Merocyanin 540 - Dye content,90% , CAS No.62796-23-0

CAS: 62796-23-0 Cat. No.: M131534 Molecular Weight: 569.67 Beilstein Registry Number: 3585252 EC Number: 636-309-8

GRADE & PURITY Dye content,90%

Synonyms

NSC-369286 | 3(2H)-Benzoxazolepropanesulfonic acid, 2-(4-(1,3-dibutyltetrahydro-4,6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-buten-1-ylidene)-, sodium salt (1:1) | Merocyanine-540 | Merocyanin 540 | Merocyanine 540 | BS0KSN6L1U

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

NSC-369286 | 3(2H)-Benzoxazolepropanesulfonic acid, 2-(4-(1, 3-dibutyltetrahydro-4, 6-dioxo-2-thioxo-5(2H)-pyrimidinylidene)-2-buten-1-ylidene)-, sodium salt (1:1) | Merocyanine-540 | Merocyanin 540 | Merocyanine 540 | BS0KSN6L1U

Specifications & Purity

Dye content, 90%

Biochemical and Physiological Mechanisms

Fluorescent membrane potential indicator. Selectively stains electrically excitable membranes. Stains Ca 2+ -dependently in buffered iso-osmotic sucrose and Ca 2+ -independently at high ionic strength.

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Pubchem Sid: 504763923
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763923
• Canonical Smiles: CCCCN1C(=O)C(=CC=CC=C2N(C3=CC=CC=C3O2)CCCS(=O)(=O)[O-])C(=O)N(C1=S)CCCC.[Na+]
• IUPAC Name: sodium;3-[(2Z)-2-[(E)-4-(1,3-dibutyl-4,6-dioxo-2-sulfanylidene-1,3-diazinan-5-ylidene)but-2-enylidene]-1,3-benzoxazol-3-yl]propane-1-sulfonate
• InChIKey: OSQUFVVXNRMSHL-LTHRDKTGSA-M
• INCHI: 1S/C26H33N3O6S2.Na/c1-3-5-16-28-24(30)20(25(31)29(26(28)36)17-6-4-2)12-7-10-15-23-27(18-11-19-37(32,33)34)21-13-8-9-14-22(21)35-23;/h7-10,12-15H,3-6,11,16-19H2,1-2H3,(H,32,33,34);/q;+1/p-1/b10-7+,23-15-
• Isomeric SMILES: CCCCN1C(=O)C(=C/C=C/C=C\2/N(C3=CC=CC=C3O2)CCCS(=O)(=O)[O-])C(=O)N(C1=S)CCCC.[Na+]
• WGK Germany: 3
• RTECS: DM4866500
• Molecular Weight: 569.67
• Beilstein: 3585252
• Reaxy-Rn: 3585252
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3585252&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzoxazolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzoxazolines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoxazolines
• Alternative Parents: Thiobarbituric acid derivatives Benzenoids Diazinanes Sulfonyls Alkanesulfonic acids Organosulfonic acids Thioureas Ketene acetals Oxacyclic compounds Azacyclic compounds Carboxylic acids and derivatives Organonitrogen compounds Organopnictogen compounds Carbonyl compounds Hydrocarbon derivatives Organic sodium salts Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzoxazoline - Thiobarbiturate - 1,3-diazinane - Benzenoid - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Alkanesulfonic acid - Ketene acetal or derivatives - Thiourea - Carboxylic acid derivative - Oxacycle - Azacycle - Organic alkali metal salt - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic sodium salt - Organic salt - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoxazolines. These are organic compounds containing a benzene ring fused to an oxazoline ring. Oxazoline is five-membered unsaturated ring with a nitrogen atom and an oxygen atom at the 1- and 3-position, respectively. Additionally, it contains two double bonds.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light & Moisture Sensitive
• Melt Point(°C): 285°C
• Molecular Weight: 569.700 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 569.163 Da
• Monoisotopic Mass: 569.163 Da
• Topological Polar Surface Area: 151.000 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 1020.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Yuxian Su, Yingyan Mao, Shen Wu, Li Liu, Shipeng Wen.  (2023)  Silica Coated Upconversion Nanoplatform for Ag-Based Chemo-/Photodynamic Therapy against Drug-Resistant Bacteria.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.3c01046]

2. Sheng Wang, Weitao Yang, Jing Cui, Xue Li, Yan Dou, Lin Su, Jin Chang, Hanjie Wang, Xiaodong Li, Bingbo Zhang.  (2015)  pH- and NIR light responsive nanocarriers for combination treatment of chemotherapy and photodynamic therapy.  Biomaterials Science,  4  (2): (338-345).  [PMID:26623461] [10.1039/C5BM00328H]

3. Yi Huang, Yuwei Zhong, Hongfei Lu, Kai Jin, Yue Zhang, Lin Yu, Jinliang Liu, Xiaohui Zhu, Yihan Wu.  (2025)  In Situ Construction of Upconverting Nano-Bacteria Biohybrids via Biomimetic Mineralization for Synergistic Antitumor Phototherapy.  ACS Applied Materials & Interfaces,      [PMID:40997779] [10.1021/acsami.5c17095]

4. Changqiu Ma, Anqi Han, Daheng Jiang, Qiuyan Wang, Linghui Zeng, Lixin Zhu, Mingya Yang, Xiaoliang Xu.  (2025)  Two-step upconversion-driven PDT/CDT cooperative phototherapeutic platform based on surface magnetic field modulation.  BIOPHYSICAL CHEMISTRY,      [PMID:40349383] [10.1016/j.bpc.2025.107454]