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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
—— (2R,3S,4R)-1-(2-Ethyl-[1,3]dithian-2-yl)-3,5-dimethyl-hexane-2,4-diol 174420-22-5 C14H28O2S2
(2R,3S,4R)-1-(2-Ethyl-[1,3]dithian-2-yl)-3,5-dimethyl-hexane-2,4-diol
—— methyl N-[N'-[2-(butanoylamino)-4-(4-fluorophenyl)sulfanylphenyl]carbamimidoyl]carbamate 65934-81-8 C19H21FN4O3S
methyl N-[N'-[2-(butanoylamino)-4-(4-fluorophenyl)sulfanylphenyl]carbamimidoyl]carbamate
—— (4-Chloro-phenylsulfanyl)-(ethoxy-ethyl-phosphinothioylsulfanyl)-acetic acid ethyl ester 60322-01-2 C14H20ClO3PS3
(4-Chloro-phenylsulfanyl)-(ethoxy-ethyl-phosphinothioylsulfanyl)-acetic acid ethyl ester
—— 5-methyl-1-methylsulfinylhex-5-en-2-one 108264-36-4 C8H14O2S
5-methyl-1-methylsulfinylhex-5-en-2-one
—— [n-Bu(C3H3N2)CH2CH2SPh]Cl 1155239-04-5 C15H21N2S*Cl
[n-Bu(C3H3N2)CH2CH2SPh]Cl
—— Methyldi(ethylthio)bismutan 60458-08-4 C5H13BiS2
Methyldi(ethylthio)bismutan
—— methyl N-[N'-[2-[(2-ethoxyacetyl)amino]-4-phenylsulfanylphenyl]-N-methoxycarbonylcarbamimidoyl]carbamate 58306-31-3 C21H24N4O6S
methyl N-[N'-[2-[(2-ethoxyacetyl)amino]-4-phenylsulfanylphenyl]-N-methoxycarbonylcarbamimidoyl]carbamate
—— Allyl-<2,5-diaethyl-phenyl>-sulfid 21546-57-6 C13H18S
Allyl-<2,5-diaethyl-phenyl>-sulfid
—— 5-(5-amino-6-cyclopentylamino-pyrimidin-4-ylsulfanyl)-pentanoic acid 27131-79-9 C14H22N4O2S
5-(5-amino-6-cyclopentylamino-pyrimidin-4-ylsulfanyl)-pentanoic acid
—— 2-heptyl-4-p-tolylmercapto-quinoline 116534-37-3 C23H27NS
2-heptyl-4-p-tolylmercapto-quinoline
—— 2-(4-Chlorophenyl)-5-(methylsulfinylmethylsulfanyl)-1,3,4-thiadiazole 154220-76-5 C10H9ClN2OS3
2-(4-Chlorophenyl)-5-(methylsulfinylmethylsulfanyl)-1,3,4-thiadiazole
—— 1-(2,2-Bis-phenylsulfanyl-cyclopropyl)-pentan-1-ol 86816-56-0 C20H24OS2
1-(2,2-Bis-phenylsulfanyl-cyclopropyl)-pentan-1-ol
—— Thiophosphoric acid O-[2-(3,5-dichloro-6-fluoro-pyridin-2-ylsulfanyl)-phenyl] ester O',O''-diethyl ester 64557-16-0 C15H15Cl2FNO3PS2
Thiophosphoric acid O-[2-(3,5-dichloro-6-fluoro-pyridin-2-ylsulfanyl)-phenyl] ester O',O''-diethyl ester
—— 3-dodecyl-8-phenylsulfanyl-3,4-dihydro-2<i>H</i>-benzo[4,5]imidazo[1,2-<i>a</i>][1,3,5]triazine-1-carboxylic acid methyl ester 56546-13-5 C29H40N4O2S
3-dodecyl-8-phenylsulfanyl-3,4-dihydro-2<i>H</i>-benzo[4,5]imidazo[1,2-<i>a</i>][1,3,5]triazine-1-carboxylic acid methyl ester
—— (2-Butyl-1-chloro-cyclopropylsulfanyl)-benzene 34678-55-2 C13H17ClS
(2-Butyl-1-chloro-cyclopropylsulfanyl)-benzene
—— Cyclohexyl-S-(6-hydroxy-4-methyl-2-pyrimidyl)-thioglycolat 21419-02-3 C13H18N2O3S
Cyclohexyl-S-(6-hydroxy-4-methyl-2-pyrimidyl)-thioglycolat
—— 4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-5-ethylsulfanyl-[1,3]diselenole-2-selone 490037-35-9 C14H26OSSe3Si
4-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-5-ethylsulfanyl-[1,3]diselenole-2-selone
—— 6-fluoro-3-(p-tolylthio)-1H-indole 1622221-69-5 C15H12FNS
6-fluoro-3-(p-tolylthio)-1H-indole
—— 2-(2-amino-1,3,4-thiadiazol-5-yl)thio-7-methyl-5-oxo-5H-1,3,4-thiazolo<3,2-a>pyrimidine 157407-00-6 C8H6N6OS3
2-(2-amino-1,3,4-thiadiazol-5-yl)thio-7-methyl-5-oxo-5H-1,3,4-thiazolo<3,2-a>pyrimidine
—— bis-diisobutylthiocarbamoylmercapto-[1,3,4]thiadiazole 113011-82-8 C20H36N4S5
bis-diisobutylthiocarbamoylmercapto-[1,3,4]thiadiazole
—— [3-(4-chlorophenylsulfanyl)-2-methyl-7-trifluoromethylindolizin-1-yl]acetic acid ethyl ester 917761-00-3 C20H17ClF3NO2S
[3-(4-chlorophenylsulfanyl)-2-methyl-7-trifluoromethylindolizin-1-yl]acetic acid ethyl ester
—— 1,3-Difluoro-2,4,5,6-tetrakis-methylsulfanyl-benzene 36639-02-8 C10H12F2S4
1,3-Difluoro-2,4,5,6-tetrakis-methylsulfanyl-benzene
—— [4-(4-Chloro-phenylsulfanyl)-phenylsulfanyl]-acetic acid 2-[10-(2-{2-[4-(4-chloro-phenylsulfanyl)-phenylsulfanyl]-acetoxy}-1-methyl-ethylsulfanyl)-decylsulfanyl]-propyl ester 65250-88-6 C44H52Cl2O4S6
[4-(4-Chloro-phenylsulfanyl)-phenylsulfanyl]-acetic acid 2-[10-(2-{2-[4-(4-chloro-phenylsulfanyl)-phenylsulfanyl]-acetoxy}-1-methyl-ethylsulfanyl)-decylsulfanyl]-propyl ester
—— [5-fluoro-2-(6-methyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine 857499-00-4 C17H17FN2S
[5-fluoro-2-(6-methyl-1H-indol-3-ylsulfanyl)-benzyl]-methyl-amine
—— [(4R,6R)-6-(Acetoxy-p-tolylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester 218168-27-5 C19H26O6S
[(4R,6R)-6-(Acetoxy-p-tolylsulfanyl-methyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester
—— (E)-(2S,3R,4S)-6-Phenylsulfanyl-hex-5-ene-1,2,3,4-tetraol 26706-21-8 C12H16O4S
(E)-(2S,3R,4S)-6-Phenylsulfanyl-hex-5-ene-1,2,3,4-tetraol
—— 25558-36-5 C19H20N2S3
—— [Co(cyanodithioformato)2] 412294-82-7 C4CoN2S4
[Co(cyanodithioformato)2]
—— (4<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid benzylidenehydrazide 24127-95-5 C11H11N5OS
(4<i>H</i>-[1,2,4]triazol-3-ylsulfanyl)-acetic acid benzylidenehydrazide
—— dimethyl 5,5'-[3,6-pyridazinediylbis(thio)]bis[2,2-dimethylpentanoate] 344574-32-9 C20H32N2O4S2
dimethyl 5,5'-[3,6-pyridazinediylbis(thio)]bis[2,2-dimethylpentanoate]
—— 1-(1,4-Dithia-spiro[4.5]dec-6-yl)-ethanone 117087-77-1 C10H16OS2
1-(1,4-Dithia-spiro[4.5]dec-6-yl)-ethanone
—— Malonic acid ethyl ester (1S,2R)-2-(3-phenylsulfanyl-prop-1-ynyl)-cyclohexyl ester 130158-55-3 C20H24O4S
Malonic acid ethyl ester (1S,2R)-2-(3-phenylsulfanyl-prop-1-ynyl)-cyclohexyl ester
—— N'-Methyl-N-isopropyl-N-(2-cyanethyl)-thioharnstoff 30381-02-3 C8H15N3S
N'-Methyl-N-isopropyl-N-(2-cyanethyl)-thioharnstoff
—— N-[4-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)phenyl]acetamide 1205121-73-8 C14H12N4OS
N-[4-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)phenyl]acetamide
—— 59274-09-8 C8H15Cl2PS2
—— 3-(phenylthio) propyl (methyl) dichlorosilane 200283-60-9 C10H14Cl2SSi
3-(phenylthio) propyl (methyl) dichlorosilane
—— (2R,3S,4R)-5-(Phenylthio)-1,2-O-isopropylidenepentane-1,2,3,4-tetrol 81769-41-7 C14H20O4S
(2R,3S,4R)-5-(Phenylthio)-1,2-O-isopropylidenepentane-1,2,3,4-tetrol
—— 1,2-bis<bis(tert-butylthio)cyclopropenylio>cyclopentadienide 89821-02-3 C27H40S4
1,2-bis<bis(tert-butylthio)cyclopropenylio>cyclopentadienide
—— 5-(3-(methylsulfonyl)phenyl)-4-(pyridin-4-ylthio)thieno[2,3-d]pyrimidine 1370338-37-6 C18H13N3O2S3
5-(3-(methylsulfonyl)phenyl)-4-(pyridin-4-ylthio)thieno[2,3-d]pyrimidine
—— 1,4-Cyclohexendi(sulfonylisocyanat) 38189-92-3 C8H10N2O6S2
1,4-Cyclohexendi(sulfonylisocyanat)
—— 2-(2,6-Dihydroxy-4-methylphenyl)sulfanyl-5-methylbenzene-1,3-diol 5046-66-2 C14H14O4S
2-(2,6-Dihydroxy-4-methylphenyl)sulfanyl-5-methylbenzene-1,3-diol
—— 4-ethyl-2-ethylsulfanyl-3,5-dimethyl-1H-pyrrole 1128077-89-3 C10H17NS
4-ethyl-2-ethylsulfanyl-3,5-dimethyl-1H-pyrrole
—— 5-Ethylsulfanyl-6-methyl-pyrimidine-2,4-diamine 74890-51-0 C7H12N4S
5-Ethylsulfanyl-6-methyl-pyrimidine-2,4-diamine
—— 2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone 884488-29-3 C7H7BrOS2
2-bromo-1-[5-(methylthio)thiophen-2-yl]ethanone
—— (E)-3-tert-Butylsulfanyl-1-methoxy-non-1-ene 88909-35-7 C14H28OS
(E)-3-tert-Butylsulfanyl-1-methoxy-non-1-ene
—— S-(butoxycarbonyl) O-butyldithiocarbonate 103217-72-7 C10H18O3S2
S-(butoxycarbonyl) O-butyldithiocarbonate
—— 7(9)<i>H</i>,7'(9')<i>H</i>-6,6'-sulfanediyl-bis-purin-2-ylamine 90920-72-2 C10H8N10S
7(9)<i>H</i>,7'(9')<i>H</i>-6,6'-sulfanediyl-bis-purin-2-ylamine
—— 4-(4-(4-chlorobutanamido)phenylthio)-N-methylpicolinamide 1393482-53-5 C17H18ClN3O2S
4-(4-(4-chlorobutanamido)phenylthio)-N-methylpicolinamide
—— (4-Chloro-phenylsulfanyl)-(isopropoxy-methyl-phosphinothioylsulfanyl)-acetic acid ethyl ester 60178-15-6 C14H20ClO3PS3
(4-Chloro-phenylsulfanyl)-(isopropoxy-methyl-phosphinothioylsulfanyl)-acetic acid ethyl ester
—— (4R,5S,6R)-2,2-di-tert-butyl-4-((2-ethyl-1,3-dithian-2-yl)methyl)-6-isopropyl-5-methyl-1,3,2-dioxasilinane 174420-23-6 C22H44O2S2Si
(4R,5S,6R)-2,2-di-tert-butyl-4-((2-ethyl-1,3-dithian-2-yl)methyl)-6-isopropyl-5-methyl-1,3,2-dioxasilinane