Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-06 15:16:51 UTC |
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Update Date | 2022-03-07 02:51:50 UTC |
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HMDB ID | HMDB0015023 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Pemirolast |
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Description | Pemirolast, also known as pemirox or alamast, belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. Pemirolast (INN) is a mast cell stabilizer used as an anti-allergic drug therapy. Pemirolast is a drug which is used for the prevention of itching of the eyes caused by allergies such as hay fever, and allergic conjunctivitis. Pemirolast is an extremely weak basic (essentially neutral) compound (based on its pKa). It is marketed under the tradenames Alegysal and Alamast. It has also been studied for the treatment of asthma. Clinical trials studying treatments for allergic conjunctivitis have found that an ophthalmic solution containing levocabastine with pemirolast potassium may be more effective in alleviating symptoms than levocabastine alone. |
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Structure | CC1=CC=CN2C(=O)C(=CN=C12)C1=NNN=N1 InChI=1S/C10H8N6O/c1-6-3-2-4-16-9(6)11-5-7(10(16)17)8-12-14-15-13-8/h2-5H,1H3,(H,12,13,14,15) |
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Synonyms | Value | Source |
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Pemirox | Kegg | Pemirolast potassium | HMDB | Pemiroplast potassium | HMDB | Pemirolast potassium salt | HMDB | Alamast | HMDB | 9-TBX | HMDB | 9-Methyl-3-(1H-tetrazol-5-yl)-4H-pyrido(1,2-a)pyrimidin-4-one | HMDB |
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Chemical Formula | C10H8N6O |
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Average Molecular Weight | 228.2101 |
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Monoisotopic Molecular Weight | 228.075958908 |
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IUPAC Name | 9-methyl-3-(2H-1,2,3,4-tetrazol-5-yl)-4H-pyrido[1,2-a]pyrimidin-4-one |
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Traditional Name | pemirolast |
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CAS Registry Number | 100299-08-9 |
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SMILES | CC1=CC=CN2C(=O)C(=CN=C12)C1=NNN=N1 |
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InChI Identifier | InChI=1S/C10H8N6O/c1-6-3-2-4-16-9(6)11-5-7(10(16)17)8-12-14-15-13-8/h2-5H,1H3,(H,12,13,14,15) |
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InChI Key | HIANJWSAHKJQTH-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as pyridopyrimidines. Pyridopyrimidines are compounds containing a pyridopyrimidine, which consists of a pyridine fused to a pyrimidine. Pyridine is 6-membered ring consisting of five carbon atoms and a nitrogen atom. 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 | Pyridopyrimidines |
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Sub Class | Not Available |
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Direct Parent | Pyridopyrimidines |
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Alternative Parents | |
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Substituents | - Pyridopyrimidine
- Pyrimidone
- Methylpyridine
- Pyridine
- Pyrimidine
- Azole
- Tetrazole
- Heteroaromatic compound
- Lactam
- Azacycle
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Not Available | Not Available |
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Physical Properties |
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State | Solid |
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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 | 0.46 g/L | Not Available | LogP | 0 | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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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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Pemirolast,1TMS,isomer #1 | CC1=CC=CN2C(=O)C(C3=NN([Si](C)(C)C)N=N3)=CN=C12 | 2543.7 | Semi standard non polar | 33892256 | Pemirolast,1TMS,isomer #1 | CC1=CC=CN2C(=O)C(C3=NN([Si](C)(C)C)N=N3)=CN=C12 | 2454.8 | Standard non polar | 33892256 | Pemirolast,1TMS,isomer #1 | CC1=CC=CN2C(=O)C(C3=NN([Si](C)(C)C)N=N3)=CN=C12 | 3641.9 | Standard polar | 33892256 | Pemirolast,1TBDMS,isomer #1 | CC1=CC=CN2C(=O)C(C3=NN([Si](C)(C)C(C)(C)C)N=N3)=CN=C12 | 2747.9 | Semi standard non polar | 33892256 | Pemirolast,1TBDMS,isomer #1 | CC1=CC=CN2C(=O)C(C3=NN([Si](C)(C)C(C)(C)C)N=N3)=CN=C12 | 2633.9 | Standard non polar | 33892256 | Pemirolast,1TBDMS,isomer #1 | CC1=CC=CN2C(=O)C(C3=NN([Si](C)(C)C(C)(C)C)N=N3)=CN=C12 | 3550.7 | Standard polar | 33892256 |
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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 - Pemirolast GC-MS (Non-derivatized) - 70eV, Positive | splash10-0kbf-3950000000-c347e87f936efcb3141d | 2017-08-28 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Pemirolast 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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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 10V, Positive-QTOF | splash10-004i-0090000000-f8717a6e5c5265d8a910 | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 20V, Positive-QTOF | splash10-004i-0090000000-9fbba7ed158f319c9e7e | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 40V, Positive-QTOF | splash10-07g0-8980000000-fc446ac2f3c1579f18b2 | 2017-07-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 10V, Negative-QTOF | splash10-004i-0090000000-5e06e7caaa1121a31113 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 20V, Negative-QTOF | splash10-004i-0090000000-6ae73c19cd8dada68ee2 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 40V, Negative-QTOF | splash10-0udi-1590000000-bfb953dc73e97398b066 | 2017-07-26 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 10V, Positive-QTOF | splash10-004i-0090000000-886fd7584c7f9737cc8f | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 20V, Positive-QTOF | splash10-004i-0190000000-cb0b3330650cf06545d1 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 40V, Positive-QTOF | splash10-006x-8910000000-e279d44ba796fde89bde | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 10V, Negative-QTOF | splash10-004i-0090000000-6a252164947aad715389 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 20V, Negative-QTOF | splash10-004i-0090000000-6a252164947aad715389 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Pemirolast 40V, Negative-QTOF | splash10-002e-4920000000-198c5a95a54bc8f76e8b | 2021-10-11 | Wishart Lab | View Spectrum |
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