Bucindolol - Moligand™, ≥98% , CAS No.71119-11-4

CAS: 71119-11-4 Cat. No.: B335105 Molecular Weight: 363.45

GRADE & PURITY Moligand™, ≥98%

Synonyms

MS-25788 | 2-[2-hydroxy-3-[[1-(1H-indol-3-yl)-2-methylpropan-2-yl]amino]propoxy]benzonitrile | (+/-)-O-(2-HYDROXY-3-((2-INDOL-3-YL-1,1-DIMETHYLETHYL)AMINO)PROPOXY)BENZONITRILE | E9UO06K7CE | FT-0710537 | Tox21_112588 | 2-[2-Hydroxy-3-[2-(indol-3-yl)-1,1-d

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Bucindolol is a non-selective β-adrenoceptor antagonist with additional α1-adrenoceptor blocking activity. Bucindolol acts on both β1 and β2 receptors. The Ki values are 1.61, 1.20 and 68.9 nM for β1-, β2- and α1-adrenoceptors respectively. Bucindolol also acts as a weak 5-HT2A/2B antagonist. Bucindolol displays vasodilatory and antihypertensive actions. Bucindolol can function with β-blockers in formulations to manage chronic heart failure.

Specifications

Synonyms

MS-25788 | 2-[2-hydroxy-3-[[1-(1H-indol-3-yl)-2-methylpropan-2-yl]amino]propoxy]benzonitrile | (+/-)-O-(2-HYDROXY-3-((2-INDOL-3-YL-1, 1-DIMETHYLETHYL)AMINO)PROPOXY)BENZONITRILE | E9UO06K7CE | FT-0710537 | Tox21_112588 | 2-[2-Hydroxy-3-[2-(indol-3-yl)-1, 1-d

Specifications & Purity

Moligand™, ≥98%

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

ANTAGONIST

Purity

≥98%

Product Properties

• pKa: pKa: 13.76 (Predicted), pKa: 9.35 (Predicted)
• Ki Data: β2-AR : Ki= 1.20 nM; β1-AR : Ki= 1.61 nM; α1A-AR : Ki= 68.9 nM

Names and Identifiers

• Canonical Smiles: CC(C)(CC1=CNC2=CC=CC=C21)NCC(COC3=CC=CC=C3C#N)O
• IUPAC Name: 2-[2-hydroxy-3-[[1-(1H-indol-3-yl)-2-methylpropan-2-yl]amino]propoxy]benzonitrile
• InChIKey: FBMYKMYQHCBIGU-UHFFFAOYSA-N
• INCHI: 1S/C22H25N3O2/c1-22(2,11-17-13-24-20-9-5-4-8-19(17)20)25-14-18(26)15-27-21-10-6-3-7-16(21)12-23/h3-10,13,18,24-26H,11,14-15H2,1-2H3
• Isomeric SMILES: CC(C)(CC1=CNC2=CC=CC=C21)NCC(COC3=CC=CC=C3C#N)O
• RTECS: DI4637550
• Molecular Weight: 363.45
• Reaxy-Rn: 5771803
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5771803&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: 3-alkylindoles
• Alternative Parents: Phenoxy compounds Phenol ethers Benzonitriles Aralkylamines Alkyl aryl ethers Substituted pyrroles Heteroaromatic compounds Secondary alcohols 1,2-aminoalcohols Nitriles Dialkylamines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-alkylindole - Phenoxy compound - Benzonitrile - Phenol ether - Alkyl aryl ether - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - 1,2-aminoalcohol - Secondary alcohol - Secondary aliphatic amine - Ether - Carbonitrile - Nitrile - Azacycle - Secondary amine - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Amine - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
• 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

Associated Targets(Human)

CYP2D6 Tclin Cytochrome P450 2D6 (1 Activities)

Discover Target: CYP2D6

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC22A1 Tchem Solute carrier family 22 member 1 (646 Activities)

Discover Target: SLC22A1

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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GMNN Tbio Geminin (128009 Activities)

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

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ADRB1 Tclin Adrenergic receptor beta (1214 Activities)

Discover Target: ADRB1

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Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

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Rattus norvegicus (775804 Activities)

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GCN5 Histone acetyltransferase GCN5 (89 Activities)

Discover Target: GCN5

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SARS-CoV-2 (38078 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO (100 mM), and ethanol (50 mM).
• Refractive Index: n20D1.63 (Predicted)
• Boil Point(°C): ~605.3° C at 760 mmHg (Predicted)
• Melt Point(°C): 229.56° C (Predicted)
• Molecular Weight: 363.500 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 363.195 Da
• Monoisotopic Mass: 363.195 Da
• Topological Polar Surface Area: 81.100 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 515.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1