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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H27N3O2
Molecular Weight 377.4794
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUILOSTIGMINE

SMILES

[H][C@]12N(C)CC[C@@]1(C)C3=C(C=CC(OC(=O)N4CCC5=CC=CC=C5C4)=C3)N2C

InChI

InChIKey=IIFRKALDATVOJE-GGAORHGYSA-N
InChI=1S/C23H27N3O2/c1-23-11-13-24(2)21(23)25(3)20-9-8-18(14-19(20)23)28-22(27)26-12-10-16-6-4-5-7-17(16)15-26/h4-9,14,21H,10-13,15H2,1-3H3/t21-,23+/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H27N3O2
Molecular Weight 377.4794
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Quilostigmine (also known as NXX-066) is an isoquinolinecarboxylate patented by Hoechst-Roussel Pharmaceuticals Inc as a memory enhancer. Quilostigmine acts as acetylcholinesterase inhibitor and studies as a potential drug for treating Alzheimer’s disease. Quilostigmine is well absorbed from the gastrointestinal tract, but the oral bioavailability poor to moderate in rats and dogs because of pre-systemic metabolism. In preclinical studies has demonstrated activity in animal models of memory function. In clinical trials, Quilostigmine was well tolerated in healthy subjects up to a single dose of 64 mg and multiple doses of 60 mg QD for seven days

CNS Activity

Approval Year

PubMed

PubMed

TitleDatePubMed
Novel carbamates as orally active acetylcholinesterase inhibitors found to improve scopolamine-induced cognition impairment: pharmacophore-based virtual screening, synthesis, and pharmacology.
2010 Sep 9
Patents

Patents

Sample Use Guides

20, 30, 40, 50, 60, 70, or 80 mg BID for seven days
Route of Administration: Nasal
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:24:20 UTC 2023
Edited
by admin
on Fri Dec 15 16:24:20 UTC 2023
Record UNII
2L1YNO4SQJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUILOSTIGMINE
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
QUILOSTIGMINE [USAN]
Common Name English
HP-290
Code English
2(1H)-ISOQUINOLINECARBOXYLIC ACID, 3,4-DIHYDRO-, 1,2,3,3A,8,8A-HEXAHYDRO-1,3A,8-TRIMETHYLPYRROLO(2,3-B)INDOL-5-YL ESTER, (3AS-CIS)
Common Name English
Quilostigmine [WHO-DD]
Common Name English
NXX-066
Code English
quilostigmine [INN]
Common Name English
(3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl 3,4-dihydro-2(1H)-isoquinolinecarboxylate
Common Name English
HP290
Code English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C81922
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
CAS
139314-01-5
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
ChEMBL
CHEMBL1243298
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
INN
7568
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
USAN
II-5
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
PUBCHEM
132228
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
SMS_ID
100000081104
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
EVMPD
SUB10196MIG
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
FDA UNII
2L1YNO4SQJ
Created by admin on Fri Dec 15 16:24:21 UTC 2023 , Edited by admin on Fri Dec 15 16:24:21 UTC 2023
PRIMARY
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