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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
—— (3R)-3-t-butyldimethylsilyloxy-1-(phenylthio)-1-butene 120787-38-4 C16H26OSSi
(3R)-3-t-butyldimethylsilyloxy-1-(phenylthio)-1-butene
—— 1,6-Dibutylmercaptohexan 13344-04-2 C14H30S2
1,6-Dibutylmercaptohexan
—— O-ethyl S-1-methoxyhexane-3-yl carbonothioate 1241905-19-0 C10H20O3S
O-ethyl S-1-methoxyhexane-3-yl carbonothioate
—— Benzene, 1-methyl-4-[[2-phenyl-1-(phenylthio)ethenyl]thio]-, (E)- 104411-47-4 C21H18S2
Benzene, 1-methyl-4-[[2-phenyl-1-(phenylthio)ethenyl]thio]-, (E)-
—— 11-(2-hexyl-[1,3]dithian-2-yl)-1-(tert-butyldimethylsiloxy)undec-4-yne 386742-86-5 C27H52OS2Si
11-(2-hexyl-[1,3]dithian-2-yl)-1-(tert-butyldimethylsiloxy)undec-4-yne
—— 2-(1-pyrrolidinyl)-3-phenylthiopropionitrile 111248-41-0 C13H16N2S
2-(1-pyrrolidinyl)-3-phenylthiopropionitrile
—— (6-isopropylsulfanylpyridin-2-yl)methanol 1609289-20-4 C9H13NOS
(6-isopropylsulfanylpyridin-2-yl)methanol
—— 1,11-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]undecane 390800-00-7 C25H30N6S4
1,11-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]undecane
—— 3-hydroxy-2'-nitrodiphenyl sulphide 76039-59-3 C12H9NO3S
3-hydroxy-2'-nitrodiphenyl sulphide
—— Tetraethyl sulfanediyldibenzene-4,1-diyl bis(phosphate) 19875-86-6 C20H28O8P2S
Tetraethyl sulfanediyldibenzene-4,1-diyl bis(phosphate)
—— 2,5,2',5'-tetra(dimethylaminemethylene)bis(4-hydroxyphenyl)sulfide 912474-60-3 C24H38N4O2S
2,5,2',5'-tetra(dimethylaminemethylene)bis(4-hydroxyphenyl)sulfide
—— Tert-butyl [4-[4-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]sulfanylphenyl] carbonate 138888-97-8 C22H26O6S
Tert-butyl [4-[4-[(2-methylpropan-2-yl)oxycarbonyloxy]phenyl]sulfanylphenyl] carbonate
—— 4,4'-thiodiphenyl dipropiolate 117583-42-3 C18H10O4S
4,4'-thiodiphenyl dipropiolate
—— 1,1,3,3-tetramethyl-2-(thiocarbonyl)cyclohexane S-oxide 63702-87-4 C11H18OS
1,1,3,3-tetramethyl-2-(thiocarbonyl)cyclohexane S-oxide
—— 2-hydroxy-3-[4-({4-[2-hydroxy-3-(prop-2-enoyloxy)propoxy]phenyl}sulfanyl)phenoxy]propyl prop-2-enoate 1238889-15-0 C24H26O8S
2-hydroxy-3-[4-({4-[2-hydroxy-3-(prop-2-enoyloxy)propoxy]phenyl}sulfanyl)phenoxy]propyl prop-2-enoate
—— 2,2'-dimethylaminemethylenebis(4-hydroxyphenyl)sulfide 912474-40-9 C18H24N2O2S
2,2'-dimethylaminemethylenebis(4-hydroxyphenyl)sulfide
—— thiobis(4,1-phenylene) diacetate 63449-96-7 C16H14O4S
thiobis(4,1-phenylene) diacetate
—— 2,3,5,6,8,10-Hexathiaundecane 423765-80-4 C5H12S6
2,3,5,6,8,10-Hexathiaundecane
—— 2,6,2',6'-tetrabromo-4,4'-sulfanediyl-di-phenol 40654-51-1 C12H6Br4O2S
2,6,2',6'-tetrabromo-4,4'-sulfanediyl-di-phenol
—— 4,4'-bis-(Tributylstannoxy)-diphenylsulfide 68963-84-8 C36H62O2SSn2
4,4'-bis-(Tributylstannoxy)-diphenylsulfide
—— 8-Isothiocyanatooctan-1-ol 1037167-37-5 C9H17NOS
8-Isothiocyanatooctan-1-ol
—— 4,4'-thiodiphenol diallyl ether 99873-56-0 C18H18O2S
4,4'-thiodiphenol diallyl ether
—— (3Z,7Z,9Z)-7,10-Bis-(2-trimethylsilanyl-ethylsulfanyl)-trideca-1,3,7,9-tetraene-5,11-diyne 218444-55-4 C23H36S2Si2
(3Z,7Z,9Z)-7,10-Bis-(2-trimethylsilanyl-ethylsulfanyl)-trideca-1,3,7,9-tetraene-5,11-diyne
—— tetrakis(2,6-di-t-butyl-4-methylphenyl) 4,4'-thiobisphenyl diphosphite 104082-83-9 C72H100O6P2S
tetrakis(2,6-di-t-butyl-4-methylphenyl) 4,4'-thiobisphenyl diphosphite
—— bis(4-(benzyloxy)phenyl)sulfane 98985-98-9 C26H22O2S
bis(4-(benzyloxy)phenyl)sulfane
—— 3-(1-Ethyl-1-methyl-pentyl)-6-methylsulfanyl-[1,2,4,5]tetrazine 159801-94-2 C11H20N4S
3-(1-Ethyl-1-methyl-pentyl)-6-methylsulfanyl-[1,2,4,5]tetrazine
—— (heptane-1-sulfinyl)-ethene 21961-09-1 C9H18OS
(heptane-1-sulfinyl)-ethene
—— 2-methylthio-6-[(1'-carboxyethyl)methan-1'-yl]-4(3H)-pyrimidinone 251347-70-3 C9H12N2O3S
2-methylthio-6-[(1'-carboxyethyl)methan-1'-yl]-4(3H)-pyrimidinone
—— 2,6,2',6'-tetrachloro-4,4'-sulfanediyl-di-phenol 51543-47-6 C12H6Cl4O2S
2,6,2',6'-tetrachloro-4,4'-sulfanediyl-di-phenol
—— Propenyldithioacetat 67230-78-8 C5H8S2
Propenyldithioacetat
—— dithiopropionic acid prop-2-ynyl ester 41830-44-8 C6H8S2
dithiopropionic acid prop-2-ynyl ester
—— tributyl-[3-(4-methylphenyl)sulfanylprop-1-enyl]stannane 155197-76-5 C22H38SSn
tributyl-[3-(4-methylphenyl)sulfanylprop-1-enyl]stannane
—— 2-methylthio-6-[(2'-hydroxy)ethan-1'-yl]-4(3H)-pyrimidinone 251347-72-5 C7H10N2O2S
2-methylthio-6-[(2'-hydroxy)ethan-1'-yl]-4(3H)-pyrimidinone
—— N-(2,5-Dimethyl-2H-pyrazol-3-yl)-2-{3-[1-hydroxy-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-6-ylsulfanyl}-benzamide 919103-52-9 C21H18N4O3S
N-(2,5-Dimethyl-2H-pyrazol-3-yl)-2-{3-[1-hydroxy-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-6-ylsulfanyl}-benzamide
—— 4-allylsulfanyl-3-methyl-4-methylsulfanyl-pent-1-ene 62418-91-1 C10H18S2
4-allylsulfanyl-3-methyl-4-methylsulfanyl-pent-1-ene
—— 4-but-2-enylsulfanyl-4-methylsulfanyl-pent-1-ene 62418-92-2 C10H18S2
4-but-2-enylsulfanyl-4-methylsulfanyl-pent-1-ene
—— 4-allylsulfanyl-3,3-dimethyl-4-methylsulfanyl-pent-1-ene 66312-52-5 C11H20S2
4-allylsulfanyl-3,3-dimethyl-4-methylsulfanyl-pent-1-ene
—— (2Z,4Z)-2,5-bis(tert-butylsulfanyl)hexa-2,4-diene-1,6-diol 186499-98-9 C14H26O2S2
(2Z,4Z)-2,5-bis(tert-butylsulfanyl)hexa-2,4-diene-1,6-diol
—— allyl 2-methylpropanedithioate 63881-54-9 C7H12S2
allyl 2-methylpropanedithioate
—— allylsulfanyl isopropyl thioketone oxide 162336-77-8 C7H12OS2
allylsulfanyl isopropyl thioketone oxide
—— 1-(5-amino-pyridin-2-yl)-2-[2-(dimethylamino)benzylthio]imidazole 117296-28-3 C17H19N5S
1-(5-amino-pyridin-2-yl)-2-[2-(dimethylamino)benzylthio]imidazole
—— ((S)-8-Azido-1,4-dithia-spiro[4.4]non-6-en-6-ylmethoxy)-tert-butyl-dimethyl-silane 154375-19-6 C14H25N3OS2Si
((S)-8-Azido-1,4-dithia-spiro[4.4]non-6-en-6-ylmethoxy)-tert-butyl-dimethyl-silane
—— 4-isopropylthio-7-methyl-4-methylthio-5-(1-propen-2-yl)-1,7-octadiene —— C16H28S2
4-isopropylthio-7-methyl-4-methylthio-5-(1-propen-2-yl)-1,7-octadiene
—— 2,3-dibutylthiobutyraldehyde 108431-30-7 C12H24OS2
2,3-dibutylthiobutyraldehyde
—— 4-(4-methylsulfanylphenyl)-2H-1,2-oxazol-5-one 259543-69-6 C10H9NO2S
4-(4-methylsulfanylphenyl)-2H-1,2-oxazol-5-one
—— 2-n-Propyloxy-1,3-benzodithiolan 55315-54-3 C10H12OS2
2-n-Propyloxy-1,3-benzodithiolan
—— N-{[4-(4-methylthiophenyl)-5-oxo-2-hydroisoxazol-2-yl]methyl}acetamide 259542-29-5 C13H14N2O3S
N-{[4-(4-methylthiophenyl)-5-oxo-2-hydroisoxazol-2-yl]methyl}acetamide
—— {2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}(4-methylphenyl)methanol 607708-13-4 C20H17Cl2NOS
{2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}(4-methylphenyl)methanol
—— 9,14-diphenyl-6,7,8,9,14,15,16,17-octahydro-5,18-dithia-9,14-diphospha-dibenzo[<i>a</i>,<i>h</i>]cyclotetradecene 78339-70-5 C30H30P2S2
9,14-diphenyl-6,7,8,9,14,15,16,17-octahydro-5,18-dithia-9,14-diphospha-dibenzo[<i>a</i>,<i>h</i>]cyclotetradecene
—— isothiocyanic acid 1-cyclopentanecarbonyl ester 1154366-71-8 C7H9NOS
isothiocyanic acid 1-cyclopentanecarbonyl ester