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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12ClN3
Molecular Weight 209.6757
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOLONIDINE

SMILES

Cc1ccc(c(c1)Cl)NC2=NCCN2

InChI

InChIKey=KWBTZIFLQYYPTH-UHFFFAOYSA-N
InChI=1S/C10H12ClN3/c1-7-2-3-9(8(11)6-7)14-10-12-4-5-13-10/h2-3,6H,4-5H2,1H3,(H2,12,13,14)

HIDE SMILES / InChI

Molecular Formula C10H12ClN3
Molecular Weight 209.6757
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tolonidine, 2(2-chloro-p-toluidino)-2-imidazoline-nitrate, is a substance chemically related to clonidine. In the anesthetized dog, tolonidine administered i.v. decreased the amplitude of ventricular contractions, reduced aortic blood flow and increased peripheral vascular resistances. In the bivagotomized pithed rat, tolonidine induced a long-lasting increase in blood pressure with no secondary hypotension, thus suggesting peripheral sympathomimetic properties, however, contractions of seminal vesicles in vitro were not obtained. The product proved to have no peripheral sympatholytic or parasympatholytic properties.

CNS Activity

Curator's Comment:: In the central nervous system, tolonidine produced a sedation which first appeared at doses having an antihypertensive effect but which was only fully apparent with increased doses.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Pharmacological properties of 2-(2-chloro-p-toluidino)-2-imidazoline-nitrate (tolonidine), a new antihypertensive agent. III. Action on the secretions of the digestive tract and on the central nervous system, acute toxicity.
1975
Pharmacological properties of 2-(2-chloro-p-toluidino)-2-imidazoline-nitrate (tolonidine), a new antihypertensive agent. II. Action on cardiac contraction, circulatory parameters, autonomic receptors and diuresis.
1975 Nov
Pharmacological properties of 2-(2-chloro-p-toluidino)-2-imidazoline-nitrate (Tolonidine), a new antihypertensive agent. I. Action on blood pressure and heart rate.
1975 Oct
Patents

Sample Use Guides

The rats: systemic administration of tolonidine in rats (0.05-5.0 umol/Kg) produced behavioural and electrocortical slow-wave sleep lasting between 35 and 200 min depending on the dose. In addition, a dose-dependent fall in deep body temperature was observed. Similar effects were evoked by infusing tolonidine (5-80 nmol) into the third cerebral ventricle.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Jun 26 09:18:24 UTC 2021
Edited
by admin
on Sat Jun 26 09:18:24 UTC 2021
Record UNII
I4O795Q03O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOLONIDINE
INN   MI   WHO-DD  
INN  
Official Name English
TOLONIDINE [INN]
Common Name English
ST-375
Code English
ST 375
Code English
TOLONIDINE [WHO-DD]
Common Name English
TOLONIDINE [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QC02AC04
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
WHO-ATC C02AC04
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
NCI_THESAURUS C29709
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
Code System Code Type Description
MERCK INDEX
M971
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C75048
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
MESH
C011558
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
INN
3265
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
WIKIPEDIA
TOLONIDINE
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
EVMPD
SUB11167MIG
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
FDA UNII
I4O795Q03O
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
PUBCHEM
72138
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
ChEMBL
CHEMBL304253
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
DRUG CENTRAL
2700
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
DRUG BANK
DB13429
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
CAS
4201-22-3
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
EPA CompTox
4201-22-3
Created by admin on Sat Jun 26 09:18:24 UTC 2021 , Edited by admin on Sat Jun 26 09:18:24 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
SHORT-ACTING
Related Record Type Details
ACTIVE MOIETY