Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H4N2S2 |
| Molecular Weight | 192.261 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 2 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
S=C=NC1=CC=C(C=C1)N=C=S
InChI
InChIKey=OMWQUXGVXQELIX-UHFFFAOYSA-N
InChI=1S/C8H4N2S2/c11-5-9-7-1-2-8(4-3-7)10-6-12/h1-4H
| Molecular Formula | C8H4N2S2 |
| Molecular Weight | 192.261 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 2 |
| Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/769080Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/769078 | https://www.ncbi.nlm.nih.gov/pubmed/955553 | https://www.ncbi.nlm.nih.gov/pubmed/769062 | https://www.ncbi.nlm.nih.gov/pubmed/26639764
Sources: https://www.ncbi.nlm.nih.gov/pubmed/769080
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/769078 | https://www.ncbi.nlm.nih.gov/pubmed/955553 | https://www.ncbi.nlm.nih.gov/pubmed/769062 | https://www.ncbi.nlm.nih.gov/pubmed/26639764
Bitoscanate is a tasteless, odorless, colorless, needle-like crystalline solid material prepared from mustard powder acid and used as an anthelmintic against nematodes, especially hookworms (Necator sp.) and Ancylostoma duodenale. Side effects reported with therapeutic use have been nausea, vomiting, diarrhea, abdominal pain or discomfort, loss of appetite, dizziness or giddiness, vertigo, weakness, headache, and an itching sensation over the body. Such side effects have most often been mild and required no treatment. Bitoscanate is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Immobilization of trypsin onto 1,4-diisothiocyanatobenzene-activated porous glass for microreactor-based peptide mapping by capillary electrophoresis: effect of calcium ions on the immobilization procedure. | 2010-03-24 |
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| p-Isothiocyanatobenzyl-desferrioxamine: a new bifunctional chelate for facile radiolabeling of monoclonal antibodies with zirconium-89 for immuno-PET imaging. | 2010-02 |
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| Electrochemical immunochip sensor for aflatoxin M1 detection. | 2009-07-01 |
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| Surface immobilisation of antibody on cyclic olefin copolymer for sandwich immunoassay. | 2009-04-15 |
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| The specific isolation of C-terminal peptides of proteins through a transamination reaction and its advantage for introducing functional groups into the peptide. | 2009-03 |
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| Application of the functionalized congener approach to dendrimer-based signaling agents acting through A(2A) adenosine receptors. | 2009-03 |
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| Different strategies of covalent attachment of oligonucleotide probe onto glass beads and the hybridization properties. | 2009-01 |
|
| A Novel Label-Free Optical Biosensor Using Synthetic Oligonucleotides from E. coli O157:H7: Elementary Sensitivity Tests. | 2009 |
|
| A method for N-terminal de novo sequence analysis of proteins by matrix-assisted laser desorption/ionization mass spectrometry. | 2008-09-15 |
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| Supramolecular layer-by-layer assembly of 3D multicomponent nanostructures via multivalent molecular recognition. | 2008-04 |
|
| Suppressive effect of 1,4-phenylene diisothiocyanate on N-butyl-N-(4-hydroxybutyl)nitrosamine-induced urinary bladder carcinogenesis in male ICR mice. | 2005-11-20 |
|
| [Comparison of two amine-modified chemical platforms for DNA microarray preparation]. | 2005-07 |
|
| Toxicity to Tetrahymena and abiotic thiol reactivity of aromatic isothiocyanates. | 2004-12-22 |
|
| [Oligonucleotide microarray preparation using enhanced poly-L-lysine glass slides]. | 2004-11 |
|
| Molecular printboards: monolayers of beta-cyclodextrins on silicon oxide surfaces. | 2004-06-22 |
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| Diisothiocyanate derivatives as potent, insurmountable antagonists of P2Y6 nucleotide receptors. | 2004-05-01 |
|
| C-terminal sequence analysis of peptides using triphenylgermanyl isothiocyanate. | 2002-03-01 |
|
| Dendrimer-activated solid supports for nucleic acid and protein microarrays. | 2001-09-03 |
|
| Optimizing the immobilization of single-stranded DNA onto glass beads. | 2001-02-26 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/769062
2X 50 mg (50 mg at. 12-hourly intervals)
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26639764
The antiproliferative activity of Bitoscanate was evaluated on the human colon adenocarcinoma cell line (LoVo) and the doxorubicin-resistant human colon adenocarcinoma cell line (LoVo/DX) by means of the sulforhodamine B (SRB) assay. The impact of the compounds under study on cells viability is presented as a 50% growth inhibitory concentration (IC50) with doxorubicin used as reference. Bitoscanate shows moderate antiproliferative activity with IC50 = 9.41 mkM (LoVo) and 11.6 mkM (LoVo/DX)
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 08:29:05 GMT 2025
by
admin
on
Wed Apr 02 08:29:05 GMT 2025
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| Record UNII |
6D1R3P86GX
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| Record Status |
Validated (UNII)
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| Record Version |
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C250
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19958
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C032582
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758884
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C72149
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BITOSCANATE
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4044-65-9
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m2579
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ACTIVE MOIETY |