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Key Documents

C7897

Sigma-Aldrich

Clonidine hydrochloride

solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C9H9Cl2N3 · HCl
Numéro CAS:
Poids moléculaire :
266.55
Numéro Beilstein :
4163525
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Forme

solid

Niveau de qualité

Couleur

white

Solubilité

H2O: soluble
methanol: soluble

Auteur

Boehringer Ingelheim

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

ZNIFSRGNXRYGHF-UHFFFAOYSA-N

Informations sur le gène

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Description générale

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)

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Skull and crossbones

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Clonidine hydrochloride--a safe and effective antihypertensive agent in pregnancy.
Horvath JS, et al.
Obstetrics and Gynecology, 66(5), 634-638 (1985)
R M Eglen et al.
Trends in pharmacological sciences, 19(9), 381-390 (1998-10-24)
Although imidazoline sites have been the subject of research for several years, there is still controversy about their structure, diversity and physiology. The I1 site is thought to exist principally as a binding site and is widely purported to play
Clonidine for smoking cessation
Gourlay SG, et al.
Cochrane database of systematic reviews (Online), 3, 105-105 (2004)
Safety and efficacy of clonidine and clonidine extended-release in the treatment of children and adolescents with attention deficit and hyperactivity disorders
Ming X, et al.
Adolescent health, medicine and therapeutics, 2(2), 105-105 (2011)
INT-005 Development and stability testing of oral clonidine hydrochloride solutions for use in neonatal patients
Buttner B, et al.
European Journal of Hospital Pharmacy (2017)

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