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Details

Stereochemistry RACEMIC
Molecular Formula C13H14N2O.C4H4O4
Molecular Weight 330.3352
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of VELNACRINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.NC1=C2C=CC=CC2=NC3=C1C(O)CCC3

InChI

InChIKey=NEEKVKZFYBQFGT-BTJKTKAUSA-N
InChI=1S/C13H14N2O.C4H4O4/c14-13-8-4-1-2-5-9(8)15-10-6-3-7-11(16)12(10)13;5-3(6)1-2-4(7)8/h1-2,4-5,11,16H,3,6-7H2,(H2,14,15);1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula C13H14N2O
Molecular Weight 214.2631
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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.
Substance Class Chemical
Created
by admin
on Fri Dec 16 17:42:05 UTC 2022
Edited
by admin
on Fri Dec 16 17:42:05 UTC 2022
Record UNII
YY1JW04JCB
Record Status Validated (UNII)
Record Version
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Name Type Language
VELNACRINE MALEATE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
VELNACRINE MALEATE [MART.]
Common Name English
P-83-6029A
Code English
P83 6029A
Code English
HP-029
Code English
VELNACRINE MALEATE [USAN]
Common Name English
VELNACRINE MALEATE [MI]
Common Name English
Velnacrine maleate [WHO-DD]
Common Name English
P-836029A
Code English
(±)-9-AMINO-1,2,3,4-TETRAHYDRO-1-ACRIDINOL MALEATE (1:1) (SALT).
Common Name English
MENTANE
Brand Name English
1-ACRIDINOL, 9-AMINO-1,2,3,4-TETRAHYDRO-, (±)-, (Z)-2-BUTENEDIOATE (1:1) (SALT)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
Code System Code Type Description
CAS
118909-22-1
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
MERCK INDEX
M983
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY Merck Index
FDA UNII
YY1JW04JCB
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
EPA CompTox
DTXSID7045158
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
NCI_THESAURUS
C96774
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
PUBCHEM
5702293
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
CAS
121445-18-9
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
SUPERSEDED
ChEMBL
CHEMBL51934
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
USAN
AA-64
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
CAS
112964-99-5
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
SUPERSEDED
CAS
157789-17-8
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
SUPERSEDED
EVMPD
SUB15690MIG
Created by admin on Fri Dec 16 17:42:05 UTC 2022 , Edited by admin on Fri Dec 16 17:42:05 UTC 2022
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY