Bromhexine

Base Information

• Chemical Name: Bromhexine
• CAS No.: 3572-43-8
• Molecular Formula: C14H20Br2N2
• Molecular Weight: 376.134
• Hs Code.: 2921590090
• European Community (EC) Number: 222-684-1
• UNII: Q1J152VB1P
• DSSTox Substance ID: DTXSID6022686
• Nikkaji Number: J8.165E
• Wikipedia: Bromhexine
• Wikidata: Q239778
• NCI Thesaurus Code: C172826
• RXCUI: 1753
• Pharos Ligand ID: JY7YRWZRACU2
• Metabolomics Workbench ID: 143581
• ChEMBL ID: CHEMBL253376
• Mol file: 3572-43-8.mol

Synonyms:Aparsonin;BC, Bromhexin;Bisolvon;Bromhexin;Bromhexin BC;Bromhexin Berlin Chemie;Bromhexin Berlin-Chemie;Bromhexin BerlinChemie;Bromhexin ratiopharm;bromhexin von ct;Bromhexin-ratiopharm;Bromhexine;Bromhexine Hydrochloride;Bromhexine Monohydrochloride;Bromhexine, Famel;Bromhexinratiopharm;Brotussol;ct, bromhexin von;Darolan;Dur Elix;Dur-Elix;DurElix;Famel Bromhexine;Flegamin;Flubron;Hustentabs ratiopharm;Hustentabs-ratiopharm;Hustentabsratiopharm;Hydrochloride, Bromhexine;Monohydrochloride, Bromhexine;Mucohexine;NA 274;NA-274;NA274;Quentan;Tesacof;von ct, bromhexin

Chemical Property of Bromhexine

Chemical Property:

• Vapor Pressure: 4.68E-07mmHg at 25°C
• Melting Point: 238℃
• Refractive Index: 1.626
• Boiling Point: 413.8 °C at 760 mmHg
• PKA: 8.34±0.20(Predicted)
• Flash Point: 204.1 °C
• PSA: 29.26000
• Density: 1.57 g/cm³
• LogP: 5.13950
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 375.99727
• Heavy Atom Count: 18
• Complexity: 256

Purity/Quality:

99.9% ^*data from raw suppliers

Bromhexine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=C(C(=CC(=C1)Br)Br)N)C2CCCCC2
• Recent ClinicalTrials: Clinical Trial With N-acetylcysteine and Bromhexine for COVID-19
• Uses: Expectorant; mucolytic.
• Therapeutic Function: Expectorant; Mucolytic

Technology Process of Bromhexine

There total 4 articles about Bromhexine 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: 65.0%

N-methylcyclohexylamine (100-60-7) + C11H9Br2N3O2 → bromhexine (3572-43-8)

Guidance literature:

for 5h; Inert atmosphere; Reflux;

Reference yield:

3,5-dibromo-2-amino benzaldehyde (50910-55-9) → bromhexine (3572-43-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / -5 °C / Inert atmosphere

2: tetrahydrofuran / 1 h / 5 - 20 °C / Inert atmosphere

3: 5 h / Inert atmosphere; Reflux

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene;

Reference yield:

(2-amino-3,5-dibromophenyl)methanol (50739-76-9) → bromhexine (3572-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1 h / 5 - 20 °C / Inert atmosphere

2: 5 h / Inert atmosphere; Reflux

In tetrahydrofuran;

upstream raw materials:

N-methylcyclohexylamine

(2-amino-3,5-dibromophenyl)methanol

3,5-dibromo-2-amino benzaldehyde

Downstream raw materials:

N,N'-bisbenzilossicarbonilcistin-bis<2,4-dibromo-6-(N-cicloesil-N-metil)aminometil>anilide

S-<2,4-dibromo-6-(N-cicloesil-N-metil)aminometil>anilidocarbometil-N-acetilcisteinato di metile

S-carbetossimetil-N-acetilcistein-<2,4-dibromo-6-(N-cicloesil-N-metil)-aminometil>anilide

C₂₂H₂₅BrN₂

Refernces

• 1、 -. "Enhanced chemotherapeutic compositions against microbial infections in fish, the preparation and use thereof". . . Retrieved 2008/06/13.