Moxonidine hydrochloride

Base Information

• Chemical Name: Moxonidine hydrochloride
• CAS No.: 75438-58-3
• Molecular Formula: C₉H₁₂ClN₅O*(x)ClH
• Molecular Weight: 278.14
• UNII: 5RYW07SK5E
• DSSTox Substance ID: DTXSID501017461
• Wikidata: Q27262790
• ChEMBL ID: CHEMBL1256287
• Mol file: 75438-58-3.mol

Synonyms:Moxonidine hydrochloride;75536-04-8;MOXONIDINE HCl;Moxonidine (hydrochloride);5RYW07SK5E;4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methylpyrimidin-5-amine;hydrochloride;BDF-5895;4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methylpyrimidin-5-amine hydrochloride;4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-5-pyrimidinamine hydrochloride;4-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methylpyrimidin-5-amine HCl;SR-01000075981;EU-0100753;MLS001401450;SCHEMBL1321306;Moxonidine hydrochloride- Bio-X;CHEMBL1256287;HY-B0374A;Moxonidine hydrochloride, >=98%;DTXSID501017461;Tox21_500753;MFCD06795643;MOXONIDINE HYDROCHLORIDE [MI];AKOS024457027;BCP9000964;CCG-100976;LP00753;NC00226;MOXONIDINE HYDROCHLORIDE [WHO-DD];NCGC00015649-03;NCGC00092355-01;NCGC00094094-01;NCGC00261438-01;AC-23002;BM164613;SMR000469209;BCP0726000174;M 1559;A917731;SR-01000075981-1;Q27262790;2-Pyrimidinamine, 4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-, hydrochloride;5-PYRIMIDINAMINE, 4-CHLORO-N-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-6-METHOXY-2-METHYL-, HYDROCHLORIDE (1:1);5-PYRIMIDINAMINE, 4-CHLORO-N-(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-6-METHOXY-2-METHYL-, MONOHYDROCHLORIDE

Chemical Property of Moxonidine hydrochloride

Chemical Property:

• Melting Point: 189ºC
• Boiling Point: 326.1 °C at 760 mmHg
• Flash Point: 151 °C
• PSA: 70.04000
• Density: 1.52 g/cm³
• LogP: 0.65890
• Water Solubility.: Soluble to 100 mM in DMSO or to 100 mM in ethanol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 277.0497154
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

Moxonidine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C(=N1)Cl)NC2=NCCN2)OC.Cl
• Description: Moxonidine hydrochloride is a centrally acting antihypertensive agent. Mixed I1 imidazoline receptor and α2-adrenergic agonist; displays 40-fold higher affinity for I1 receptors versus α2-adrenoceptors.Moxonidine is a selective high-affinity imidazoline I1-receptor agonist and a selectively low-affinity α2-adrenoceptor agonist. It exhibits anti-hypertensive properties by reducing blood pressure efficiently. Moxonidine also exhibits spinal analgesic activity through the α2C-adrenoceptor component.
• Uses: Moxonidine is a new-generation centrally acting antihypertensive drug approved for the treatment of mild to moderate essential hypertension. It is suggested to be effective in cases where other agents such as thiazides, beta-blockers, ACE inhibitors, and calcium channel blockers are not appropriate or irresponsive. As well, moxonidine has been shown to present blood pressure-independent beneficial effects on insulin resistance syndrome.Moxonidine hydrochloride is used as antihypertensive agent. It has been reported to produce dose-dependent analgesia in multiple acute pain assays and has been reported to potently inhibit the binding of [3H]-clonidine to VLM (ventrolateral medulla) membranes in a dose-dependent manner with the IC50 value of 53 ± 10nM.

Technology Process of Moxonidine hydrochloride

There total 2 articles about Moxonidine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C11H14ClN5O2 → 4-chloro-6-methoxy-2-methyl-5-(2-imidazolin-2-yl)aminopyrimidine hydrochloride (75438-58-3,75536-04-8)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 20 ℃; for 8h;

Reference yield:

5-amino-4-methoxy-6-chloro-2-methyl-pyrimidine (88474-31-1) → 4-chloro-6-methoxy-2-methyl-5-(2-imidazolin-2-yl)aminopyrimidine hydrochloride (75438-58-3,75536-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; trichlorophosphate / dimethyl sulfoxide / 49 h / 5 - 60 °C / Inert atmosphere

2: hydrogenchloride / isopropyl alcohol / 8 h / 20 °C

With hydrogenchloride; sodium carbonate; trichlorophosphate; In dimethyl sulfoxide; isopropyl alcohol;

Reference yield:

4-chloro-6-methoxy-2-methyl-5-(2-imidazolin-2-yl)aminopyrimidine hydrochloride (75438-58-3,75536-04-8) → moxonidine (75438-57-2)

Guidance literature:

With base; In water; pH=9;

upstream raw materials:

5-amino-4-methoxy-6-chloro-2-methyl-pyrimidine

Downstream raw materials:

moxonidine

Refernces