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Merck
CN

C7897

Clonidine hydrochloride

α2-adrenoceptor agonist, solid

Synonym(s):

2-(2,6-Dichloroanilino)-2-imidazoline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C9H9Cl2N3 · HCl
CAS Number:
Molecular Weight:
266.55
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
224-121-5
MDL number:
Beilstein/REAXYS Number:
4163525
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Product Name

Clonidine hydrochloride, solid

InChI key

ZNIFSRGNXRYGHF-UHFFFAOYSA-N

InChI

1S/C9H9Cl2N3.ClH/c10-6-2-1-3-7(11)8(6)14-9-12-4-5-13-9;/h1-3H,4-5H2,(H2,12,13,14);1H

SMILES string

Cl[H].Clc1cccc(Cl)c1NC2=NCCN2

form

solid

color

white

solubility

H2O: soluble
methanol: soluble

originator

Boehringer Ingelheim

storage temp.

2-8°C

Quality Level

Gene Information

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Application

Clonidine hydrochloride has been used as an adrenergic receptor (ADRA2A) agonist:
  • in ex vivo leptin release assay
  • to study its effects on pain hypersensitivity in 6-OHDA lesioned rats
  • to study its influence on the sleep of larval zebrafish
  • to manipulate noradrenaline and examine its influence on behavioral flexibility and motivation

Clonidine hydrochloride has been used:
  • to reduce central noradrenaline levels
  • to inhibit allyl isothiocyanate (AITC) sensitized thermal aversion
  • to attenuate thermal and mechanical pain hypersensitivity in rats
  • as a positive control for pertussis toxin (PTX)

Biochem/physiol Actions

α2-adrenoceptor agonist; I1 imidazoline binding site ligand.
Clonidine hydrochloride is used for management of hypertension in pregnant women. In addition, it also acts as a therapeutic for neonatal abstinence syndrome. Clonidine hydrochloride binds to central α-adrenergic receptors and reduces the efferent sympathetic neuronal vasoconstrictor tone to the heart, kidneys and peripheral vasculature leading to vasodilatation and reduction in the blood pressure.

Features and Benefits

This compound is featured on the Imidazoline Binding Sites page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Boehringer Ingelheim. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Clonidine hydrochloride has antihypertensive analgesic and antidiarrheal properties. It lowers short-circuit current, blocks anion secretion, improves mucosal absorption of fluids and electrolytes in vitro. Clonidine is used to treat attention deficit and hyperactivity disorders (ADHD), menopausal flushing, drug withdrawal and Tourette′s syndrome.

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Evaluation of clonidine hydrochloride (Catapres): a new antihypertensive agent
Kosman ME
JAMA : The Journal of the American Medical Association, 233(2), 174-176 (1975)
Chemerin-induced arterial contraction is Gi-and calcium-dependent
Ferland DJ, et al.
Vascular Pharmacology, 88, 30-41 (2017)
Restoring spinal noradrenergic inhibitory tone attenuates pain hypersensitivity in a rat model of Parkinson?s disease
Ca Lei-Fang, et al.
Neural Plast., 2016(5), e33710-e33710 (2016)
Intra-articular morphine and clonidine produce comparable analgesia but the combination is not more effective
Gentili M, et al.
British journal of anaesthesia, 79(5), 660-661 (1997)
Z P Khan et al.
Anaesthesia, 54(2), 146-165 (1999-04-24)
Clonidine has proved to be a clinically useful adjunct in clinical anaesthetic practice as well as in chronic pain therapy because it has both anaesthetic and analgesic-sparing activity. The more selective alpha-2 adrenoceptor agonists, dexmedetomidine and mivazerol, may also have

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