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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
—— tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][(1R)-2-[4-[(4-fluoro-2-formylphenyl)thio]-phenyl]-1-methylethyl]carbamate 699016-26-7 C29H31ClFNO4S
tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][(1R)-2-[4-[(4-fluoro-2-formylphenyl)thio]-phenyl]-1-methylethyl]carbamate
—— 2-[(4-chlorophenyl)thio]-5-fluorobenzaldehyde 710960-13-7 C13H8ClFOS
2-[(4-chlorophenyl)thio]-5-fluorobenzaldehyde
—— 2,2,2-trifluoro-N-[(1R)-2-[4-[(4-fluoro-2-formylphenyl)thio]phenyl]-1-methylethyl]acetamide 699016-28-9 C18H15F4NO2S
2,2,2-trifluoro-N-[(1R)-2-[4-[(4-fluoro-2-formylphenyl)thio]phenyl]-1-methylethyl]acetamide
—— Sulfen 917-73-7 CH2O2S
Sulfen
—— Methyl-propionyl-disulfid 31172-04-0 C4H8OS2
Methyl-propionyl-disulfid
—— methylthiomethyl thiopropionate 117481-52-4 C5H10OS2
methylthiomethyl thiopropionate
—— 2,2-bis(methylthio)bicyclo<3.2.1>octan-3-one 77419-23-9 C10H16OS2
2,2-bis(methylthio)bicyclo<3.2.1>octan-3-one
—— 3,3'-diphenyl-5,5'-sulfanediyl-bis-isothiazol-4-ol 19389-36-7 C18H12N2O2S3
3,3'-diphenyl-5,5'-sulfanediyl-bis-isothiazol-4-ol
—— thioacetic acid-(4-methylsulfanyl-anilide) 87956-82-9 C9H11NS2
thioacetic acid-(4-methylsulfanyl-anilide)
—— 6-chloro-2-(methylthio)thiazolo[4,5-b]pyridine 488742-51-4 C7H5ClN2S2
6-chloro-2-(methylthio)thiazolo[4,5-b]pyridine
—— 3-(2-aminophenylthio)-2-cyclohexen-1-one 104143-67-1 C12H13NOS
3-(2-aminophenylthio)-2-cyclohexen-1-one
—— 2-(4-Chlorphenylthio)-4-methoxybenzylalkohol 54506-88-6 C14H13ClO2S
2-(4-Chlorphenylthio)-4-methoxybenzylalkohol
—— 2-(4-Chlorphenylthio)-4-methoxy-phenylacetonitril 54506-91-1 C15H12ClNOS
2-(4-Chlorphenylthio)-4-methoxy-phenylacetonitril
—— 2(4-Chlorphenylthio)-4-methoxybenzylchlorid 54506-89-7 C14H12Cl2OS
2(4-Chlorphenylthio)-4-methoxybenzylchlorid
—— PhSCH2CH2CO2CH2(CH2)6CH3 936646-21-8 C17H26O2S
PhSCH2CH2CO2CH2(CH2)6CH3
—— 2-(4-Chlorphenylthio)-4-methoxyphenylessigsaeure 54506-92-2 C15H13ClO3S
2-(4-Chlorphenylthio)-4-methoxyphenylessigsaeure
—— 4-methyl-3-methylthiostyrene oxide 82146-79-0 C10H12OS
4-methyl-3-methylthiostyrene oxide
—— [5-Amino-2-(4-chloro-phenylsulfanyl)-phenyl]-acetic acid 66949-39-1 C14H12ClNO2S
[5-Amino-2-(4-chloro-phenylsulfanyl)-phenyl]-acetic acid
—— α-{[(1,1-dimethyl-3-phenylpropyl)amino]methyl}-4-hydroxy-3-(methylthio)benzenemethanol 70875-80-8 C20H27NO2S
α-{[(1,1-dimethyl-3-phenylpropyl)amino]methyl}-4-hydroxy-3-(methylthio)benzenemethanol
—— adamantan-1-yl-(5-bromo-1H-pyrrol-2-ylmethyl)amine 1443122-52-8 C16H23NS2
adamantan-1-yl-(5-bromo-1H-pyrrol-2-ylmethyl)amine
—— (decane-1-sulfonyl)-acetic acid ethyl ester 5333-96-0 C14H28O4S
(decane-1-sulfonyl)-acetic acid ethyl ester
—— hexylsulfoxypropionic acid 126740-33-8 C9H18O3S
hexylsulfoxypropionic acid
—— hexylsulfonylpropionic acid 125534-35-2 C9H18O4S
hexylsulfonylpropionic acid
—— 4-Cyclopropyl-6-diethoxymethyl-2-hexylsulfanyl-pyrimidine 863672-53-1 C18H30N2O2S
4-Cyclopropyl-6-diethoxymethyl-2-hexylsulfanyl-pyrimidine
—— Bis-(2,2,2-trifluorethyl)sulfid 674-62-4 C4H4F6S
Bis-(2,2,2-trifluorethyl)sulfid
—— 3-[(4R,5R)-2,2-dimethyl-5-(phenylthio)-1,3-dioxolan-4-yl]propyl pivalate 864948-10-7 C19H28O4S
3-[(4R,5R)-2,2-dimethyl-5-(phenylthio)-1,3-dioxolan-4-yl]propyl pivalate
—— N.N-Bis-(4-methylsulfonyl-butyl)-amin 50742-35-3 C10H23NO4S2
N.N-Bis-(4-methylsulfonyl-butyl)-amin
—— 5-chloro-2-chloromethyl-1,3-thiaselenolane-1,1-dione 1253573-49-7 C4H6Cl2O2SSe
5-chloro-2-chloromethyl-1,3-thiaselenolane-1,1-dione
—— (S)-4-Benzyl-3-phenylsulfanylmethyl-oxazolidine 502936-30-3 C17H19NOS
(S)-4-Benzyl-3-phenylsulfanylmethyl-oxazolidine
—— Methylsulfonylbutylamine 50742-34-2 C5H14ClNO2S
Methylsulfonylbutylamine
—— 4-Methylsulfanyl-6-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-pyrimidin-2-ylamine 810683-45-5 C16H23N3S
4-Methylsulfanyl-6-[(E)-2-(2,6,6-trimethyl-cyclohex-1-enyl)-vinyl]-pyrimidin-2-ylamine
—— NSC409712 5509-81-9 C15H17N3O2S
NSC409712
—— [2-(4-Dimethylsulfamoyl-phenylsulfanyl)-phenyl]-acetic acid 16185-26-5 C16H17NO4S2
[2-(4-Dimethylsulfamoyl-phenylsulfanyl)-phenyl]-acetic acid
—— 4,3'-dibenzylthio-3,4'-diquinolinyl sulfide 146331-29-5 C32H24N2S3
4,3'-dibenzylthio-3,4'-diquinolinyl sulfide
—— 2-Ethyl-3-methyl-cyclopent-2-enethione 38693-67-3 C8H12S
2-Ethyl-3-methyl-cyclopent-2-enethione
—— 6-Amino-5-methyleneamino-2-methylsulfanyl-3H-pyrimidin-4-one 830330-26-2 C6H8N4OS
6-Amino-5-methyleneamino-2-methylsulfanyl-3H-pyrimidin-4-one
—— N-[5-(4-fluoro-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide 1095155-06-8 C15H10FN3OS2
N-[5-(4-fluoro-phenyl-sulfanyl)-1,3,4-thiadiazol-2-yl]benzamide
—— p-Chlorophenyl 1-thio-beta-D-xylopyranoside 67803-92-3 C11H13ClO4S
p-Chlorophenyl 1-thio-beta-D-xylopyranoside
—— 6-Bromo-2-(phenylthio)naphthalene 129278-14-4 C16H11BrS
6-Bromo-2-(phenylthio)naphthalene
—— 3-[3-(dimethylamino)prop-2-enoyl]-1-[3-(methylsulfanyl)phenyl]pyridazin-4(1H)-one 1238700-54-3 C16H17N3O2S
3-[3-(dimethylamino)prop-2-enoyl]-1-[3-(methylsulfanyl)phenyl]pyridazin-4(1H)-one
—— 1-(3-methyl-4-methylthiophenyl)-2-n-octylaminoethanol 60091-03-4 C18H31NOS
1-(3-methyl-4-methylthiophenyl)-2-n-octylaminoethanol
—— 1-(4-Methylthio)-phenylthio-4-nitrobenzol 69360-46-9 C13H11NO2S2
1-(4-Methylthio)-phenylthio-4-nitrobenzol
—— 4-allylthio-5-fluoropyrimidin-2(1H)-one 63331-57-7 C7H7FN2OS
4-allylthio-5-fluoropyrimidin-2(1H)-one
—— perfluorodipropylthioketone 756-16-1 C7F14S
perfluorodipropylthioketone
—— tert-Butyl-diphenyl-(4-p-tolylsulfanyl-butoxy)-silane 300706-48-3 C27H34OSSi
tert-Butyl-diphenyl-(4-p-tolylsulfanyl-butoxy)-silane
—— 7-Methylthioheptylbromid 64053-05-0 C8H17BrS
7-Methylthioheptylbromid
—— 4-[4-(Methylthio)-phenylthio]-phenylhydrazonomalonyldiurethan 69360-51-6 C22H24N4O6S2
4-[4-(Methylthio)-phenylthio]-phenylhydrazonomalonyldiurethan
—— tert-Butyl-diphenyl-(4-phenylsulfanyl-butoxy)-silane 300706-46-1 C26H32OSSi
tert-Butyl-diphenyl-(4-phenylsulfanyl-butoxy)-silane
—— Allyl-p-(methylthio)phenylsulfid 38307-33-4 C10H12S2
Allyl-p-(methylthio)phenylsulfid
—— 4-(4-(Methylthio)-phenylthio)-anilin 69360-47-0 C13H13NS2
4-(4-(Methylthio)-phenylthio)-anilin