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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
—— octane-4-thiol 73775-73-2 C8H18S
octane-4-thiol
—— 5-(Diisopropylamino)-3-mesityl-4-(phenylthio)isoxazol 125379-84-2 C24H30N2OS
5-(Diisopropylamino)-3-mesityl-4-(phenylthio)isoxazol
—— Propane-1-sulfonyl isocyanate 89781-35-1 C4H7NO3S
Propane-1-sulfonyl isocyanate
—— 4-bromo-2-methylsulfanylpyrimidin-5-ylamine 1198785-15-7 C5H6BrN3S
4-bromo-2-methylsulfanylpyrimidin-5-ylamine
—— 3-nitro-2-(p-tolylthio)pyridine 98841-60-2 C12H10N2O2S
3-nitro-2-(p-tolylthio)pyridine
—— (4-bromo-2-methylsulfanylpyrimidin-5-yl)carbamic acid tert-butyl ester 1198785-16-8 C10H14BrN3O2S
(4-bromo-2-methylsulfanylpyrimidin-5-yl)carbamic acid tert-butyl ester
—— Ethyl-isobutylsulfon 34008-93-0 C6H14O2S
Ethyl-isobutylsulfon
—— 5,5'-Bis-(5-chloro-pentyl)-4,6,4',6'-tetramethyl-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene] 187160-24-3 C24H32Cl2N2S4
5,5'-Bis-(5-chloro-pentyl)-4,6,4',6'-tetramethyl-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]
—— thiacycloundeca-3,9-diyne-1,1-dioide 514853-55-5 C10H12O2S
thiacycloundeca-3,9-diyne-1,1-dioide
—— 1-Chloro-3-(2-methylthio-5-pyrimidinyloxy)-2-propanol 80306-01-0 C8H11ClN2O2S
1-Chloro-3-(2-methylthio-5-pyrimidinyloxy)-2-propanol
—— 2-[(E)-2-(Propane-2-sulfonyl)-ethenesulfonyl]-propane 87373-90-8 C8H16O4S2
2-[(E)-2-(Propane-2-sulfonyl)-ethenesulfonyl]-propane
—— 1,2-Epoxy-3-(2-methylthio-5-pyrimidinyloxy)propane 80306-02-1 C8H10N2O2S
1,2-Epoxy-3-(2-methylthio-5-pyrimidinyloxy)propane
—— 2,5-dimethylphenyl-i-propyl sulphide 87544-18-1 C11H16S
2,5-dimethylphenyl-i-propyl sulphide
—— 1,2-dibromo-4,5-dibutylthiobenzene 165284-83-3 C14H20Br2S2
1,2-dibromo-4,5-dibutylthiobenzene
—— 4,5-Bis-(5-chloro-pentylsulfanyl)-[1,3]dithiol-2-one 193148-65-1 C13H20Cl2OS4
4,5-Bis-(5-chloro-pentylsulfanyl)-[1,3]dithiol-2-one
—— 5,5'-Bis-(5-iodo-pentyl)-4,6,4',6'-tetramethyl-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene] 187160-25-4 C24H32I2N2S4
5,5'-Bis-(5-iodo-pentyl)-4,6,4',6'-tetramethyl-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]
—— 3-(4"-methylbenzenesulfenyl)-1-(4'-methylbenzenesulfonyl)-2-pyridone 141667-32-5 C19H17NO3S2
3-(4"-methylbenzenesulfenyl)-1-(4'-methylbenzenesulfonyl)-2-pyridone
—— bis(2-methoxy-5-methylthio-3-thienyl) disulfide 88234-98-4 C12H14O2S6
bis(2-methoxy-5-methylthio-3-thienyl) disulfide
—— phenyl α-trimethylsilyl-1-cyclododecenylmethyl sulfide 110362-97-5 C22H36SSi
phenyl α-trimethylsilyl-1-cyclododecenylmethyl sulfide
—— 2,3-dimethyl-6,7-dihydro-5H-1,4-dithiepine 136062-49-2 C7H12S2
2,3-dimethyl-6,7-dihydro-5H-1,4-dithiepine
—— 1,4-di(p-tolylthio)butane 94265-88-0 C18H22S2
1,4-di(p-tolylthio)butane
—— (8a'R,8b'S)-Spiro{1,3-dithiane-2,6'-[4,6,7,8,8a,8b-hexahydro-2H-naphtho(1,8-bc)furan]}-2'-one 205749-75-3 C14H16O2S2
(8a'R,8b'S)-Spiro{1,3-dithiane-2,6'-[4,6,7,8,8a,8b-hexahydro-2H-naphtho(1,8-bc)furan]}-2'-one
—— 7-vinyl-1,5-dithiaspiro[5.5]undec-7-en-9-ol 155996-13-7 C11H16OS2
7-vinyl-1,5-dithiaspiro[5.5]undec-7-en-9-ol
—— 9-isobutoxy-1,5-dithiaspiro[5.5]undec-8-en-7-one 155996-45-5 C13H20O2S2
9-isobutoxy-1,5-dithiaspiro[5.5]undec-8-en-7-one
—— (2a'S,8a'R,8b'S)-Spiro{1,3-dithiane-2,6'-[2a,3,4,6,7,8,8a,8b-octahydro-2H-naphtho(1,8-bc)furan]}-2'-one 205749-53-7 C14H18O2S2
(2a'S,8a'R,8b'S)-Spiro{1,3-dithiane-2,6'-[2a,3,4,6,7,8,8a,8b-octahydro-2H-naphtho(1,8-bc)furan]}-2'-one
—— (2a'S,8a'R,8b'S)-2a'-Methylspiro{1,3-dithiane-2,6'-[2a,3,4,6,7,8,8a,8b-octahydro-2H-naphtho(1,8-bc)furan]}-2'-one 205749-55-9 C15H20O2S2
(2a'S,8a'R,8b'S)-2a'-Methylspiro{1,3-dithiane-2,6'-[2a,3,4,6,7,8,8a,8b-octahydro-2H-naphtho(1,8-bc)furan]}-2'-one
—— (+/-)-7-Vinyl-1,5-dithiaspiro[5.5]undec-7-en-9-yl acetate 205749-51-5 C13H18O2S2
(+/-)-7-Vinyl-1,5-dithiaspiro[5.5]undec-7-en-9-yl acetate
—— 7-vinyl-1,5-dithiaspiro[5.5]undec-7-en-9-one 155996-47-7 C11H14OS2
7-vinyl-1,5-dithiaspiro[5.5]undec-7-en-9-one
—— 3-Bromo-5-methoxy-2-methylsulfanyl-thiophene 88234-94-0 C6H7BrOS2
3-Bromo-5-methoxy-2-methylsulfanyl-thiophene
—— 2-methoxy-5-methylthio-3-(γ-chloropropylthio)thiophene 88235-02-3 C9H13ClOS3
2-methoxy-5-methylthio-3-(γ-chloropropylthio)thiophene
—— (2R,3S)-3-Amino-4-cyclohexyl-1-(pyridin-2-ylsulfanyl)-butan-2-ol 1053628-52-6 C15H24N2OS
(2R,3S)-3-Amino-4-cyclohexyl-1-(pyridin-2-ylsulfanyl)-butan-2-ol
—— (2R,3S)-3-Amino-4-cyclohexyl-1-[1-(2-pyridin-4-yl-ethyl)-1H-tetrazol-5-ylsulfanyl]-butan-2-ol 769922-16-9 C18H28N6OS
(2R,3S)-3-Amino-4-cyclohexyl-1-[1-(2-pyridin-4-yl-ethyl)-1H-tetrazol-5-ylsulfanyl]-butan-2-ol
—— (2-chlorooctyl) methyl sulfide 112762-75-1 C9H19ClS
(2-chlorooctyl) methyl sulfide
—— 2-methoxy-5-methylthio-3,4-dibromothiophene 88234-95-1 C6H6Br2OS2
2-methoxy-5-methylthio-3,4-dibromothiophene
—— 2-methoxy-(5-methylthio)thiophene 71908-74-2 C6H8OS2
2-methoxy-(5-methylthio)thiophene
—— 2-methoxy-3,5-bis(methylthio)thiophene 88235-00-1 C7H10OS3
2-methoxy-3,5-bis(methylthio)thiophene
—— 2-Phenyl-3-phenylsulfanyl-propionitrile 148239-97-8 C15H13NS
2-Phenyl-3-phenylsulfanyl-propionitrile
—— 4-hydroxy-2,2,6,6-tetramethyl-1-((1-phenylsulfanyl)hex-5-enyloxy)piperidine 330938-06-2 C21H33NO2S
4-hydroxy-2,2,6,6-tetramethyl-1-((1-phenylsulfanyl)hex-5-enyloxy)piperidine
—— S-cyclopropylmethyl-S-ethyl sulfide 89534-72-5 C6H12S
S-cyclopropylmethyl-S-ethyl sulfide
—— 4a',8a'-Dimethyloctahydro-1'h-spiro[1,3-dithiolane-2,2'-naphthalen]-1'-ol 22738-20-1 C14H24OS2
4a',8a'-Dimethyloctahydro-1'h-spiro[1,3-dithiolane-2,2'-naphthalen]-1'-ol
—— (E)-(3,3-dicyclohexylprop-1-enyl)(phenyl)sulfane 1393672-46-2 C21H30S
(E)-(3,3-dicyclohexylprop-1-enyl)(phenyl)sulfane
—— 3-Methyl-3-methylsulfanylmethoxy-cyclohex-1-enecarbonitrile 615265-49-1 C10H15NOS
3-Methyl-3-methylsulfanylmethoxy-cyclohex-1-enecarbonitrile
—— trans-1-(phenylthio)-2-propionylcyclopropane 122190-12-9 C12H14OS
trans-1-(phenylthio)-2-propionylcyclopropane
—— Radikal aus Dimethylsulfid 31533-72-9 C2H5S
Radikal aus Dimethylsulfid
—— 4,4-diethyl-3,3,5,5-tetraoxo-3λ<sup>6</sup>,5λ<sup>6</sup>-dithia-heptanedioic acid diethyl ester 61713-30-2 C13H24O8S2
4,4-diethyl-3,3,5,5-tetraoxo-3λ<sup>6</sup>,5λ<sup>6</sup>-dithia-heptanedioic acid diethyl ester
—— 2,2-Difluoro-3-phenylsulfanyl-octanoic acid ethyl ester 185422-86-0 C16H22F2O2S
2,2-Difluoro-3-phenylsulfanyl-octanoic acid ethyl ester
—— Tris(phenylmercapto)-trimethylsilyl-methan 14758-44-2 C22H24S3Si
Tris(phenylmercapto)-trimethylsilyl-methan
—— 2-methoxy-4-(4-nitro-phenylsulfanyl)-phenol 854734-25-1 C13H11NO4S
2-methoxy-4-(4-nitro-phenylsulfanyl)-phenol
—— 2,3-Dimethyl-4-(2-hydroxyethylthio)pyridine N-oxide 162280-04-8 C9H13NO2S
2,3-Dimethyl-4-(2-hydroxyethylthio)pyridine N-oxide
—— 2,3-Dimethyl-4-(3-hydroxypropylthio)pyridine-N-oxide 162279-98-3 C10H15NO2S
2,3-Dimethyl-4-(3-hydroxypropylthio)pyridine-N-oxide