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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
—— (+/-)-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
—— 5-Benzylthio-1-methyl-1,2-dihydro-pyrimido<5,4-e>as-triazine 31791-01-2 C13H13N5S
5-Benzylthio-1-methyl-1,2-dihydro-pyrimido<5,4-e>as-triazine
—— (1S,3aS,7aR)-1-(hydroxymethyl)-7a-methylhexahydrospiro[indene-5,2'-[1,3]dithian]-3a(4H)-ol 162240-24-6 C14H24O2S2
(1S,3aS,7aR)-1-(hydroxymethyl)-7a-methylhexahydrospiro[indene-5,2'-[1,3]dithian]-3a(4H)-ol
—— (4-Amino-2,6-dimethyl-phenyl)-methyl-sulfid 90648-07-0 C9H13NS
(4-Amino-2,6-dimethyl-phenyl)-methyl-sulfid
—— Dimethylsulfonium-dichlorid 65082-58-8 C2H6Cl2S
Dimethylsulfonium-dichlorid
—— 1-Bromo-5-tert-butylsulfanyl-pentane 115412-81-2 C9H19BrS
1-Bromo-5-tert-butylsulfanyl-pentane
—— trans-3,4,4a,5,8,8a-hexahydro-7-methyl-5,5-bis(phenylthio)naphthalen-1(2H)-one 125846-86-8 C23H24OS2
trans-3,4,4a,5,8,8a-hexahydro-7-methyl-5,5-bis(phenylthio)naphthalen-1(2H)-one
—— trans-2-(2-methyl-2-propenyl)-3-<tris(phenylthio)methyl>cyclohexan-1-one 125846-83-5 C29H30OS3
trans-2-(2-methyl-2-propenyl)-3-<tris(phenylthio)methyl>cyclohexan-1-one
—— (2,6-Dimethyl-4-dimethylamino-phenyl)-methyl-sulfid 16463-14-2 C11H17NS
(2,6-Dimethyl-4-dimethylamino-phenyl)-methyl-sulfid
—— 2-methyl-3-<(phenylthio)methyl>-2-cyclopentenone 122190-10-7 C13H14OS
2-methyl-3-<(phenylthio)methyl>-2-cyclopentenone
—— trans-3-(2-methyl-2-propenyl)-4-<tris(phenylthio)methyl>-3,4,5,6-tetrahydropyran-2-one 125846-84-6 C28H28O2S3
trans-3-(2-methyl-2-propenyl)-4-<tris(phenylthio)methyl>-3,4,5,6-tetrahydropyran-2-one
—— 7-methyl-4-(phenylthio)-3,4-dihydronaphthalen-1(2H)-one 125846-89-1 C17H16OS
7-methyl-4-(phenylthio)-3,4-dihydronaphthalen-1(2H)-one
—— (5-Bromo-pentylsulfanyl)-cyclohexane 115412-82-3 C11H21BrS
(5-Bromo-pentylsulfanyl)-cyclohexane
—— trans-2-(2-methyl-2-propenyl)-3-<tris(phenylthio)methyl>cyclopentan-1-one 125846-82-4 C28H28OS3
trans-2-(2-methyl-2-propenyl)-3-<tris(phenylthio)methyl>cyclopentan-1-one
—— 4-phenyl-5,5,5-tri(phenylthio)pentan-2-one 56003-68-0 C29H26OS3
4-phenyl-5,5,5-tri(phenylthio)pentan-2-one
—— (Z)-1-(methylthio)-1-phenylthio-1-sulfinylmethane 188055-17-6 C8H8OS3
(Z)-1-(methylthio)-1-phenylthio-1-sulfinylmethane
—— trans-1-(phenylthio)-2-acetylcyclopropane 122190-11-8 C11H12OS
trans-1-(phenylthio)-2-acetylcyclopropane
—— 3-(Bis-phenylsulfanyl-methyl)-cyclohexanone 69814-21-7 C19H20OS2
3-(Bis-phenylsulfanyl-methyl)-cyclohexanone
—— (3S,4S,5R)-3-Methyl-4-<tris(phenylthio)methyl>-5-tridecyl-4,5-dihydro-2(3H)-furanone 165605-86-7 C37H48O2S3
(3S,4S,5R)-3-Methyl-4-<tris(phenylthio)methyl>-5-tridecyl-4,5-dihydro-2(3H)-furanone
—— (E)-3-(2-(phenylthio)vinyl)oxazolidin-2-one 1227929-11-4 C11H11NO2S
(E)-3-(2-(phenylthio)vinyl)oxazolidin-2-one
—— 4,4,4-tris(phenylthio)-3-methylbutanal 88130-74-9 C23H22OS3
4,4,4-tris(phenylthio)-3-methylbutanal
—— (Z)-3-(2-(phenylthio)vinyl)oxazolidin-2-one 1227929-12-5 C11H11NO2S
(Z)-3-(2-(phenylthio)vinyl)oxazolidin-2-one
—— (4S,5R)-5-Tridecyl-4-(tris-phenylsulfanyl-methyl)-dihydro-furan-2-one 1025911-12-9 C36H46O2S3
(4S,5R)-5-Tridecyl-4-(tris-phenylsulfanyl-methyl)-dihydro-furan-2-one
—— 2-phenyl-2-(5'-bromopentyl)-1,3-dithiane 144227-05-4 C15H21BrS2
2-phenyl-2-(5'-bromopentyl)-1,3-dithiane
—— 1-Chloro-3-(5-phenyl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-ol 125707-66-6 C11H11ClN2O2S
1-Chloro-3-(5-phenyl-[1,3,4]oxadiazol-2-ylsulfanyl)-propan-2-ol
—— (S)-3-(tert-butyldimethylsiloxy)-6-(2-{(2R,3R)-2-(tert-butyldimethylsiloxy)-3-[(tert-butyldimethylsiloxy)methyl]pentyl}-1,3-dithiolan-2-yl)hexanal 1442440-26-7 C33H70O4S2Si3
(S)-3-(tert-butyldimethylsiloxy)-6-(2-{(2R,3R)-2-(tert-butyldimethylsiloxy)-3-[(tert-butyldimethylsiloxy)methyl]pentyl}-1,3-dithiolan-2-yl)hexanal
—— 2-[(S)-4-(tert-butyldimethylsiloxy)-5-(1,3-dithian-2-yl)pentyl]-2-{(2R,3R)-2-(tert-butyldimethylsiloxy)-3-[(tert-butyldimethylsiloxy)-methyl]pentyl}-1,3-dithiolane 1442440-25-6 C36H76O3S4Si3
2-[(S)-4-(tert-butyldimethylsiloxy)-5-(1,3-dithian-2-yl)pentyl]-2-{(2R,3R)-2-(tert-butyldimethylsiloxy)-3-[(tert-butyldimethylsiloxy)-methyl]pentyl}-1,3-dithiolane