl-4-(methylthio)phenyl]pyrazine
—— 5-[2-methyl-4-(methylthio)phenyl]-2-pyrazinol 1032825-90-3 C12H12N2OS
5-[2-methyl-4-(methylthio)phenyl]-2-pyrazinol
—— 5-(4-methyl-4-oxidopiperazino)-imidazo[2,1-b][1,3,5]benzothiadiazepine hydrochloride 81382-81-2 C15H17N5OS*ClH
5-(4-methyl-4-oxidopiperazino)-imidazo[2,1-b][1,3,5]benzothiadiazepine hydrochloride
—— 5-(4-carboethoxypiperazino)-imidazo[2,1-b][1,3,5]benzothiadiazepine 81382-78-7 C17H19N5O2S
5-(4-carboethoxypiperazino)-imidazo[2,1-b][1,3,5]benzothiadiazepine
—— 5-bromo-3-[(4-chlorobenzyl)thio]-1-ethylpyrazin-2(1H)-one 1187017-14-6 C13H12BrClN2OS
5-bromo-3-[(4-chlorobenzyl)thio]-1-ethylpyrazin-2(1H)-one
—— 6-[(4-chlorobenzyl)sulfanyl]-4-hydroxypyridazin-3(2H)-one 1425511-01-8 C11H9ClN2O2S
6-[(4-chlorobenzyl)sulfanyl]-4-hydroxypyridazin-3(2H)-one
—— 2-phenyl-2-(5'-bromopentyl)-1,3-dithiolane 144227-04-3 C14H19BrS2
2-phenyl-2-(5'-bromopentyl)-1,3-dithiolane
—— 2-(4-oxocyclohexyl)-2-(4,4,4-trifluorobutylsulfonyl)acetonitrile 1097630-61-9 C12H16F3NO3S
2-(4-oxocyclohexyl)-2-(4,4,4-trifluorobutylsulfonyl)acetonitrile
—— 4-(4-chlorobenzylthio)pyridin-2(1H)-one 1245426-11-2 C12H10ClNOS
4-(4-chlorobenzylthio)pyridin-2(1H)-one
—— 5-{[(4-chlorophenyl)methyl]thio}-2-(trifluoromethyl)pyridine 919099-94-8 C13H9ClF3NS
5-{[(4-chlorophenyl)methyl]thio}-2-(trifluoromethyl)pyridine
—— 2,6-Di-tert-butyl-4-(methylthio)pyridine 113966-89-5 C14H23NS
2,6-Di-tert-butyl-4-(methylthio)pyridine
—— 2-amino-4(3H)-oxo-6-phenylpyrimido<4,5-b><1,4>thiazine 84099-69-4 C12H10N4OS
2-amino-4(3H)-oxo-6-phenylpyrimido<4,5-b><1,4>thiazine
—— N'-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)acetohydrazide 639825-92-6 C9H10N4OS
N'-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)acetohydrazide
—— 8-(6-(4-bromophenyl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289543-82-3 C24H25BrN6O2S
8-(6-(4-bromophenyl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 1-methyl-1H-pyrido<2,3-b><1,4>thiazin-2(3H)-one 23977-49-3 C8H8N2OS
1-methyl-1H-pyrido<2,3-b><1,4>thiazin-2(3H)-one
—— 2-(4-bromophenyl)-3-methylthiothiophene 851198-98-6 C11H9BrS2
2-(4-bromophenyl)-3-methylthiothiophene
—— N-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)hydrazine 62756-77-8 C7H8N4S
N-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)hydrazine
—— 1H-pyrido[2,3-b][1,4]thiazin-2(3H)-thione 41353-82-6 C7H6N2S2
1H-pyrido[2,3-b][1,4]thiazin-2(3H)-thione
—— 1,5-Dichloro-3-chloromethyl-2-(2,3-dichloro-phenylsulfanyl)-benzene 94923-39-4 C13H7Cl5S
1,5-Dichloro-3-chloromethyl-2-(2,3-dichloro-phenylsulfanyl)-benzene
—— N-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)aminoacetaldehyde dimethyl acetal 639825-98-2 C11H15N3O2S
N-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)aminoacetaldehyde dimethyl acetal
—— (3-Hydroxy-phenyl)-[(Z)-phenylsulfanylmethoxyimino]-acetic acid 66340-78-1 C15H13NO4S
(3-Hydroxy-phenyl)-[(Z)-phenylsulfanylmethoxyimino]-acetic acid
—— N-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)hydroxylamine 639825-97-1 C7H7N3OS
N-(3H-pyrido[2,3-b][1,4]thiazin-2-yl)hydroxylamine
—— 3-Thiophenoxy-2-isoxazolin 65150-71-2 C9H9NOS
3-Thiophenoxy-2-isoxazolin
—— 3-butylsulfonyl-1-butene 73687-64-6 C8H16O2S
3-butylsulfonyl-1-butene
—— 6-methoxy-7-[2-(pyrrolidin-1-yl)ethoxy]-4-(thiazol-2-ylthio)quinazoline 1370256-61-3 C18H20N4O2S2
6-methoxy-7-[2-(pyrrolidin-1-yl)ethoxy]-4-(thiazol-2-ylthio)quinazoline
—— (E)-ethyl 3-(butylsulfonyl)acrylate 73663-90-8 C9H16O4S
(E)-ethyl 3-(butylsulfonyl)acrylate
—— 1-[2-(3-bromo-phenylsulfanyl)-ethyl]-pyrrolidine 867330-88-9 C12H16BrNS
1-[2-(3-bromo-phenylsulfanyl)-ethyl]-pyrrolidine
—— 2-(4-fluorobenzylthio)-5-((pyrimid-5-yl)-methyl)pyrimidin-4-one 224771-57-7 C16H13FN4OS
2-(4-fluorobenzylthio)-5-((pyrimid-5-yl)-methyl)pyrimidin-4-one
—— 1,2-bis(2-hydroxyethylthio)ethylene 98609-86-0 C6H12O2S2
1,2-bis(2-hydroxyethylthio)ethylene
—— bromine isothiocyanate 105918-64-7 CBrNS
bromine isothiocyanate
—— 5-methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole 359631-09-7 C9H10F3NO2S
5-methoxymethyl-2-(3,4,4-trifluoro-3-butenylthio)oxazole
—— N-t-butyl-2,3-dihydro-2-methylbenzo[b]thiophene-7-sulfonamide 112361-88-3 C13H19NO2S2
N-t-butyl-2,3-dihydro-2-methylbenzo[b]thiophene-7-sulfonamide
—— 5-isopropyl-1-<(benzyloxy)methyl>-6-(phenylthio)uracil 136160-34-4 C21H22N2O3S
5-isopropyl-1-<(benzyloxy)methyl>-6-(phenylthio)uracil
—— trans-2,4-Dimethyl-2,4-bis(trimethylsilyl)-1,3-dithietane 1,1,3,3-tetroxide 133399-78-7 C10H24O4S2Si2
trans-2,4-Dimethyl-2,4-bis(trimethylsilyl)-1,3-dithietane 1,1,3,3-tetroxide
—— 5-isopropyl-1-(ethoxymethyl)-6-(phenylthio)uracil 136160-32-2 C16H20N2O3S
5-isopropyl-1-(ethoxymethyl)-6-(phenylthio)uracil
—— 2,6-bis(methylthio)-3,4-dimethylpyridine 122913-51-3 C9H13NS2
2,6-bis(methylthio)-3,4-dimethylpyridine
—— 3,4-Dimethyl-2-methylthiothiophene 125150-85-8 C7H10S2
3,4-Dimethyl-2-methylthiothiophene
—— 5-isopropyl-1-ethoxymethyl-6-(phenylthio)-2-thiouracil 136160-33-3 C16H20N2O2S2
5-isopropyl-1-ethoxymethyl-6-(phenylthio)-2-thiouracil
—— 5-isopropyl-1-benzyloxymethyl-6-(phenylthio)-2-thiouracil 136160-35-5 C21H22N2O2S2
5-isopropyl-1-benzyloxymethyl-6-(phenylthio)-2-thiouracil