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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
—— N,N'-[Disulfanediyldi(ethane-2,1-diyl)]bis[2-(methanesulfonyl)-N-methylethan-1-amine] 99371-81-0 C12H28N2O4S4
N,N'-[Disulfanediyldi(ethane-2,1-diyl)]bis[2-(methanesulfonyl)-N-methylethan-1-amine]
—— (S)-1-{2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-[1,3]dithian-2-yl}-hexan-1-ol 148316-31-8 C19H40O3S2Si
(S)-1-{2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-[1,3]dithian-2-yl}-hexan-1-ol
—— tert-Butyl-dimethyl-((1S,3R)-1-pentyl-2-oxa-6,10-dithia-spiro[4.5]dec-3-ylmethoxy)-silane 155976-04-8 C19H38O2S2Si
tert-Butyl-dimethyl-((1S,3R)-1-pentyl-2-oxa-6,10-dithia-spiro[4.5]dec-3-ylmethoxy)-silane
—— 4-hydroxy-3-methoxy-5-phenylthiobenzaldehyde 936112-12-8 C14H12O3S
4-hydroxy-3-methoxy-5-phenylthiobenzaldehyde
—— 5-(furan-2-yl)-3-(methylthio)isoxazole 120803-23-8 C8H7NO2S
5-(furan-2-yl)-3-(methylthio)isoxazole
—— 5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-6-(3-oxo-1-octenyl)-2-pyrone 126759-80-6 C24H28O6S
5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-6-(3-oxo-1-octenyl)-2-pyrone
—— 3-Ethylmercapto-trans-buten-(2)-saeurenitril 21014-07-3 C6H9NS
3-Ethylmercapto-trans-buten-(2)-saeurenitril
—— 4-chloro-1-nitro-3-(phenylthio)benzene 851049-56-4 C12H8ClNO2S
4-chloro-1-nitro-3-(phenylthio)benzene
—— 2-(1-Methyl-1H-imidazol-2-ylsulfanyl)-pyridin-3-ylamine 96592-23-3 C9H10N4S
2-(1-Methyl-1H-imidazol-2-ylsulfanyl)-pyridin-3-ylamine
—— 2-(3-Dimethylamino-propylthio)-anilin 1134-77-6 C11H18N2S
2-(3-Dimethylamino-propylthio)-anilin
—— [Pt(Me)<sub>2</sub>(dimethyl sulfoxide)<sub>2</sub>] 70423-98-2 C6H18O2PtS2
[Pt(Me)<sub>2</sub>(dimethyl sulfoxide)<sub>2</sub>]
—— 3-Phenylmercapto-cis-buten-(2)-saeure-nitril 21014-10-8 C10H9NS
3-Phenylmercapto-cis-buten-(2)-saeure-nitril
—— (S,E)-1-(1-adamantylmethylsulfonyl)-5-methylhex-1-en-3-Boc-amine 1228083-08-6 C23H39NO4S
(S,E)-1-(1-adamantylmethylsulfonyl)-5-methylhex-1-en-3-Boc-amine
—— (3S,E)-3-(tert-butoxycarbonylamino)-5-methyl-1-methylsulfonyl-1-hexene 193482-43-8 C13H25NO4S
(3S,E)-3-(tert-butoxycarbonylamino)-5-methyl-1-methylsulfonyl-1-hexene
—— 3-Ethylmercapto-cis-buten-(2)-saeurenitril 21014-08-4 C6H9NS
3-Ethylmercapto-cis-buten-(2)-saeurenitril
—— Butylsulfanylmethylsulfanyl-benzene 110203-49-1 C11H16S2
Butylsulfanylmethylsulfanyl-benzene
—— 1-phenyl-3,3-bis(phenylthio)butan-2-ol 109328-54-3 C22H22OS2
1-phenyl-3,3-bis(phenylthio)butan-2-ol
—— 1-Methyl-3-thioacetyl-thiourea 79009-27-1 C4H8N2S2
1-Methyl-3-thioacetyl-thiourea
—— (S)-3-methyl-1-(4H-[1,2,4]triazol-3-ylsulfanylmethyl)-butylamine hydrochloride 1586791-25-4 C8H16N4S*ClH
(S)-3-methyl-1-(4H-[1,2,4]triazol-3-ylsulfanylmethyl)-butylamine hydrochloride
—— ethyl 2-propenyl-2-phenylthiopent-4-enoate 109542-06-5 C15H18O2S
ethyl 2-propenyl-2-phenylthiopent-4-enoate
—— 2-benzyl-5-(methylthio)-1,3,4-oxadiazole 23269-52-5 C10H10N2OS
2-benzyl-5-(methylthio)-1,3,4-oxadiazole
—— [(S)-3-methyl-1-(4H-[1,2,4]triazol-3-ylsulfanylmethyl)-butyl]-carbamic acid tert-butyl ester 1586791-24-3 C13H24N4O2S
[(S)-3-methyl-1-(4H-[1,2,4]triazol-3-ylsulfanylmethyl)-butyl]-carbamic acid tert-butyl ester
—— methyl 2-cyclopent-1-enyl-2-phenylthioacetate 66716-77-6 C14H16O2S
methyl 2-cyclopent-1-enyl-2-phenylthioacetate
—— (S)-2-amino-1-(ethylsulfanyl)-4-methylpentane 302800-25-5 C8H19NS
(S)-2-amino-1-(ethylsulfanyl)-4-methylpentane
—— 4-(1,3-Benzodithiol-2-ylidene)-2,6-ditert-butylpyran 104825-09-4 C20H24OS2
4-(1,3-Benzodithiol-2-ylidene)-2,6-ditert-butylpyran
—— (E)-methyl 3-(phenylthio)-4-(3-oxo-3-methylcyclohexyl)but-2-enoate 105090-08-2 C18H22O3S
(E)-methyl 3-(phenylthio)-4-(3-oxo-3-methylcyclohexyl)but-2-enoate
—— 6-butylmercapto-[3]pyridylamine 52025-18-0 C9H14N2S
6-butylmercapto-[3]pyridylamine
—— Propargyl-methylthiolsulfonat 7651-65-2 C4H6O2S2
Propargyl-methylthiolsulfonat
—— (E)-methyl 3-(phenylthio)-7-oxooct-2-enoate 105090-01-5 C15H18O3S
(E)-methyl 3-(phenylthio)-7-oxooct-2-enoate
—— Ethanesulfonic acid, 2-[(4,5-dihydro-5-thioxo-1,3,4-thiadiazol-2-yl)thio]- 89723-74-0 C4H6N2O3S4
Ethanesulfonic acid, 2-[(4,5-dihydro-5-thioxo-1,3,4-thiadiazol-2-yl)thio]-
—— 2-chloro-4-phenylthio-5-ethoxycarbonylpyrimidine 330786-21-5 C13H11ClN2O2S
2-chloro-4-phenylthio-5-ethoxycarbonylpyrimidine
—— trans-1-Chlor-1-phenylmercapto-buten-(1)-on-(3) 90797-92-5 C10H9ClOS
trans-1-Chlor-1-phenylmercapto-buten-(1)-on-(3)
—— 6-[6-Oxo-4-(1-phenyl-cyclopropyl)-1,6-dihydro-pyrimidin-2-ylsulfanyl]-hexanoic acid ethyl ester 912956-45-7 C21H26N2O3S
6-[6-Oxo-4-(1-phenyl-cyclopropyl)-1,6-dihydro-pyrimidin-2-ylsulfanyl]-hexanoic acid ethyl ester
—— 3-chloro-5-methylsulfanyl-[1,2,6]thiadiazin-4-one 54865-14-4 C4H3ClN2OS2
3-chloro-5-methylsulfanyl-[1,2,6]thiadiazin-4-one
—— (Z)-methyl 3-(phenylthio)-7-oxooct-2-enoate 105090-02-6 C15H18O3S
(Z)-methyl 3-(phenylthio)-7-oxooct-2-enoate
—— 5,5-dimethyl-4-<(phenylthio)methyl>dihydrofuran-2(3H)-one 108378-61-6 C13H16O2S
5,5-dimethyl-4-<(phenylthio)methyl>dihydrofuran-2(3H)-one
—— 3-chloro-5-(phenylthio)-4H-1,2,6-thiadiazin-4-one 54865-15-5 C9H5ClN2OS2
3-chloro-5-(phenylthio)-4H-1,2,6-thiadiazin-4-one
—— (3-allylsulfanyl-[1,2,4]thiadiazol-5-yl)-phenyl-amine 35746-59-9 C11H11N3S2
(3-allylsulfanyl-[1,2,4]thiadiazol-5-yl)-phenyl-amine
—— 6,6-dimethyl-1-dimethyl(phenyl)silyl-5-phenylthioheptan-3-one 109023-26-9 C23H32OSSi
6,6-dimethyl-1-dimethyl(phenyl)silyl-5-phenylthioheptan-3-one
—— ethyl 2-(4,6-bis(2-cyclopropylethoxy)pyrimidin-2-ylthio)hexanoate 1231734-04-5 C22H34N2O4S
ethyl 2-(4,6-bis(2-cyclopropylethoxy)pyrimidin-2-ylthio)hexanoate
—— 4-(4-chlorobutylthio)-2-chloromethyl-3-methylpyridine hydrochloride 162280-09-3 C11H15Cl2NS*ClH
4-(4-chlorobutylthio)-2-chloromethyl-3-methylpyridine hydrochloride
—— (2-Chlor-ethyl)-nonyl-sulfid 55999-78-5 C11H23ClS
(2-Chlor-ethyl)-nonyl-sulfid
—— 2-t-butylthio-3-methylcyclopropenethione 98088-15-4 C8H12S3
2-t-butylthio-3-methylcyclopropenethione
—— methyl(phenylthiolato)carbene(pentacarbonyl)chromium(0) 23626-10-0 C13H8CrO5S
methyl(phenylthiolato)carbene(pentacarbonyl)chromium(0)
—— 2-[2-(Prop-2-ynylamino)ethylsulfonyl]ethanol 1185289-35-3 C7H13NO3S
2-[2-(Prop-2-ynylamino)ethylsulfonyl]ethanol
—— p-(methylthio)phenethyl bromide 613233-75-3 C9H11BrS
p-(methylthio)phenethyl bromide
—— 3,5,6,7,8,8a-Hexahydro-1-(phenylthio)indolizine 108782-25-8 C14H17NS
3,5,6,7,8,8a-Hexahydro-1-(phenylthio)indolizine
—— 6-amino-2-(2,2,2-trifluoro-ethylsulfanyl)-3H-pyrimidin-4-one 1040061-66-2 C6H6F3N3OS
6-amino-2-(2,2,2-trifluoro-ethylsulfanyl)-3H-pyrimidin-4-one
—— [2-(4-amino-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-ethyl]-carbamic acid tert-butyl ester 1178896-16-6 C11H18N4O3S
[2-(4-amino-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-ethyl]-carbamic acid tert-butyl ester
—— 6-amino-2-(2-hydroxy-ethylsulfanyl)-3H-pyrimidin-4-one 933828-87-6 C6H9N3O2S
6-amino-2-(2-hydroxy-ethylsulfanyl)-3H-pyrimidin-4-one