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| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
Basic Description
| Synonyms | 1,3-Benzoxathiol-2-one, 6-hydroxy- | EINECS 225-653-0 | HMS3656G22 | SCHEMBL36433 | 6-HYDROXY-1,3-BENZOXANTHIOL-2-ONE | BDBM50252093 | BRD-K41876534-001-02-0 | SW219434-1 | AB00052428-08 | Tioxolone [INN:BAN:DCF] | 6-Hydro-2-oxo-1,3-benzoxathiole | H0740 |
|---|---|
| Specifications & Purity | ≥98% |
| Shipped In | Normal |
| Product Description | Tioxolone is a metalloenzyme carbonic anhydrase I inhibitor with a Ki of 91 nM. |
Associated Targets(Human)
EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 (0 Activities)
CA5A Tclin Carbonic anhydrase 5A, mitochondrial (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CBX1 Tbio Chromobox protein homolog 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
GMNN Tbio Geminin (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
VDR Tclin Vitamin D3 receptor (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
HDAC6 Tclin Histone deacetylase 6 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
FEN1 Tchem Flap endonuclease 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
TXNRD1 Tclin Thioredoxin reductase 1, cytoplasmic (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD(+)] (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA5B Tclin Carbonic anhydrase 5B, mitochondrial (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA6 Tclin Carbonic anhydrase 6 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA13 Tclin Carbonic anhydrase 13 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA1 Tclin Carbonic anhydrase 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA3 Tclin Carbonic anhydrase 3 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA2 Tclin Carbonic anhydrase 2 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA4 Tclin Carbonic anhydrase 4 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA12 Tclin Carbonic anhydrase 12 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA14 Tclin Carbonic anhydrase 14 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA9 Tclin Carbonic anhydrase 9 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA7 Tclin Carbonic anhydrase 7 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
APOBEC3F Tbio DNA dC->dU-editing enzyme APOBEC-3F (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
MAOB Tclin Amine oxidase [flavin-containing] B (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
MAOA Tclin Amine oxidase [flavin-containing] A (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
TARDBP Tchem TAR DNA-binding protein 43 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
MAPT Tclin Microtubule-associated protein tau (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
HTT Tchem Huntingtin (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
GLS Tchem Glutaminase kidney isoform, mitochondrial (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
ALPI Tchem Intestinal-type alkaline phosphatase (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
ALPL Tchem Alkaline phosphatase, tissue-nonspecific isozyme (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
NFE2L2 Tchem Nuclear factor erythroid 2-related factor 2 (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
ALPG Tchem Alkaline phosphatase, germ cell type (0 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
CA2 Tclin Carbonic anhydrase II (17698 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
VDR Tclin Vitamin D receptor (26531 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MAOA Tclin Monoamine oxidase A (11911 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MAOB Tclin Monoamine oxidase B (8835 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA3 Tclin Carbonic anhydrase III (753 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA6 Tclin Carbonic anhydrase VI (993 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA1 Tclin Carbonic anhydrase I (13240 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA5B Tclin Carbonic anhydrase VB (957 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA5A Tclin Carbonic anhydrase VA (1168 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA14 Tclin Carbonic anhydrase XIV (1305 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ALPG Tchem Alkaline phosphatase placental-like (1197 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA12 Tclin Carbonic anhydrase XII (6231 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA9 Tclin Carbonic anhydrase IX (8255 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
HEK293 (82097 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
FEN1 Tchem Flap endonuclease 1 (12055 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
HTT Tchem Huntingtin (19182 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
ALPL Tchem Alkaline phosphatase, tissue-nonspecific isozyme (1551 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
GMNN Tbio Geminin (128009 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
APOBEC3F Tbio DNA dC->dU-editing enzyme APOBEC-3F (14861 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Associated Targets(non-human)
ampC Beta-lactamase AmpC (62480 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Ca7 Carbonic anhydrase VII (3 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Ca13 Carbonic anhydrase XIII (322 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
CA4 Carbonic anhydrase IV (1713 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Hdac6 Histone deacetylase 6 (222 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Iap Intestinal alkaline phosphatase (419 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Plasmodium falciparum (966862 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
rep Replicase polyprotein 1ab (378 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Ca15 Carbonic anhydrase 15 (173 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Large T antigen (1457 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mapt Microtubule-associated protein tau (6 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Names and Identifiers
| Pubchem Sid | 488184680 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488184680 |
| IUPAC Name | 6-hydroxy-1,3-benzoxathiol-2-one |
| INCHI | InChI=1S/C7H4O3S/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3,8H |
| InChi Key | SLYPOVJCSQHITR-UHFFFAOYSA-N |
| Canonical SMILES | C1=CC2=C(C=C1O)OC(=O)S2 |
| Isomeric SMILES | C1=CC2=C(C=C1O)OC(=O)S2 |
| WGK Germany | 3 |
| RTECS | DM2953750 |
| PubChem CID | 72139 |
| Molecular Weight | 168.17 |
Certificates
Certificate of Analysis(COA)
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E2320373 | Certificate of Analysis | Apr 07, 2023 | T129829 |
| E2320374 | Certificate of Analysis | Apr 07, 2023 | T129829 |
| E2320375 | Certificate of Analysis | Apr 07, 2023 | T129829 |
| E2320377 | Certificate of Analysis | Apr 07, 2023 | T129829 |
| E2320388 | Certificate of Analysis | Apr 07, 2023 | T129829 |
| E2320409 | Certificate of Analysis | Apr 07, 2023 | T129829 |
| E2320412 | Certificate of Analysis | Apr 07, 2023 | T129829 |
| E2320413 | Certificate of Analysis | Apr 07, 2023 | T129829 |
Chemical and Physical Properties
| Solubility | 95% ethanol: soluble 50 mg/mL, clear to very slightly hazy, colorless to yellow；benzene: soluble；diethyl ether: soluble；isopropanol: soluble；propylene glycol: soluble；toluene: soluble；water: insoluble |
|---|---|
| Melt Point(°C) | 158-160°C |
Safety and Hazards(GHS)
| Pictogram(s) | GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H302:Harmful if swallowed |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
| WGK Germany | 3 |
| RTECS | DM2953750 |
Related Documents
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TioxoloneStarting at $173.90
References
| 1. H Näher,P J Frosch. (1987-10-01) Contact dermatitis to thioxolone.. Contact dermatitis, 17 ((4)): (250-251). [PMID:2962826] |
| 2. J G Camarasa. (1981-07-01) Contact dermatitis to thioxolone.. Contact dermatitis, 7 ((4)): (213-214). [PMID:7326929] |
| 3. Albert A Barrese,Caroli Genis,S Zoe Fisher,Jared N Orwenyo,Mudalige Thilak Kumara,Subodh K Dutta,Eric Phillips,James J Kiddle,Chingkuang Tu,David N Silverman,Lakshmanan Govindasamy,Mavis Agbandje-McKenna,Robert McKenna,Brian C Tripp. (2008-02-13) Inhibition of carbonic anhydrase II by thioxolone: a mechanistic and structural study.. Biochemistry, 47 ((10)): (3174-3184). [PMID:18266323] |
| 4. Alessio Innocenti,Alfonso Maresca,Andrea Scozzafava,Claudiu T Supuran. (2008-06-24) Carbonic anhydrase inhibitors: thioxolone versus sulfonamides for obtaining isozyme-selective inhibitors?. Bioorganic & medicinal chemistry letters, 18 ((14)): (3938-3941). [PMID:18572406] |
| 5. Keith Miller,Colin J Dunsmore,Jennifer A Leeds,Simon G Patching,Meena Sachdeva,Katy L Blake,William J Stubbings,Katie J Simmons,Peter J F Henderson,Joe De Los Angeles,Colin W G Fishwick,Ian Chopra. (2010-09-24) Benzothioxalone derivatives as novel inhibitors of UDP-N-acetylglucosamine enolpyruvyl transferases (MurA and MurZ).. The Journal of antimicrobial chemotherapy, 65 ((12)): (2566-2573). [PMID:20861142] |
| 6. J M Varga,G Kalchschmid,G F Klein,P Fritsch. (1991-06-01) Mechanism of allergic cross-reactions--I. Multispecific binding of ligands to a mouse monoclonal anti-DNP IgE antibody.. Molecular immunology, 28 ((6)): (641-654). [PMID:1650428] |
| 7. H Goeth,A Wildfeuer. (1969-08-01) [Antimicrobial and cytostatic properties of 6-hydroxy-1,3-benzoxathiol-2-one (01 1)].. Arzneimittel-Forschung, 19 ((8)): (1298-1304). [PMID:4980240] |
| 8. F Villas Martinez,A Joral Badas,J F Garmendia Goitia. (1993-08-01) Contact dermatitis from thioxolone.. Contact dermatitis, 29 ((2)): (96-96). [PMID:8365186] |
| 9. Maureen Byres,Philip J Cox. (2004-06-05) The supramolecular structure of 6-hydroxy-1,3-benzoxathiol-2-one (tioxolone).. Acta crystallographica. Section C, Crystal structure communications, 60 ((Pt 6)): (o395-o396). [PMID:15178861] |