Bromhexine Hydrochloride

Base Information

• Chemical Name: Bromhexine Hydrochloride
• CAS No.: 611-75-6
• Molecular Formula: C14H20Br2N2^.HCl
• Molecular Weight: 412.595
• Hs Code.: 29215990
• European Community (EC) Number: 210-280-8
• NSC Number: 758383
• UNII: YC2ZOM3Z8V
• DSSTox Substance ID: DTXSID0045886
• Wikidata: Q27114269
• NCI Thesaurus Code: C142968
• RXCUI: 1601
• ChEMBL ID: CHEMBL1319139
• Mol file: 611-75-6.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 Hydrochloride

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 3.37E-08mmHg at 25°C
• Melting Point: 240-244 °C
• Boiling Point: 441.5 °C at 760 mmHg
• Flash Point: 220.8 °C
• PSA: 29.26000
• LogP: 5.94150
• Storage Temp.: 2-8°C
• Solubility.: Very slightly soluble in water, slightly soluble in alcohol and in methylene chloride.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 411.97395
• Heavy Atom Count: 19
• Complexity: 256

Purity/Quality:

99%, ^*data from raw suppliers

Bromhexine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CC1=C(C(=CC(=C1)Br)Br)N)C2CCCCC2.Cl
• Recent ClinicalTrials: Prevention of Infection and Incidence of COVID-19 in Medical Personnel Assisting Patients With New Coronavirus Disease
• Description: Bromhexine Hydrochloride is the hydrochloride salt form of bromhexine, a secretolytic, with mucolytic activity. Upon administration, bromhexine increases lysosomal activity and enhances hydrolysis of acid mucopolysaccharide polymers in the respiratory tract. This increases the production of serous mucus in the respiratory tract, which makes the phlegm thinner and decreases mucus viscosity. This contributes to its secretomotoric effect, and allows the cilia to more easily transport the phlegm out of the lungs. This clears mucus from the respiratory tract and may aid in the treatment of respiratory disorders associated with abnormal viscid mucus, excessive mucus secretion and impaired mucus transport.
• Uses: Bromhexine hydrochloride was used in the secretion of pancreatic juice of low viscosity. Bromhexine hydrochloride is a mucolytic agent used in the treatment of respiratory disorders associated with viscid or excessive mucus.Bromhexine hydrochloride belongs to the group of expectorants (mucoactive agents). The active substance has a secretolytic effect. It is used for the treatment of strong cough, e.g. triggered by a bronchitis.

Technology Process of Bromhexine Hydrochloride

There total 6 articles about Bromhexine Hydrochloride 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: 95.0%

N-methylcyclohexylamine (100-60-7) + (2-amino-3,5-dibromophenyl)methanol (50739-76-9) → bromhexine monohydrochloride (611-75-6)

Guidance literature:

N-methylcyclohexylamine; (2-amino-3,5-dibromophenyl)methanol; With bis(trichloromethyl) carbonate; sodium hydrogencarbonate; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With hydrogenchloride; In ethanol;

Reference yield: 89.8%

N-methylcyclohexylamine (100-60-7) + 2-chloromethyl-4,6-dibromoaniline → bromhexine monohydrochloride (611-75-6)

Guidance literature:

at 45 - 55 ℃; for 3h;

Reference yield: 81.0%

N-methylcyclohexylamine (100-60-7) + 3,5-dibromo-2-amino benzaldehyde (50910-55-9) → bromhexine monohydrochloride (611-75-6)

Guidance literature:

N-methylcyclohexylamine; 3,5-dibromo-2-amino benzaldehyde; With titanium(IV)isopropoxide; In isopropyl alcohol; at 20 - 30 ℃; for 5h;

With sodium tetrahydroborate; In isopropyl alcohol; at 30 ℃; for 2h;

With hydrogenchloride; In water; isopropyl alcohol; at 30 ℃; for 3h; Solvent; Temperature; Reagent/catalyst;

upstream raw materials:

N-methylcyclohexylamine

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

2-Amino-3,5-dibromo-benzoyl chloride

3,5-dibromo-2-amino benzaldehyde

Downstream raw materials:

bromohexinium ibuprofenate

SF-150B⁽¹⁾

3,5-dibromo-2-amino benzaldehyde

3-Cyclohexyl-6,8-dibromchinazolin-4-on

Refernces

• 1、 -. "Preparation method of bromhexine hydrochloride and intermediate thereof". Paragraph 0029-0043. . Retrieved 2021/01/15.
• 2、 -. "A preparation method of bromhexine hydrochloride (by machine translation)". Paragraph 0080; 0101; 0107; 0108; 0109; 0110. . Retrieved 2019/04/10.