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Hoechst 34580

HCID 448202
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
23555-00-2
Standard SMILES
CN1CCN(c2ccc3nc(-c4ccc5nc(-c6ccc(N(C)C)cc6)[nH]c5c4)[nH]c3c2)CC1
InChIKey
VMCOQLKKSNQANE-UHFFFAOYSA-N
Molecular formula
C27H29N7
Average molar mass
451.6 g/mol
Monoisotopic mass
451.24844395

Overview

structure in first source

Names & identifiers

Preferred name
Hoechst 34580
IUPAC
N,N-dimethyl-4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]aniline
English name
HOECHST 34580
Molecular formula
C27H29N7
Molecular weight
451.57

Names & synonyms

Hoechst 3458023555-00-2DTXSID40332276RefChem:923022DTXCID402833702'-(4-DIMETHYLAMINOPHENYL)-5-(4-METHYL-1-PIPERAZINYL)-2,5'-BI-BENZIMIDAZOLEN,N-dimethyl-4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]anilineHoechst34580HOE 34580N,N-Dimethyl-4-(5-(4-methylpiperazin-1-yl)-1H,1'H-[2,5'-bibenzo[d]imidazol]-2'-yl)anilineAKOS040744082DB04011
Show more names
ProaMineHoechst 34580 ,S0486Acid phosphatase, wheatHoechst 34580 (HOE 34580)2,50-bibenzimidazole, 20-[p-(dimethylamino)phenyl]-5-(4-methyl-1-piperazinyl)-Benzenamine, N,N-dimethyl-4-[5-(4-methyl-1-piperazinyl)[2,5'-bi-1H-benzimidazol]-2'-yl]-
HY-15560BBZBCP20754Hoechst-34580A924225orb1219368orb1706353SCHEMBL4997099

Database identifiers

CAS
23555-00-2

Properties

Computed structural properties

XLogP
4.4
Topological polar surface area
67.1 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
34
Formal charge
0
Complexity
672

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Melting point
300 ℃ · >300℃
Boiling point
733.2 · 733.2±70.0 °C(Predicted)
Density
1.28 · 1.280±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C(protect from light)
solubility
Soluble in dimethyl sulfoxide, water
form
powder
pka
10.97 · 10.97±0.10, most acidic, temperature: 25 °C; 7.66 ± 0.42, most basic(at 25℃)
color
Yellow to green
Appearance
Yellow Solid
λmax
392 nm · 392nm
Biological Applications
Detecting malaria infected red blood cells,polynucleotides; nucleic acid amplification; nucleic acid sequencing
Symbol(GHS)
7 · GHS07

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

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302
Precautionary statements
P264-P270-P301+P312-P330-P501

Chemistry & industry

Applications · 2 items

DescriptionHoechst 34580 is one of Hoechst stains which are Bis-benzimides used as blue fluorescent dyes to stain DNA.

UsesHoechst 34580 is a marker dye in Hoechst series. Hoechst is A live nuclear marker dye. Hoechst binds to the grooves in the DNA double strand, which tends to be A/ T-rich DNA strand. Although it binds to all nucleic acids, the A/ T-rich double strand DNA significantly enhances fluorescence intensity Therefore,Hoechst dye can be used for living cell labeling. The fluorescence intensity of Hoechst dye increases with the increase of pH of solution[1].

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
448202
DTXSID
DTXSID40332276
Nikkaji
J3.003.720K
Signal word
Warning
Hazard statements
302 · H302
Precautionary statements
264 · P264-P270-P301+P312-P330-P501