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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:
4205-91-8
Molecular Weight:
266.55
NACRES:
NA.77
PubChem Substance ID:
24277750
UNSPSC Code:
12352200
EC Number:
224-121-5
MDL number:
MFCD00036705
Beilstein/REAXYS Number:
4163525
Form:
solid
Quality level:
100

Key Documents

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Product Name

Clonidine hydrochloride, solid

form

solid

Quality Level

100

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

human ... ADRA2A(150), ADRA2B(151), ADRA2C(152)

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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

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.
α2-adrenoceptor agonist; I1 imidazoline binding site ligand.

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
GHS06

signalword

Danger

hcodes

H301,H330

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCV4522
MKCT7664
MKCQ6586
MKCS3498
MKCN7082

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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)
Dual contributions of noradrenaline to behavioural flexibility and motivation
Jahn CI, et al.
Psychopharmacology, 235(9), 2687-2702 (2018)
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)
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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Related Content

Product Information Sheet - C7897

Product Information Sheet

Global Trade Item Number

SKUGTIN
C7897-100MG04061833521304
C7897-1G04061825982120
C7897-5G04061833521328
C7897-250MG04061833521311

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