NIAD-4 - ≥98% , CAS No.868592-56-7

CAS: 868592-56-7 Cat. No.: N710302 Peso molecular: 334.41

GRADE & PURITY ≥98%

Synonyms

2-((5′-(4-Hydroxyphenyl)-2,2′-bithiophen-5-yl)methylene)malononitrile | 2-[[5′-(4-Hydroxyphenyl)[2,2′-bithiophen]-5-yl]methylene]propanedinitrile | 2-[[5-[5-(4-Hydroxyphenyl)thiophen-2-yl]thiophen-2-yl]methylidene]propanedinitrile | 5’-(4-Hydroxyphenyl)-5

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

A far-red (near-infrared) fluorescent contrast agent that permeates the blood-brain barrier (BBB) ​​for highly specific in situ and in vivo staining of amyloid plaques.
NIAD-4 is a far-red (near-infrared) fluorescent contrast agent that permeates the blood-brain barrier (BBB) ​​for highly specific in situ staining of amyloid plaques (10 μM in DMSO/propylene glycol solution; coronal sections of APP mice) and in vivo staining (2 mg/kg intravenous injection in APP mice). Due to its push-pull design and significantly enhanced affinity for the thioflavin T (ThT) site (Ki = 10 nM/NIAD-4 vs 580 nM/ThT), NIAD-4 exhibits a significant red-shift in absorbance (~70 nm) and a 1.3-fold increase in extinction coefficient upon binding to aggregated amyloid-β 1-40 (4.1 μM NIAD-4 and 10 μM amyloid-β in PBS). Excitation light 450-488 nm, emission light 550-650 nm.

Specifications

Sinónimos

2-((5′-(4-Hydroxyphenyl)-2, 2′-bithiophen-5-yl)methylene)malononitrile | 2-[[5′-(4-Hydroxyphenyl)[2, 2′-bithiophen]-5-yl]methylene]propanedinitrile | 2-[[5-[5-(4-Hydroxyphenyl)thiophen-2-yl]thiophen-2-yl]methylidene]propanedinitrile | 5’-(4-Hydroxyphenyl)-5

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Protected from light, Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: C1=CC(=CC=C1C2=CC=C(S2)C3=CC=C(S3)C=C(C#N)C#N)O
• IUPAC Name: 2-[[5-[5-(4-hydroxyphenyl)thiophen-2-yl]thiophen-2-yl]methylidene]propanedinitrile
• InChIKey: KLFRZDOQQDHVSS-UHFFFAOYSA-N
• INCHI: 1S/C18H10N2OS2/c19-10-12(11-20)9-15-5-6-17(22-15)18-8-7-16(23-18)13-1-3-14(21)4-2-13/h1-9,21H
• Isómeros SMILES: C1=CC(=CC=C1C2=CC=C(S2)C3=CC=C(S3)C=C(C#N)C#N)O
• Peso molecular: 334.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Bi- and oligothiophenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Bi- and oligothiophenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Bi- and oligothiophenes
• Alternative Parents: 2,5-disubstituted thiophenes 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Heteroaromatic compounds Nitriles Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Bithiophene - 1-hydroxy-2-unsubstituted benzenoid - Phenol - 2,5-disubstituted thiophene - Monocyclic benzene moiety - Benzenoid - Thiophene - Heteroaromatic compound - Carbonitrile - Nitrile - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxygen compound - Cyanide - Hydrocarbon derivative - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as bi- and oligothiophenes. These are organic compounds containing two or more linked thiophene rings. Thiophene is a five-member aromatic ring with one sulfur and four carbon atoms.
• 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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water at 20°C
• Sensibilidad: Light sensitive
• Punto de fusión (°C): 242-246℃
• Peso molecular: 334.400 g/mol
• XLogP3: 4.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 334.023 Da
• Monoisotopic Mass: 334.023 Da
• Topological Polar Surface Area: 124.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 532.000
• 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: 1