Nebivolol HCl

Base Information

• Chemical Name: Nebivolol HCl
• CAS No.: 152520-56-4
• Molecular Formula: C22H25F2NO4^.HCl
• Molecular Weight: 441.90
• Hs Code.: 29322090
• European Community (EC) Number: 638-982-3,690-990-6
• NCI Thesaurus Code: C81656
• RXCUI: 236883
• ChEMBL ID: CHEMBL1201731
• Mol file: 152520-56-4.mol

Synonyms:67555, R;alpha,alpha'-(iminobis(methylene))bis(6-fluoro-3,4-dihydro)-2H-1-benzopyran-2-methanol;Bystolic;Hydrochloride, Nebivolol;Lobivon;Nebilet;nebivolol;nebivolol hydrochloride;R 67555;R-67555;R67555;Silostar

Chemical Property of Nebivolol HCl

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 2.88E-15mmHg at 25°C
• Melting Point: 220-222 °C
• Boiling Point: 600.5 °C at 760 mmHg
• Flash Point: 316.9 °C
• PSA: 70.95000
• LogP: 3.55650
• Storage Temp.: Desiccate at RT
• Solubility.: DMSO: ≥20mg/mL
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 441.1518423
• Heavy Atom Count: 30
• Complexity: 483

Purity/Quality:

99% ,99.9%, ^*data from raw suppliers

Nebivolol hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)F)OC1C(CNCC(C3CCC4=C(O3)C=CC(=C4)F)O)O.Cl
• Recent ClinicalTrials: Treatment of Supine Hypertension in Autonomic Failure
• Recent EU Clinical Trials: cGMP Enhancing Therapeutic Strategy for HFpEF: The cGETS Study
• Uses: Nebivolol selectively inhibits β1-adrenoceptor with IC50 of 0.8 nM Nebivolol Hydrochloride is a highly selective β1-adrenoceptor antagonist.

Technology Process of Nebivolol HCl

There total 119 articles about Nebivolol HCl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-6-fluoro-chroman-2-yl)-ethyl]-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-2-((S)-6-fluoro-chroman-2-yl)-ethyl]-amine (212909-96-1) → d-nebivolol hydrochloride (152520-56-4,920299-33-8)

Guidance literature:

With hydrogenchloride; In methanol; for 12h;

DOI:10.1021/ja981378o

Reference yield: 97.24%

nebivolol (99200-09-6,118457-14-0,118457-15-1,119365-25-2,119365-23-0,1360598-84-0) → DL-nebivolol hydrochloride (152520-56-4,920299-33-8)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 28 - 32 ℃; for 4h; Product distribution / selectivity;

Reference yield: 95.0%

N-benzylnebivolol (929706-85-4) → nebivolol hydrochloride (169293-50-9,152520-56-4,920299-33-8)

Guidance literature:

N-benzylnebivolol; With 20% palladium hydroxide-activated charcoal; hydrogen; acetic acid; In water; for 12h; Large scale;

With sodium chloride; In water; for 8h; Large scale;

upstream raw materials:

[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-((R)-6-fluoro-chroman-2-yl)-ethyl]-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-2-((S)-6-fluoro-chroman-2-yl)-ethyl]-amine

6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran

(R)-2-amino-1-[(S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]ethanol

4-Fluorophenol

Refernces

• 1、 -. "NEBIVOLOL SYNTHESIS METHOD AND INTERMEDIATE COMPOUND THEREOF". Paragraph 0085; 0161; 0411-0413. . Retrieved 2018/06/04.
• 2、 -. "PROCESS FOR THE SYNTHESIS OF INTERMEDIATES OF NEBIVOLOL". Page/Page column 38-39. . Retrieved 2017/08/20.