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 15:16:52 UTC |
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Update Date | 2022-03-07 02:51:58 UTC |
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HMDB ID | HMDB0015419 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Polythiazide |
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Description | Polythiazide is only found in individuals that have used or taken this drug. It is a thiazide diuretic with actions and uses similar to those of hydrochlorothiazide. (From Martindale, The Extra Pharmacopoeia, 30th ed, p826)As a diuretic, polythiazide inhibits active chloride reabsorption at the early distal tubule via the thiazide-sensitive Na-Cl cotransporter (TSC), resulting in an increase in the excretion of sodium, chloride, and water. Thiazides like polythiazide also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. This results in an increase in potassium excretion via the sodium-potassium exchange mechanism. The antihypertensive mechanism of polythiazide may be mediated through its action on carbonic anhydrases in the smooth muscle or through its action on the large-conductance calcium-activated potassium (KCa) channel, also found in the smooth muscle. |
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Structure | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(C=C2S1(=O)=O)S(N)(=O)=O InChI=1S/C11H13ClF3N3O4S3/c1-18-10(4-23-5-11(13,14)15)17-7-2-6(12)8(24(16,19)20)3-9(7)25(18,21)22/h2-3,10,17H,4-5H2,1H3,(H2,16,19,20) |
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Synonyms | |
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Chemical Formula | C11H13ClF3N3O4S3 |
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Average Molecular Weight | 439.882 |
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Monoisotopic Molecular Weight | 438.970880311 |
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IUPAC Name | 6-chloro-2-methyl-1,1-dioxo-3-{[(2,2,2-trifluoroethyl)sulfanyl]methyl}-3,4-dihydro-2H-1λ⁶,2,4-benzothiadiazine-7-sulfonamide |
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Traditional Name | polythiazide |
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CAS Registry Number | 346-18-9 |
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SMILES | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(C=C2S1(=O)=O)S(N)(=O)=O |
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InChI Identifier | InChI=1S/C11H13ClF3N3O4S3/c1-18-10(4-23-5-11(13,14)15)17-7-2-6(12)8(24(16,19)20)3-9(7)25(18,21)22/h2-3,10,17H,4-5H2,1H3,(H2,16,19,20) |
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InChI Key | CYLWJCABXYDINA-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 1,2,4-benzothiadiazine-1,1-dioxides. These are aromatic heterocyclic compounds containing a 1,2,4-benzothiadiazine ring system with two S=O bonds at the 1-position. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Thiadiazines |
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Sub Class | Benzothiadiazines |
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Direct Parent | 1,2,4-benzothiadiazine-1,1-dioxides |
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Alternative Parents | |
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Substituents | - 1,2,4-benzothiadiazine-1,1-dioxide
- Secondary aliphatic/aromatic amine
- Aryl chloride
- Aryl halide
- Organosulfonic acid amide
- Benzenoid
- Organic sulfonic acid or derivatives
- Organosulfonic acid or derivatives
- Sulfonyl
- Aminosulfonyl compound
- Secondary amine
- Azacycle
- Dialkylthioether
- Thioether
- Sulfenyl compound
- Organic oxide
- Alkyl fluoride
- Organopnictogen compound
- Organosulfur compound
- Organonitrogen compound
- Organofluoride
- Organochloride
- Organohalogen compound
- Organic oxygen compound
- Hydrocarbon derivative
- Alkyl halide
- Amine
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic 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 | |
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Process | |
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Role | 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 | 214 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.26 g/L | Not Available | LogP | 1.90 | SANGSTER (1994) |
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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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Polythiazide,1TMS,isomer #1 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2S1(=O)=O | 2909.9 | Semi standard non polar | 33892256 | Polythiazide,1TMS,isomer #1 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2S1(=O)=O | 3084.1 | Standard non polar | 33892256 | Polythiazide,1TMS,isomer #1 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2S1(=O)=O | 4195.1 | Standard polar | 33892256 | Polythiazide,1TMS,isomer #2 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O | 2886.4 | Semi standard non polar | 33892256 | Polythiazide,1TMS,isomer #2 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O | 3103.3 | Standard non polar | 33892256 | Polythiazide,1TMS,isomer #2 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O | 4354.1 | Standard polar | 33892256 | Polythiazide,2TMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2S1(=O)=O | 2908.8 | Semi standard non polar | 33892256 | Polythiazide,2TMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2S1(=O)=O | 3270.8 | Standard non polar | 33892256 | Polythiazide,2TMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C)C=C2S1(=O)=O | 3644.7 | Standard polar | 33892256 | Polythiazide,2TMS,isomer #2 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O | 2891.6 | Semi standard non polar | 33892256 | Polythiazide,2TMS,isomer #2 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O | 3309.2 | Standard non polar | 33892256 | Polythiazide,2TMS,isomer #2 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O | 4055.3 | Standard polar | 33892256 | Polythiazide,3TMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O | 2937.6 | Semi standard non polar | 33892256 | Polythiazide,3TMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O | 3495.1 | Standard non polar | 33892256 | Polythiazide,3TMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O | 3595.8 | Standard polar | 33892256 | Polythiazide,1TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3127.7 | Semi standard non polar | 33892256 | Polythiazide,1TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3345.3 | Standard non polar | 33892256 | Polythiazide,1TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 4160.2 | Standard polar | 33892256 | Polythiazide,1TBDMS,isomer #2 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O | 3125.9 | Semi standard non polar | 33892256 | Polythiazide,1TBDMS,isomer #2 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O | 3349.7 | Standard non polar | 33892256 | Polythiazide,1TBDMS,isomer #2 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(N)(=O)=O)C=C2S1(=O)=O | 4391.9 | Standard polar | 33892256 | Polythiazide,2TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3368.8 | Semi standard non polar | 33892256 | Polythiazide,2TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3789.0 | Standard non polar | 33892256 | Polythiazide,2TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3719.5 | Standard polar | 33892256 | Polythiazide,2TBDMS,isomer #2 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3390.9 | Semi standard non polar | 33892256 | Polythiazide,2TBDMS,isomer #2 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3811.6 | Standard non polar | 33892256 | Polythiazide,2TBDMS,isomer #2 | CN1C(CSCC(F)(F)F)NC2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 4044.8 | Standard polar | 33892256 | Polythiazide,3TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3639.0 | Semi standard non polar | 33892256 | Polythiazide,3TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 4254.5 | Standard non polar | 33892256 | Polythiazide,3TBDMS,isomer #1 | CN1C(CSCC(F)(F)F)N([Si](C)(C)C(C)(C)C)C2=CC(Cl)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O | 3701.0 | 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 - Polythiazide GC-MS (Non-derivatized) - 70eV, Positive | splash10-016v-6598300000-da70dfe63bf7c73c6097 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Polythiazide 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 - Polythiazide 10V, Positive-QTOF | splash10-000i-0204900000-34f0fad758381f4a2cad | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 20V, Positive-QTOF | splash10-014i-3972100000-ee62da0c273fb1a1e4ea | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 40V, Positive-QTOF | splash10-01ot-6696000000-705b8d8ea7ed936c7d46 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 10V, Negative-QTOF | splash10-0006-1219000000-a07dd5653590483d3ec3 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 20V, Negative-QTOF | splash10-0200-9727400000-99669726704eeaf7beaf | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 40V, Negative-QTOF | splash10-004i-9110000000-a6fb7cf19b5d9fa5d38b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 10V, Positive-QTOF | splash10-000i-0000900000-c181b59a993d352abac7 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 20V, Positive-QTOF | splash10-000i-0100900000-3355b1287398915326ce | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 40V, Positive-QTOF | splash10-03dm-2489500000-679f9280b2ccdb12f774 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 10V, Negative-QTOF | splash10-000i-0000900000-c0dbbe24eddc3668a57d | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 20V, Negative-QTOF | splash10-000i-3004900000-48d5ae0871023e96f0c7 | 2021-10-11 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Polythiazide 40V, Negative-QTOF | splash10-004i-9132000000-2d2fb582e563968b7395 | 2021-10-11 | Wishart Lab | View Spectrum |
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