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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H21NO2
Molecular Weight 223.3113
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TROPIGLINE

SMILES

C\C=C(/C)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C

InChI

InChIKey=UVHGSMZRSVGWDJ-LKQNJMEQSA-N
InChI=1S/C13H21NO2/c1-4-9(2)13(15)16-12-7-10-5-6-11(8-12)14(10)3/h4,10-12H,5-8H2,1-3H3/b9-4+/t10-,11+,12+

HIDE SMILES / InChI

Molecular Formula C13H21NO2
Molecular Weight 223.3113
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 2 / 3
E/Z Centers 1
Optical Activity UNSPECIFIED

Tigloidine is a tropane alkaloid and a naturally occurring analog of atropine, found in small quantities in Duboisia myoporoides. Tigloidine has been found to be beneficial in the treatment of Parkinsonism, Huntington’s Chorea and spastic paraplegia. Tigloidine may provide relief in parkinsonian patients by increasing the gamma-efferent activity and reducing alpha motoneurone activity. In preclinical models, Tigloidine failed to reverse sedation and ptosis in rats induced by reserpine and tetrabenazine. In mice, amphetamine response was not significantly affected by Tigloidine or atropine. However, in the cat and dog, it was markedly facilitated by Tigloidine but not by atropine.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:28:37 GMT 2023
Edited
by admin
on Fri Dec 15 17:28:37 GMT 2023
Record UNII
5O258V0L5T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TROPIGLINE
INN  
INN  
Official Name English
TROPYL 2,3-DIMETHYLACRYLATE
Common Name English
CROTONIC ACID, 2-METHYL-, 1.ALPHA.H,5.ALPHA.H-TROPAN-3.ALPHA.-YL ESTER, (E)- 3.ALPHA.
Brand Name English
tropigline [INN]
Common Name English
TIGLIC ACID 3.ALPHA.-TROPANYL ESTER
Brand Name English
(8-METHYL-8-AZABICYCLO(3.2.1)OCTAN-3-YL) (E)-2-METHYLBUT-2-ENOATE
Systematic Name English
TIGLOYLTROPINE
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C38149
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
NCI_THESAURUS C66880
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C152765
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
CAS
533-08-4
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
SMS_ID
100000076960
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID901023824
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107196
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
INN
801
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
FDA UNII
5O258V0L5T
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
EVMPD
SUB11343MIG
Created by admin on Fri Dec 15 17:28:37 GMT 2023 , Edited by admin on Fri Dec 15 17:28:37 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY