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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H21N3O3.ClH
Molecular Weight 327.806
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESERIDINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=SJOUQRORBYWGNU-SLHAJLBXSA-N
InChI=1S/C15H21N3O3.ClH/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);1H/t13-,15-;/m0./s1

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
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

Description

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

Eber
3
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

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 100.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
GENESERINE

Approved Use

Dyspepsia
PubMed

PubMed

TitleDatePubMed
[Determination of geneserine in pharmaceutical solutions].
1958 Mar-Apr
[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

Patents

7790905
106
7927613
118

Sample Use Guides

In Vivo Use Guide
Adult: 30 to 45 drops, 3 times a day, preferably taken 1/2 hour before main meals.
Route of Administration: Oral
In Vitro Use Guide
Geneserine hydrochloride inhibited human Acetylcholinesterase with IC50 value of 100 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:35:15 GMT 2023
Edited
by admin
on Sat Dec 16 08:35:15 GMT 2023
Record UNII
R519X5WXUV
Record Status Validated (UNII)
Record Version
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Name Type Language
ESERIDINE HYDROCHLORIDE
Common Name English
ESERIDINE MONOHYDROCHLORIDE
Common Name English
1,2-OXAZINO(6,5-B)INDOL-6-OL, 2,3,4,4A,9,9A-HEXAHYDRO-2,4A,9-TRIMETHYL-, METHYLCARBAMATE (ESTER), MONOHYDROCHLORIDE, (4AS-CIS)-
Systematic Name English
GENESERINE HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
164713-95-5
Created by admin on Sat Dec 16 08:35:15 GMT 2023 , Edited by admin on Sat Dec 16 08:35:15 GMT 2023
PRIMARY
PUBCHEM
86278275
Created by admin on Sat Dec 16 08:35:15 GMT 2023 , Edited by admin on Sat Dec 16 08:35:15 GMT 2023
PRIMARY
FDA UNII
R519X5WXUV
Created by admin on Sat Dec 16 08:35:15 GMT 2023 , Edited by admin on Sat Dec 16 08:35:15 GMT 2023
PRIMARY
Related Record Type Details
Structure of ESERIDINE
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