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Details

Stereochemistry RACEMIC
Molecular Formula C13H14N2O
Molecular Weight 214.2631
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VELNACRINE

SMILES

NC1=C2C=CC=CC2=NC3=C1C(O)CCC3

InChI

InChIKey=HLVVITIHAZBPKB-UHFFFAOYSA-N
InChI=1S/C13H14N2O/c14-13-8-4-1-2-5-9(8)15-10-6-3-7-11(16)12(10)13/h1-2,4-5,11,16H,3,6-7H2,(H2,14,15)

HIDE SMILES / InChI
Velnacrine (9-amino-1,2,3,4-tetrahydroacridin-1-ol) is an inhibitor of acetylcholinesterase. It was studied for the treatment of Alzheimer's disease however development was discontinued. There has been no research into the use of velnacrine as a cognitive enhancer in the treatment of Alzheimer's disease since 1994. The FDA peripheral and CNS drug advisory board voted unanimously against recommending approval. This review shows the toxic nature of velnacrine, and provides no evidence of efficacy.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.79 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Velnacrine for Alzheimer's disease.
2004
Patents

Patents

Sample Use Guides

Velnacrine for the treatment of Alzheimer's disease (a double-blind, placebo-controlled trials): 10, 25, 50 and 75 mg t.i.d. The 225 mg/day dose appears to be safe for use in multicenter outpatient trials of velnacrine efficacy in Alzheimer's disease.
Route of Administration: Oral
Human erythrocyte suspensions were incubated with acetylcholine and choline in the absence or presence of 10 microM atropine or 10 microM velnacrine maleate.
Name Type Language
VELNACRINE
INN   MI   WHO-DD  
INN  
Official Name English
1-ACRIDINOL, 9-AMINO-1,2,3,4-TETRAHYDRO-, (±)-
Systematic Name English
1-HYDROXYTACRINE
Common Name English
HYDROXYTACRINE
Common Name English
9-AMINO-1,2,3,4-TETRAHYDROACRIDIN-1-OL
Systematic Name English
1-ACRIDINOL, 9-AMINO-1,2,3,4-TETRAHYDRO-
Systematic Name English
VELNACRINE [MI]
Common Name English
(±)-9-AMINO-1,2,3,4-TETRAHYDRO-1-ACRIDINOL
Systematic Name English
velnacrine [INN]
Common Name English
1-OH-THA
Common Name English
Velnacrine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Fri Dec 15 17:27:14 GMT 2023 , Edited by admin on Fri Dec 15 17:27:14 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL51934
Created by admin on Fri Dec 15 17:27:14 GMT 2023 , Edited by admin on Fri Dec 15 17:27:14 GMT 2023
PRIMARY
MERCK INDEX
m983
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PRIMARY Merck Index
CAS
104675-29-8
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SUPERSEDED
PUBCHEM
3655
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PRIMARY
MESH
C056424
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PRIMARY
FDA UNII
Y2P6NV151K
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PRIMARY
SMS_ID
100000079097
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PRIMARY
INN
6403
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PRIMARY
EVMPD
SUB00033MIG
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PRIMARY
EPA CompTox
DTXSID4046945
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PRIMARY
DRUG CENTRAL
3848
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PRIMARY
CAS
124027-47-0
Created by admin on Fri Dec 15 17:27:14 GMT 2023 , Edited by admin on Fri Dec 15 17:27:14 GMT 2023
PRIMARY
NCI_THESAURUS
C96773
Created by admin on Fri Dec 15 17:27:14 GMT 2023 , Edited by admin on Fri Dec 15 17:27:14 GMT 2023
PRIMARY