TOLONIDINE NITRATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H12ClN3.HNO3
Molecular Weight	272.688
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[N+]([O-])=O.CC1=CC=C(NC2=NCCN2)C(Cl)=C1

InChI

InChIKey=SEIGDXGATKHXKR-UHFFFAOYSA-N

InChI=1S/C10H12ClN3.HNO3/c1-7-2-3-9(8(11)6-7)14-10-12-4-5-13-10;2-1(3)4/h2-3,6H,4-5H2,1H3,(H2,12,13,14);(H,2,3,4)

HIDE SMILES / InChI

Molecular Formula	C10H12ClN3
Molecular Weight	209.675
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	HNO3
Molecular Weight	63.0128
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1243090 | https://www.ncbi.nlm.nih.gov/pubmed/1243037

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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor alpha-2 113 Target ID: CHEMBL2093864 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3797809	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Hypertension 567 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1243037	Primary		Not Provided 504	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
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	3186
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	1243090
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	1243037

Patents

Sample Use Guides

In Vivo Use Guide

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 `Fri Dec 15 17:48:26 UTC 2023` Edited by `admin` on `Fri Dec 15 17:48:26 UTC 2023`
Record UNII	75W1B0GTHA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TOLONIDINE NITRATE

Common Name

English

TOLONIDINE NITRATE [MI]

Common Name

English

TOLONIDINE NITRATE [MART.]

Common Name

English

Tolonidine nitrate [WHO-DD]

Common Name

English

2-(2-CHLORO-P-TOLUIDINO)-2-IMIDAZOLINE NITRATE

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

260-785-2