Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-07-09 16:13:14 UTC |
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Update Date | 2021-09-14 15:47:16 UTC |
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HMDB ID | HMDB0061024 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | mono-isopropyl-disopyramide |
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Description | mono-isopropyl-disopyramide is a metabolite of disopyramide. Disopyramide (trade names Norpace and Rythmodan) is an antiarrhythmic medication used in the treatment of Ventricular Tachycardia. It is a sodium channel blocker and therefor classified as a Class 1a anti-arrhythmic agent. ’ Disopyramide has a negative inotropic effect on the ventricular myocardium, significantly decreasing the contractility. ' Disopyramide also has an anticholinergic effect on the heart which accounts for many adverse side effects. (Wikipedia) |
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Structure | CC(C)NCCC(C(O)=N)(C1=CC=CC=C1)C1=CC=CC=N1 InChI=1S/C18H23N3O/c1-14(2)20-13-11-18(17(19)22,15-8-4-3-5-9-15)16-10-6-7-12-21-16/h3-10,12,14,20H,11,13H2,1-2H3,(H2,19,22) |
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Synonyms | Value | Source |
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Deisopropyldisopyramide | HMDB | Desisopropyldisopyramide | HMDB | mono-N-Dealkylated disopyramide | HMDB | mono-Dealkyldisopyramide | HMDB | 4-(Isopropylamino)-2-(2-pyridyl)-2-phenylbutyramide | HMDB | 4-(Isopropylamino)-2-(2-pyridyl)-2-phenylbutyramide phosphate | HMDB |
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Chemical Formula | C18H23N3O |
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Average Molecular Weight | 297.3947 |
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Monoisotopic Molecular Weight | 297.184112373 |
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IUPAC Name | 2-phenyl-4-[(propan-2-yl)amino]-2-(pyridin-2-yl)butanimidic acid |
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Traditional Name | 4-(isopropylamino)-2-phenyl-2-(pyridin-2-yl)butanimidic acid |
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CAS Registry Number | Not Available |
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SMILES | CC(C)NCCC(C(O)=N)(C1=CC=CC=C1)C1=CC=CC=N1 |
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InChI Identifier | InChI=1S/C18H23N3O/c1-14(2)20-13-11-18(17(19)22,15-8-4-3-5-9-15)16-10-6-7-12-21-16/h3-10,12,14,20H,11,13H2,1-2H3,(H2,19,22) |
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InChI Key | UWNSWIXIVDMCHZ-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Gamma amino acids and derivatives |
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Alternative Parents | |
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Substituents | - Gamma amino acid or derivatives
- Phenylacetamide
- Aralkylamine
- Monocyclic benzene moiety
- Fatty amide
- Pyridine
- Fatty acyl
- Benzenoid
- Heteroaromatic compound
- Carboxamide group
- Primary carboxylic acid amide
- Secondary aliphatic amine
- Azacycle
- Secondary amine
- Organoheterocyclic compound
- Organooxygen compound
- Organonitrogen compound
- Organic oxide
- Organopnictogen compound
- Amine
- Organic oxygen compound
- Hydrocarbon derivative
- Organic nitrogen compound
- Carbonyl group
- Aromatic heteromonocyclic compound
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Molecular Framework | Aromatic heteromonocyclic 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 | 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 | |
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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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mono-isopropyl-disopyramide,1TMS,isomer #1 | CC(C)NCCC(C(=N)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2337.4 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,1TMS,isomer #2 | CC(C)N(CCC(C(=N)O)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2506.2 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,1TMS,isomer #3 | CC(C)NCCC(C(O)=N[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2376.8 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #1 | CC(C)N(CCC(C(=N)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2487.3 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #1 | CC(C)N(CCC(C(=N)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2492.5 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #1 | CC(C)N(CCC(C(=N)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 3132.4 | Standard polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #2 | CC(C)NCCC(C(=N[Si](C)(C)C)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2352.5 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #2 | CC(C)NCCC(C(=N[Si](C)(C)C)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2297.3 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #2 | CC(C)NCCC(C(=N[Si](C)(C)C)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2928.5 | Standard polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #3 | CC(C)N(CCC(C(O)=N[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2487.2 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #3 | CC(C)N(CCC(C(O)=N[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2405.5 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,2TMS,isomer #3 | CC(C)N(CCC(C(O)=N[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 3198.1 | Standard polar | 33892256 | mono-isopropyl-disopyramide,3TMS,isomer #1 | CC(C)N(CCC(C(=N[Si](C)(C)C)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2533.1 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,3TMS,isomer #1 | CC(C)N(CCC(C(=N[Si](C)(C)C)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2394.5 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,3TMS,isomer #1 | CC(C)N(CCC(C(=N[Si](C)(C)C)O[Si](C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C | 2862.7 | Standard polar | 33892256 | mono-isopropyl-disopyramide,1TBDMS,isomer #1 | CC(C)NCCC(C(=N)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2556.1 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,1TBDMS,isomer #2 | CC(C)N(CCC(C(=N)O)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 2771.1 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,1TBDMS,isomer #3 | CC(C)NCCC(C(O)=N[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2614.9 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #1 | CC(C)N(CCC(C(=N)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 2950.8 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #1 | CC(C)N(CCC(C(=N)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 2907.7 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #1 | CC(C)N(CCC(C(=N)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 3243.3 | Standard polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #2 | CC(C)NCCC(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2750.3 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #2 | CC(C)NCCC(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 2685.9 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #2 | CC(C)NCCC(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1 | 3093.0 | Standard polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #3 | CC(C)N(CCC(C(O)=N[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 2962.6 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #3 | CC(C)N(CCC(C(O)=N[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 2783.8 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,2TBDMS,isomer #3 | CC(C)N(CCC(C(O)=N[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 3327.7 | Standard polar | 33892256 | mono-isopropyl-disopyramide,3TBDMS,isomer #1 | CC(C)N(CCC(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 3152.8 | Semi standard non polar | 33892256 | mono-isopropyl-disopyramide,3TBDMS,isomer #1 | CC(C)N(CCC(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 2933.2 | Standard non polar | 33892256 | mono-isopropyl-disopyramide,3TBDMS,isomer #1 | CC(C)N(CCC(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)(C1=CC=CC=C1)C1=CC=CC=N1)[Si](C)(C)C(C)(C)C | 3093.9 | 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 - mono-isopropyl-disopyramide GC-MS (Non-derivatized) - 70eV, Positive | splash10-00rx-8290000000-0dffd4842c9146481c97 | 2017-09-20 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - mono-isopropyl-disopyramide GC-MS (1 TMS) - 70eV, Positive | splash10-0fl0-9153000000-843ba800f53011da18a5 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - mono-isopropyl-disopyramide GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - mono-isopropyl-disopyramide 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 - mono-isopropyl-disopyramide 10V, Positive-QTOF | splash10-0002-0090000000-fbe702cf7b37d99cca54 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 20V, Positive-QTOF | splash10-0buc-0190000000-fc5c15603a5e7649ae60 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 40V, Positive-QTOF | splash10-000f-4290000000-71ab35fab1b6baf611d3 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 10V, Negative-QTOF | splash10-0f6t-0090000000-0685aacbd126567472a5 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 20V, Negative-QTOF | splash10-0udi-1190000000-1cd4d951d25e9b632715 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 40V, Negative-QTOF | splash10-07do-9740000000-c7faa024dc75af419960 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 10V, Positive-QTOF | splash10-0002-0090000000-98b3505f56e2200c1901 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 20V, Positive-QTOF | splash10-000i-0490000000-df48823172124d509ab1 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 40V, Positive-QTOF | splash10-00kg-0900000000-3b5349c966a6cf3b64f6 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 10V, Negative-QTOF | splash10-0002-0090000000-fa0cc794940c8ad4b4ba | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 20V, Negative-QTOF | splash10-0k96-3790000000-47e9e3b7c38a80ca054d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - mono-isopropyl-disopyramide 40V, Negative-QTOF | splash10-052f-6940000000-2e2522bf82fef6ae5fdc | 2021-09-22 | Wishart Lab | View Spectrum |
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