Moxonidine

Names

[ Name ]:
Moxonidine

[Synonym ]:
4-chloro-5-(imidazoline-2-ylamino)-6-methoxy-2-methylpyrimidine
[3H]-Moxonidine
4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methylpyrimidin-5-amine
4-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-5-pyrimidinamine
Norcynt
4-Chloro-N-(imidazolidin-2-ylidene)-6-methoxy-2-methylpyrimidin-5-amine
BE 5895
5-Pyrimidinamine, 4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-
Normoxocin
Lomox
4-chloro-N-(4,5-dihydro-1H9imidazol-yl)-6-methoxy-2-methyl-5-pyrimidinamine
Physiotens
[14C]-Moxonidine
4-chloro-5-[(4,5-dihydro-1H-imidazol-2-yl)-amino]-6-methoxy-2-methylpyrimidine
T6N CNJ B1 DO1 FG EM- BT5M CN BUTJ
Nucynt
Cynt
Moxonidinum [Latin]
Moxonidine
T6N CNJ B1 DO1 FG ENU- BT5MYMTJ
MFCD06795643

Biological Activity

[Description]:

Moxonidine(BDF5895) is a selective agonist at the imidazoline receptor subtype 1, used as antihypertensive agent.Target: I1-RMoxonidine is a centrally acting antihypertensive agent. Mixed Nischarin (I1 imidazoline receptor) and α2-AR (adrenergic) agonist; displays 40-fold higher affinity for I1 receptors versus α2-adrenoceptors. Moxonidine reduced stimulated NE overflow (log EC50: -6.15 +/- 0.14). AGN192403, a selective ligand at I1-R, had no influence on the dose-response curve of moxonidine (log EC50: -6.01 +/- 0.25) [1]. The hypotensive and bradycardic actions of moxonidine but not clonidine are mediated through imidazoline receptors and are dependent on intact noradrenergic pathways within the RVLM. Furthermore, the noradrenergic innervation may be associated with a 42 kDa imidazoline receptor protein [2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Imidazoline Receptor

Signaling Pathways >> Neuronal Signaling >> Imidazoline Receptor

Research Areas >> Neurological Disease

[References]

[1]. Schafer, U., et al., Presynaptic effects of moxonidine in isolated buffer perfused rat hearts: role of imidazoline-1 receptors and alpha2-adrenoceptors. J Pharmacol Exp Ther, 2002. 303(3): p. 1163-70.

[2]. Chan, C.K., et al., Imidazoline receptors associated with noradrenergic terminals in the rostral ventrolateral medulla mediate the hypotensive responses of moxonidine but not clonidine. Neuroscience, 2005. 132(4): p. 991-1007.

[Related Small Molecules]

Agmatine sulfate | allantoin | Moxonidine hydrochloride | CR4056

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
364.7±52.0 °C at 760 mmHg

[ Melting Point ]:
40-43 °C(lit.)

[ Molecular Formula ]:
C₉H₁₂ClN₅O

[ Molecular Weight ]:
241.678

[ Flash Point ]:
174.3±30.7 °C

[ Exact Mass ]:
241.073044

[ PSA ]:
71.43000

[ LogP ]:
0.84

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.681

[ Storage condition ]:
Desiccate at +4°C

Safety Information

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
UV6260290

[ Hazard Class ]:
6.1

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Selective imidazoline agonist moxonidine plus the ACE inhibitor ramipril in hypertensive patients with impaired insulin sensitivity: partners in a successful MARRIAGE?

Curr. Med. Res. Opin. 20(3) , 359-67, (2004)

Hypertension in combination with clinically overt diabetes mellitus is recognized as a particularly powerful combination of risk factors that greatly increases cardiovascular vulnerability. There is a...

Moxonidine: a review of safety and tolerability after seven years of clinical experience.

J. Hypertens. 17 , S37-S39, (1999)

Centrally acting antihypertensive drugs, or sympatholytics, (reserpine, methyldopa and clonidine) have a long history of efficacy but are now little used in most countries. One of the most important r...

[The efficacy of antihypertension drugs and their combinations in the non-treated hypertension].

Med. Tr. Prom. Ekol. (5) , 7-11, (2013)

In case of non-treated hypertension several medications and their combinations were studied (captopril, and moxonidine as such, captopril + nifedipine, captopril + moxonidine). Moxonidine to be more e...