BROMHEXINE HYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H20Br2N2.ClH
Molecular Weight	412.591
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CN(CC1=C(N)C(Br)=CC(Br)=C1)C2CCCCC2

InChI

InChIKey=UCDKONUHZNTQPY-UHFFFAOYSA-N

InChI=1S/C14H20Br2N2.ClH/c1-18(12-5-3-2-4-6-12)9-10-7-11(15)8-13(16)14(10)17;/h7-8,12H,2-6,9,17H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C14H20Br2N2
Molecular Weight	376.13
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.hpra.ie/img/uploaded/swedocuments/2173773.PA0007_025_002.aa7cc0c2-c2ff-4b55-80c9-8e666ce5f551.000001Product%20Leaflet%20Approved.160429.pdf
Curator's Comment: description was created based on several sources, including: http://www.drugsupdate.com/generic/view/745/Bromhexine | https://www.old.health.gov.il/units/pharmacy/trufot/alonim/5329.pdf | https://docetp.mpa.se/LMF/Bisolvon%20oral%20solution%20in%20sachet%20ENG%20PAR.pdf

Bromhexine is used for conditions where there are a lot of thick mucus in the airways. Bromhexine acts on the mucus at the formative stages in the glands, within the mucus-secreting cells. Bromhexine disrupts the structure of acid mucopolysaccharide fibres in mucoid sputum and produces a less viscous mucus, which is easier to expectorate. In addition, bromhexine has antioxidant properties. Occasional, mild side effects include: a feeling of fullness in the stomach (bloatedness), diarrhea, dizziness, headache, indigestion, nausea, sweating and skin rashes. Bromhexine may increase the concentration of concurrently administered antibiotics in bronchial secretions. No clinically relevant interactions with other medications have been reported.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
mucopolysaccharide metabolic process 2 Target ID: GO:1903510 Sources: http://www.drugsupdate.com/generic/view/745/Bromhexine	Modulator 828
response to oxidative stress 20 Target ID: GO:0006979 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8831801	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bronchopulmonary diseases 2 Sources: http://www.hsa.gov.sg/content/dam/HSA/HPRG/Western_Medicine/Overview_Framework_Policies/Reclassified_Medicines/Updates/Patient_Information_Leaflets/PIL_Bromhexine_29-6-2011.pdf	Palliative		Approved 8429	Bisolvon Approved Use Secretolytic therapy in acute and chronic bronchopulmonary diseases associated with abnormal mucus secretion and impaired mucus transport.

PubMed

Title	Date	PubMed
Role of mucolytics in the management of COPD.	2006	18046889
Current status of herbal drugs in India: an overview.	2007 Jul	18392106
Pulmonary Paragonimus westermani with false-positive fluorodeoxyglucose positron emission tomography mimicking primary lung cancer.	2007 Nov	18049856
Voltammetric behaviour of bromhexine and its determination in pharmaceuticals.	2007 Oct 31	19073120
The role for S-carboxymethylcysteine (carbocisteine) in the management of chronic obstructive pulmonary disease.	2008	19281081
[The history of antitussive and expectorants].	2008	18956357
Successful resection of dermatomyositis associated with thymic carcinoma: report of a case.	2008	18306999
Oromandibular dystonia and persistent psychiatric symptoms in extra-pontine myelinolysis.	2008 Apr	18702390
Unsuspected breast carcinoma presenting as orbital complication of rhinosinusitis.	2008 Aug	18038235
Challenges of utilizing immunostains to facilitate the diagnosis and management of metastatic adenocarcinoma.	2008 Dec	19110917
Bioequivalence study of bromhexine by liquid chromatography-electrospray ionization-mass spectrometry after oral administration of bromhexine hydrochloride tablets.	2008 Dec 1	18835672
Chemiluminescence determination of bromhexine hydrochloride with morin as chemiluminescent reagent.	2008 Jan-Feb	18175361
Development and evaluation of oral controlled release chlorpheniramine-ion exchange resinate suspension.	2008 Jul-Aug	20046790
Three case reports of laparoscopic management of granulosa cell tumor with intraoperative rupture and subsequent upstaging.	2008 Jul-Aug	18602055
Recent developments in the treatment of alcoholic chronic pancreatitis.	2008 Jun	19630718
Malignant medulloepithelioma of optic nerve head.	2008 Jun	18525470
Posterior impingement syndromes of the ankle.	2008 Jun	18509795
Perinatal tumours: the contribution of radiology to management.	2008 Jun	18470458
Simultaneous UV Spectrophotometric Estimation of Ambroxol Hydrochloride and Levocetirizine Dihydrochloride.	2008 Mar-Apr	20046721
Mediastinal pancreatic pseudocyst with isolated thoracic symptoms: a case report.	2008 May 27	18505589
Huge ascending aortic pseudoaneurysm caused by a penetrating atherosclerotic ulcer.	2008 Nov	19808538
A simple micellar electrokinetic capillary chromatographic method for the quantitative analysis of organic expectorants.	2008 Sep	18803215
Pharyngolaryngeal sarcoidosis: report of 12 cases.	2008 Sep	18722232
The effect of retroperitoneal fat tissue thickness on testicular venous drainage.	2009	19641367
Pancreatic cancer metastasis to the rectum detected on colonoscopy.	2009	19629939
Evaluation of a combined strategy directed towards health-care professionals and patients with chronic obstructive pulmonary disease (COPD): information and health education feedback for improving clinical monitoring and quality-of-life.	2009 Dec 1	20128887
Prediction of pharmacological and xenobiotic responses to drugs based on time course gene expression profiles.	2009 Dec 2	19956587
[Traumatic perforation of the duodenum--a case review].	2009 Feb	19413259
Simultaneous determination of salbutamol sulphate and bromhexine hydrochloride in tablets by reverse phase liquid chromatography.	2009 Jan	20177457
Foetus-in-fetu: an unusual cause of abdominal mass in the newborn.	2009 Jan-Feb	19341217
Feline calicivirus infection. ABCD guidelines on prevention and management.	2009 Jul	19481035
Feline herpesvirus infection. ABCD guidelines on prevention and management.	2009 Jul	19481034
Acidic and basic solutions dissolve protein plugs made of lithostathine complicating choledochal cyst/pancreaticobiliary maljunction.	2009 Jul	18989781
Activity of some mucolytics against bacterial adherence to mammalian cells.	2009 Jul	18696263
[Acute mediastinitis--optimum diagnostic and therapeutic measures].	2009 May	19642343
Solitary fibrous tumor of the lung: three rare cases of intraparenchymal nodules.	2009 May	19308764
[Pharmacological treatment of acute cough].	2009 May 14	19448753
Molecularly imprinted solid-phase extraction for the selective determination of bromhexine in human serum and urine with high performance liquid chromatography.	2009 Nov 15	19782202
Differential modulation of IgE-dependent activation of human basophils by ambroxol and related secretolytic analogues.	2009 Oct-Dec	20074455
Sensitive spectrophotometric method for quantitation of guaifenesin and dropropizine in their dosage forms.	2010	20671996
Ambroxol - Resurgence of an old molecule as an anti-inflammatory agent in chronic obstructive airway diseases.	2010 Apr	20616932
Quantification of the major metabolites of bromhexine in human plasma using RRLC-MS/MS and its application to pharmacokinetics.	2010 Apr 6	20031363
Anatomical suitability for endovascular AAA repair may affect outcomes following rupture.	2010 Aug	20434374
Tuberculosis should not be ignored in patients with peripheral gangrene.	2010 Dec	20843626
Analyses and localization of pectin-like carbohydrates in cell wall and mucilage of the green alga Netrium digitus.	2010 Jul	19340523
Effect of drug content and agglomerate size on tabletability and drug release characteristics of bromhexine hydrochloridetalc agglomerates prepared by crystallo-co-agglomeration.	2010 Mar	20228039
[Codeine and cutaneous drug reactions: Absence of cross-allergy with tramadol and fentanyl].	2010 May	20470933
[Juvenile Gougerot Sjögren syndrome: report of 3 cases].	2010 Nov	20850283
Superior mesenteric artery aneurysm: importance of sonography as the primary imaging technique for detection.	2010 Oct	20876907
Contaminations of herbal products determined by NMR fingerprint.	2010 Sep	20803376

Patents

Sample Use Guides

In Vivo Use Guide

8 to 16 mg three times daily

Route of Administration: Oral

In Vitro Use Guide

Bromhexine is shown to be scavengers of both superoxide and hydroxyl radicals. The dismutation of superoxide was accelerated 3-fold by bromhexine over the rate of spontaneous dismutation. The reaction constant of hydroxyl radicals with bromhexine was determined by competition kinetics to be 1.58 +/- 0.15 x 10(10) M-1S-1.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:08:32 GMT 2023` Edited by `admin` on `Fri Dec 15 15:08:32 GMT 2023`
Record UNII	YC2ZOM3Z8V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BROMHEXINE HYDROCHLORIDE

Official Name

English

BENZENEMETHANAMINE, 2-AMINO-3,5-DIBROMO-N-CYCLOHEXYL-N-METHYL-, MONOHYDROCHLORIDE

Common Name

English

BROMEHEXINE HYDROCHLORIDE

Common Name

English

NA-274

Code

English

BISOLVON

Brand Name

English

N-CYCLOHEXYL-N-METHYL-(2-AMINO-3,5-DIBROMOBENZYL)AMMONIUM CHLORIDE

Systematic Name

English

BROMHEXINE HYDROCHLORIDE [USAN]

Common Name

English

BROMHEXINE HYDROCHLORIDE [JAN]

Common Name

English

Bromhexine hydrochloride [WHO-DD]

Common Name

English

NA 274

Code

English

BROMHEXINE HYDROCHLORIDE [MI]

Common Name

English

BROMHEXINE HYDROCHLORIDE [EP MONOGRAPH]

Common Name

English

3,5-DIBROMO-N(SUP .ALPHA.)-CYCLOHEXYL-N(SUP .ALPHA.)-METHYLTOLUENE-.ALPHA.,2-DIAMINE MONOHYDROCHLORIDE

Systematic Name

English

BROMHEXINE HCL

Common Name

English

NSC-758383

Code

English

BROMHEXINE HYDROCHLORIDE [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C74536