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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
—— 3-(diphenylphosphino)propyl phenyl sulfide 19297-98-4 C21H21PS
3-(diphenylphosphino)propyl phenyl sulfide
—— 3-Cyclohex-2-en-1-ylsulfonylcyclohexene 78400-59-6 C12H18O2S
3-Cyclohex-2-en-1-ylsulfonylcyclohexene
—— (2-(phenylthio)ethyl)diphenylphosphine 19297-97-3 C20H19PS
(2-(phenylthio)ethyl)diphenylphosphine
—— di(2-cyclohexenyl) sulfide 78400-57-4 C12H18S
di(2-cyclohexenyl) sulfide
—— 1,4-bis([3,4-bis(methylthio)phenyl]ethynyl)benzene 1185753-60-9 C26H22S4
1,4-bis([3,4-bis(methylthio)phenyl]ethynyl)benzene
—— tetrakis[(4-methylthiophenyl)ethynyl]phenylsilane 1110458-27-9 C60H44S4Si
tetrakis[(4-methylthiophenyl)ethynyl]phenylsilane
—— 3-(5-methylsulfanyl-2-oxo-1,3-dithiol-4-ylsulfanyl)propanenitrile 160624-09-9 C7H7NOS4
3-(5-methylsulfanyl-2-oxo-1,3-dithiol-4-ylsulfanyl)propanenitrile
—— 3,3',4,4'-tetrakis(methylthio)tolan 871364-73-7 C18H18S4
3,3',4,4'-tetrakis(methylthio)tolan
—— 3-methyl-4-(phenylthio)-3-sulfolene 93604-54-7 C11H12O2S2
3-methyl-4-(phenylthio)-3-sulfolene
—— Spiro[1,3-dioxolane-2,6'-5,7-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiepine]-2'-one 138188-14-4 C8H8O3S4
Spiro[1,3-dioxolane-2,6'-5,7-dihydro-[1,3]dithiolo[4,5-b][1,4]dithiepine]-2'-one
—— methyl-Z-2-methyl-1,3-butadienyl sulfone 70430-35-2 C6H10O2S
methyl-Z-2-methyl-1,3-butadienyl sulfone
—— 2-acetamido-4-phenylthio-1-nitrobenzene 54029-08-2 C14H12N2O3S
2-acetamido-4-phenylthio-1-nitrobenzene
—— 107961-67-1 C7H15S
—— 2-{1,3-dithiol-2-ylidene}-(1,3)-dithiolo[4,5-c]pyrrole 753478-52-3 C8H5NS4
2-{1,3-dithiol-2-ylidene}-(1,3)-dithiolo[4,5-c]pyrrole
—— 3-(Ethylthio)propyl 3-methyl-3-butenyl sulfide 143144-23-4 C10H20S2
3-(Ethylthio)propyl 3-methyl-3-butenyl sulfide
—— 2-Amino-5-phenylthioacetanilid 58306-63-1 C14H14N2OS
2-Amino-5-phenylthioacetanilid
—— 2-propionamido-4-phenylthioaniline 58306-64-2 C15H16N2OS
2-propionamido-4-phenylthioaniline
—— 2-Bromo-4-(4-methylsulphanylphenylsulphanyl)nitrobenzene 252019-48-0 C13H10BrNO2S2
2-Bromo-4-(4-methylsulphanylphenylsulphanyl)nitrobenzene
—— methyl N-[N-(2-amino-5-phenylsulfanylphenyl)-C-methylsulfanylcarbonimidoyl]carbamate 65671-13-8 C16H17N3O2S2
methyl N-[N-(2-amino-5-phenylsulfanylphenyl)-C-methylsulfanylcarbonimidoyl]carbamate
—— 2-nitro-5-phenylthiophenylallophanic acid methyl ester 56069-34-2 C15H13N3O4S2
2-nitro-5-phenylthiophenylallophanic acid methyl ester
—— 2-(Ethylthio)ethyl 3-methyl-3-butenyl sulfide 143144-17-6 C9H18S2
2-(Ethylthio)ethyl 3-methyl-3-butenyl sulfide
—— 1-methylcyclohexane-1-thiol 68896-31-1 C7H14S
1-methylcyclohexane-1-thiol
—— 2-Amino-5-phenylthio-butyranilid 58306-62-0 C16H18N2OS
2-Amino-5-phenylthio-butyranilid
—— allyl 3-methyl-3-butenyl sulfone 654065-71-1 C8H14O2S
allyl 3-methyl-3-butenyl sulfone
—— 1,1-(bisphenylthio)-3-methyl-3-butene 65597-73-1 C17H18S2
1,1-(bisphenylthio)-3-methyl-3-butene
—— (E) 3-methyl-1,3-butadienyl phenyl sulfide 16627-79-5 C11H12S
(E) 3-methyl-1,3-butadienyl phenyl sulfide
—— [2,2']bi[1,3]dithiolyl 51187-35-0 C6H6S4
[2,2']bi[1,3]dithiolyl
—— Methyl 2-(3-methylbut-3-enylsulfonyl)acetate 720719-17-5 C8H14O4S
Methyl 2-(3-methylbut-3-enylsulfonyl)acetate
—— 1,2-bis-(3-carbomethoxy-2-thioureido)-4-phenylthiobenzene 54394-05-7 C18H18N4O4S3
1,2-bis-(3-carbomethoxy-2-thioureido)-4-phenylthiobenzene
—— 2-(3-Methylbut-3-enylsulfinyl)acetic acid 720719-14-2 C7H12O3S
2-(3-Methylbut-3-enylsulfinyl)acetic acid
—— 4,4'-sulfanediylbis(2-methylbut-1-ene) 101669-36-7 C10H18S
4,4'-sulfanediylbis(2-methylbut-1-ene)
—— (1-Methoxy-1-methyl-heptylsulfanyl)-benzene 113138-66-2 C15H24OS
(1-Methoxy-1-methyl-heptylsulfanyl)-benzene
—— O-ethyl S-pentyl carbonodithioate 67019-82-3 C8H16OS2
O-ethyl S-pentyl carbonodithioate
—— N,N-diisopropyl O-ethyl thiocarbamate 20652-40-8 C9H19NOS
N,N-diisopropyl O-ethyl thiocarbamate
—— Ethyl 2-cyclopent-2-en-1-yl-2-ethoxycarbothioylsulfanylacetate 219899-52-2 C12H18O3S2
Ethyl 2-cyclopent-2-en-1-yl-2-ethoxycarbothioylsulfanylacetate
—— 4,5-dihydro-5-methyl-3-(phenylthio)-5-propylisoxazole 116502-99-9 C13H17NOS
4,5-dihydro-5-methyl-3-(phenylthio)-5-propylisoxazole
—— 3,6,9-trithiaundecane-1,11-diamine 64691-71-0 C8H20N2S3
3,6,9-trithiaundecane-1,11-diamine
—— (+/-)-<i>cis</i>-1-methyl-cyclohexanethiol-(2) 22425-07-6 C7H14S
(+/-)-<i>cis</i>-1-methyl-cyclohexanethiol-(2)
—— (1SR,2SR)-1-methyl-2-phenylthiocyclohexanol —— C13H18OS
(1SR,2SR)-1-methyl-2-phenylthiocyclohexanol
—— Phenyl 4-methyldithiobenzoate 20849-31-4 C14H12S2
Phenyl 4-methyldithiobenzoate
—— 2-Anilino-5-benzylmercapto-1,3,4-thiadiazole 14731-48-7 C15H13N3S2
2-Anilino-5-benzylmercapto-1,3,4-thiadiazole
—— Hydrazinecarbodithioic acid hexyl ester 66528-19-6 C7H16N2S2
Hydrazinecarbodithioic acid hexyl ester
—— Hydrazinecarbodithioic acid butyl ester 26173-57-9 C5H12N2S2
Hydrazinecarbodithioic acid butyl ester
—— Hydrazin-dithiocarbonsaeure-octylester 26173-58-0 C9H20N2S2
Hydrazin-dithiocarbonsaeure-octylester
—— 4-oxo-9-methylthio-7-phenyl-3,4-dihydrothiazolo<3,4>pyrimido<5,4-e>pyrimidinium-2-oxide 87409-76-5 C15H10N4O2S2
4-oxo-9-methylthio-7-phenyl-3,4-dihydrothiazolo<3,4>pyrimido<5,4-e>pyrimidinium-2-oxide
—— bis-thiohydrazinocarbonyl-sulfane 25403-90-1 C2H6N4S3
bis-thiohydrazinocarbonyl-sulfane
—— S-heptyl dithiocarbazate 66528-20-9 C8H18N2S2
S-heptyl dithiocarbazate
—— Hydrazinecarbodithioic acid pentyl ester 66528-18-5 C6H14N2S2
Hydrazinecarbodithioic acid pentyl ester
—— 3-chloro-6-oxo-6,7-dihydro-5H-pyridazino[3,4-b][1,4]thiazine 495415-02-6 C6H4ClN3OS
3-chloro-6-oxo-6,7-dihydro-5H-pyridazino[3,4-b][1,4]thiazine
—— 1-Methylthiotricyclo[4.1.0.0<sup>2,7</sup>]heptane 65131-59-1 C8H12S
1-Methylthiotricyclo[4.1.0.0<sup>2,7</sup>]heptane