Sudan black B
Solid powder
Materials Science
Sudan black B is a synthetic dye that is commonly used in various scientific research fields, including medical, environmental, and industrial research. It is a lipophilic dye that is soluble in organic solvents and is commonly used to stain lipids, proteins, and nucleic acids. Sudan black B has been extensively studied for its chemical structure, biological activity, and potential applications in various research fields.
456.5 g/mol
456.5 g/mol
Formulation:
456.5 g/mol
Source:
Usage:
Sudan black B
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-264575
CAS Number: 4197-25-5
Molecular Formula: C29H24N6
Molecular Weight: 456.5 g/mol
| Size | SKU | Price | |
|---|---|---|---|
| 25g | bt-264575-25g | $297.69 | |
| 100g | bt-264575-100g | $1,181.85 | |
| 500g | bt-264575-500g | $4,398.62 |
| CAS Number | 4197-25-5 |
|---|---|
| Product Name | Sudan black B |
| Molecular Formula | C29H24N6 |
| Molecular Weight | 456.5 g/mol |
| Appearance | Solid powder |
| InChI | InChI=1S/C29H24N6/c1-29(2)30-26-14-8-13-22-25(17-18-27(31-29)28(22)26)35-34-24-16-15-23(20-11-6-7-12-21(20)24)33-32-19-9-4-3-5-10-19/h3-18,30-31H,1-2H3 |
| InChI Key | YCUVUDODLRLVIC-VPHDGDOJSA-N |
| IUPAC Name | (2,2-dimethyl-1,3-dihydroperimidin-6-yl)-(4-phenyldiazenylnaphthalen-1-yl)diazene |
| Canonical SMILES | CC1(NC2=C3C(=C(C=C2)N=NC4=CC=C(C5=CC=CC=C54)N=NC6=CC=CC=C6)C=CC=C3N1)C |
| Description | Sudan black B is a synthetic dye that is commonly used in various scientific research fields, including medical, environmental, and industrial research. It is a lipophilic dye that is soluble in organic solvents and is commonly used to stain lipids, proteins, and nucleic acids. Sudan black B has been extensively studied for its chemical structure, biological activity, and potential applications in various research fields. |
| Method of Synthesis or Extraction | Sudan black B can be synthesized using various methods, including the reaction of p-nitroaniline with benzene in the presence of sulfuric acid and iron filings. Another method involves the reaction of p-nitroaniline with benzene in the presence of sulfuric acid and zinc chloride. The efficiency and yield of each method vary depending on the reaction conditions and the purity of the starting materials. Environmental and safety considerations should also be taken into account when synthesizing Sudan black B, as some of the starting materials and reaction products may be hazardous. |
| Chemical Structure and Biological Activity | Sudan black B has a complex chemical structure that consists of a benzene ring with multiple nitro and sulfonic acid groups attached to it. It is a lipophilic dye that can easily penetrate cell membranes and stain lipids and proteins. Sudan black B has been shown to inhibit the activity of various enzymes, including lipases and proteases, by binding to their active sites. It also has antimicrobial properties and can inhibit the growth of various bacteria and fungi. |
| Biological Effects | Sudan black B has been shown to have various biological effects on cell function and signal transduction. It can inhibit the activity of various enzymes involved in lipid metabolism and signal transduction pathways. It has also been shown to induce apoptosis in cancer cells and inhibit the growth of tumors in animal models. However, Sudan black B can also have potential toxic effects on cells and tissues, and its long-term effects on human health are not well understood. |
| Applications | Sudan black B has various applications in scientific research, including medical, environmental, and industrial research. In medical research, it has been used to study the role of lipids and proteins in various diseases, including cancer, Alzheimer's disease, and cardiovascular disease. It has also been used in clinical trials to evaluate the efficacy of various drugs and therapies. In environmental research, Sudan black B has been used to study the effects of pollutants on ecosystems and to develop strategies for pollution management. In industrial research, it has been used to improve product quality and efficiency and to ensure health and safety in manufacturing processes. |
| Future Perspectives and Challenges | Despite its potential applications in various research fields, Sudan black B has some limitations in its use and study. Its lipophilic nature and potential toxic effects on cells and tissues require careful consideration when using it in scientific research. Possible solutions and improvements include the development of safer and more efficient methods for synthesizing Sudan black B and the use of alternative dyes and stains that are less toxic and more specific in their biological activity. Future trends and prospects in the application of Sudan black B in scientific research include the development of new drugs and therapies that target lipid metabolism and signal transduction pathways and the use of Sudan black B in the development of new diagnostic tools for various diseases. |
| Other CAS Number | 4197-25-5 |
| Pictograms | Health Hazard |
| Shelf Life | >3 years if stored properly |
| SMILES | CC1(NC2=C3C(=C(C=C2)N=NC4=CC=C(C5=CC=CC=C54)N=NC6=CC=CC=C6)C=CC=C3N1)C |
| Solubility | Soluble in DMSO |
| Storage | Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years). |
| Synonyms | CI 26150; CI-26150; CI26150; Sudan Black B |
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Drug Chem Toxicol. 2013 Jul;36(3):343-52. doi: 10.3109/01480545.2012.710626. Epub 2012 Sep 5. Review. PubMed PMID: 22947042. 5: Cindrova-Davies T, Fogarty NME, Jones CJP, Kingdom J, Burton GJ. Evidence of oxidative stress-induced senescence in mature, post-mature and pathological human placentas. Placenta. 2018 Aug;68:15-22. doi: 10.1016/j.placenta.2018.06.307. Epub 2018 Jun 19. PubMed PMID: 30055665; PubMed Central PMCID: PMC6083404. 6: Amin AS, Saleh HM. Extractive Spectrophotometric Determination of Nortriptyline Hydrochloride Using Sudan II, IV and Black B. Sci Pharm. 2017 Aug 17;69(2):140-149. doi: 10.3797/scipharm.aut-01-16. PubMed PMID: 28817110. 7: Evangelou K, Gorgoulis VG. Sudan Black B, The Specific Histochemical Stain for Lipofuscin: A Novel Method to Detect Senescent Cells. Methods Mol Biol. 2017;1534:111-119. PubMed PMID: 27812872. 8: Baschong W, Suetterlin R, Laeng RH. Control of autofluorescence of archival formaldehyde-fixed, paraffin-embedded tissue in confocal laser scanning microscopy (CLSM). J Histochem Cytochem. 2001 Dec;49(12):1565-72. PubMed PMID: 11724904. 9: Ineichen BV, Weinmann O, Good N, Plattner PS, Wicki C, Rushing EJ, Linnebank M, Schwab ME. Sudan black: a fast, easy and non-toxic method to assess myelin repair in demyelinating diseases. Neuropathol Appl Neurobiol. 2017 Apr;43(3):242-251. doi: 10.1111/nan.12373. Epub 2017 Mar 10. PubMed PMID: 28009439. 10: Rajabi M, Sabzalian S, Barfi B, Arghavani-Beydokhti S, Asghari A. In-line micro-matrix solid-phase dispersion extraction for simultaneous separation and extraction of Sudan dyes in different spices. J Chromatogr A. 2015 Dec 18;1425:42-50. doi: 10.1016/j.chroma.2015.11.017. Epub 2015 Nov 10. PubMed PMID: 26614171. 11: Charak BS, Advani SH, Karandikar SM, Parikh PM, Nair CN, Das Gupta A, Gopal R, Tapan KS, Nadkarni KS, Kurkure PA, et al. Sudan black B positivity in acute lymphoblastic leukemia. Acta Haematol. 1988;80(4):199-202. PubMed PMID: 2464265. 12: Yang G, Yang R, Hu J. Lysophosphatidylcholine synthesis by lipase-catalyzed ethanolysis. J Oleo Sci. 2015;64(4):443-7. doi: 10.5650/jos.ess14246. Epub 2015 Mar 11. PubMed PMID: 25766935. 13: Iwao Y. [Efficient Pharmaceutical Formulation Designs and Their Development Using Mathematical and Statistical Analysis]. Yakugaku Zasshi. 2015;135(10):1129-34. doi: 10.1248/yakushi.15-00195. Review. Japanese. PubMed PMID: 26423868. 14: Diaz-Satizabal L, Magor BG. Isolation and cytochemical characterization of melanomacrophages and melanomacrophage clusters from goldfish (Carassius auratus, L.). Dev Comp Immunol. 2015 Jan;48(1):221-8. doi: 10.1016/j.dci.2014.10.003. Epub 2014 Oct 22. PubMed PMID: 25453581. 15: Porras MA, Villar MA, Cubitto MA. Novel spectrophotometric technique for rapid determination of extractable PHA using Sudan black dye. J Biotechnol. 2017 Aug 10;255:28-32. doi: 10.1016/j.jbiotec.2017.06.012. Epub 2017 Jun 19. PubMed PMID: 28641986. 16: Oliveira VC, Carrara RC, Simoes DL, Saggioro FP, Carlotti CG Jr, Covas DT, Neder L. Sudan Black B treatment reduces autofluorescence and improves resolution of in situ hybridization specific fluorescent signals of brain sections. Histol Histopathol. 2010 Aug;25(8):1017-24. doi: 10.14670/HH-25.1017. PubMed PMID: 20552552. 17: Lanza F. Sudan black B and peroxidase positivity in cultured lymphoid cells from patients with B-type chronic lymphocytic leukemia. Haematologica. 1985 Sep-Oct;70(5):458-9. PubMed PMID: 3005143. 18: Schneider JP, Pedersen L, Mühlfeld C, Ochs M. Staining histological lung sections with Sudan Black B or Sudan III for automated identification of alveolar epithelial type II cells. Acta Histochem. 2015 Oct;117(8):675-80. doi: 10.1016/j.acthis.2015.10.005. Epub 2015 Nov 11. PubMed PMID: 26558990. 19: Niu C, Wang Z, Zuo G, Krupka TM, Ran H, Zhang P, Li P, Chen Y, Chen H, Zheng Y. Poly(Lactide-co-glycolide) ultrasonographic microbubbles carrying Sudan black for preoperative and intraoperative localization of lymph nodes. Clin Breast Cancer. 2012 Jun;12(3):199-206. doi: 10.1016/j.clbc.2012.01.005. Epub 2012 Mar 7. PubMed PMID: 22402214. 20: RODE B. Application of sudan black B technique on the pancreatic B-cells in some mammals. Nature. 1962 Jan 27;193:402. PubMed PMID: 14493085. |
| PubChem Compound | Sudan black B |
| Last Modified | May 30 2023 |