| 词条 | Thiosalicylic acid |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 470608986 | ImageFileL1 = Thiosalicylic-acid-2D-skeletal-A.png | ImageFileL1_Ref = {{Chemboximage|correct|??}} | ImageNameL1 = Skeletal formula of thiosalicylic acid | ImageFileR1 = Thiosalicylic-acid-from-xtal-2000-CM-3D-SF.png | ImageFileR1_Ref = {{Chemboximage|correct|??}} | ImageNameR1 = Space-filling model of thiosalicylic acid | PIN = 2-Sulfanylbenzoic acid | OtherNames = 2-Mercaptobenzoic acid (no longer recommended[1]) o-Thiosalicylic acid |Section1={{Chembox Identifiers | CASNo = 147-93-3 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 5443 | ChemSpiderID = 5248 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | EINECS = 205-704-3 | KEGG = D08586 | KEGG_Ref = {{keggcite|changed|kegg}} | MeSHName = 2-Thiosalicylic+acid | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 59124 | ChEMBL = 119888 | ChEMBL_Ref = {{ebicite|correct|EBI}} | RTECS = DH3325000 | Beilstein = 508507 | Gmelin = 3838 | SMILES = OC(=O)C1=CC=CC=C1S | SMILES1 = SC1=C(C(O)=O)C=CC=C1 | StdInChI = 1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9) | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = NBOMNTLFRHMDEZ-UHFFFAOYSA-N |Section2={{Chembox Properties | C=7 | H=6 | O=2 | S=1 | Appearance = Leaf or needle shaped crystals | Density = 1.49 g cm−3[2] | MeltingPtC = 162 to 169 | LogP = 2.39 | pKa = 3.501 |Section3={{Chembox Hazards | EUClass = {{Hazchem Xi}} | RPhrases = {{R36/37/38}} | SPhrases = {{S26}} |Section4={{Chembox Related | OtherCompounds = Salicylic acid Thiophenol }} }}Thiosalicylic acid is an organosulfur compound containing carboxyl and sulfhydryl functional groups. Its molecular formula is C6H4(SH)(CO2H). it is a yellow solid that is slightly soluble in water, ethanol and diethyl ether, and alkanes, but more soluble in DMSO.[3] Preparation and usesThiosalicylic acid is prepared from 2-aminobenzoic acid via diazotization.[4] Thiosalicylic acid is a precursor to the dyestuff thioindigo. Thiosalicylic acid is also used to make the vaccine preservative thiomersal. Other aspectsIt is a precursor to drug candidates for treatment of atherosclerosis and melanoma.[5][6] References1. ^{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = The Royal Society of Chemistry | date = 2014 | location = Cambridge | page = 697 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4 | quote = The prefixes ‘mercapto’ (–SH), and ‘hydroseleno’ or selenyl (–SeH), etc. are no longer recommended.| chapter = Front Matter }} {{Aromatic-stub}}2. ^{{ cite web | url = http://www.alfa.com/en/GP100W.pgm?DSSTK=A13401&rnd=224806350 | title = A13401 Thiosalicylic acid, 98% | publisher = Alfa Aesar | accessdate = 2010-08-10 }} 3. ^{{CRC90|page=3-324}} 4. ^{{OrgSynth|author=C. F. H. Allen and D. D. MacKay |year=1943|title=Thiosalicylic acid|volume= |pages= |collvol=2|collvolpages=580|prep=CV2P0580}} 5. ^{{cite journal|last=Smalley|first=Keiran S.M|author2=Tim G. Eisen |title=Farnesyl thiosalicylic acid inhibits the growth of melanoma cells through a combination of cytostatic and pro-apoptotic effects|journal=International Journal of Cancer|date=1 April 2002|volume=98|issue=4|pages=514–522|doi=10.1002/ijc.10213|pmid=11920610}} 6. ^{{cite journal|last=George|first=Jacob|author2=Arnon Afek |author3=Pnina Keren |author4=Itzhak Herz |author5=Iris Goldberg |author6=Roni Haklai |author7=Yoel Kloog |author8= Gad Keren |title=Functional Inhibition of Ras by S-trans,trans-Farnesyl Thiosalicylic Acid Attenuates Atherosclerosis in Apolipoprotein E Knockout Mice|journal=Circulation|year=2002|volume=105|issue=20|pages=2416–2422|doi=10.1161/01.CIR.0000016065.90068.96}} 2 : Benzoic acids|Thiols |
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