ESERIDINE SALICYLATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H21N3O3.C7H6O3
Molecular Weight	429.4663
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=C(O)C=CC=C1.[H][C@]23ON(C)CC[C@@]2(C)C4=C(C=CC(OC(=O)NC)=C4)N3C

InChI

InChIKey=ANZYOGDQEPQZOI-SLHAJLBXSA-N

InChI=1S/C15H21N3O3.C7H6O3/c1-15-7-8-17(3)21-13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2;8-6-4-2-1-3-5(6)7(9)10/h5-6,9,13H,7-8H2,1-4H3,(H,16,19);1-4,8H,(H,9,10)/t13-,15-;/m0./s1

HIDE SMILES / InChI

Description
Sources: http://jpet.aspetjournals.org/content/46/4/375 | https://www.google.co.ug/patents/WO1993003041A1 | https://www.fda.gov/ohrms/dockets/dockets/98n0182/nom004a.pdf

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

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 207 Target ID: CHEMBL220 Sources: https://www.fda.gov/ohrms/dockets/dockets/98n0182/nom004a.pdf \| https://www.drugs.com/international/eseridine.html \| https://www.google.co.ug/patents/WO1993003041A1	Inhibitor 8297		100.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Dyspepsia 11 Sources: http://www.doctissimo.fr/medicament-GENESERINE-3.htm http://en.pharmacodia.com/web/drug/1_11986.html	Primary		Approved 8429	GENESERINE Approved Use Dyspepsia

PubMed

Title	Date	PubMed
[Determination of geneserine in pharmaceutical solutions].	1958 Mar-Apr	13550058
[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	13663363
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	2746259
Anticholinesterase activity of compounds related to geneserine tautomers. N-Oxides and 1,2-oxazines.	2002 Aug 15	12166941

Patents

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.

Name

Type

Language

ESERIDINE SALICYLATE

Common Name

English

BENZOIC ACID, 2-HYDROXY-, COMPD. WITH (4AS,9AS)-2,3,4,4A,9,9A-HEXAHYDRO-2,4A,9-TRIMETHYL-1,2-OXAZINO(6,5-B)INDOL-6-YL METHYLCARBAMATE (1:1)

Systematic Name

English

GENESERINE SALICYLATE

Common Name

English

GENESERINE, SALICYLATE

Common Name

English

BENZOIC ACID, 2-HYDROXY-, COMPD. WITH (4AS-CIS)-2,3,4,4A,9,9A-HEXAHYDRO-2,4A,9-TRIMETHYL-1,2-OXAZINO(6,5-B)INDOL-6-YL METHYLCARBAMATE (1:1)

Common Name

English

Eseridine salicylate [WHO-DD]

Common Name

English

GENESERINE, SALICYLATE (1:1)

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), (4AS,9AS)-, MONO(2-HYDROXYBENZOATE) (SALT)

Common Name

English

Code System Code Type Description

CAS

5995-96-0