{{위키데이터 속성 추적}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 470608986
| ImageFileL1 = Thiosalicylic-acid-2D-skeletal-B.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<ref name=iupac2013>{{서적 인용| title =  Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|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 }}</ref>
| OtherNames = 2-Mercaptobenzoic acid<br />''o''-Thiosalicylic acid<br />''ortho''-Thiosalicylic acid
|Section1={{Chembox Identifiers
| CASNo = 147-93-3
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = CIP6LXN5XW
| 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<sup>−3</sup><ref name="Alfa">{{웹 인용 | url = http://www.alfa.com/en/GP100W.pgm?DSSTK=A13401&rnd=224806350 | title = A13401 Thiosalicylic acid, 98% | publisher = [[Alfa Aesar]] | accessdate = 2010-08-10 | archive-date = 2012-02-27 | archive-url = https://web.archive.org/web/20120227071354/http://www.alfa.com/en/GP100W.pgm?DSSTK=A13401&rnd=224806350 | url-status = dead }}</ref>
| 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]]<br />
[[Thiophenol]]
}}
}}
'''싸이오살리실산'''({{llang|en|thiosalicylic acid}})은 [[카복시기]] 및 [[설프하이드릴기]]를 가지고 있는 [[유기 황 화합물]]이다. 싸이오살리실산의 [[분자식]]은 C<sub>6</sub>H<sub>4</sub>(SH)(CO<sub>2</sub>H)이다. 싸이오살리실산은 [[물]], [[에탄올]], [[다이에틸 에터]]에는 약간 용해되고, [[다이메틸 설폭사이드]](DMSO)에는 더 잘 용해되는 황색의 고체이다.<ref name="CRC90">{{CRC90|page=3-324}}</ref>

== 제조 및 용도 ==
싸이오살리실산은 다이아조화에 이어서 [[황화 나트륨]]을 첨가한 다음 [[아연]]으로 환원시키는 것을 통해 [[안트라닐산]]으로부터 제조될 수 있다.<ref>{{OrgSynth|author=C. F. H. Allen and D. D. MacKay |year=1943|title=Thiosalicylic acid|volume= |pages= |collvol=2|collvolpages=580|prep=CV2P0580}}</ref>

싸이오살리실산은 [[염료]]인 [[싸이오인디고]]의 [[전구체]]이다. 싸이오살리실산은 또한 백신 보존제인 [[싸이오메르살]]을 만드는데 사용된다.

== 기타 측면 ==
싸이오살리실산은 [[죽상경화증]] 및 [[흑색종]] 치료를 위한 약물 후보물질의 전구체이다.<ref name=Farnesyl>{{저널 인용|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}}</ref><ref name=Ras>{{저널 인용|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|pmid=12021230|doi-access=free}}</ref>

== 같이 보기 ==
{{위키공용분류}}
* [[싸이오인디고]]
* [[유기 황 화합물]]
* [[싸이올]]

== 각주 ==
{{각주}}

[[분류:벤조산]]
[[분류:싸이올]]