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Details

Stereochemistry ACHIRAL
Molecular Formula C13H21NO2.BrH
Molecular Weight 304.223
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TIGLOIDINE HYDROBROMIDE

SMILES

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

InChI

InChIKey=DSEWSAPMBJUWNX-KATGYVPPSA-N
InChI=1S/C13H21NO2.BrH/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;1H/b9-4+;/t10-,11+,12-;

HIDE SMILES / InChI

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

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:13:45 GMT 2023
Edited
by admin
on Fri Dec 15 19:13:45 GMT 2023
Record UNII
QPH1G9Y1XI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TIGLOIDINE HYDROBROMIDE
WHO-DD  
Common Name English
2-BUTENOIC ACID, 2-METHYL-, 8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER, HYDROBROMIDE, (1.ALPHA.,3.ALPHA.(E),5.ALPHA.)-
Common Name English
Tigloidine hydrobromide [WHO-DD]
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
245-266-0
Created by admin on Fri Dec 15 19:13:45 GMT 2023 , Edited by admin on Fri Dec 15 19:13:45 GMT 2023
PRIMARY
SMS_ID
100000084937
Created by admin on Fri Dec 15 19:13:45 GMT 2023 , Edited by admin on Fri Dec 15 19:13:45 GMT 2023
PRIMARY
CAS
22846-83-9
Created by admin on Fri Dec 15 19:13:45 GMT 2023 , Edited by admin on Fri Dec 15 19:13:45 GMT 2023
PRIMARY
FDA UNII
QPH1G9Y1XI
Created by admin on Fri Dec 15 19:13:45 GMT 2023 , Edited by admin on Fri Dec 15 19:13:45 GMT 2023
PRIMARY
PUBCHEM
76970751
Created by admin on Fri Dec 15 19:13:45 GMT 2023 , Edited by admin on Fri Dec 15 19:13:45 GMT 2023
PRIMARY
EVMPD
SUB04865MIG
Created by admin on Fri Dec 15 19:13:45 GMT 2023 , Edited by admin on Fri Dec 15 19:13:45 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY