Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-13 11:48:58 UTC |
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Update Date | 2022-03-07 02:57:14 UTC |
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HMDB ID | HMDB0041938 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Moxonidine |
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Description | Moxonidine (INN) is a new generation centrally acting antihypertensive drug licensed for the treatment of mild to moderate essential hypertension. It may have a role when thiazides, beta-blockers, ACE inhibitors and calcium channel blockers are not appropriate or have failed to control blood pressure. In addition, it demonstrates favourable effects on parameters of the insulin resistance syndrome, apparently independent of blood pressure reduction. It is manufactured by Solvay Pharmaceuticals under the brand name Physiotens. Moxonidine is a selective agonist at the imidazoline receptor subtype 1 (I1). This receptor subtype is found in both the rostral ventro-lateral pressor and ventromedial depressor areas of the medulla oblongata. Moxonidine therefore causes a decrease in sympathetic nervous system activity and, therefore, a decrease in blood pressure. |
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Structure | COC1=NC(C)=NC(Cl)=C1NC1=NCCN1 InChI=1S/C9H12ClN5O/c1-5-13-7(10)6(8(14-5)16-2)15-9-11-3-4-12-9/h3-4H2,1-2H3,(H2,11,12,15) |
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Synonyms | Value | Source |
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Cynt | Kegg | Solvay brand OF moxonidine | HMDB | Moxon | HMDB | Zint | HMDB | 4-Chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-5-pyrimidinamine | HMDB | Physiotens | HMDB | Lilly brand OF moxonidine | HMDB | Normatens | HMDB | Moxonidin | HMDB |
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Chemical Formula | C9H12ClN5O |
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Average Molecular Weight | 241.677 |
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Monoisotopic Molecular Weight | 241.073037738 |
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IUPAC Name | 4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methylpyrimidin-5-amine |
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Traditional Name | moxonidine |
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CAS Registry Number | 75438-57-2 |
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SMILES | COC1=NC(C)=NC(Cl)=C1NC1=NCCN1 |
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InChI Identifier | InChI=1S/C9H12ClN5O/c1-5-13-7(10)6(8(14-5)16-2)15-9-11-3-4-12-9/h3-4H2,1-2H3,(H2,11,12,15) |
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InChI Key | WPNJAUFVNXKLIM-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as halopyrimidines. These are aromatic compounds containing a halogen atom linked to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Diazines |
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Sub Class | Pyrimidines and pyrimidine derivatives |
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Direct Parent | Halopyrimidines |
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Alternative Parents | |
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Substituents | - Alkyl aryl ether
- Aminopyrimidine
- Halopyrimidine
- Aryl chloride
- Aryl halide
- Heteroaromatic compound
- 2-imidazoline
- Guanidine
- Ether
- Azacycle
- Organic 1,3-dipolar compound
- Propargyl-type 1,3-dipolar organic compound
- Carboximidamide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organohalogen compound
- Organochloride
- Organonitrogen compound
- Organooxygen compound
- Hydrocarbon derivative
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | Not Available |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Moxonidine,1TMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1)[Si](C)(C)C | 2232.7 | Semi standard non polar | 33892256 | Moxonidine,1TMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1)[Si](C)(C)C | 2026.0 | Standard non polar | 33892256 | Moxonidine,1TMS,isomer #2 | COC1=NC(C)=NC(Cl)=C1NC1=NCCN1[Si](C)(C)C | 2246.8 | Semi standard non polar | 33892256 | Moxonidine,1TMS,isomer #2 | COC1=NC(C)=NC(Cl)=C1NC1=NCCN1[Si](C)(C)C | 2087.6 | Standard non polar | 33892256 | Moxonidine,2TMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1[Si](C)(C)C)[Si](C)(C)C | 2184.3 | Semi standard non polar | 33892256 | Moxonidine,2TMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1[Si](C)(C)C)[Si](C)(C)C | 2070.2 | Standard non polar | 33892256 | Moxonidine,1TBDMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1)[Si](C)(C)C(C)(C)C | 2415.3 | Semi standard non polar | 33892256 | Moxonidine,1TBDMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1)[Si](C)(C)C(C)(C)C | 2244.8 | Standard non polar | 33892256 | Moxonidine,1TBDMS,isomer #2 | COC1=NC(C)=NC(Cl)=C1NC1=NCCN1[Si](C)(C)C(C)(C)C | 2488.8 | Semi standard non polar | 33892256 | Moxonidine,1TBDMS,isomer #2 | COC1=NC(C)=NC(Cl)=C1NC1=NCCN1[Si](C)(C)C(C)(C)C | 2283.2 | Standard non polar | 33892256 | Moxonidine,2TBDMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2556.8 | Semi standard non polar | 33892256 | Moxonidine,2TBDMS,isomer #1 | COC1=NC(C)=NC(Cl)=C1N(C1=NCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2498.6 | Standard non polar | 33892256 |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Moxonidine GC-MS (Non-derivatized) - 70eV, Positive | splash10-01tc-5690000000-3b7abb53c5cb294edc13 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Moxonidine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Moxonidine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Experimental LC-MS/MS | LC-MS/MS Spectrum - Moxonidine 35V, Positive-QTOF | splash10-0006-2390000000-80a3566b22396c07f5ef | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 10V, Positive-QTOF | splash10-0006-1190000000-041e81075a96626657ea | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 20V, Positive-QTOF | splash10-0006-3290000000-990323a69f256853945e | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 40V, Positive-QTOF | splash10-014i-9400000000-5ddc520ccccf0f9bd5eb | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 10V, Negative-QTOF | splash10-0006-0190000000-605f75c37ceed4779ec3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 20V, Negative-QTOF | splash10-0lz0-9000000000-4f58efc26acea81dec40 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 40V, Negative-QTOF | splash10-08fr-5900000000-18fe1208405fe3f7f2dd | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 10V, Negative-QTOF | splash10-0006-0090000000-1a78e7e2eb750fe17c07 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 20V, Negative-QTOF | splash10-000y-9670000000-6b8cfc2f72e215593d1d | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 40V, Negative-QTOF | splash10-00yi-9800000000-c825e291815059712c45 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 10V, Positive-QTOF | splash10-0006-0090000000-a95b289884284a22eb6e | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 20V, Positive-QTOF | splash10-0006-0190000000-be5edad9a207b7a66fa5 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Moxonidine 40V, Positive-QTOF | splash10-0006-8920000000-e3324ac8f4500e9046e0 | 2021-09-24 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | Not Available |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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| Not Available |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | DB09242 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | Not Available |
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KNApSAcK ID | Not Available |
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Chemspider ID | 4645 |
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KEGG Compound ID | C07451 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Moxonidine |
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METLIN ID | Not Available |
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PubChem Compound | 4810 |
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PDB ID | Not Available |
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ChEBI ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | Not Available |
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