| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:31:20 UTC |
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| Update date | 2017-01-19 02:36:28 UTC |
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| FoodComEx ID | PC000569 |
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| FoodDB Record | FDB022751 |
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| Chemical Information |
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| Name | Doxylamine |
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| Description | Doxylamine is a sedating antihistamine that can be used by itself as a short-term sleep aid, in combination with other drugs as a night-time cold and allergy relief. It is a member of the ethanolamine class of antihistamines and has anti-allergy power superior to almost every other antihistamine on the market, with the exception of diphenhydramine (Benadryl). It is also the most effective over-the-counter sedative available in North America, and more sedating than some prescription hypnotics. In a study, it was found that doxylamine succinate is possibly more effective than the barbiturate, phenobarbital for use as a sedative. For this reason, doxylamine has sometimes been used off label in a manner similar to diphenhydramine for the reduction of anxiety symptoms; Doxylamine succinate is used by itself as a short-term sleep aid, in combination with other drugs as a night-time cold and allergy relief drug, and a preparation is prescribed in combination with Vitamin B6 (pyridoxine) to prevent morning sickness in pregnant women. In Commonwealth countries, doxylamine is available prepared with paracetamol/acetaminophen and codeine under the brand name Syndol or Mersyndol, as treatment for tension headache and other types of pain, or as a general OTC sleep-aid branded as Somnil, Donormyl, DSozile and Restavit containing Doxylamine Succinate only. [HMDB] |
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| CAS Number | 562-10-7 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 2-(a-(2-(dimethylamino)Ethoxy)-a-methylbenzyl)pyridine | Generator | | 2-(alpha-(2-(dimethylamino)Ethoxy)-alpha-methylbenzyl)pyridine | ChEBI | | 2-(α-(2-(dimethylamino)ethoxy)-α-methylbenzyl)pyridine | Generator | | 2-Dimethylaminoethoxyphenylmethyl-2-picoline | ChEBI | | Alsadorm | hmdb | | Decapryn | hmdb | | Decapryn (TN) | hmdb | | Decapryn succinate | hmdb | | Dossilamina | ChEBI | | Doxilamina | ChEBI | | Doxilminio | ChEBI | | Doxylamine hydrogen succinate | hmdb | | Doxylamine succinate | hmdb | | Doxylamine succinate (1:1) | hmdb | | Doxylaminum | ChEBI | | Mereprine | hmdb | | N,N-Dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine | ChEBI | | Phenyl-2-pyridylmethyl-b-N,N-dimethylaminoethyl ether | Generator | | Phenyl-2-pyridylmethyl-beta-N,N-dimethylaminoethyl ether | ChEBI | | Phenyl-2-pyridylmethyl-β-N,N-dimethylaminoethyl ether | Generator |
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| Chemical Formula | C17H22N2O |
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| IUPAC name | dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine |
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| InChI Identifier | InChI=1S/C17H22N2O/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16/h4-12H,13-14H2,1-3H3 |
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| InChI Key | HCFDWZZGGLSKEP-UHFFFAOYSA-N |
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| Isomeric SMILES | CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=CC=N1 |
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| Average Molecular Weight | 270.3694 |
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| Monoisotopic Molecular Weight | 270.173213336 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene). |
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| Kingdom | Organic compounds |
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| Super Class | Benzenoids |
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| Class | Benzene and substituted derivatives |
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| Sub Class | Benzylethers |
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| Direct Parent | Benzylethers |
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| Alternative Parents | |
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| Substituents | - Benzylether
- Pyridine
- Heteroaromatic compound
- Tertiary amine
- Tertiary aliphatic amine
- Azacycle
- Organoheterocyclic compound
- Ether
- Dialkyl ether
- Amine
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Organic nitrogen compound
- Organopnictogen 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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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 1 g |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| Not Available |
