Barbadin - Moligand™,≥98% , CAS No.356568-70-2

CAS: 356568-70-2 Cat. No.: B647761 Molecular Weight: 333.41 PubChem CID: 727640

GRADE & PURITY Moligand™, ≥98%

Synonyms

F0745-0322 | Z56800600 | Barbadin | F82313 | 3-amino-5-(4-benzylphenyl)-3H,4H-thieno[2,3-d]pyrimidin-4-one | HY-119706 | DTXSID601165986 | 3-amino-5-(4-benzylphenyl)thieno[2,3-d]pyrimidin-4(3H)-one | AKOS001031268 | MS-25030 | 3-Azanyl-5-[4-(phenylmethyl)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Barbadin is a novel and selective β-arrestin/β2-adaptin interaction inhibitor, has IC 50 values of 19.1 μM for β-arrestin1 and 15.6 μM for β-arrestin2. Barbadin blocks agonist-promoted endocytosis of the prototypical β2-adrenergic, V2-Vasotocin and angiotensin-II type-1 receptors. Barbadin can induce apoptosis

In Vitro

Barbadin (4 h) treatment reduces cell viability and induces apoptosis. Barbadin (2 h) treatment arrests breast cancer cells in G0/G1 phase. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Apoptosis AnalysisCell Line: MDA MB-231 cells Concentration: Incubation Time: 4 hours Result: Exhibited morphological characteristics of apoptosis including shrinkage, rounding and detachment, the percent of cell viability was reduced to 69.1% and apoptosis was developed in 29.9% of cells starved with EBSS (Earle’s balanced salt solution). Cell Cycle AnalysisCell Line: MDA MB-231 cells Concentration: Incubation Time: 2 hours Result: Arrested 63.7% of cells in G0/G1 phase.

Form:Solid

Specifications

Synonyms

F0745-0322 | Z56800600 | Barbadin | F82313 | 3-amino-5-(4-benzylphenyl)-3H, 4H-thieno[2, 3-d]pyrimidin-4-one | HY-119706 | DTXSID601165986 | 3-amino-5-(4-benzylphenyl)thieno[2, 3-d]pyrimidin-4(3H)-one | AKOS001031268 | MS-25030 | 3-Azanyl-5-[4-(phenylmethyl)

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Barbadin is a novel and selective β-arrestin/β2-adaptin interaction inhibitor, has IC 50 values of 19.1u2009μM for β-arrestin1 and 15.6u2009μM for β-arrestin2. Barbadin blocks agonist-promoted endocytosis of the prototypical β2-adrenergic, V2-Vasotocin

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)CC2=CC=C(C=C2)C3=CSC4=C3C(=O)N(C=N4)N
• IUPAC Name: 3-amino-5-(4-benzylphenyl)thieno[2,3-d]pyrimidin-4-one
• InChIKey: OCBXPCSXEQQADU-UHFFFAOYSA-N
• INCHI: 1S/C19H15N3OS/c20-22-12-21-18-17(19(22)23)16(11-24-18)15-8-6-14(7-9-15)10-13-4-2-1-3-5-13/h1-9,11-12H,10,20H2
• Isomeric SMILES: C1=CC=C(C=C1)CC2=CC=C(C=C2)C3=CSC4=C3C(=O)N(C=N4)N
• PubChem CID: 727640
• Molecular Weight: 333.41

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Diphenylmethanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Diphenylmethanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Diphenylmethanes
• Alternative Parents: Thienopyrimidines Pyrimidones Thiophenes Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Diphenylmethane - Thienopyrimidine - Pyrimidone - Pyrimidine - Heteroaromatic compound - Thiophene - Lactam - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.
• 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

Chemical and Physical Properties

• Solubility: DMSO : 50 mg/mL (149.97 mM; Need ultrasonic)
• Sensitivity: Light sensitive
• Molecular Weight: 333.400 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 333.094 Da
• Monoisotopic Mass: 333.094 Da
• Topological Polar Surface Area: 86.900 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 483.000
• 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