U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C15H21N3O3
Molecular Weight 291.3455
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESERIDINE

SMILES

[H][C@]12ON(C)CC[C@@]1(C)C3=C(C=CC(OC(=O)NC)=C3)N2C

InChI

InChIKey=CNBHDDBNEKKMJH-ZFWWWQNUSA-N
InChI=1S/C15H21N3O3/c1-15-7-8-17(3)21-13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2/h5-6,9,13H,7-8H2,1-4H3,(H,16,19)/t13-,15-/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H21N3O3
Molecular Weight 291.3455
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Eseridine (Geneserine) has been known for many years as an anticholinergic agent and used in therapy as a gastrointestinal antispastic. Eseridine salicylate is an inhibitor of cholinesterase activity that has been given by mouth in preparations for dyspepsia and other gastric disorders. It has also been studied for the treatment of Alzheimer’s disease.

Originator

Curator's Comment: Eseridine was first discovered by Eber in 1888 and first obtained in crystal form by Behringer. Merck has stated that eseridine and geneserine, first obtained by Polonovski and Nitzberg in 1915, are identical.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
GENESERINE

Approved Use

Dyspepsia
PubMed

PubMed

TitleDatePubMed
[Studies of the effect of geneserine, carbamoyl-choline and acetyl-beta-methyl-choline and other related substances on the thyroid gland of the guinea pig].
1959
Geneserine and geneseroline revisited: acid-base catalyzed equilibria of hexahydropyrrolo-[2,3-b]-indole N-oxides with hexahydro-1,2-oxazino-[5,6-b]-indoles.
1989 Mar-Apr
Anticholinesterase activity of compounds related to geneserine tautomers. N-Oxides and 1,2-oxazines.
2002 Aug 15
Patents

Sample Use Guides

Adult: 30 to 45 drops, 3 times a day, preferably taken 1/2 hour before main meals.
Route of Administration: Oral
Geneserine hydrochloride inhibited human Acetylcholinesterase with IC50 value of 100 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:24:38 UTC 2023
Edited
by admin
on Sat Dec 16 17:24:38 UTC 2023
Record UNII
LW9S78L4M8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ESERIDINE
INN   WHO-DD  
INN  
Official Name English
eseridine [INN]
Common Name English
GENESERINE [MI]
Common Name English
NSC-340071
Code English
GENESERINE
MI  
Common Name English
(4AS,9AS)-2,3,4,4A,9,9A-HEXAHYDRO-2,4A,9-TRIMETHYL-1,2-OXAZINO(6,5-B)INDOL-6-YLMETHYLCARBAMATE
Common Name English
Eseridine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
Code System Code Type Description
EVMPD
SUB06610MIG
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
FDA UNII
LW9S78L4M8
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
MERCK INDEX
m5695
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY Merck Index
NSC
340071
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID30877868
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
DRUG CENTRAL
3186
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
ECHA (EC/EINECS)
247-111-2
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
SMS_ID
100000084565
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
NCI_THESAURUS
C65537
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
ChEMBL
CHEMBL123248
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
CAS
25573-43-7
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
PUBCHEM
65719
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
INN
5758
Created by admin on Sat Dec 16 17:24:38 UTC 2023 , Edited by admin on Sat Dec 16 17:24:38 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY