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Merck

C7897

Sigma-Aldrich

Clonidine hydrochloride

solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C9H9Cl2N3 · HCl
Número de CAS:
Peso molecular:
266.55
Beilstein/REAXYS Number:
4163525
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

form

solid

Quality Level

color

white

solubility

H2O: soluble
methanol: soluble

originator

Boehringer Ingelheim

storage temp.

2-8°C

SMILES string

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

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

InChI key

ZNIFSRGNXRYGHF-UHFFFAOYSA-N

Gene Information

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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.

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.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificados de análisis (COA)

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Visite la Librería de documentos

Clonidine hydrochloride: Review of pharmacologic and clinical aspects
Houston MC
Progress in Cardiovascular Diseases, 23(5), 337-350 (1981)
Clinical trial of clonidine hydrochloride as an antisecretory agent in cholera
Rabbani GH, et al.
Gastroenterology, 97(2), 321-325 (1989)
POMC neurons expressing leptin receptors coordinate metabolic responses to fasting via suppression of leptin levels
Caron A, et al.
eLife, 7(5), e33710-e33710 (2018)
Dual contributions of noradrenaline to behavioural flexibility and motivation
Jahn CI, et al.
Psychopharmacology, 235(9), 2687-2702 (2018)
Restoring spinal noradrenergic inhibitory tone attenuates pain hypersensitivity in a rat model of Parkinson?s disease
Cao LF, et al.
Neural Plast., 2016(1), e0116766-e0116766 (2016)

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