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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
—— 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
—— dimethyl-dithiocarbamic acid 1-methylsulfanyl-hexyl ester 53799-81-8 C10H21NS3
dimethyl-dithiocarbamic acid 1-methylsulfanyl-hexyl ester
—— 2-(2-chlorophenyl)-2,3-dihydrobenzo[b]thiophene 1254175-16-0 C14H11ClS
2-(2-chlorophenyl)-2,3-dihydrobenzo[b]thiophene
—— 3-(Diphenyl-phosphinoyl)-3-(5-phenylsulfanyl-cyclopent-1-enyl)-butan-2-ol 64894-39-9 C27H29O2PS
3-(Diphenyl-phosphinoyl)-3-(5-phenylsulfanyl-cyclopent-1-enyl)-butan-2-ol
—— 4-amino-5-cyano-2,6-dimethylthio-pyrimidine 98277-53-3 C7H8N4S2
4-amino-5-cyano-2,6-dimethylthio-pyrimidine
—— 4-Hydroxy-5-phenylsulfanyl-4-(phenylsulfanylmethyl)pentan-2-one 1029128-81-1 C18H20O2S2
4-Hydroxy-5-phenylsulfanyl-4-(phenylsulfanylmethyl)pentan-2-one
—— 1,3-Bis(phenylsulfanyl)acetone oxime 187672-10-2 C15H15NOS2
1,3-Bis(phenylsulfanyl)acetone oxime
—— 2,2',<i>N</i>,<i>N</i>,<i>N</i>',<i>N</i>'-hexamethyl-2,2'-thiocarbonyldiamino-bis-thiopropionamide 61796-35-8 C13H26N4S3
2,2',<i>N</i>,<i>N</i>,<i>N</i>',<i>N</i>'-hexamethyl-2,2'-thiocarbonyldiamino-bis-thiopropionamide
—— 21,27,33,38-Tetratert-butyl-42,43-dihydroxy-3,17-dioxa-7,9,11,13-tetrathiaheptacyclo[17.15.7.125,29.136,40.02,31.08,12.018,23]tritetraconta-1,8(12),18,20,22,25(43),26,28,31,33,36,38,40(42)-tridecaene-10-thione 863915-94-0 C53H66O4S5
21,27,33,38-Tetratert-butyl-42,43-dihydroxy-3,17-dioxa-7,9,11,13-tetrathiaheptacyclo[17.15.7.125,29.136,40.02,31.08,12.018,23]tritetraconta-1,8(12),18,20,22,25(43),26,28,31,33,36,38,40(42)-tridecaene-10-thione
—— (Z)-4-(dimethylamino)-1,3-bis(phenylsulfanyl)but-3-en-2-one 115413-29-1 C18H19NOS2
(Z)-4-(dimethylamino)-1,3-bis(phenylsulfanyl)but-3-en-2-one
—— 1-Methylsulfanyl-3,5-bis[(4-propan-2-yloxyphenyl)sulfanyl]benzene 213135-26-3 C25H28O2S3
1-Methylsulfanyl-3,5-bis[(4-propan-2-yloxyphenyl)sulfanyl]benzene
—— 2-methyl-but-3-enedithioic acid methyl ester 69079-28-3 C6H10S2
2-methyl-but-3-enedithioic acid methyl ester
—— 1,3-Bis(phenylthio)-5,7-diazaadamantan-2-one 78693-62-6 C20H20N2OS2
1,3-Bis(phenylthio)-5,7-diazaadamantan-2-one
—— methyl 2-ethenyl-2-methyl-4-pentenedithioate 107094-83-7 C9H14S2
methyl 2-ethenyl-2-methyl-4-pentenedithioate
—— (E)-4-(3-phenylsulfanyl-1H-indol-2-yl)but-3-en-2-one 148404-04-0 C18H15NOS
(E)-4-(3-phenylsulfanyl-1H-indol-2-yl)but-3-en-2-one
—— methyl 4-methyl-2-(propen-2-yl)-4-pentenedithioate 107094-88-2 C10H16S2
methyl 4-methyl-2-(propen-2-yl)-4-pentenedithioate
—— prop-1-enyl propanedithioate 65901-84-0 C6H10S2
prop-1-enyl propanedithioate
—— O-(But-3-en-1-yl) S-methyl dithiocarbonate 89489-35-0 C6H10OS2
O-(But-3-en-1-yl) S-methyl dithiocarbonate
—— 2,5,5-trimethyl-4,4-bis-methylsulfanyl-hepta-1,6-diene 69079-36-3 C12H22S2
2,5,5-trimethyl-4,4-bis-methylsulfanyl-hepta-1,6-diene
—— (2-Hydroxy-phenylsulfanyl)-acetic acid ethyl ester 20277-05-8 C10H12O3S
(2-Hydroxy-phenylsulfanyl)-acetic acid ethyl ester
—— methyl 2-(propen-2-yl)-4-pentenedithioate 107094-87-1 C9H14S2
methyl 2-(propen-2-yl)-4-pentenedithioate
—— dithiopropionic acid allyl ester 41830-43-7 C6H10S2
dithiopropionic acid allyl ester
—— 2,5 dimethyl-3-<(1-isopropylthio-1-methylthio)-1-pentyl>-1,5-hexadiene —— C17H32S2
2,5 dimethyl-3-<(1-isopropylthio-1-methylthio)-1-pentyl>-1,5-hexadiene
—— 2,5 dimethyl-3-(isopropylthiomethylthio) methyl-1,5-hexadiene —— C13H24S2
2,5 dimethyl-3-(isopropylthiomethylthio) methyl-1,5-hexadiene
—— O-(1-isopropoxy-2,2-dimethylvinyl) S-methyl dithiocarbonate 123311-27-3 C9H16O2S2
O-(1-isopropoxy-2,2-dimethylvinyl) S-methyl dithiocarbonate