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C7897 Sigma-Aldrich

Clonidine hydrochloride

solid

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

  • CAS Number 4205-91-8

  • Empirical Formula (Hill Notation) C9H9Cl2N3 · HCl

  • Molecular Weight 266.55

  •  Beilstein/REAXYS Number 4163525

  •  EC Number 224-121-5

  •  MDL number MFCD00036705

  •  PubChem Substance ID 24277750

  •  NACRES NA.77

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Properties

Related Categories Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Boehringer Ingelheim, CI-CZ,
Quality Level   100
form   solid
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)

Description

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)

Packaging

1, 5 g in glass bottle

100, 250 mg in glass bottle

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 also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811PIH 6.1 / PGI
WGK Germany 
WGK 3
RTECS 
NJ2490000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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