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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
—— 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
—— (1,3-dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methanone 1155851-71-0 C10H16OS4
(1,3-dithian-2-yl)(2-methyl-1,3-dithian-2-yl)methanone
—— 2-phenyl-2-(phenylethynyl)-1,3-dithiane 1155423-94-1 C18H16S2
2-phenyl-2-(phenylethynyl)-1,3-dithiane
—— 3,3-Dibromothietane 1,1-dioxide 59463-73-9 C3H4Br2O2S
3,3-Dibromothietane 1,1-dioxide
—— N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)acetamide 850663-90-0 C18H17N7O2S
N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)acetamide
—— N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)ethanethioamide 850663-89-7 C18H17N7OS2
N-(3-{[2-(4-amino-furazan-3-yl)-1-ethyl-1H-imidazo[4,5-c]pyridin-6-yl]thio}phenyl)ethanethioamide
—— 3,3,3-Trifluoro-1-trifluoromethanesulfonyl-2-trifluoromethyl-propene 55866-00-7 C5HF9O2S
3,3,3-Trifluoro-1-trifluoromethanesulfonyl-2-trifluoromethyl-propene
—— 6-(2-Methyl-3-phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane 200860-42-0 C17H24O2S
6-(2-Methyl-3-phenylsulfanyl-propyl)-1,4-dioxa-spiro[4.4]nonane
—— 1,5,6,10-tetrathiadecane 88300-05-4 C6H14S4
1,5,6,10-tetrathiadecane
—— 4-(benzylsulfanyl)-2-methylpyridine 147149-91-5 C13H13NS
4-(benzylsulfanyl)-2-methylpyridine
—— 1-(4-aminophenylthio)-3-chloropropan-2-ol 16781-11-6 C9H12ClNOS
1-(4-aminophenylthio)-3-chloropropan-2-ol
—— 1-phenylsulfonyl-2-(4-methoxybenzyl)-3-(phenylthio)-1H-indole 144465-22-5 C28H23NO3S2
1-phenylsulfonyl-2-(4-methoxybenzyl)-3-(phenylthio)-1H-indole
—— 4-(benzylsulfanyl)-2-methoxypyridine 147149-93-7 C13H13NOS
4-(benzylsulfanyl)-2-methoxypyridine
—— 4-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-4-oxo-butyric acid methyl ester 110984-30-0 C8H12N4O3S
4-(5-Amino-3-methylsulfanyl-[1,2,4]triazol-1-yl)-4-oxo-butyric acid methyl ester
—— 4-[5-Amino-3-(4-chloro-benzylsulfanyl)-[1,2,4]triazol-1-yl]-4-oxo-butyric acid methyl ester 111020-83-8 C14H15ClN4O3S
4-[5-Amino-3-(4-chloro-benzylsulfanyl)-[1,2,4]triazol-1-yl]-4-oxo-butyric acid methyl ester
—— 3-(4-fluorophenyl)-6-(methylthio)-1,2,4,5-tetrazine 72116-57-5 C9H7FN4S
3-(4-fluorophenyl)-6-(methylthio)-1,2,4,5-tetrazine
—— ethyl 2-(4-chloro-2-(2-methoxy-2-oxoethyl)phenyl)-2-(phenylthio)acetate 1011458-44-8 C19H19ClO4S
ethyl 2-(4-chloro-2-(2-methoxy-2-oxoethyl)phenyl)-2-(phenylthio)acetate
—— 4-phenyl-2,2,6,6-tetrakis-trifluoromethyl-6<i>H</i>-[1,3,5]oxathiazine 57014-91-2 C13H5F12NOS
4-phenyl-2,2,6,6-tetrakis-trifluoromethyl-6<i>H</i>-[1,3,5]oxathiazine
—— 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane 170016-26-9 C10H22S7
4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane
—— 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane 170016-27-0 C10H22S7
5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane
—— 3-phenylsulfanyl-2,3-dihydro-benzo[<i>b</i>]thiophene-1,1-dioxide 246168-99-0 C14H12O2S2
3-phenylsulfanyl-2,3-dihydro-benzo[<i>b</i>]thiophene-1,1-dioxide
—— 4-(2-Cyan-ethylmercapto)-pyridin 89977-36-6 C8H8N2S
4-(2-Cyan-ethylmercapto)-pyridin
—— 4-amino-3-(2-thien-2-oyl)vinylthio-1,2,4-triazol 138792-96-8 C9H8N4OS2
4-amino-3-(2-thien-2-oyl)vinylthio-1,2,4-triazol
—— 1,4-Dibromo-2-(3,7-dimethyl-octylsulfanyl)-benzene 908094-00-8 C16H24Br2S
1,4-Dibromo-2-(3,7-dimethyl-octylsulfanyl)-benzene
—— N-Cyclopropylthioacetamide 1182359-15-4 C5H9NS
N-Cyclopropylthioacetamide