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Bucindolol Hydrochloride

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Chemistry

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Also known as: 70369-47-0, Gencaro, Bucindolol hcl, Bucindolol hydrochloride [usan], O-(2-hydroxy-3-((2-indol-3-yl-1,1-dimethylethyl)amino)propoxy)benzonitrile monohydrochloride, Mj 13,105-1

Molecular Formula

C₂₂H₂₆ClN₃O₂

Molecular Weight

399.9 g/mol

InChI Key

NCEAPFRHADKEHP-UHFFFAOYSA-N

FDA UNII

SH683G4QII

1 2D Structure

Bucindolol Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[2-hydroxy-3-[[1-(1H-indol-3-yl)-2-methylpropan-2-yl]amino]propoxy]benzonitrile;hydrochloride

2.1.2 InChI

InChI=1S/C22H25N3O2.ClH/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;1H

2.1.3 InChI Key

NCEAPFRHADKEHP-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)(CC1=CNC2=CC=CC=C21)NCC(COC3=CC=CC=C3C#N)O.Cl

2.2 Other Identifiers

2.2.1 UNII

SH683G4QII

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Bucindolol

2. Mj 13105

2.3.2 Depositor-Supplied Synonyms

1. 70369-47-0

2. Gencaro

3. Bucindolol Hcl

4. Bucindolol Hydrochloride [usan]

5. O-(2-hydroxy-3-((2-indol-3-yl-1,1-dimethylethyl)amino)propoxy)benzonitrile Monohydrochloride

6. Mj 13,105-1

7. Bucindolol (hydrochloride)

8. Sh683g4qii

9. 2-(2-hydroxy-3-((2-(3-indolyl)-1,1-dimethylethyl)amino)propoxy)benzonitrile Hydrochloride

10. 70369-47-0 (hcl)

11. Mj-13105-1

12. Benzonitrile, 2-(2-hydroxy-3-((2-(1h-indol-3-yl)-1,1-dimethylethyl)amino)propoxy)-, Monohydrochloride

13. Bucindolol Hydrochloride (usan)

14. Unii-sh683g4qii

15. Mj 13105-1

16. 2-[2-hydroxy-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]propoxy]benzonitrile Hydrochloride

17. Schembl124403

18. Chembl2107546

19. Dtxsid50990563

20. Bucindolol Hydrochloride [mi]

21. Akos030242702

22. Sb16899

23. Bucindolol Hydrochloride [mart.]

24. Bucindolol Hydrochloride [who-dd]

25. D03170

26. Q27289211

27. 2-(2-hydroxy-3-{[1-(1h-indol-3-yl)-2-methylpropan-2-yl]amino}propoxy)benzonitrile--hydrogen Chloride (1/1)

28. 2-[2-hydroxy-3-[[1-(1h-indol-3-yl)-2-methylpropan-2-yl]amino]propoxy]benzonitrile;hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₆ClN₃O₂
Molecular Weight	399.9 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	8
Exact Mass	399.1713548 g/mol
Monoisotopic Mass	399.1713548 g/mol
Topological Polar Surface Area	81.1 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	515
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adrenergic beta-Antagonists

Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)

Sympathomimetics

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

Vasodilator Agents

Drugs used to cause dilation of the blood vessels. (See all compounds classified as Vasodilator Agents.)

Adrenergic alpha-1 Receptor Antagonists

Drugs that bind to and block the activation of ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Antagonists.)

Drugs in Development