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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-Phenylsulfanyl-tetradecan-3-one 93394-30-0 C20H32OS
1-Phenylsulfanyl-tetradecan-3-one
—— 1-[diethoxyphosphoryl(methoxy)methyl]sulfanyl-4-methylbenzene 101973-40-4 C13H21O4PS
1-[diethoxyphosphoryl(methoxy)methyl]sulfanyl-4-methylbenzene
—— ethyl (E)-3-(3-phenylsulfanyl-1H-indol-2-yl)prop-2-enoate 148404-03-9 C19H17NO2S
ethyl (E)-3-(3-phenylsulfanyl-1H-indol-2-yl)prop-2-enoate
—— 4-morpholino-2-(4-methylphenyl)-5,6-dihydro[1]benzothiepino[5,4-d]pyrimidine 1649435-98-2 C23H23N3OS
4-morpholino-2-(4-methylphenyl)-5,6-dihydro[1]benzothiepino[5,4-d]pyrimidine
—— 3-(4-fluorophenylthio)-2-(methylthio)-2-propenoic acid 1154687-68-9 C10H9FO2S2
3-(4-fluorophenylthio)-2-(methylthio)-2-propenoic acid
—— 6-methyl-2-(2-propionylhydrazono-propylsulfanyl)-3<i>H</i>-pyrimidin-4-one 39641-00-4 C11H16N4O2S
6-methyl-2-(2-propionylhydrazono-propylsulfanyl)-3<i>H</i>-pyrimidin-4-one
—— 2-(iodomethyl)thio-5-chloropyrimidine 79686-01-4 C5H4ClIN2S
2-(iodomethyl)thio-5-chloropyrimidine
—— [5-Acetyl-2-(4-bromo-phenyl)-6-methyl-pyrimidin-4-ylsulfanyl]-acetic acid hydrazide 845868-53-3 C15H15BrN4O2S
[5-Acetyl-2-(4-bromo-phenyl)-6-methyl-pyrimidin-4-ylsulfanyl]-acetic acid hydrazide
—— N-cyclohexyl-1-(N-ethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)cyclopentane carboxamide 1379463-53-2 C23H36N4O3S
N-cyclohexyl-1-(N-ethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)cyclopentane carboxamide
—— (Z)-(2S,5R)-3-(2-hydroxyethylidene)-2-phenylthio-4-oxa-1-azabicyclo<3.2.0>heptan-7-one 82896-10-4 C13H13NO3S
(Z)-(2S,5R)-3-(2-hydroxyethylidene)-2-phenylthio-4-oxa-1-azabicyclo<3.2.0>heptan-7-one
—— 1-isocyanato-4-thiocyanato-benzene 13664-32-9 C8H4N2OS
1-isocyanato-4-thiocyanato-benzene
—— 2-Phenyl-4-hydroxy-5-methylthio-pyrimidin 31555-00-7 C11H10N2OS
2-Phenyl-4-hydroxy-5-methylthio-pyrimidin
—— 2-<(1,2-dimethyl-3-phenyl-2-propenyl)thio>-1-methyl-1H-imidazole 80317-40-4 C15H18N2S
2-<(1,2-dimethyl-3-phenyl-2-propenyl)thio>-1-methyl-1H-imidazole
—— (phenylthio) [13C]methyl 2,2,2-trifluoroacetate 1190788-60-3 C9H7F3O2S
(phenylthio) [13C]methyl 2,2,2-trifluoroacetate
—— <2-(4-Chloro-2-methoxyphenylthio)-4-methoxyphenyl>acetic acid 79332-70-0 C16H15ClO4S
<2-(4-Chloro-2-methoxyphenylthio)-4-methoxyphenyl>acetic acid
—— 6-chloro-2-(4-(trifluoromethylthio)phenyl)hexanoic acid 1235493-38-5 C13H14ClF3O2S
6-chloro-2-(4-(trifluoromethylthio)phenyl)hexanoic acid
—— (5-Acetyl-2-furan-2-yl-6-methyl-pyrimidin-4-ylsulfanyl)-acetic acid [1-phenyl-meth-(E)-ylidene]-hydrazide 120996-97-6 C20H18N4O3S
(5-Acetyl-2-furan-2-yl-6-methyl-pyrimidin-4-ylsulfanyl)-acetic acid [1-phenyl-meth-(E)-ylidene]-hydrazide
—— Ethyl-(bis-trifluormethyl)-arsin 666-54-6 C4H5AsF6
Ethyl-(bis-trifluormethyl)-arsin
—— Methyl-thiophosphoramidic acid O-ethyl ester S-(4-ethylsulfanyl-benzyl) ester 33837-67-1 C12H20NO2PS2
Methyl-thiophosphoramidic acid O-ethyl ester S-(4-ethylsulfanyl-benzyl) ester
—— methyl 4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d]-pyrimidin-5-yl)thio]benzoate 1178542-58-9 C16H15N3O3S2
methyl 4-[(2-amino-6-ethyl-4-oxo-3,4-dihydrothieno[2,3-d]-pyrimidin-5-yl)thio]benzoate
—— 8-[3-chloro-5-(thiazol-2-ylsulfanyl)-pyridin-4-ylmethoxy]-4-isopropyl-2-methyl-quinoline 1064670-30-9 C22H20ClN3OS2
8-[3-chloro-5-(thiazol-2-ylsulfanyl)-pyridin-4-ylmethoxy]-4-isopropyl-2-methyl-quinoline
—— 5-methoxy-3-((4-methoxyphenyl)thio)-1-methyl-1H-indole 1415329-09-7 C17H17NO2S
5-methoxy-3-((4-methoxyphenyl)thio)-1-methyl-1H-indole
—— bis(2-isopropylthiophenyl)amine 1379372-39-0 C18H23NS2
bis(2-isopropylthiophenyl)amine
—— cis-bis(diethyl sulfide)dipropylplatinum(II) 202590-53-2 C14H34PtS2
cis-bis(diethyl sulfide)dipropylplatinum(II)
—— 7-[3-(3a-ethyl-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazol-6-ylsulfanyl)-propylsulfanyl]-3-oxa-4-aza-tricyclo[6.2.1.0(1,5)]undec-4-ene 1254074-46-8 C24H32N2O2S4
7-[3-(3a-ethyl-5-methyl-3,3a,4,5,6,7-hexahydro-benzo[c]isoxazol-6-ylsulfanyl)-propylsulfanyl]-3-oxa-4-aza-tricyclo[6.2.1.0(1,5)]undec-4-ene
—— 1-((1R,2S)-2-(hydroxymethyl)cyclopentyl)-3-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)urea 1315588-39-6 C23H26N8O2S
1-((1R,2S)-2-(hydroxymethyl)cyclopentyl)-3-(4-((4-((5-methyl-1H-pyrazol-3-yl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)thio)phenyl)urea
—— 1-Allyl-2,2-bis-(phenylthio)-5-methylcyclopentanol 36306-30-6 C21H24OS2
1-Allyl-2,2-bis-(phenylthio)-5-methylcyclopentanol
—— Dibutyl-thiocarbamic acid S-(2-hydroxy-ethyl) ester 13213-78-0 C11H23NO2S
Dibutyl-thiocarbamic acid S-(2-hydroxy-ethyl) ester
—— Mesyl(methyl)carbodiimid 77767-53-4 C3H6N2O2S
Mesyl(methyl)carbodiimid
—— Methylen-bis-thioacetamid 89365-12-8 C5H10N2S2
Methylen-bis-thioacetamid
—— bis-(2-chloro-1-methyl-ethyl)-disulfane 1561-70-2 C6H12Cl2S2
bis-(2-chloro-1-methyl-ethyl)-disulfane
—— 6-chloro-5-ethoxycarbonylsulfanyl-2-phenyl-2<i>H</i>-pyridazin-3-one 25381-19-5 C13H11ClN2O3S
6-chloro-5-ethoxycarbonylsulfanyl-2-phenyl-2<i>H</i>-pyridazin-3-one
—— 2-(4-thiocyanatophenyl)acetic acid 142336-18-3 C9H7NO2S
2-(4-thiocyanatophenyl)acetic acid
—— 18255-14-6 C21H14AsCl5OS3
—— 4,5-Dimethyl-5'-nitro-2,2'-thiobisthiazol 54776-56-6 C8H7N3O2S3
4,5-Dimethyl-5'-nitro-2,2'-thiobisthiazol
—— 6-Methylthio-4,5-dichlor-2-picolin 55933-98-7 C7H7Cl2NS
6-Methylthio-4,5-dichlor-2-picolin
—— (4-Chloro-phenylsulfanyl)-(dimethoxy-thiophosphorylsulfanyl)-acetic acid ethyl ester 27884-56-6 C12H16ClO4PS3
(4-Chloro-phenylsulfanyl)-(dimethoxy-thiophosphorylsulfanyl)-acetic acid ethyl ester
—— (+/-)-(E)-4-methyl-5-phenyl-2-(prop-2-ynyl)-2-[2-(p-tolylsulfenyl)phenyl]pent-4-enenitrile 1392204-36-2 C28H25NS
(+/-)-(E)-4-methyl-5-phenyl-2-(prop-2-ynyl)-2-[2-(p-tolylsulfenyl)phenyl]pent-4-enenitrile
—— 3-(5-allylsulfanyl-3-oxo-2,3-dihydro-[1,2,4]triazol-1-yl)-propionitrile 58277-96-6 C8H10N4OS
3-(5-allylsulfanyl-3-oxo-2,3-dihydro-[1,2,4]triazol-1-yl)-propionitrile
—— (1-ethyl-propyl)-(6-ethylsulfanyl-5-nitro-2-trifluoromethyl-pyrimidin-4-yl)-amine 58289-46-6 C12H17F3N4O2S
(1-ethyl-propyl)-(6-ethylsulfanyl-5-nitro-2-trifluoromethyl-pyrimidin-4-yl)-amine
—— p-tolyl thioclavulanate 91022-05-8 C15H15NO4S
p-tolyl thioclavulanate
—— 3-((4-methoxyphenyl)thio)-1-methyl-1H-pyrrole 1381847-88-6 C12H13NOS
3-((4-methoxyphenyl)thio)-1-methyl-1H-pyrrole
—— N,N-dimethyl-2-(3-benzyloxy-4-methoxyphenylthio)benzamide 134987-30-7 C23H23NO3S
N,N-dimethyl-2-(3-benzyloxy-4-methoxyphenylthio)benzamide
—— trans-[PdI2(tri(allyl)arsine)2] 654055-83-1 C18H30As2I2Pd
trans-[PdI2(tri(allyl)arsine)2]
—— N-[4-(3H-benzimidazol-5-ylsulfanyl)phenyl]acetamide 97849-08-6 C15H13N3OS
N-[4-(3H-benzimidazol-5-ylsulfanyl)phenyl]acetamide
—— N,N-dimethyl-2-(4'-acetoxymethyl-2'-nitrophenylthio)-5-bromo-benzamide 1005412-92-9 C18H17BrN2O5S
N,N-dimethyl-2-(4'-acetoxymethyl-2'-nitrophenylthio)-5-bromo-benzamide
—— 2-methyl-8-methylene-7,8-dihydro-3H,6H-<1,3>thiazino<3,2-b><1,2,4>triazine 90997-87-8 C8H9N3OS
2-methyl-8-methylene-7,8-dihydro-3H,6H-<1,3>thiazino<3,2-b><1,2,4>triazine
—— methyl (2Z)-3-phenyl-2,3-bis(phenylsulfanyl)-2-propenyl ether 1221441-14-0 C22H20OS2
methyl (2Z)-3-phenyl-2,3-bis(phenylsulfanyl)-2-propenyl ether
—— 3-tert-Butyl-2-nitro-5-phenylsulfanyl-thiophene 82834-61-5 C14H15NO2S2
3-tert-Butyl-2-nitro-5-phenylsulfanyl-thiophene
—— 1423633-80-0 C15H10N2OS3