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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
—— S-(1-Adamantyl)-S'-methyl-trithiocarbonat-S,S-dioxid 53271-54-8 C12H18O2S3
S-(1-Adamantyl)-S'-methyl-trithiocarbonat-S,S-dioxid
—— Methylsulfanyl-[methylsulfanyl(methylsulfonyl)methyl]sulfanylmethanethione 53271-69-5 C5H10O2S5
Methylsulfanyl-[methylsulfanyl(methylsulfonyl)methyl]sulfanylmethanethione
—— Methyl-aethyl-trithiocarbonat 35200-03-4 C4H8S3
Methyl-aethyl-trithiocarbonat
—— 10-(p-Bromphenyl)-10H-9-thia-10-silaanthracen 63107-73-3 C18H13BrSSi
10-(p-Bromphenyl)-10H-9-thia-10-silaanthracen
—— 10-(p-Anisyl)-10H-9-thia-10silaanthracen 63107-76-6 C19H16OSSi
10-(p-Anisyl)-10H-9-thia-10silaanthracen
—— 10,10-dichloro-10-(4'-methylphenyl)phenothia-10λ5-bismine 143674-45-7 C19H15BiCl2S
10,10-dichloro-10-(4'-methylphenyl)phenothia-10λ5-bismine
—— 10-Phenyl-10H-9-thia-10-silaanthracen 61451-73-8 C18H14SSi
10-Phenyl-10H-9-thia-10-silaanthracen
—— 10-(4'-methylphenyl)phenothiabismine 143674-27-5 C19H15BiS
10-(4'-methylphenyl)phenothiabismine
—— 6,6-bis(phenylthio)hexanal 1148131-36-5 C18H20OS2
6,6-bis(phenylthio)hexanal
—— 5,5-bis(phenylthio)pentanal 906520-19-2 C17H18OS2
5,5-bis(phenylthio)pentanal
—— 2-phenylthio-4-methylcyclohexanone 35985-28-5 C13H16OS
2-phenylthio-4-methylcyclohexanone
—— (2Z)-2-cyano-3-(diethylamino)but-2-enethioamide 868062-07-1 C9H15N3S
(2Z)-2-cyano-3-(diethylamino)but-2-enethioamide
—— 4-{5-[(3-chloropropyl)sulfanyl]-4-methyl-4H-1,2,4-triazol-3-yl}pyridazine 1250445-82-9 C10H12ClN5S
4-{5-[(3-chloropropyl)sulfanyl]-4-methyl-4H-1,2,4-triazol-3-yl}pyridazine
—— (R)-3-(3,3-dimethylbutan-2-ylamino)-4-(2-(methylthio)pyrimidin-4-ylamino)cyclobut-3-ene-1,2-dione 1415548-30-9 C15H20N4O2S
(R)-3-(3,3-dimethylbutan-2-ylamino)-4-(2-(methylthio)pyrimidin-4-ylamino)cyclobut-3-ene-1,2-dione
—— 4-Aza-phenothiazin-10-carbonsaeure-1-morpholino-propylamid-3 101147-00-6 C19H22N4O2S
4-Aza-phenothiazin-10-carbonsaeure-1-morpholino-propylamid-3
—— 1-tert-Butyl-3-methyl-4-[(pentafluorophenyl)sulfanyl]-1H-pyrazol-5-yl 2-fluorobenzoate 6235-62-7 C21H16F6N2O2S
1-tert-Butyl-3-methyl-4-[(pentafluorophenyl)sulfanyl]-1H-pyrazol-5-yl 2-fluorobenzoate
—— 2-amino-4-hydrazino-6-methylsulfanyl-pyrimidine-5-carbonitrile 851335-83-6 C6H8N6S
2-amino-4-hydrazino-6-methylsulfanyl-pyrimidine-5-carbonitrile
—— phenyl 4-methoxypentyl sulfide 177416-34-1 C12H18OS
phenyl 4-methoxypentyl sulfide
—— 2-(2-phenylthioethoxy)acetamide 189012-90-6 C10H13NO2S
2-(2-phenylthioethoxy)acetamide
—— N-methyl-N-[(3-oxo-1-benzothiophen-2-ylidene)methyl]propanamide 4610-73-5 C13H13NO2S
N-methyl-N-[(3-oxo-1-benzothiophen-2-ylidene)methyl]propanamide
—— 2-chlorocyclohexanesulfonyl isocyanate 26174-96-9 C7H10ClNO3S
2-chlorocyclohexanesulfonyl isocyanate
—— 2-(2'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid 20926-63-0 C11H15N2O5PS
2-(2'-Methylthioanilinium)-5-methyl-5-nitro-1,3,2-dioxaphosphorinan 2-oxid
—— 2-Amino-6-(5-brom-2-ethylmercapto-pyrimidinyl-(4)-mercapto)-purin 91348-71-9 C11H10BrN7S2
2-Amino-6-(5-brom-2-ethylmercapto-pyrimidinyl-(4)-mercapto)-purin
—— 6-(Furan-2-yl)-2-{[2-oxo-2-(tricyclo[3.3.1.1~3,7~]decan-1-yl)ethyl]sulfanyl}-4-(trifluoromethyl)pyridine-3-carbonitrile 6927-15-7 C23H21F3N2O2S
6-(Furan-2-yl)-2-{[2-oxo-2-(tricyclo[3.3.1.1~3,7~]decan-1-yl)ethyl]sulfanyl}-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 4-phenylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-<i>d</i>]pyrimidine 40277-42-7 C16H14N2S2
4-phenylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-<i>d</i>]pyrimidine
—— 3-(1,3-Benzothiazol-2-yl)-4-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]but-3-enoic acid 5487-84-3 C21H16N4O4S2
3-(1,3-Benzothiazol-2-yl)-4-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]but-3-enoic acid
—— O-(3-dimethylaminopropyl)-4-(2-propylthio)acetophenone oxime 129602-88-6 C16H26N2OS
O-(3-dimethylaminopropyl)-4-(2-propylthio)acetophenone oxime
—— (4-(2-propylthio)phenyl)acetic acid 3583-60-6 C11H14O2S
(4-(2-propylthio)phenyl)acetic acid
—— 2-[(5-methylthioimidazol-4-yl)methylthio]ethylamine 83553-61-1 C7H13N3S2
2-[(5-methylthioimidazol-4-yl)methylthio]ethylamine
—— 3-diethylamino-5(1,3-dimethyl-5-methylthio-1H-pyrazol-4-yl)-2-propionyl-2-cyclohexen-1-one 132456-74-7 C19H29N3O2S
3-diethylamino-5(1,3-dimethyl-5-methylthio-1H-pyrazol-4-yl)-2-propionyl-2-cyclohexen-1-one
—— 2,6-Ditert-butyl-4-thiabicyclo[5.4.1]dodeca-1(11),2,5,7,9-pentaene 7226-05-3 C19H26S
2,6-Ditert-butyl-4-thiabicyclo[5.4.1]dodeca-1(11),2,5,7,9-pentaene
—— N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide 1254229-39-4 C29H30ClN9OS
N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide
—— (E)-3-(4-N,N-dimethylaminobenzylidenyl)-3H-benzo[b]thiophen-2-one 60224-06-8 C17H15NOS
(E)-3-(4-N,N-dimethylaminobenzylidenyl)-3H-benzo[b]thiophen-2-one
—— 4,6-Bis[(4-methylphenyl)sulfanyl]pyrimidin-2-amine 7226-50-8 C18H17N3S2
4,6-Bis[(4-methylphenyl)sulfanyl]pyrimidin-2-amine
—— Trimethylsiloxy-trimethylsilylmethyl-phenylsulphide 129584-67-4 C13H24OSSi2
Trimethylsiloxy-trimethylsilylmethyl-phenylsulphide
—— N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]prop-2-enamide 5522-62-3 C24H21ClN4O2S
N-(3-benzylsulfanyl-5-methyl-1,2,4-triazol-4-yl)-3-[5-(3-chloro-4-methylphenyl)furan-2-yl]prop-2-enamide
—— O-Methyl-2-(phenylthio)benzohydroxamic acid 89114-60-3 C14H13NO2S
O-Methyl-2-(phenylthio)benzohydroxamic acid
—— 2-(phenylthio)benzamidoxime 117596-54-0 C13H12N2OS
2-(phenylthio)benzamidoxime
—— 2-(Phenylthio)benzohydroxamic acid 65765-04-0 C13H11NO2S
2-(Phenylthio)benzohydroxamic acid
—— Agn-PC-0loysx 7226-53-1 C18H16N6S6+2
Agn-PC-0loysx
—— 4-amino-6-chloro-2-(1-(pyridin-2-yl)ethyl)thio-pyrimidine 185219-17-4 C11H11ClN4S
4-amino-6-chloro-2-(1-(pyridin-2-yl)ethyl)thio-pyrimidine
—— S-<(methylthio)methyl>-L-cysteinol 88001-48-3 C5H13NOS2
S-<(methylthio)methyl>-L-cysteinol
—— 3-[[4-(4-bromophenyl)-1,3-thiazol-2-yl]sulfanyl]-N,N-diethylpropanamide 5387-40-6 C16H19BrN2OS2
3-[[4-(4-bromophenyl)-1,3-thiazol-2-yl]sulfanyl]-N,N-diethylpropanamide
—— 5-Morpholinosulfonylspiro[benzo[b]thiophene-2(3H),1'-cyclopropan]-3-one 79002-97-4 C14H15NO4S2
5-Morpholinosulfonylspiro[benzo[b]thiophene-2(3H),1'-cyclopropan]-3-one
—— 4',5'-dihydrospiro<benzo<b>furan-2(3H),3'(2'H)-furan>-3,2'-dione 107191-18-4 C11H8O3S
4',5'-dihydrospiro<benzo<b>furan-2(3H),3'(2'H)-furan>-3,2'-dione
—— 5-morpholinosulfonyl-4',5'-dihydrospiro<benzo<b>thiophene-2(3H),3'(2'H)-furan>-3,2'-dione 79003-16-0 C15H15NO6S2
5-morpholinosulfonyl-4',5'-dihydrospiro<benzo<b>thiophene-2(3H),3'(2'H)-furan>-3,2'-dione
—— 4,6-dichloro-2-(1-(pyridin-2-yl)ethyl)thio-pyrimidine 185220-22-8 C11H9Cl2N3S
4,6-dichloro-2-(1-(pyridin-2-yl)ethyl)thio-pyrimidine
—— N-methyl-N-[[4-(trifluoromethylsulfanyl)phenyl]methyl]carbamoyl chloride 211619-45-3 C10H9ClF3NOS
N-methyl-N-[[4-(trifluoromethylsulfanyl)phenyl]methyl]carbamoyl chloride
—— ((1R,2S)-1-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine 1221576-58-4 C30H31O2PS
((1R,2S)-1-(3,5-dimethylphenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine
—— ((1R,2S)-1-(4-bromophenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine 1221576-61-9 C28H26BrO2PS
((1R,2S)-1-(4-bromophenylthio)-3-methoxy-1-phenylpropan-2-yloxy)diphenylphosphine