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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
—— 1,2-bis[2-(1,3-benzodithiol-2-ylidenemethyl)-1,5-dimethylpyrrol-4-yl]perfluorocyclopentene 638173-94-1 C33H24F6N2S4
1,2-bis[2-(1,3-benzodithiol-2-ylidenemethyl)-1,5-dimethylpyrrol-4-yl]perfluorocyclopentene
—— O-[methyl (1R,2R,4S,4aR,8aR)-decahydro-2-methylnaphthalene-1-carboxylate-4-yl] S-methyl dithiocarbonate 327162-04-9 C15H24O3S2
O-[methyl (1R,2R,4S,4aR,8aR)-decahydro-2-methylnaphthalene-1-carboxylate-4-yl] S-methyl dithiocarbonate
—— 4-methoxy-6-[(1R,2R,4aS,8aR)-1,2,4a,5,6,7,8,8a-octahydro-2-methyl-1-naphthyl]-3-phenylthiomethyl-2H-pyran-2-one 327162-12-9 C24H28O3S
4-methoxy-6-[(1R,2R,4aS,8aR)-1,2,4a,5,6,7,8,8a-octahydro-2-methyl-1-naphthyl]-3-phenylthiomethyl-2H-pyran-2-one
—— N-tert-Butyl-2,2-dichloro-3-methylcyclopropanethioamide 155193-22-9 C9H15Cl2NS
N-tert-Butyl-2,2-dichloro-3-methylcyclopropanethioamide
—— 1-chlorocyclopropyl methyl sulfide 78708-99-3 C4H7ClS
1-chlorocyclopropyl methyl sulfide
—— 1,1-Dichloro-2-(2-methylpropylsulfanyl)cyclopropane 75382-55-7 C7H12Cl2S
1,1-Dichloro-2-(2-methylpropylsulfanyl)cyclopropane
—— ethyl 5-ethyl-2-thienyl sulfide 14744-79-7 C8H12S2
ethyl 5-ethyl-2-thienyl sulfide
—— 2-Butylsulfanyl-1,1-dichlorocyclopropane 70358-75-7 C7H12Cl2S
2-Butylsulfanyl-1,1-dichlorocyclopropane
—— Dimethylmercaptoacetamid 5311-18-2 C4H9NOS2
Dimethylmercaptoacetamid
—— isobutylsulfanyl-ethene 24345-81-1 C6H12S
isobutylsulfanyl-ethene
—— 1-<5-(phenylselanyl)pentyl>-2-(phenylsulfanyl)-1H-benzimidazole 191542-45-7 C24H24N2SSe
1-<5-(phenylselanyl)pentyl>-2-(phenylsulfanyl)-1H-benzimidazole
—— 6-(phenylthio)bicyclo<2.2.1>hept-5-en-2-one ethylene ketal 119595-42-5 C15H16O2S
6-(phenylthio)bicyclo<2.2.1>hept-5-en-2-one ethylene ketal
—— (E)-1-methoxy-3-<(phenylthio)methyl>-1,3-butadiene 86531-05-7 C12H14OS
(E)-1-methoxy-3-<(phenylthio)methyl>-1,3-butadiene
—— tert-butyl [((S)-1-{(3S,4R,6R)-4-(tert-butyldimethylsilyloxy)-6-[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-2-methoxy-3,4,5,6-tetrahydro-2H-pyran-3-yl)hexyloxy]dimethylsilane 1643685-85-1 C38H70O6SSi2
tert-butyl [((S)-1-{(3S,4R,6R)-4-(tert-butyldimethylsilyloxy)-6-[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-2-methoxy-3,4,5,6-tetrahydro-2H-pyran-3-yl)hexyloxy]dimethylsilane
—— (4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one 1643685-79-3 C27H36O4SSi
(4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-2,2-dimethyl-6-(phenylsulfanylmethyl)-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one
—— 2-(phenylthiomethyl)prop-2-en-1-ol 141502-71-8 C10H12OS
2-(phenylthiomethyl)prop-2-en-1-ol
—— 1-[2-Methoxy-4-[(phenylthio)methyl]-1-cyclohex-3-enyl]ethanone 344338-69-8 C16H20O2S
1-[2-Methoxy-4-[(phenylthio)methyl]-1-cyclohex-3-enyl]ethanone
—— 1-<4-(phenylselanyl)butyl>-2-(phenylsulfanyl)-1H-benzimidazole 191542-44-6 C23H22N2SSe
1-<4-(phenylselanyl)butyl>-2-(phenylsulfanyl)-1H-benzimidazole
—— 1-[4-[(Phenylthio)methyl]-1-cyclohexa-1,3-dienyl]ethanone 86531-30-8 C15H16OS
1-[4-[(Phenylthio)methyl]-1-cyclohexa-1,3-dienyl]ethanone
—— 2,3,4,5-Tetrafluorophenylmethylsulfid 27384-37-8 C7H4F4S
2,3,4,5-Tetrafluorophenylmethylsulfid
—— tert-Butyl{[9-methoxy-9-(phenylsulfanyl)nonyl]oxy}dimethylsilane 116204-89-8 C22H40O2SSi
tert-Butyl{[9-methoxy-9-(phenylsulfanyl)nonyl]oxy}dimethylsilane
—— n-propyl [(3-nitropyridin-2-yl)sulfanyl]acetate 1379575-27-5 C10H12N2O4S
n-propyl [(3-nitropyridin-2-yl)sulfanyl]acetate
—— 2-(p-tolyl)-2-(phenylsulfenyl)ethanol 139058-60-9 C15H16OS
2-(p-tolyl)-2-(phenylsulfenyl)ethanol
—— methyl 3-methyl-4-phenylthiobut-2-enoate 73311-59-8 C12H14O2S
methyl 3-methyl-4-phenylthiobut-2-enoate
—— Methyl 3-methyl-4-phenylsulfanylbut-2-enoate 73311-58-7 C12H14O2S
Methyl 3-methyl-4-phenylsulfanylbut-2-enoate
—— N-(1H-benzimidazol-2-ylmethyl)-2-[1-[2-[2-(1H-benzimidazol-2-ylmethylamino)-2-oxoethoxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxyacetamide 1351952-57-2 C40H32N6O4S
N-(1H-benzimidazol-2-ylmethyl)-2-[1-[2-[2-(1H-benzimidazol-2-ylmethylamino)-2-oxoethoxy]naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxyacetamide
—— methyl 3-methyl-4-phenylthiobut-2-enoate 73311-58-7 C12H14O2S
methyl 3-methyl-4-phenylthiobut-2-enoate
—— 2,6-C5H3N(CH2OP(OC10H6)(μ-S)(C10H6O))2 934736-94-4 C47H31NO6P2S2
2,6-C5H3N(CH2OP(OC10H6)(μ-S)(C10H6O))2
—— 2-Methyl-1,3-dithian-2-essigsaeure 73510-78-8 C7H12O2S2
2-Methyl-1,3-dithian-2-essigsaeure
—— 14-[1-[2-(13,15-Dioxa-2-thia-14-phosphapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yloxy)naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene 1034498-37-7 C60H36O6P2S3
14-[1-[2-(13,15-Dioxa-2-thia-14-phosphapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaen-14-yloxy)naphthalen-1-yl]sulfanylnaphthalen-2-yl]oxy-13,15-dioxa-2-thia-14-phosphapentacyclo[14.8.0.03,12.04,9.019,24]tetracosa-1(16),3(12),4,6,8,10,17,19,21,23-decaene
—— 3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)propionic acid 888731-27-9 C36H72O6S2
3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)propionic acid
—— 5-phenyl-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one 337533-79-6 C11H6OS4
5-phenyl-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one
—— 6<i>H</i>-benzo[<i>f</i>]pyrido[1,2-<i>c</i>][1,3,5]thiadiazepine 54258-12-7 C12H10N2S
6<i>H</i>-benzo[<i>f</i>]pyrido[1,2-<i>c</i>][1,3,5]thiadiazepine
—— 2-amino-1-[[(o-bromophenyl)thio]methyl]pyrimidinium chloride 55695-09-5 C11H11BrN3S*Cl
2-amino-1-[[(o-bromophenyl)thio]methyl]pyrimidinium chloride
—— (RS)-1-(2-pyridylthio)propan-2-ol 464934-45-0 C8H11NOS
(RS)-1-(2-pyridylthio)propan-2-ol
—— 4-{[dichlorofluoromethyl]thio}-1H-pyrazole-1-ylmethanol 860807-78-9 C5H5Cl2FN2OS
4-{[dichlorofluoromethyl]thio}-1H-pyrazole-1-ylmethanol
—— methyl 3-<(phenylthio)methyl>pent-2-enoate 88087-87-0 C13H16O2S
methyl 3-<(phenylthio)methyl>pent-2-enoate
—— 4-{[dichlorofluoromethyl]thio}-1H-pyrazole 860807-77-8 C4H3Cl2FN2S
4-{[dichlorofluoromethyl]thio}-1H-pyrazole
—— 3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-{2-[2-(2-{2-[2-(tert-butyl-dimethyl-silanyloxy)ethoxy]-ethoxy}ethoxy)ethoxy]ethoxy}ethyl ester 888731-30-4 C54H110O12S2Si
3-(hexadecane-1-sulfonyl)-2-(hexadecane-1-sulfonylmethyl)-propionic acid 2-{2-[2-(2-{2-[2-(tert-butyl-dimethyl-silanyloxy)ethoxy]-ethoxy}ethoxy)ethoxy]ethoxy}ethyl ester
—— 4-ethyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one 79749-95-4 C12H14O2S
4-ethyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— 6-Methyl-6-[(phenylsulfanyl)methyl]decan-5-one 144424-56-6 C18H28OS
6-Methyl-6-[(phenylsulfanyl)methyl]decan-5-one
—— 1-chloro-4-[(E)-1-chlorohex-1-en-2-yl]sulfanylbenzene 58866-61-8 C12H14Cl2S
1-chloro-4-[(E)-1-chlorohex-1-en-2-yl]sulfanylbenzene
—— methyl 3-[(phenylthio)methyl]pent-3-enoate 108378-59-2 C13H16O2S
methyl 3-[(phenylthio)methyl]pent-3-enoate
—— 2-[[5-(3-oxo-3-thiophen-2-ylpropanoyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanedioic acid 133765-19-2 C13H11N3O6S2
2-[[5-(3-oxo-3-thiophen-2-ylpropanoyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanedioic acid
—— ethyl-5-(2-thenoylacetyl)-1,2,4-triazol-3-yl-thioacetate 133782-36-2 C13H13N3O4S2
ethyl-5-(2-thenoylacetyl)-1,2,4-triazol-3-yl-thioacetate
—— 2-Ethylsulfanyl-5-methylsulfonyl-4-phenyl-1,3-thiazine-6-thione 117235-96-8 C13H13NO2S4
2-Ethylsulfanyl-5-methylsulfonyl-4-phenyl-1,3-thiazine-6-thione
—— 1,8-bis(methylthio)octane 20295-48-1 C10H22S2
1,8-bis(methylthio)octane
—— S-allylisothiosemicarbazone hydrobromide 58255-42-8 BrH*C4H9N3S
S-allylisothiosemicarbazone hydrobromide
—— bis(3,5-dimethyl-4-oxo-4H-thiopyran-2-yl)sulfide 61170-12-5 C14H14O2S3
bis(3,5-dimethyl-4-oxo-4H-thiopyran-2-yl)sulfide
—— cis-2,6-diethylsulfonyl-1,4-dithiafulvene 74057-73-1 C8H12O4S4
cis-2,6-diethylsulfonyl-1,4-dithiafulvene