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MedKoo Cat#: 540012 | Name: Ambroxol HCl
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ambroxol HCl is a metabolite of BROMHEXINE that stimulates mucociliary action and clears the air passages in the respiratory tract.

Chemical Structure

Ambroxol HCl
Ambroxol HCl
CAS#23828-92-4 (HCl)

Theoretical Analysis

MedKoo Cat#: 540012

Name: Ambroxol HCl

CAS#: 23828-92-4 (HCl)

Chemical Formula: C13H19Br2ClN2O

Exact Mass: 0.0000

Molecular Weight: 414.56

Elemental Analysis: C, 37.66; H, 4.62; Br, 38.55; Cl, 8.55; N, 6.76; O, 3.86

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
10g USD 400.00 2 Weeks
25g USD 750.00 2 Weeks
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Related CAS #
18683-91-5 (free base) 23828-92-4 (HCl)
Synonym
NA-872 HCl; NA872 HCl; NA 872 HCl; Abrohexal; Ambril; Ambro-Puren Ambrobeta; Duramucal; Ebromin; Mucosolvan; Ambroxol HCl; Ambroxol Hydrochloride;
IUPAC/Chemical Name
(1r,4r)-4-((2-amino-3,5-dibromobenzyl)amino)cyclohexan-1-ol hydrochloride
InChi Key
QNVKOSLOVOTXKF-PFWPSKEQSA-N
InChi Code
InChI=1S/C13H18Br2N2O.ClH/c14-9-5-8(13(16)12(15)6-9)7-17-10-1-3-11(18)4-2-10;/h5-6,10-11,17-18H,1-4,7,16H2;1H/t10-,11-;
SMILES Code
O[C@H]1CC[C@H](NCC2=CC(Br)=CC(Br)=C2N)CC1.[H]Cl
Appearance
Solid powder
Purity
>97% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Ambroxol hydrochloride is a glucocerebrosidase (GCase) chaperone and increases glucocerebrosidase activity.
In vitro activity:
Ambroxol induced a dose-dependent reduction of the activity of the acid sphingomyelinase in Vero-E6 cells (Fig. 1A). Ambroxol did not show toxicity until 50 μM concentration, whereas higher concentrations such as 75 μM started to show some toxicity as evidenced by flow cytometry studies of untreated and ambroxol-treated cells stained with FITC–annexin V (Roche; Fig. 1B). Reference: J Biol Chem. 2021 Jan-Jun; 296: 100701. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8062550/
In vivo activity:
A significant difference was found between the number of recoverable C. pneumoniae between the Ax-treated and untreated groups. The mean numbers of viable C. pneumoniae IFUs in the Ax (Ambroxol)-treated and untreated groups were 3.1 × 104 and 7.3 × 104 IFU/lung, respectively (Figure 1). The mice in the Ax-treated group exhibited less severe symptoms than those in the control group. Reference: Microorganisms. 2021 Apr; 9(4): 880. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8074272/

Preparing Stock Solutions

The following data is based on the product molecular weight 414.56 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Carpinteiro A, Gripp B, Hoffmann M, Pöhlmann S, Hoertel N, Edwards MJ, Kamler M, Kornhuber J, Becker KA, Gulbins E. Inhibition of acid sphingomyelinase by ambroxol prevents SARS-CoV-2 entry into epithelial cells. J Biol Chem. 2021 Jan-Jun;296:100701. doi: 10.1016/j.jbc.2021.100701. Epub 2021 Apr 23. PMID: 33895135; PMCID: PMC8062550. 2. Kopytova AE, Rychkov GN, Nikolaev MA, Baydakova GV, Cheblokov AA, Senkevich KA, Bogdanova DA, Bolshakova OI, Miliukhina IV, Bezrukikh VA, Salogub GN, Sarantseva SV, Usenko TC, Zakharova EY, Emelyanov AK, Pchelina SN. Ambroxol increases glucocerebrosidase (GCase) activity and restores GCase translocation in primary patient-derived macrophages in Gaucher disease and Parkinsonism. Parkinsonism Relat Disord. 2021 Mar;84:112-121. doi: 10.1016/j.parkreldis.2021.02.003. Epub 2021 Feb 10. PMID: 33609962. 3. Kókai D, Paróczai D, Virok DP, Endrész V, Gáspár R, Csont T, Bozó R, Burián K. Ambroxol Treatment Suppresses the Proliferation of Chlamydia pneumoniae in Murine Lungs. Microorganisms. 2021 Apr 20;9(4):880. doi: 10.3390/microorganisms9040880. PMID: 33924075; PMCID: PMC8074272. 4. Ge H, Zhang C, Yang Y, Chen W, Zhong J, Fang X, Jiang X, Tan L, Zou Y, Hu R, Chen Y, Feng H. Ambroxol Upregulates Glucocerebrosidase Expression to Promote Neural Stem Cells Differentiation Into Neurons Through Wnt/β-Catenin Pathway After Ischemic Stroke. Front Mol Neurosci. 2021 Jan 20;13:596039. doi: 10.3389/fnmol.2020.596039. PMID: 33551744; PMCID: PMC7855720.
In vitro protocol:
1. Carpinteiro A, Gripp B, Hoffmann M, Pöhlmann S, Hoertel N, Edwards MJ, Kamler M, Kornhuber J, Becker KA, Gulbins E. Inhibition of acid sphingomyelinase by ambroxol prevents SARS-CoV-2 entry into epithelial cells. J Biol Chem. 2021 Jan-Jun;296:100701. doi: 10.1016/j.jbc.2021.100701. Epub 2021 Apr 23. PMID: 33895135; PMCID: PMC8062550. 2. Kopytova AE, Rychkov GN, Nikolaev MA, Baydakova GV, Cheblokov AA, Senkevich KA, Bogdanova DA, Bolshakova OI, Miliukhina IV, Bezrukikh VA, Salogub GN, Sarantseva SV, Usenko TC, Zakharova EY, Emelyanov AK, Pchelina SN. Ambroxol increases glucocerebrosidase (GCase) activity and restores GCase translocation in primary patient-derived macrophages in Gaucher disease and Parkinsonism. Parkinsonism Relat Disord. 2021 Mar;84:112-121. doi: 10.1016/j.parkreldis.2021.02.003. Epub 2021 Feb 10. PMID: 33609962.
In vivo protocol:
1. Kókai D, Paróczai D, Virok DP, Endrész V, Gáspár R, Csont T, Bozó R, Burián K. Ambroxol Treatment Suppresses the Proliferation of Chlamydia pneumoniae in Murine Lungs. Microorganisms. 2021 Apr 20;9(4):880. doi: 10.3390/microorganisms9040880. PMID: 33924075; PMCID: PMC8074272. 2. Ge H, Zhang C, Yang Y, Chen W, Zhong J, Fang X, Jiang X, Tan L, Zou Y, Hu R, Chen Y, Feng H. Ambroxol Upregulates Glucocerebrosidase Expression to Promote Neural Stem Cells Differentiation Into Neurons Through Wnt/β-Catenin Pathway After Ischemic Stroke. Front Mol Neurosci. 2021 Jan 20;13:596039. doi: 10.3389/fnmol.2020.596039. PMID: 33551744; PMCID: PMC7855720.
1: Huang J, Xu J, Tian L, Zhong L. A thioredoxin reductase and/or thioredoxin system-based mechanism for antioxidant effects of ambroxol. Biochimie. 2014 Feb;97:92-103. doi: 10.1016/j.biochi.2013.09.024. Epub 2013 Oct 5. PubMed PMID: 24103200. 2: Tewes F, Paluch KJ, Tajber L, Gulati K, Kalantri D, Ehrhardt C, Healy AM. Steroid/mucokinetic hybrid nanoporous microparticles for pulmonary drug delivery. Eur J Pharm Biopharm. 2013 Nov;85(3 Pt A):604-13. doi: 10.1016/j.ejpb.2013.03.020. Epub 2013 Apr 4. PubMed PMID: 23563102. 3: Hang TJ, Zhang M, Song M, Shen JP, Zhang YD. Simultaneous determination and pharmacokinetic study of roxithromycin and ambroxol hydrochloride in human plasma by LC-MS/MS. Clin Chim Acta. 2007 Jul;382(1-2):20-4. Epub 2007 Mar 24. PubMed PMID: 17462615. 4: Uchida M, Noguchi Y, Arakawa R, Hashimoto Y, Ikarashi Y, Honda H. [Effects of ambroxol HCl on the guinea pig tracheal mucous secretion and the rat pulmonary surfactant secretion]. Nihon Yakurigaku Zasshi. 1992 Oct;100(4):293-300. Japanese. PubMed PMID: 1446879. 5: Alighieri T, Avanessian S, Berlini S, Bianchi SG, Deluigi P, Valducci R, Guelen PJ. Bioavailability of ambroxol sustained release preparations. Part I: In vitro dissolution studies. Arzneimittelforschung. 1988 Jan;38(1):92-4. PubMed PMID: 3365281. 6: Gowekar NM, Pande VV, Kasture AV, Tekade AR, Chandorkar JG. Spectrophotometric estimation of ambroxol and cetirizine hydrochloride from tablet dosage form. Pak J Pharm Sci. 2007 Jul;20(3):250-1. PubMed PMID: 17545112. 7: Belal FF, Sharaf El-Din MK, El-Enany NM, Saad S. Micellar liquid chromatographic method for the simultaneous determination of Levofloxacin and Ambroxol in combined tablets: Application to biological fluids. Chem Cent J. 2013 Oct 1;7(1):162. doi: 10.1186/1752-153X-7-162. PubMed PMID: 24079576; PubMed Central PMCID: PMC4015170. 8: Taj Y, Pai RS, Kusum Devi V, Singh G. Taste Masked Orally Disintegrating Pellets of Antihistaminic and Mucolytic Drug: Formulation, Characterization, and In Vivo Studies in Human. Int Sch Res Notices. 2014 Oct 28;2014:504536. doi: 10.1155/2014/504536. eCollection 2014. PubMed PMID: 27379290; PubMed Central PMCID: PMC4897477.