Sudan Black B - Biological stain , CAS No.4197-25-5

CAS: 4197-25-5 Cat. No.: S109070 Molecular Weight: 456.54 Beilstein Registry Number: 723248 EC Number: 224-087-1 PubChem CID: 61336

GRADE & PURITY Biological Stain

Synonyms

C.I. 26150 | 2,2-dimethyl-6-{[4-(phenyldiazenyl)naphthalen-1-yl]diazenyl}-2,3-dihydro-1H-perimidine | Fast Black HB | Q10861380 | Sudan Deep Black BB | Sudan Black | 2,2-dimethyl-6-[[4-(phenylazo)-1-naphthyl]azo]perimidine | Hexatype Black B | Solvent bla

Storage

Room temperature

Shipped In

Normal

Overview

A fat-soluble diazo dye

Specifications

Synonyms

C.I. 26150 | 2, 2-dimethyl-6-{[4-(phenyldiazenyl)naphthalen-1-yl]diazenyl}-2, 3-dihydro-1H-perimidine | Fast Black HB | Q10861380 | Sudan Deep Black BB | Sudan Black | 2, 2-dimethyl-6-[[4-(phenylazo)-1-naphthyl]azo]perimidine | Hexatype Black B | Solvent bla

Specifications & Purity

Biological stain

Biochemical and Physiological Mechanisms

Sudan Black B is primarily used for staining of neutral triglycerides and lipids. Also a histochemical stain for chromosomes, Golgi apparatus, and leucocyte granules. It has the appearance of a dark brown to black powder with maximum absorption at 596-605

Storage

Room temperature

Shipped In

Normal

Grade

Biological Stain

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Pubchem Sid: 504753765
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753765
• 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
• IUPAC Name: (2,2-dimethyl-1,3-dihydroperimidin-6-yl)-(4-phenyldiazenylnaphthalen-1-yl)diazene
• InChIKey: YCUVUDODLRLVIC-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC1(NC2=C3C(=C(C=C2)N=NC4=CC=C(C5=CC=CC=C54)N=NC6=CC=CC=C6)C=CC=C3N1)C
• WGK Germany: 3
• RTECS: SD4431500
• PubChem CID: 61336
• Molecular Weight: 456.54
• Beilstein: 723248
• Reaxy-Rn: 8878215

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass 1,1'-azonaphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: 1,1'-azonaphthalenes
• Intermediate Tree Nodes: Not available
• Direct Parent: 1,1'-azonaphthalenes
• Alternative Parents: Quinazolinamines Secondary alkylarylamines Benzene and substituted derivatives Azo compounds Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1,1'-azonaphthalene - Quinazolinamine - Secondary aliphatic/aromatic amine - Monocyclic benzene moiety - Azo compound - Azacycle - Secondary amine - Organoheterocyclic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Hydrocarbon derivative - Amine - Organic nitrogen compound - Organopnictogen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,1'-azonaphthalenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to the 1-position of a naphthalene ring system. Naphthalene is a compound made up of two fused benzene rings.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SNCA Tchem Alpha-synuclein (10960 Activities)

Discover Target: SNCA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in oils, fats, warm petrolatum, paraffin, phenol, ethanol (10 mg/mL), acetone, benzene, toluene, and hydrocarbon. Insoluble in water.
• Melt Point(°C): 120-124°C
• Molecular Weight: 456.500 g/mol
• XLogP3: 8.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 456.206 Da
• Monoisotopic Mass: 456.206 Da
• Topological Polar Surface Area: 73.500 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 773.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xin Li, Weiwei Wang, Xuedong Wang, Huili Wang.  (2023)  Differential immunotoxicity effects of triclosan and triclocarban on larval zebrafish based on RNA-Seq and bioinformatics analysis.  AQUATIC TOXICOLOGY,      [PMID:37611455] [10.1016/j.aquatox.2023.106665]

2. Xiaoyun Sun, Ke Shi, Siqi Mo, Jinfeng Mei, Jian Rong, Shaomang Wang, Xudong Zheng, Zhongyu Li.  (2022)  A sustainable reinforced-concrete-structured sponge for highly-recyclable oil adsorption.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2022.122483]

3. Yan Yu, Jing Wang, Xing-wang Wang, Yan Huang, Ren-yun Li, You-xiang Wang, Ke-feng Ren, Jian Ji.  (2022)  A Tough, Slippery, and Anticoagulant Double-Network Hydrogel Coating.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.2c00800]

4. Muntadher M. Alwan Almijbilee, Yifei Wang, Mao Peng, Aiqun Kong, Jinli Zhang, Wei Li.  (2021)  Ion-binding ameliorates the organic solvents nanofiltration performance of poly (butyl acrylamide-co-divinylbenzene) composites.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2021.119629]

5. Jiamin Gao, Lu Huang, Zhuomin Zhang, Gongke Li.  (2021)  Synthesis of sea urchin-shaped Au nanocrystals by double-strand diblock oligonucleotides for surface-enhanced Raman scattering and catalytic application.  NANOTECHNOLOGY,  32  (17): (175501).  [PMID:33440360] [10.1088/1361-6528/abdb61]

6. Yifei Wang, Junjie Gu, Ayang Zhou, Aiqun Kong, Muntadher M. Alwan Almijbilee, Xiaokuo Zheng, Jinli Zhang, Wei Li.  (2020)  Poly[acrylate-co-amide] network composite via photopolymerization for organic solvent nanofiltration separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2020.116855]

7. Chuan-Lin Mou, Qi-Zheng Deng, Jia-Xin Hu, Lin-Yuan Wang, Hong-Bo Deng, Guoqing Xiao, Yingqing Zhan.  (2020)  Controllable preparation of monodisperse alginate microcapsules with oil cores.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:32126344] [10.1016/j.jcis.2020.02.095]

8. Yang Xuewan, Xiong Zhong, Meng Xiao, Zhu Haishan, Xia Yanzhi.  (2020)  Broad-Spectrum Adsorption Property of Chondrus crispus Activated Carbon for Ionic and Solvent Dyes.  WATER AIR AND SOIL POLLUTION,  231  (2): (1-10).  [PMID:] [10.1007/s11270-020-4442-0]

9. Zhiqing Shi, Leishan Shao, Fei Wang, Feifei Deng, Yawei Liu, Yinghan Wang.  (2018)  Fabrication of dye-doped polymer-dispersed liquid crystals with low driving voltage based on nucleophile-initiated thiol-ene click reaction.  LIQUID CRYSTALS,      [PMID:] [10.1080/02678292.2017.1360955]

10. Tao Wang, Wei Sun, Xingyuan Zhang, Haiyan Xu, Fei Xu.  (2017)  Waterborne Polyurethane Coatings with Covalently Linked Black Dye Sudan Black B.  Materials,  10  (11): (1247).  [PMID:29143785] [10.3390/ma10111247]

11. Qingxiang Zhou, Kuifu Zhao, An Xing.  (2014)  Dispersive liquid–liquid microextraction combined with high-performance liquid chromatography for the enrichment and sensitive determination of Sudan Red pollutants in water samples.  JOURNAL OF SEPARATION SCIENCE,  37  (22): (3347-3353).  [PMID:25267482] [10.1002/jssc.201400778]

12. Qiuhui Qian, Qian Pu, Xin Li, XingCheng Liu, Anyu Ni, Xiaowen Han, Zejun Wang, Xuedong Wang, Jin Yan, Huili Wang.  (2024)  Acute/chronic triclosan exposure induces downregulation of m6A-RNA methylation modification via mettl3 suppression and elicits developmental and immune toxicity to zebrafish.  CHEMOSPHERE,      [PMID:38342143] [10.1016/j.chemosphere.2024.141395]

13. Li Haiyang, Li Xiaran, Quan Fengyu, Chen Zhaojun, Xia Yanzhi, Xiong Zhong.  (2024)  Wide-Spectrum Dye Adsorption Performance of Alginic Acid Carbon Aerogel.  WATER AIR AND SOIL POLLUTION,  235  (6): (1-12).  [PMID:] [10.1007/s11270-024-07181-7]

14. Cong Chen, Tong-Yao Gao, Hua-Wei Yi, Yi Zhang, Tong Wang, Zhi-Ling Lou, Tao-Feng Wei, Yun-Bi Lu, Tingting Li, Chun Tang, Wei-Ping Zhang.  (2025)  Elevated ubiquitin phosphorylation by PINK1 contributes to proteasomal impairment and promotes neurodegeneration.  eLife,      [PMID:40742280] [10.7554/eLife.103945]

15. An Zihui, Yan Shuo, Wang Jiayi, Qiu Hanqing, Xie Binghua, Feng Shumei, Qiu Mengsheng, Tan Zhou.  (2025)  Comparative Analysis of Histological Tools for Myelin.  Neuroscience Bulletin,      [PMID:40753525] [10.1007/s12264-025-01468-3]

16. Hai-Chuan Yu, Meng-Yao Chen, Shuang-Ling Zhang, Fang-Chao Tong, Fan-Ping Wang, Lin Wang, Jia-Long Zhang, Jiao-Jie Guo, Bing-Yang Zhang, Jia-Qi Tian, Jiao Wu.  (2025)  LPS disrupts erythroid-myeloid balance in zebrafish via Jak2/Stat3-Hif1a signaling.  FISH & SHELLFISH IMMUNOLOGY,      [PMID:40935171] [10.1016/j.fsi.2025.110874]

17. Xincong Su, Li Kai, Xiaowen Han, Rongzhi Wang, Xiao Yang, Xuedong Wang, Jin Yan, Qiuhui Qian, Zejun Wang, Huili Wang.  (2025)  Equipotent bisphenol S and bisphenol F with widely differing modes of action exhibit additive effects in immunotoxicity: insights based on intrinsic immunity, apoptosis and regeneration, and oxidative stress.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:40239502] [10.1016/j.scitotenv.2025.179405]

18. Jiao Wu, Xiaoyan Du, Fangchao Tong, Shuangling Zhang, Jiaojie Guo, Changchun Zhu, Rui Cui, Qirong Bai, Mengyao Chen, Li Meng, Linlin Song, Haichuan Yu.  (2025)  Chemical profiling, discriminant analysis, antioxidants, and anti-inflammatory activities of Lonicerae Japonicae Flos tea varieties.  Future Foods,      [PMID:] [10.1016/j.fufo.2025.100642]

19. Ziqian Wang, Chunyu Du, Ruyu Yan, Shuying Li, Guanyu Zheng, Dahu Ding.  (2025)  Sustainable polyhydroxybutyrate (PHB) production from biowastes by Halomonas sp. WZQ-1 under non-sterile conditions.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40306522] [10.1016/j.ijbiomac.2025.143643]

20. Jing Zhang, Jiale Li, Kun Zhang, Yingyi Li, Yanting Zhang, Nan Jiang, Peng Chen, Ming Zhang, Meitong Li.  (2026)  Dip-coated TiO2-SSM with polarity-regulated underliquid superlyophobicity for high-flux separation of immiscible liquids.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2026.109856]