Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-06 15:16:49 UTC |
---|
Update Date | 2022-03-07 02:51:37 UTC |
---|
HMDB ID | HMDB0014428 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Clemastine |
---|
Description | Clemastine is only found in individuals that have used or taken this drug. It is an ethanolamine-derivative, first generation histamine H1 antagonist used in hay fever, rhinitis, allergic skin conditions, and pruritus. It causes drowsiness. [PubChem]Clemastine is a selective histamine H1 antagonist and binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine. |
---|
Structure | CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1 InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1 |
---|
Synonyms | Value | Source |
---|
(+)-(2R)-2-(2-(((R)-p-Chloro-alpha-methyl-alpha-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine | ChEBI | (+)-(2R)-2-[2-[[(R)-p-Chloro-alpha-methyl-alpha-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine | ChEBI | Clemastina | ChEBI | Clemastinum | ChEBI | (+)-(2R)-2-(2-(((R)-p-Chloro-a-methyl-a-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine | Generator | (+)-(2R)-2-(2-(((R)-p-Chloro-α-methyl-α-phenylbenzyl)oxy)ethyl)-1-methylpyrrolidine | Generator | (+)-(2R)-2-[2-[[(R)-p-Chloro-a-methyl-a-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine | Generator | (+)-(2R)-2-[2-[[(R)-p-Chloro-α-methyl-α-phenylbenzyl]oxy]ethyl]-1-methylpyrrolidine | Generator | Clemastine fumarate | HMDB | Tavist | HMDB | Tavegyl | HMDB | 2-(2-(1-(4-Chlorophenyl)-1-phenylethoxy)ethyl)-1-methylpyrrolidine | HMDB | Meclastine | HMDB | Mecloprodin | HMDB |
|
---|
Chemical Formula | C21H26ClNO |
---|
Average Molecular Weight | 343.89 |
---|
Monoisotopic Molecular Weight | 343.170292166 |
---|
IUPAC Name | (2R)-2-{2-[(1R)-1-(4-chlorophenyl)-1-phenylethoxy]ethyl}-1-methylpyrrolidine |
---|
Traditional Name | clemastine |
---|
CAS Registry Number | 15686-51-8 |
---|
SMILES | CN1CCC[C@@H]1CCO[C@](C)(C1=CC=CC=C1)C1=CC=C(Cl)C=C1 |
---|
InChI Identifier | InChI=1S/C21H26ClNO/c1-21(17-7-4-3-5-8-17,18-10-12-19(22)13-11-18)24-16-14-20-9-6-15-23(20)2/h3-5,7-8,10-13,20H,6,9,14-16H2,1-2H3/t20-,21-/m1/s1 |
---|
InChI Key | YNNUSGIPVFPVBX-NHCUHLMSSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Benzene and substituted derivatives |
---|
Sub Class | Diphenylmethanes |
---|
Direct Parent | Diphenylmethanes |
---|
Alternative Parents | |
---|
Substituents | - Diphenylmethane
- Benzylether
- Chlorobenzene
- Halobenzene
- Aryl chloride
- Aryl halide
- N-alkylpyrrolidine
- Pyrrolidine
- Tertiary aliphatic amine
- Tertiary amine
- Dialkyl ether
- Azacycle
- Ether
- Organoheterocyclic compound
- Organic oxygen compound
- Organic nitrogen compound
- Amine
- Hydrocarbon derivative
- Organopnictogen compound
- Organohalogen compound
- Organochloride
- Organonitrogen compound
- Organooxygen compound
- Aromatic heteromonocyclic compound
|
---|
Molecular Framework | Aromatic heteromonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | 178 °C (hydrogen fumarate formulation) | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.0004 g/L | Not Available | LogP | 5.2 | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Clemastine GC-MS (Non-derivatized) - 70eV, Positive | splash10-0159-9381000000-2be9b3484b69dbb1ec63 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Clemastine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Clemastine 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 |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 10V, Positive-QTOF | splash10-0006-0219000000-53f17c8ceacb47bd5078 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 20V, Positive-QTOF | splash10-01q9-9654000000-256b7783ad5643c033a0 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 40V, Positive-QTOF | splash10-0159-9230000000-a33cd510091ea6d3b4a2 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 10V, Negative-QTOF | splash10-0006-0049000000-3acb1542ee1bb658496b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 20V, Negative-QTOF | splash10-001l-1396000000-5c34f94642de71cce41b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 40V, Negative-QTOF | splash10-0159-4970000000-3e174d2a679bb5d9d1a8 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 10V, Positive-QTOF | splash10-014i-0292000000-dabaff00449bbd64c5d2 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 20V, Positive-QTOF | splash10-014i-0490000000-03484546c277f858fe09 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 40V, Positive-QTOF | splash10-017r-1940000000-1f12fcabbb87d6d6bb38 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 10V, Negative-QTOF | splash10-0006-0069000000-e82fab8cc80ce105c0c8 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 20V, Negative-QTOF | splash10-0uy3-2921000000-3f8372d3f78db3aa22f3 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Clemastine 40V, Negative-QTOF | splash10-02ti-3970000000-54df7e5483a544588256 | 2021-09-24 | Wishart Lab | View Spectrum |
|
---|
General References | - Hayashi H, Okajima M, Yamada K: Atrial T (Ta) loop in dogs with or without atrial injury. Am Heart J. 1976 May;91(5):607-17. [PubMed:1266718 ]
- Schran HF, Petryk L, Chang CT, O'Connor R, Gelbert MB: The pharmacokinetics and bioavailability of clemastine and phenylpropanolamine in single-component and combination formulations. J Clin Pharmacol. 1996 Oct;36(10):911-22. [PubMed:8930778 ]
|
---|