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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
—— (1R,3R)-4,4-ethylenedioxy-3-phenylthiocyclohexanol 331268-79-2 C14H18O3S
(1R,3R)-4,4-ethylenedioxy-3-phenylthiocyclohexanol
—— 4,11-Dioxa-22,32-dithia-1,14-diazapentacyclo[12.10.10.05,10.016,21.026,31]tetratriaconta-5(10),6,8,16,18,20,26,28,30-nonaen-7-amine 342883-94-7 C28H33N3O2S2
4,11-Dioxa-22,32-dithia-1,14-diazapentacyclo[12.10.10.05,10.016,21.026,31]tetratriaconta-5(10),6,8,16,18,20,26,28,30-nonaen-7-amine
—— 2-(5-[1,3]Dithiolo[4,5-b]pyrazin-2-ylidene-dihydro-thiophen-2-ylidene)-[1,3]dithiole-4,5-dicarboxylic acid dimethyl ester 346693-39-8 C16H12N2O4S5
2-(5-[1,3]Dithiolo[4,5-b]pyrazin-2-ylidene-dihydro-thiophen-2-ylidene)-[1,3]dithiole-4,5-dicarboxylic acid dimethyl ester
—— [bis(tributylstannyl)methylthio]benzene 377726-36-8 C31H60SSn2
[bis(tributylstannyl)methylthio]benzene
—— 3,17-Ditert-butyl-30,33-dithia-7,10,13,21,24,27-hexazatetracyclo[13.13.6.05,29.019,34]tetratriaconta-1,3,5(29),15(34),16,18-hexaene 366804-69-5 C34H56N6S2
3,17-Ditert-butyl-30,33-dithia-7,10,13,21,24,27-hexazatetracyclo[13.13.6.05,29.019,34]tetratriaconta-1,3,5(29),15(34),16,18-hexaene
—— (S)-1,8-dihydroxy-4-nonanone ethylidenedithioketal 342640-96-4 C11H22O2S2
(S)-1,8-dihydroxy-4-nonanone ethylidenedithioketal
—— S-Allyl S-(1-vinylallyl) dithiocarbonate 147089-64-3 C9H12OS2
S-Allyl S-(1-vinylallyl) dithiocarbonate
—— methyl (1Z)-N-[methyl-[2-[methyl-[(Z)-1-methylsulfanylethylideneamino]oxycarbonylamino]sulfanylethylsulfanyl]carbamoyl]oxyethanimidothioate —— C12H22N4O4S4
methyl (1Z)-N-[methyl-[2-[methyl-[(Z)-1-methylsulfanylethylideneamino]oxycarbonylamino]sulfanylethylsulfanyl]carbamoyl]oxyethanimidothioate
—— 381246-72-6 C52H110O5S2Si3Sn
—— 2-[1,3-Bis(1,3-benzodithiol-2-ylidene)propan-2-ylidene]-1,3-benzodithiole 127634-64-4 C24H14S6
2-[1,3-Bis(1,3-benzodithiol-2-ylidene)propan-2-ylidene]-1,3-benzodithiole
—— 4,9-diethyl[1,4]dihydrodithiino[5,6-f]benzotrithiole 5-oxide 464934-78-9 C12H14OS5
4,9-diethyl[1,4]dihydrodithiino[5,6-f]benzotrithiole 5-oxide
—— (1S)-1-((3aR,4S,6R,6aS)-3a,4,6,6a-tetrahydro-6-{(1S)-1-[1-methyl-2-(phenylthio)]ethyl}-2,2,4,6a-tetramethyl-2H-furo[3,4-d][1,3]dioxol-4-yl)propan-1-ol 441065-80-1 C21H32O4S
(1S)-1-((3aR,4S,6R,6aS)-3a,4,6,6a-tetrahydro-6-{(1S)-1-[1-methyl-2-(phenylthio)]ethyl}-2,2,4,6a-tetramethyl-2H-furo[3,4-d][1,3]dioxol-4-yl)propan-1-ol
—— 1-((8R,10R)-10-Hydroxymethyl-9-oxa-1,5-dithia-spiro[5.5]undec-8-yl)-3,3-dimethyl-butan-2-one 135304-62-0 C15H26O3S2
1-((8R,10R)-10-Hydroxymethyl-9-oxa-1,5-dithia-spiro[5.5]undec-8-yl)-3,3-dimethyl-butan-2-one
—— 2-methylsulfonyl-1,3-propanedithiol 106124-84-9 C4H10O2S3
2-methylsulfonyl-1,3-propanedithiol
—— 3,3'''''-(1,19-dithia-4,7,10,13,15-pentaoxa-1,19-nonadecanediyl)-2,2':5',2'':5'':2''':5''',2'''':5'''',2'''''-sexithiophene 499793-42-9 C36H36O5S8
3,3'''''-(1,19-dithia-4,7,10,13,15-pentaoxa-1,19-nonadecanediyl)-2,2':5',2'':5'':2''':5''',2'''':5'''',2'''''-sexithiophene
—— 3,3'''-(1,19-dithia-4,7,10,13,15-pentaoxa-1,19-nonadecanediyl)-2,2':5',2'':5'':2'''-quaterthiophene 499793-40-7 C28H32O5S6
3,3'''-(1,19-dithia-4,7,10,13,15-pentaoxa-1,19-nonadecanediyl)-2,2':5',2'':5'':2'''-quaterthiophene
—— phenyl-2,6-dideoxy-3,4-bis-O-tert-butyldimethylsilyl-1-thio-α,β-L-arabino-hexapyranoside 1450628-94-0 C24H44O3SSi2
phenyl-2,6-dideoxy-3,4-bis-O-tert-butyldimethylsilyl-1-thio-α,β-L-arabino-hexapyranoside
—— 5-(Pyridin-2-ylsulfanylmethyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one 569649-47-4 C11H9NOS5
5-(Pyridin-2-ylsulfanylmethyl)-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-2-one
—— 1,3-bis(2,4,4-trimethylpentan-2-yl)trisulfane 98222-50-5 C16H34S3
1,3-bis(2,4,4-trimethylpentan-2-yl)trisulfane
—— tert-butyl N-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]carbamate 573710-92-6 C21H24N2O2S
tert-butyl N-[2-(2-phenylsulfanyl-1H-indol-3-yl)ethyl]carbamate
—— 4-[3-(1,3-Benzodithiol-2-ylidene)-5-pyridin-4-ylpenta-1,4-diynyl]pyridine 615539-76-9 C22H12N2S2
4-[3-(1,3-Benzodithiol-2-ylidene)-5-pyridin-4-ylpenta-1,4-diynyl]pyridine
—— (E)-2,9-dimethyl-2,9-bis(phenylsulfanyl)dec-5-ene-3,8-dione 637036-22-7 C24H28O2S2
(E)-2,9-dimethyl-2,9-bis(phenylsulfanyl)dec-5-ene-3,8-dione
—— Buta-1,3-diyne-1-thiolate 121180-87-8 C4S
Buta-1,3-diyne-1-thiolate
—— Octa-1,3,5,7-tetrayne-1-thiolate 189808-71-7 C8S
Octa-1,3,5,7-tetrayne-1-thiolate
—— (2E)-6-chloro-2-(6-chloro-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one —— C17H8Cl2O2S2
(2E)-6-chloro-2-(6-chloro-3-oxo-1-benzothiophen-2-ylidene)-4-methyl-1-benzothiophen-3-one
—— 2,2,11,11-tetra(methyleneamine)-4,9-dithiadodecane 688310-92-1 C14H34N4S2
2,2,11,11-tetra(methyleneamine)-4,9-dithiadodecane
—— (2-Thioxo-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)-acetonitrile 690253-18-0 C7H5NS5
(2-Thioxo-5,6-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiin-5-yl)-acetonitrile
—— (2S,3S,4S)-2-Bromo-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-5-phenylsulfanyl-pentanoic acid methyl ester 688364-62-7 C19H31BrO3SSi
(2S,3S,4S)-2-Bromo-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-5-phenylsulfanyl-pentanoic acid methyl ester
—— 2,2,10,10-tetra(methyleneamine)-4,8-dithiaundecane 688310-82-9 C13H32N4S2
2,2,10,10-tetra(methyleneamine)-4,8-dithiaundecane
—— 1-methylsulfanyl-1-methylsulfinylpent-1-ene 68992-45-0 C7H14OS2
1-methylsulfanyl-1-methylsulfinylpent-1-ene
—— 6-(3-choloropropyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone 871950-82-2 C14H16ClNOS
6-(3-choloropropyl)-4-(phenylthio)-1,2,5,6-tetrahydro-2-pyridinone
—— 4-[2-(3-oxo-propyl)-1,3-dithian-2-yl]-but-2-enal 871469-07-7 C11H16O2S2
4-[2-(3-oxo-propyl)-1,3-dithian-2-yl]-but-2-enal
—— (Z)-3-Chloro-2-methyl-3-p-tolylsulfanyl-prop-2-en-1-ol 883106-85-2 C11H13ClOS
(Z)-3-Chloro-2-methyl-3-p-tolylsulfanyl-prop-2-en-1-ol
—— 879416-74-7 C24H41ClSSn
—— O-methyl N-methyl-N-(methylamino)carbamothioate 802309-88-2 C4H10N2OS
O-methyl N-methyl-N-(methylamino)carbamothioate
—— 4-[2-(3-Methoxymethoxy-propyl)-[1,3]dithian-2-yl]-1-nitro-butan-2-ol 909036-08-4 C13H25NO5S2
4-[2-(3-Methoxymethoxy-propyl)-[1,3]dithian-2-yl]-1-nitro-butan-2-ol
—— 2-(2,2,2-Trifluoro-ethylsulfanyl)-pyrimidin-5-ol 914377-37-0 C6H5F3N2OS
2-(2,2,2-Trifluoro-ethylsulfanyl)-pyrimidin-5-ol
—— (2R,3R,4R,5R)-5-(methoxymethoxy)-3,4-(methylenedioxy)-2-(trifluoroacetamido)cyclohexanone propane-1,3-diyl dithioacetal 911387-97-8 C14H20F3NO5S2
(2R,3R,4R,5R)-5-(methoxymethoxy)-3,4-(methylenedioxy)-2-(trifluoroacetamido)cyclohexanone propane-1,3-diyl dithioacetal
—— (2R,3R,4R,5R)-2-acetamido-5-(methoxymethoxy)-3,4-(methylenedioxy)cyclohexanone propane-1,3-diyl dithioacetal 911387-93-4 C14H23NO5S2
(2R,3R,4R,5R)-2-acetamido-5-(methoxymethoxy)-3,4-(methylenedioxy)cyclohexanone propane-1,3-diyl dithioacetal
—— 926036-84-2 C22H12S6
—— 926036-83-1 C22H12S6
—— <3>staffane-3,3''-dithiol 145384-33-4 C15H20S2
<3>staffane-3,3''-dithiol
—— 1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide 1004986-49-5 C10H6N2OS2
1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide
—— N-tert-butyl-2-(benzo[d][1,3]dioxol-5-ylthio)benzamide 1002759-98-9 C18H19NO3S
N-tert-butyl-2-(benzo[d][1,3]dioxol-5-ylthio)benzamide
—— 2-(6-methoxypyridin-3-ylthio)-N-tert-butylbenzamide 1002759-99-0 C17H20N2O2S
2-(6-methoxypyridin-3-ylthio)-N-tert-butylbenzamide
—— 1,4-dithiino[2,3-c;6,5-c']dipyridine 10-oxide 1004986-51-9 C10H6N2OS2
1,4-dithiino[2,3-c;6,5-c']dipyridine 10-oxide
—— 11,24-Bis[4,5-bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-2,2,7,7,15,15,20,20-octamethyl-10,12,23,25,28,30-hexathia-27,29-diazaheptacyclo[19.5.1.13,6.18,14.116,19.09,13.022,26]triaconta-1(26),3,5,8,13,16,18,21-octaene 1000874-46-3 C48H58N2S14
11,24-Bis[4,5-bis(propylsulfanyl)-1,3-dithiol-2-ylidene]-2,2,7,7,15,15,20,20-octamethyl-10,12,23,25,28,30-hexathia-27,29-diazaheptacyclo[19.5.1.13,6.18,14.116,19.09,13.022,26]triaconta-1(26),3,5,8,13,16,18,21-octaene
—— 1-(2-(2-methoxyethoxy)ethyl)-3-methylthiourea 1253053-91-6 C7H16N2O2S
1-(2-(2-methoxyethoxy)ethyl)-3-methylthiourea
—— 7,10,13,21,24,27-Hexamethyl-3,17-diphenyl-30,33-dithia-7,10,13,21,24,27-hexazatetracyclo[13.13.6.05,29.019,34]tetratriaconta-1,3,5(29),15(34),16,18-hexaene 1006056-73-0 C44H60N6S2
7,10,13,21,24,27-Hexamethyl-3,17-diphenyl-30,33-dithia-7,10,13,21,24,27-hexazatetracyclo[13.13.6.05,29.019,34]tetratriaconta-1,3,5(29),15(34),16,18-hexaene
—— 1,4-bis(5-amino-6-cyano-2-thioxothiopyrano[2,3-d]thiazolyl)benzene 1019848-50-0 C20H12N6S6
1,4-bis(5-amino-6-cyano-2-thioxothiopyrano[2,3-d]thiazolyl)benzene