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Zanapezil

HCID 198752
NotesReactions
Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
142852-50-4
Standard SMILES
O=C(CCC1CCN(Cc2ccccc2)CC1)c1ccc2c(c1)NCCCC2
InChIKey
PMBLXLOXUGVTGB-UHFFFAOYSA-N
Molecular formula
C25H32N2O
Average molar mass
376.5 g/mol
Monoisotopic mass
376.25146365

Overview

Zanapezil is a member of piperidines.

Names & identifiers

Preferred name
Zanapezil
IUPAC
3-(1-benzylpiperidin-4-yl)-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)propan-1-one
English name
ZANAPEZIL
Molecular formula
C25H32N2O
Molecular weight
376.53

Names & synonyms

Zanapezil142852-50-4Zanapezil [INN]3-(1-benzylpiperidin-4-yl)-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)propan-1-oneZanepezilzanapeziloUNII-0A0800O89N0A0800O89N1-Propanone, 3-(1-(phenylmethyl)-4-piperidinyl)-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-zanapezilumzanapezil funarateRefChem:195842
Show more names
TAK-147 free base1-Propanone, 3-[1-(phenylmethyl)-4-piperidinyl]-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-
Zanapezil (free base)Zanapezil free baseCHEMBL750133-(1-benzylpiperidin-4-yl)-1-(2,3,4,5-tetrahydro-1H-benzo[b]azepin-8-yl)propan-1-oneNCGC00183005-01SCHEMBL678642orb1691710SCHEMBL29366424

Database identifiers

CAS
142852-50-4
PubChem CID
198752
DTXSID
DTXSID90861521
ChEMBL
CHEMBL75013
ChEBI

Properties

Computed structural properties

XLogP
4.9
Topological polar surface area
32.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
6
Heavy atoms
28
Formal charge
0
Complexity
479

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

form
Solid
color
White to light yellow
FDA UNII
0 A0800O89N · 0A0800O89N

Chemistry & industry

Pharmacology

Pharmacodynamics · 1 item

Zanapezil is an acetylcholinesterase inhibitor being developed by Takeda for the treatment of dementia in subjects with Alzheimer’s disease. In May 2003, the company discontinued development of the compound due to a lack of a dose-dependent effect in the trials.

Mechanism of Action · 1 item

Zanapezil inhibits the degradation of acetylcholine, a neurotransmitter, to prevent the reduction of cerebral acetylcholine levels and to enhance the mental function of patients with dementia. It is expected to act selectively on the central nervous system, resulting in fewer peripheral adverse reactions.

Applications

UsesZanapezil is a acetylcholinesterase inhibitor that is a potential drug for treating Alzheimer disease.

Upstream & downstream products

Upstream raw materials

1-Propanone, 3-(4-piperidinyl)-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-Benzyl bromide

Suppliers3 total

上海立崎生物医学研究中心18014399201 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]
ChemeGen 中国18818260767 · [email protected]

Additional notes

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
CHEBI:188916
UNII
0A0800O89N
Nikkaji
J606.548A

DefinitionChEBI: Zanapezil is a member of piperidines.