N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine hydrochloride

• ChemBase ID: 73032
• Molecular Formular: C9H10Cl3N3
• Molecular Mass: 266.5548
• Monoisotopic Mass: 264.99403038
• SMILES: c1ccc(c(c1Cl)NC1=NCCN1)Cl.Cl
• Canonical SMILES: Clc1cccc(c1NC1=NCCN1)Cl.Cl
• InChI: 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
• InChIKey: ZNIFSRGNXRYGHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine hydrochloride
• IUPAC Traditional name: clonidine hydrochloride
• Synonyms: Catapres; Clonidine hydrochloride; Clonidine hydrochloride; 2-(2,6-Dichloroanilino)-2-imidazoline hydrochloride; N-(2,6-Dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine Hydrochloride; Atensina; Capresin; Haemiton; Hemiton; Isoglaucon; Katapresan; Neuclon; Normopresan; ST 155; N-(2,6-dichlorophenyl)-4,5-dihydro-1H-imidazol-2-amine hydrochloride; 2-(2,6-dichloroanilino)-2-imidazoline hydrochloride; [2-(2,6-二氯苯基)亚氨基]咪唑烷 盐酸盐; 可乐定 盐酸盐

Database IDs

• CAS Number: 4205-91-8
• EC Number: 224-119-4; 224-121-5
• MDL Number: MFCD00036705
• Beilstein Number: 4163525
• PubChem SID: 24277750; 162037952
• PubChem CID: 20179

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.26298487
• LogD (pH = 7.4): 1.6616611
• Log P: 2.4850886
• Molar Refractivity: 59.0888 cm^3
• Polarizability: 21.926537 Å^3
• Polar Surface Area: 36.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble; H2O: soluble50 mg/mL, clear, colorless; Methanol; methanol: soluble
• Apperance: white solid; White Solid
• Melting Point: 130°C; 305°C
• Hydrophobicity(logP): 1.727

Safety Information

• Storage Condition: -20°C; 2-8°C; Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• RTECS: NJ2487000; NJ2490000
• European Hazard Symbols: Toxic (T); Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 1; III
• Australian Hazchem: 2X
• Risk Statements: 25-26; R:25
• Safety Statements: 22-26-28-36/37/39-45; S:28-29-36/37/39-45
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H330
• GHS Precautionary statements: P260-P284-P301 + P310-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 1
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... ADRA2A(150), ADRA2B(151), ADRA2C(152)

Product Information

• Purity: ≥98.0% (TLC); 95%; 97%
• Salt Data: hydrochloride
• Impurities: ≤1% water
• Empirical Formula (Hill Notation): C9H9Cl2N3 · HCl

DETAILS

MP Biomedicals - 02190175

Hydrochloride
(2-(2,6-Dichloroaniline)-2-imidazoline)
Antihypertensive, α₂ -adrenoceptor agonist and imidazoline receptor ligand.

Selleck Chemicals - S2458

Research Area: Cardiovascular Disease
Biological Activity:
Clonidine hydrochloride(Catapres) is a direct-acting α2 adrenergic agonist with an ED50 of 0.02±0.01 mg/kg. [1] It treats high blood pressure by stimulating α2 receptors in the brain, which decreases cardiac output and peripheral vascular resistance, lowering blood pressure. It has specificity towards the presynaptic α2 receptors in the vasomotor center in the brainstem. This binding decreases presynaptic calcium levels, and inhibits the release of norepinephrine (NE). The net effect is a decrease in sympathetic tone. [2]

Sigma Aldrich - C7897

Biochem/physiol Actions
α2-adrenoceptor agonist; I1 imidazoline binding site ligand.

Sigma Aldrich - 27545

Other Notes
Interacts with α-adrenergic receptors1

Toronto Research Chemicals - C587130

Labelled Clonidine. α2-Adrenergic agonist. Antihypertensive; analgesic for neuropathic pain.

REFERENCES

• http://en.wikipedia.org/wiki/Clonidine
• Roach, A.G., et al.: J. Pharmacol. Exp. Ther., 227, 421 (1983)
• Glassman, A.H., et al.: Science, 226, 864 (1983)
• Abounassif, A.M., et al.: Anal. Profiles Drug Subs. Excip., 21, 109 (1983)