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Bisbenzimide H 33258 Fluorochrome, Trihydrochloride - Membrane-permeable, adenine-thymine-specific fluorescent stain., high purity , CAS No.23491-45-4

10 Citations

COA

Grade & Purity:

Membrane-permeable, adenine-thymine-specific fluorescent stain.

Cas Number: 23491-45-4
Molecular Weight: 533.90
Beilstein Registry Number: 4088183
EC Number: 245-690-6
MDL number: MFCD00012679
PubChem CID: 31953

In stock

Item Number

B755381

Grouped product items
SKU	Size	Availability	Price
B755381-100mg	100mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$124.90
B755381-250mg	250mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$307.90
B755381-1g	1g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$865.90

Basic Description

Specifications & Purity	Membrane-permeable, adenine-thymine-specific fluorescent stain.
Biochemical and Physiological Mechanisms	Cell permeable: yesPrimary TargetAdenine-thymine-specific fluorescent stainProduct does not compete with ATP.Reversible: no
Storage Temp	Store at 2-8°C
Shipped In	Wet ice This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	Membrane-permeable, adenine-thymine-specific fluorescent stain. Useful for staining DNA, chromosomes, and nuclei. Increases the rate of channel-mediated Ca²⁺ efflux from junctional cytoplasmic reticulum vesicles. Can also be used to detect mycoplasma contamination in tissue culture. H 33258 and the related compound H 33342 have been used in conjunction with RNA aptamers in the 5′ untranslated region (UTR) to control expression of transfected gene constructs. Membrane-permeant, adenine-thymidine specific fluorescent stain (excitation maximum: 346 nm; emission maximum: 460 nm). Useful for staining DNA, chromosomes, and nuclei. Increases the rate of channel-mediated Ca²⁺ efflux from junctional cytoplasmic reticulum vesicles. Can also be used to detect mycoplasma contamination in tissue culture. H 33258 and the related compound H33342 have been used in conjunction with RNA aptamers in the 5′ untranslated region (UTR) to control expression of transfected gene constructs.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Class Benzimidazoles
    - Subclass Phenylbenzimidazoles

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Benzimidazoles
Subclass	Phenylbenzimidazoles
Intermediate Tree Nodes	Not available
Direct Parent	Phenylbenzimidazoles
Alternative Parents	N-arylpiperazines Phenylimidazoles Dialkylarylamines N-methylpiperazines 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Heteroaromatic compounds Trialkylamines Azacyclic compounds Organooxygen compounds Hydrochlorides Hydrocarbon derivatives
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Phenylbenzimidazole - N-arylpiperazine - 2-phenylimidazole - Dialkylarylamine - Tertiary aliphatic/aromatic amine - 1-hydroxy-2-unsubstituted benzenoid - Phenol - N-alkylpiperazine - N-methylpiperazine - Monocyclic benzene moiety - 1,4-diazinane - Benzenoid - Piperazine - Azole - Heteroaromatic compound - Imidazole - Tertiary aliphatic amine - Tertiary amine - Azacycle - Hydrochloride - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Amine - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as phenylbenzimidazoles. These are compounds containing a phenylbenzimidazole skeleton, which consists of a benzimidazole moiety where its imidazole ring is attached to a phenyl group.
External Descriptors	Not available
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

Names and Identifiers

IUPAC Name	4-[6-[6-(4-methylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-benzimidazol-2-yl]phenol;trihydrochloride
INCHI	InChI=1S/C25H24N6O.3ClH/c1-30-10-12-31(13-11-30)18-5-9-21-23(15-18)29-25(27-21)17-4-8-20-22(14-17)28-24(26-20)16-2-6-19(32)7-3-16;;;/h2-9,14-15,32H,10-13H2,1H3,(H,26,28)(H,27,29);3*1H
InChIKey	SMNPLAKEGAEPJD-UHFFFAOYSA-N
Smiles	CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC=C(C=C6)O.Cl.Cl.Cl
Isomeric SMILES	CN1CCN(CC1)C2=CC3=C(C=C2)N=C(N3)C4=CC5=C(C=C4)N=C(N5)C6=CC=C(C=C6)O.Cl.Cl.Cl
WGK Germany	3
RTECS	SM1140500
PubChem CID	31953
Molecular Weight	533.90
Beilstein	4088183

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Chemical and Physical Properties

Melt Point(°C)	314°C
Molecular Weight	533.900 g/mol
XLogP3
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	3
Exact Mass	532.131 Da
Monoisotopic Mass	532.131 Da
Topological Polar Surface Area	84.100 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	634.000
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	4

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