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Lucifer Yellow carbohydrazide

HCID 93367
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Basic information

CAS
67769-47-5
Standard SMILES
NNC(=O)NN1C(=O)c2cc(S(=O)(=O)[O-])cc3c(N)c(S(=O)(=O)[O-])cc(c23)C1=O.[Li+].[Li+]
InChIKey
RPKCZJYDUKVMGF-UHFFFAOYSA-L
Molecular formula
C13H9Li2N5O9S2
Average molar mass
457.3 g/mol
Monoisotopic mass
457.0161761

Overview

Lucifer yellow carbohydrazide dye is an organic dilithium salt having 6-amino-2-[(hydrazinocarbonyl)amino]-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5,8-disulfonate as the counterion. It has a role as a fluorochrome. It contains a lucifer yellow carbohydrazide dye(2-).

Names & identifiers

Preferred name
Lucifer Yellow carbohydrazide
IUPAC
dilithium;6-amino-2-(hydrazinecarbonylamino)-1,3-dioxobenzo[de]isoquinoline-5,8-disulfonate
English name
LUCIFER YELLOW CH DILITHIUM SALT
Molecular formula
C13H12LiN5O9S2
Molecular weight
453.33

Names & synonyms

Lucifer Yellow CHLucifer Yellow carbohydrazideMCO2N780C2DTXSID6040167NSC-3641661H-Benz(de)isoquinoline-5,8-disulfonic acid, 6-amino-2-((hydrazinocarbonyl)amino)-2,3-dihydro-1,3-dioxo-, dilithium saltRefChem:154235DTXCID4020167267-047-967769-47-5Lucifer Yellow CH dilithium saltLucifer Yellow CH (dilithium salt)
Show more names
LY-CHLUCIFER YELLOWLY CH Dilithium SaltLuc Yellow CH dilithiumLUCIFER YELLOW CH DILITHIUMLUCIFER YELLOW CH, LITHIUM SALT
UNII-MCO2N780C2EINECS 267-047-9dilithium;6-amino-2-(hydrazinecarbonylamino)-1,3-dioxobenzo[de]isoquinoline-5,8-disulfonateSCHEMBL94590orb1989203LUCIFER YELLOW CH [MI]lucifer yellow carbohydrazide dyeCHEBI:52106

Database identifiers

CAS

Properties

Computed structural properties

Topological polar surface area
262 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
11
Rotatable bonds
0
Heavy atoms
31
Formal charge
0
Complexity
914

Physicochemical properties

Melting point
200 ℃ · >200 ℃
storage temp.
2 · 2-8°C
solubility
2 O: · H2O: soluble1mg/mL
form
Powder
color
Yellow to orange
Appearance
ocher powder
Water Solubility
2 O: · H2O: 1mg/mL
ex/em
431 · λex 431, 348, 280 nm; λem 542 nm in H2O
λmax
280 nm, · 280nm, 428nm
Merck
13 · 13,5616
BRN
4644601 · 4644601
Biological Applications
Antiviral agents
Major Application
diagnostic assay manufacturinghematologyhistology
InChIKey
RPKCZJYDUKVMGF-UHFFFAOYSA-L
SMILES
[Li+].[Li+].NNC(=O)NN1C(=O)c2cc(cc3c(N)c(cc(C1=O)c23)S([O-])(=O)=O)S([O-])(=O)=O
FDA UNII
2 N780C2 · MCO2N780C2
UNSPSC Code

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
3-10-34
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
safety_code
22-24/25
Storage Class
11 - Combustible Solids

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

Applications · 3 items

DescriptionLucifer Yellow CH is a highly sensitive yellow fluorescent dye widely used in neurobiology, cytology, and molecular biology for cell tracing, studying cell-cell interactions, and visualizing neurons. The dye is suitable for labeling both live and fixed preparations: it has low cytotoxicity, is retained in cells after fixation (e.g., with paraformaldehyde), and is compatible with most immunochemistry protocols. Lucifer Yellow CH has a high quantum yield, is resistant to photobleaching, and is, therefore, ideal for confocal and fluorescence microscopy.The main dye application:Working dye concentration: 1–5% (depending on protocol).

UsesLucifer Yellow CH dilithium salt is a highly fluorescent dye. It can also be used as reactant/reagent in synthetic preparation of singlet oxygen-induced furan oxidation for site-specific and chemoselective peptide ligation. Dyes and metabolites.

UsesLucifer Yellow CH dilithium salt is a highly fluorescent dye, useful in marking nerve cells. It can be bound to tissue by conventional aldehyde-containing biological fixatives.

Additional notes

DefinitionChEBI: An organic dilithium salt having 6-amino-2-[(hydrazinocarbonyl)amino]-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5,8-disulfonate as the counterion.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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67769-47-5
PubChem CID
93367
DTXSID
DTXSID6040167
ChEBI
CHEBI:52106
UNII
MCO2N780C2
EC Number
267-047-9
12171500 · 12171500
NACRES
47 · NA.47
PPE
95 · Eyeshields, Gloves, type N95 (US)
Safety Statements
22 · 22-24/25
WGK Germany
3 · 3
F
3 · 3-10-34
Storage Class
11 · 11 - Combustible Solids