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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 of BROMHEXINE HYDROCHLORIDE

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
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.

Originator

Sources: DOI: 10.1002/jlac.19636620119
Curator's Comment: BE 625022

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Bisolvon

Approved Use

Secretolytic therapy in acute and chronic bronchopulmonary diseases associated with abnormal mucus secretion and impaired mucus transport.
PubMed

PubMed

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

Sample Use Guides

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 Wed Jul 05 22:40:28 UTC 2023
Edited
by admin
on Wed Jul 05 22:40:28 UTC 2023
Record UNII
YC2ZOM3Z8V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BROMHEXINE HYDROCHLORIDE
EP   MART.   MI   USAN   WHO-DD  
USAN  
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
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
Code System Code Type Description
SMS_ID
100000091917
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
NCI_THESAURUS
C142968
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
NSC
758383
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
EVMPD
SUB00875MIG
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
DAILYMED
YC2ZOM3Z8V
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
DRUG BANK
DBSALT001092
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
PUBCHEM
5702220
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
ECHA (EC/EINECS)
210-280-8
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
RXCUI
1601
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY RxNorm
CHEBI
31303
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
EPA CompTox
DTXSID0045886
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
FDA UNII
YC2ZOM3Z8V
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
ChEMBL
CHEMBL253376
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
CAS
611-75-6
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY
MERCK INDEX
M2668
Created by admin on Wed Jul 05 22:40:28 UTC 2023 , Edited by admin on Wed Jul 05 22:40:28 UTC 2023
PRIMARY Merck Index
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ACTIVE MOIETY