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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
—— (4''S,5''R)-methyl N-<2-(2'',2''-dimethyl-5''-vinyl-<1'',3''>dioxolan-4''-ylmethyl)-<1,3>dithian-2-ylmethyl>carbamate 139540-32-2 C15H25NO4S2
(4''S,5''R)-methyl N-<2-(2'',2''-dimethyl-5''-vinyl-<1'',3''>dioxolan-4''-ylmethyl)-<1,3>dithian-2-ylmethyl>carbamate
—— 2-[2-(2-isopropoxyethylamino)benzylthio]imidazole 134017-57-5 C15H21N3OS
2-[2-(2-isopropoxyethylamino)benzylthio]imidazole
—— N,N-di(butyl)-N'-pivaloylthiourea 446310-85-6 C14H28N2OS
N,N-di(butyl)-N'-pivaloylthiourea
—— 2,6-Me2C6H3NHC6H4CH=NPh-2-SPh 1382241-20-4 C27H24N2S
2,6-Me2C6H3NHC6H4CH=NPh-2-SPh
—— (R)-1-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-1,1-dimethyl-ethyl]-[1,3]dithian-2-yl}-4-hydroxy-5-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentan-2-one 169899-65-4 C35H52O5S2Si
(R)-1-{2-[2-(tert-Butyl-diphenyl-silanyloxy)-1,1-dimethyl-ethyl]-[1,3]dithian-2-yl}-4-hydroxy-5-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-yl)-pentan-2-one
—— 2-methylsulfanyl-6-(6-morpholin-4-yl-pyridin-2-yl)-pyrimidin-4-ylamine 1061750-23-9 C14H17N5OS
2-methylsulfanyl-6-(6-morpholin-4-yl-pyridin-2-yl)-pyrimidin-4-ylamine
—— 2,6-i-Pr2C6H3NHC6H4CH=NPh-2-SPh 1382241-23-7 C31H32N2S
2,6-i-Pr2C6H3NHC6H4CH=NPh-2-SPh
—— PhNHC6H4CH=NPh-2-SPh 1382241-17-9 C25H20N2S
PhNHC6H4CH=NPh-2-SPh
—— 2-(4-Pyridyl)-ethyl-4-fluorphenyl-sulfid 62237-51-8 C13H12FNS
2-(4-Pyridyl)-ethyl-4-fluorphenyl-sulfid
—— tert-butyl 4-(2-((4-nitrophenyl)thio)benzoyl)piperazine-1-carboxylate 1391741-37-9 C22H25N3O5S
tert-butyl 4-(2-((4-nitrophenyl)thio)benzoyl)piperazine-1-carboxylate
—— 2-(3,4,5-trimethoxyphenylthio)benzoxazole 1569303-96-3 C16H15NO4S
2-(3,4,5-trimethoxyphenylthio)benzoxazole
—— [(5-Benzyl-4-ethyl-4h-1,2,4-triazol-3-yl)sulfanyl]acetic acid 305337-14-8 C13H15N3O2S
[(5-Benzyl-4-ethyl-4h-1,2,4-triazol-3-yl)sulfanyl]acetic acid
—— methyl 7-oxo-6-phenylthio-octanoate 98711-86-5 C15H20O3S
methyl 7-oxo-6-phenylthio-octanoate
—— 3,3-bis(phenylsulfenyl)bicyclo<4.3.0>-1(6)-nonen-2-one 107053-86-1 C21H20OS2
3,3-bis(phenylsulfenyl)bicyclo<4.3.0>-1(6)-nonen-2-one
—— 5-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)dipyrromethane 1217353-51-9 C14H12Cl2N4S
5-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)dipyrromethane
—— 1-methylsulfonyl-cyclohexene 59059-68-6 C7H12O2S
1-methylsulfonyl-cyclohexene
—— 5-acetyl-4-methylsulfanyl-6-morpholino-2-phenylpyrimidine 339584-48-4 C17H19N3O2S
5-acetyl-4-methylsulfanyl-6-morpholino-2-phenylpyrimidine
—— (5-p-Tolyl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid isopropyl ester 5807-40-9 C14H16N2O3S
(5-p-Tolyl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid isopropyl ester
—— 6-[2-(1,3-dioxolan-2-yl)ethyl]-2,2-bisphenylthiocyclohexanone 258514-09-9 C23H26O3S2
6-[2-(1,3-dioxolan-2-yl)ethyl]-2,2-bisphenylthiocyclohexanone
—— 6-[2-(1,3-dioxolan-2-yl)ethyl]-2-phenylthio-2-cyclohexen-1-one 258514-11-3 C17H20O3S
6-[2-(1,3-dioxolan-2-yl)ethyl]-2-phenylthio-2-cyclohexen-1-one
—— ((E)-3-Methyl-buta-1,3-dienylsulfanyl)-benzene 53097-26-0 C11H12S
((E)-3-Methyl-buta-1,3-dienylsulfanyl)-benzene
—— 5-hydroxy-2-methyl-4,4-bisphenylthiohept-1-ene 98793-20-5 C20H24OS2
5-hydroxy-2-methyl-4,4-bisphenylthiohept-1-ene
—— (4H-[1,2,4]Triazol-3-ylsulfanyl)-acetic acid ethyl ester 307545-28-4 C6H9N3O2S
(4H-[1,2,4]Triazol-3-ylsulfanyl)-acetic acid ethyl ester
—— 3-methyl-3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one 107053-83-8 C16H18OS
3-methyl-3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one
—— 3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one 107053-82-7 C15H16OS
3-(phenylsulfenyl)-bicyclo<4.3.0>-1(6)-nonen-2-one
—— 7-(phenylsulfenyl)-1-methylbicyclo<4.3.0>-6(7)-nonen-2-one 107053-85-0 C16H18OS
7-(phenylsulfenyl)-1-methylbicyclo<4.3.0>-6(7)-nonen-2-one
—— [(E)-1-chloro-2-phenylethenyl]sulfanylbenzene 96336-02-6 C14H11ClS
[(E)-1-chloro-2-phenylethenyl]sulfanylbenzene
—— cis-7a-hydroxy-3a-(phenylsulfenyl)-3a,4,5,6,7,7a-hexahydro-4-indanone 107053-80-5 C15H18O2S
cis-7a-hydroxy-3a-(phenylsulfenyl)-3a,4,5,6,7,7a-hexahydro-4-indanone
—— bis(2,2-difluoro-2-nitroethyl)thionocarbonate 80456-68-4 C5H4F4N2O6S
bis(2,2-difluoro-2-nitroethyl)thionocarbonate
—— 6-Methoxy-2-phenylsulfanylquinoline-3-carbaldehyde 433705-71-6 C17H13NO2S
6-Methoxy-2-phenylsulfanylquinoline-3-carbaldehyde
—— 5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-thione 87213-28-3 C14H11NS2
5,7-dihydrodibenzo<b,g>-1,4-thiazocin-6-thione
—— 7-methylsulfanyl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile 503423-85-6 C8H5N3OS2
7-methylsulfanyl-5-oxo-5H-thiazolo[3,2-a]pyrimidine-6-carbonitrile
—— 4-hydroxy-6-methyl-3-phenylthio-2(1H)-pyridone 54885-26-6 C12H11NO2S
4-hydroxy-6-methyl-3-phenylthio-2(1H)-pyridone
—— Penten-(4)-yl-butyl-sulfid 20217-78-1 C9H18S
Penten-(4)-yl-butyl-sulfid
—— (4-Chloro-6-dimethylamino-pyrimidin-2-ylsulfanyl)-acetic acid 86627-43-2 C8H10ClN3O2S
(4-Chloro-6-dimethylamino-pyrimidin-2-ylsulfanyl)-acetic acid
—— 2-Mercapto-6-{[(4-methylphenyl)thio]-methyl}pyrimidin-4(3H)-one 299937-81-8 C12H12N2OS2
2-Mercapto-6-{[(4-methylphenyl)thio]-methyl}pyrimidin-4(3H)-one
—— 2-Carboxymethylthio-5-o-tolyl-1,3,4-oxadiazol 71134-66-2 C11H10N2O3S
2-Carboxymethylthio-5-o-tolyl-1,3,4-oxadiazol
—— N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-phenylmethanimine 5483-69-2 C18H17N3S
N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-phenylmethanimine
—— 2-Methyl-5-thiocyanato-pyrrol 89418-02-0 C6H6N2S
2-Methyl-5-thiocyanato-pyrrol
—— 2-[2-(2-thienylsulfanyl)-1H-pyrrolyl]acetic acid 760945-80-0 C10H9NO2S2
2-[2-(2-thienylsulfanyl)-1H-pyrrolyl]acetic acid
—— (4,5-Dihydro-1H-imidazol-2-yl)-[2-(4-methoxy-phenylsulfanyl)-phenyl]-amine 677343-24-7 C16H17N3OS
(4,5-Dihydro-1H-imidazol-2-yl)-[2-(4-methoxy-phenylsulfanyl)-phenyl]-amine
—— 4,5-dihydropyrrolo[2,1-b]thieno[3,2-f][1,3]thiazepin-4-one 760945-83-3 C10H7NOS2
4,5-dihydropyrrolo[2,1-b]thieno[3,2-f][1,3]thiazepin-4-one
—— (2-pyrrolylsulfanyl)acetic acid 89597-78-4 C6H7NO2S
(2-pyrrolylsulfanyl)acetic acid
—— 5-[2-(Dimethylazaniumyl)ethylsulfanyl]-1,3,4-thiadiazole-2-thiolate —— C6H11N3S3
5-[2-(Dimethylazaniumyl)ethylsulfanyl]-1,3,4-thiadiazole-2-thiolate
—— 4-Amino-2-benzylthio-5-cyan-pyrimidin 100137-41-5 C12H10N4S
4-Amino-2-benzylthio-5-cyan-pyrimidin
—— 1-methyl-4-<2-(2-hydroxymethylphenylthio)benzoyl>piperazine 93288-95-0 C19H22N2O2S
1-methyl-4-<2-(2-hydroxymethylphenylthio)benzoyl>piperazine
—— 2-(2-(benzylthio)-1H-imidazol-4-yl)-6-methylpyridine 1418306-03-2 C16H15N3S
2-(2-(benzylthio)-1H-imidazol-4-yl)-6-methylpyridine
—— Furan-2-yl-[5-(furan-2-yl)-3-methylsulfanylfuran-2-yl]methanone 123958-30-5 C14H10O4S
Furan-2-yl-[5-(furan-2-yl)-3-methylsulfanylfuran-2-yl]methanone
—— N-(2-(phenylthio)benzyl)pyrrolidine 127876-53-3 C17H19NS
N-(2-(phenylthio)benzyl)pyrrolidine
—— 2-<2-(4-isopropylphenylthio)-5-nitrophenyl>acetic acid 91528-08-4 C17H17NO4S
2-<2-(4-isopropylphenylthio)-5-nitrophenyl>acetic acid