rac-cis-Ambroxol , CAS No.107814-37-9, glucosylceramidase beta

Item Number
R340216
Grouped product items
SKUSizeAvailabilityPrice Qty
R340216-10mg
10mg
Available within 8-12 weeks(?)
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$332.90
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glucosylceramidase beta

Basic Description

SynonymsAKOS027338704 | HMS2089D06 | 1217679-83-8 | cis-4-(((2-Amino-3,5-dibromophenyl)methyl)amino)cyclohexanol | MLS001306470 | Bisolvon metabolite VIII | Cyclohexanol, 4-(((2-amino-3,5-dibromophenyl)methyl)amino)-, cis- | MFCD28143339 | trans-4-((2-Amino-3,5-d
Specifications & PurityMoligand™
Shipped InNormal
GradeMoligand™
Mechanism of actionglucosylceramidase beta

Associated Targets(Human)

GBA Tclin Glucosylceramidase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 4-[(2-amino-3,5-dibromophenyl)methylamino]cyclohexan-1-ol
INCHI InChI=1S/C13H18Br2N2O/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
InChi Key JBDGDEWWOUBZPM-UHFFFAOYSA-N
Canonical SMILES C1CC(CCC1NCC2=C(C(=CC(=C2)Br)Br)N)O
Isomeric SMILES C1CC(CCC1NCC2=C(C(=CC(=C2)Br)Br)N)O
Alternate CAS 107814-37-9,18683-91-5
PubChem CID 2132
MeSH Entry Terms 4-(((2-Amino-3,5-dibromophenyl)methyl)amino)cyclohexanol;Abrohexal;AM, Bisolvon;Ambril;Ambro Puren;Ambro-Puren;Ambrobeta;Ambrofur;Ambrohexal;Ambrol\u00f6s;Ambrolitic;AMBROPP;AmbroPuren;Ambroten;Ambroxin;Ambroxocompren;Ambroxol;Bisolvon AM;Bromhexine Metab
Molecular Weight 378.1

Certificates

Certificate of Analysis(COA)

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Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H302:Harmful if swallowed

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P317:IF SWALLOWED: Get medical help.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

Related Documents

References

1. Malerba M, Ragnoli B.  (2008)  Ambroxol in the 21st century: pharmacological and clinical update..  Expert Opin Drug Metab Toxicol,  (8): (1119-29).  [PMID:18680446] [10.1021/op500134e]
2. Maegawa GH, Tropak MB, Buttner JD, Rigat BA, Fuller M, Pandit D, Tang L, Kornhaber GJ, Hamuro Y, Clarke JT et al..  (2009)  Identification and characterization of ambroxol as an enzyme enhancement agent for Gaucher disease..  J Biol Chem,  284  (35): (23502-16).  [PMID:19578116] [10.1021/op500134e]
3. Sidransky E, Nalls MA, Aasly JO, Aharon-Peretz J, Annesi G, Barbosa ER, Bar-Shira A, Berg D, Bras J, Brice A et al..  (2009)  Multicenter analysis of glucocerebrosidase mutations in Parkinson's disease..  N Engl J Med,  361  (17): (1651-61).  [PMID:19846850] [10.1021/op500134e]
4. Luan Z, Li L, Higaki K, Nanba E, Suzuki Y, Ohno K.  (2013)  The chaperone activity and toxicity of ambroxol on Gaucher cells and normal mice..  Brain Dev,  35  (4): (317-22).  [PMID:22682976] [10.1021/op500134e]
5. Zimran A, Altarescu G, Elstein D.  (2013)  Pilot study using ambroxol as a pharmacological chaperone in type 1 Gaucher disease..  Blood Cells Mol Dis,  50  (2): (134-7).  [PMID:23085429] [10.1021/op500134e]
6. Bendikov-Bar I, Maor G, Filocamo M, Horowitz M.  (2013)  Ambroxol as a pharmacological chaperone for mutant glucocerebrosidase..  Blood Cells Mol Dis,  50  (2): (141-5).  [PMID:23158495] [10.1021/op500134e]
7. McNeill A, Magalhaes J, Shen C, Chau KY, Hughes D, Mehta A, Foltynie T, Cooper JM, Abramov AY, Gegg M et al..  (2014)  Ambroxol improves lysosomal biochemistry in glucocerebrosidase mutation-linked Parkinson disease cells..  Brain,  137  (Pt 5): (1481-95).  [PMID:24574503] [10.1021/op500134e]
8. Migdalska-Richards A, Daly L, Bezard E, Schapira AH.  (2016)  Ambroxol effects in glucocerebrosidase and α-synuclein transgenic mice..  Ann Neurol,  80  (5): (766-775).  [PMID:27859541] [10.1021/op500134e]
9. Yang SY, Beavan M, Chau KY, Taanman JW, Schapira AHV.  (2017)  A Human Neural Crest Stem Cell-Derived Dopaminergic Neuronal Model Recapitulates Biochemical Abnormalities in GBA1 Mutation Carriers..  Stem Cell Reports,  (3): (728-742).  [PMID:28216145] [10.1021/op500134e]
10. Migdalska-Richards A, Schapira AH.  (2016)  The relationship between glucocerebrosidase mutations and Parkinson disease..  J Neurochem,  139 Suppl 1  (13): (77-90).  [PMID:26860875] [10.1021/op500134e]
11. Narita A, Shirai K, Itamura S, Matsuda A, Ishihara A, Matsushita K, Fukuda C, Kubota N, Takayama R, Shigematsu H et al..  (2016)  Ambroxol chaperone therapy for neuronopathic Gaucher disease: A pilot study..  Ann Clin Transl Neurol,  (3): (200-15).  [PMID:27042680] [10.1021/op500134e]
12. Migdalska-Richards A, Ko WKD, Li Q, Bezard E, Schapira AHV.  (2017)  Oral ambroxol increases brain glucocerebrosidase activity in a nonhuman primate..  Synapse,  71  (7): (1755-70).  [PMID:28295625] [10.1021/op500134e]
13. Cazan D, Klimek L, Sperl A, Plomer M, Kölsch S.  (2018)  Safety of ambroxol in the treatment of airway diseases in adult patients..  Expert Opin Drug Saf,  17  (12): (1211-1224).  [PMID:30372367] [10.1021/op500134e]
14. Silveira CRA, MacKinley J, Coleman K, Li Z, Finger E, Bartha R, Morrow SA, Wells J, Borrie M, Tirona RG et al..  (2019)  Ambroxol as a novel disease-modifying treatment for Parkinson's disease dementia: protocol for a single-centre, randomized, double-blind, placebo-controlled trial..  BMC Neurol,  19  (1): (20).  [PMID:30738426] [10.1021/op500134e]
15. Bouscary A, Quessada C, Mosbach A, Callizot N, Spedding M, Loeffler JP, Henriques A.  (2019)  Ambroxol Hydrochloride Improves Motor Functions and Extends Survival in a Mouse Model of Familial Amyotrophic Lateral Sclerosis..  Front Pharmacol,  10  (13): (883).  [PMID:31447678] [10.1021/op500134e]
16. Mullin S, Smith L, Lee K, D'Souza G, Woodgate P, Elflein J, Hällqvist J, Toffoli M, Streeter A, Hosking J et al..  (2020)  Ambroxol for the Treatment of Patients With Parkinson Disease With and Without Glucocerebrosidase Gene Mutations: A Nonrandomized, Noncontrolled Trial..  JAMA Neurol,  77  (4): (427-434).  [PMID:31930374] [10.1021/op500134e]
17. Olaleye OA, Kaur M, Onyenaka CC.  (2020)  Ambroxol Hydrochloride Inhibits the Interaction between Severe Acute Respiratory Syndrome Coronavirus 2 Spike Protein's Receptor Binding Domain and Recombinant Human ACE2..  bioRxiv,  71  (13): (1755-70).  [PMID:32995775] [10.1101/2020.09.13.295691]
18. O'Brien JT, Chouliaras L, Sultana J, Taylor JP, Ballard C, RENEWAL Study Group.  (2022)  RENEWAL: REpurposing study to find NEW compounds with Activity for Lewy body dementia-an international Delphi consensus..  Alzheimers Res Ther,  14  (1): (169).  [PMID:36369100] [10.1021/op500134e]

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