Details
Stereochemistry | ACHIRAL |
Molecular Formula | C8H10ClN3O |
Molecular Weight | 199.638 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCNC(=O)C1=NC=C(Cl)C=C1
InChI
InChIKey=JZXRLKWWVNUZRB-UHFFFAOYSA-N
InChI=1S/C8H10ClN3O/c9-6-1-2-7(12-5-6)8(13)11-4-3-10/h1-2,5H,3-4,10H2,(H,11,13)
Molecular Formula | C8H10ClN3O |
Molecular Weight | 199.638 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/7931245Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/12359039 |
https://www.thepharmaletter.com/article/blow-for-roche-as-phase-iii-tempium-trials-are-discontinued
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7931245
Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/12359039 |
https://www.thepharmaletter.com/article/blow-for-roche-as-phase-iii-tempium-trials-are-discontinued
Lazabemide is a reversible and selective inhibitor of monoamine oxidase B (MAO-B) that was under clinical development against Parkinson's disease, Alzheimer's disease and as an aid to smoking cessation. The development of the drug was discontinued due to liver toxicity.
CNS Activity
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7931245
Curator's Comment: # Hoffmann-La Roche
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2039 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24012182 |
0.091 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Sources: https://www.ncbi.nlm.nih.gov/pubmed/12359039 |
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Monoamine oxidase B (MAO B) inhibitor therapy in Parkinson's disease: the degree and reversibility of human brain MAO B inhibition by Ro 19 6327. | 1993 Oct |
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Increased monoamine oxidase B activity in plaque-associated astrocytes of Alzheimer brains revealed by quantitative enzyme radioautography. | 1994 Sep |
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Molecular neuroanatomy of human monoamine oxidases A and B revealed by quantitative enzyme radioautography and in situ hybridization histochemistry. | 1996 Feb |
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Increased density of catalytic sites and expression of brain monoamine oxidase A in humans with hepatic encephalopathy. | 1997 Mar |
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Antioxidant activity of the monoamine oxidase B inhibitor lazabemide. | 2000 Sep 1 |
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Differential substrate specificity of monoamine oxidase in the rat heart and renal cortex. | 2003 Jul 11 |
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SL25.1131 [3(S),3a(S)-3-methoxymethyl-7-[4,4,4-trifluorobutoxy]-3,3a,4,5-tetrahydro-1,3-oxazolo[3,4-a]quinolin-1-one], a new, reversible, and mixed inhibitor of monoamine oxidase-A and monoamine oxidase-B: biochemical and behavioral profile. | 2004 Sep |
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Novel reversible monoamine oxidase A inhibitors: highly potent and selective 3-(1H-pyrrol-3-yl)-2-oxazolidinones. | 2011 Dec 8 |
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Up-regulation of the isoenzymes MAO-A and MAO-B in the human basal ganglia and pons in Huntington's disease revealed by quantitative enzyme radioautography. | 2011 Jan 25 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8687199
In clinical trial against Parkinson's disease, lazabemide was administered orally at doses 25-200 mg/day
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24012182
Lazabemide inhibited recombinant human MAO-B with IC50 of 0.091 uM.
Substance Class |
Chemical
Created
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admin
on
Edited
Sat Dec 16 16:50:48 UTC 2023
by
admin
on
Sat Dec 16 16:50:48 UTC 2023
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Record UNII |
420HD787N9
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C667
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SUB08418MIG
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Lazabemide
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CHEMBL279390
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EE-63
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DTXSID2048294
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C80964
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100000082563
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6874
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103878-84-8
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71307
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C059303
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420HD787N9
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m6719
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PRIMARY | Merck Index |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |