Azure A chloride - Dye content ≥70 % , CAS No.531-53-3

CAS: 531-53-3 Cat. No.: A110105 Molecular Weight: 291.80 Beilstein Registry Number: 3922287 EC Number: 208-510-7

GRADE & PURITY Dye content ≥70 %

Synonyms

Giemsa stain | Mancha Giemsa | SCHEMBL137066 | CCRIS 9315 | DTXSID2040157 | HY-D0944 | AZURE A | 3-Amino-7-dimethylaminophenazathionium chloride | 3-Amino-7-(dimethylamino)phenothiazin-5-ium, salt with 2',4',5',7'-tetrabromo-3',6'-dihydroxyspiro(isobenzof

Storage

Argon charged

Shipped In

Normal

Overview

An important nuclear staining component of polychrome methylene blue. For use in Lillie's modified Nocht's method for paraffin sections and the NCCLS method for blood smears.
An important nuclear staining component of polychrome methylene blue

Specifications

Synonyms

Giemsa stain | Mancha Giemsa | SCHEMBL137066 | CCRIS 9315 | DTXSID2040157 | HY-D0944 | AZURE A | 3-Amino-7-dimethylaminophenazathionium chloride | 3-Amino-7-(dimethylamino)phenothiazin-5-ium, salt with 2', 4', 5', 7'-tetrabromo-3', 6'-dihydroxyspiro(isobenzof

Specifications & Purity

Dye content ≥70 %

Biochemical and Physiological Mechanisms

Azure A is a basic cationic dye.The combination of azure A and silver staining is used for the quantification of glycosaminoglycans in agarose gels. It is also used for the staining of chromosomes in the nucleus. It is a main component of the azure B/poly

Storage

Argon charged

Shipped In

Normal

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

• Canonical Smiles: C[N+](=C1C=CC2=NC3=C(C=C(C=C3)N)SC2=C1)C.[Cl-]
• IUPAC Name: (7-aminophenothiazin-3-ylidene)-dimethylazanium;chloride
• InChIKey: NALREUIWICQLPS-UHFFFAOYSA-N
• INCHI: 1S/C14H13N3S.ClH/c1-17(2)10-4-6-12-14(8-10)18-13-7-9(15)3-5-11(13)16-12;/h3-8,15H,1-2H3;1H
• Isomeric SMILES: C[N+](=C1C=CC2=NC3=C(C=C(C=C3)N)SC2=C1)C.[Cl-]
• WGK Germany: 3
• RTECS: SP5660000
• Molecular Weight: 291.80
• Beilstein: 3922287
• Reaxy-Rn: 3922287
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3922287&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzothiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzothiazines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzothiazines
• Alternative Parents: Benzenoids Secondary ketimines Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzothiazine - Benzenoid - Heteroaromatic compound - Secondary ketimine - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organic chloride salt - Organic salt - Primary amine - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).
• 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

Chemical and Physical Properties

• Solubility: Solube in water
• Melt Point(°C): 290°C
• Molecular Weight: 291.800 g/mol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 291.06 Da
• Monoisotopic Mass: 291.06 Da
• Topological Polar Surface Area: 66.700 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 483.000
• 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: 2

XLogP3

References

1. Yongchao Jiang, Yingying Guo, Haonan Wang, Xiaofeng Wang, Qian Li.  (2023)  Hydrogel coating based on dopamine-modified hyaluronic acid and gelatin with spatiotemporal drug release capacity for quick endothelialization and long-term anticoagulation.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:36599384] [10.1016/j.ijbiomac.2022.123113]

2. Yan Yan, Ying Sun, Pengchong Wang, Rui Zhang, Chuanchuan Huo, Tingting Gao, Chenghua Song, Jianfeng Xing, Yalin Dong.  (2020)  Mucoadhesive nanoparticles-based oral drug delivery systems enhance ameliorative effects of low molecular weight heparin on experimental colitis.  CARBOHYDRATE POLYMERS,      [PMID:32747292] [10.1016/j.carbpol.2020.116660]

3. Hailong Zhang, Jie Mi, Yayu Huo, Xiaoyan Huang, Jianfeng Xing, Akira Yamamoto, Yang Gao.  (2014)  Absorption enhancing effects of chitosan oligomers on the intestinal absorption of low molecular weight heparin in rats.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:24614577] [10.1016/j.ijpharm.2014.03.010]

4. Song Shan, Chen Rongna, Xie Tianxiao, Luo Yide, Zhou Zongtai, Zhou Junshuang, Gao Faming.  (2025)  Dye wastewater reuse: energy storage strategies for supercapacitors.  Waste Disposal & Sustainable Energy,      [PMID:] [10.1007/s42768-025-00237-2]