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

Details

Stereochemistry ACHIRAL
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 TIGLOIDINE

SMILES

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

InChI

InChIKey=UVHGSMZRSVGWDJ-WJKWMCMVSA-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
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
Tigloidine as a substitute for atropine in the treatment of Parkinsonism.
1951 May 26
Patents
Name Type Language
TIGLOIDINE
INN   MI   WHO-DD  
INN  
Official Name English
3.BETA.-TIGLOYLOXYTROPANE
Systematic Name English
2-METHYL-2-BUTENOIC ACID (1.ALPHA.,3.ALPHA.(E),5.ALPHA.0- 8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER
Common Name English
TIGLYLPSEUDOTROPINE
Common Name English
TIGLOIDINE [MI]
Common Name English
(E)-1.ALPHA.H,5.ALPHA.H-TROPAN-3.BETA.-OL 2-METHYLCROTONATE
Common Name English
TIGLIC ACID ESTER WITH PSEUDOTROPINE
Common Name English
tigloidine [INN]
Common Name English
Tigloidine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29704
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
Code System Code Type Description
CAS
495-83-0
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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NCI_THESAURUS
C152623
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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ECHA (EC/EINECS)
207-810-5
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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EVMPD
SUB11048MIG
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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EPA CompTox
DTXSID601023601
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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ChEMBL
CHEMBL2107120
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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MERCK INDEX
m10860
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
PRIMARY Merck Index
FDA UNII
75GK1SV4EI
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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SMS_ID
100000082675
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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DRUG CENTRAL
3606
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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INN
1284
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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WIKIPEDIA
Tigloidine
Created by admin on Fri Dec 15 15:46:40 GMT 2023 , Edited by admin on Fri Dec 15 15:46:40 GMT 2023
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