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

Details

Stereochemistry ACHIRAL
Molecular Formula C10H12ClN3
Molecular Weight 209.675
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOLONIDINE

SMILES

CC1=CC=C(NC2=NCCN2)C(Cl)=C1

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
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
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 Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
WHO-ATC C02AC04
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
NCI_THESAURUS C29709
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
Code System Code Type Description
MERCK INDEX
m971
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C75048
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
MESH
C011558
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
INN
3265
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
WIKIPEDIA
TOLONIDINE
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
EVMPD
SUB11167MIG
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
SMS_ID
100000077760
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
FDA UNII
I4O795Q03O
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
PUBCHEM
72138
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
ChEMBL
CHEMBL304253
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
DRUG CENTRAL
2700
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
DRUG BANK
DB13429
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
CAS
4201-22-3
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID80194815
Created by admin on Fri Dec 15 16:26:41 GMT 2023 , Edited by admin on Fri Dec 15 16:26:41 GMT 2023
PRIMARY