Introduction：Basic information about DOXYLAMINE CAS 469-21-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
DOXYLAMINE Basic information
| Product Name: | DOXYLAMINE |
| Synonyms: | N,N-Dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]ethanamine;NCI C60684;Phenyl-2-pyridylmethyl-beta-N,N-dimethylaminoethyl ether;Pyridine, 2-[alpha-[2-(dimethylamino)ethoxy]-alpha-methylbenzyl]-;DOXYLAMINE;dimethyl(2-(1-phenyl-1-(2-pyridyl)ethoxy)ethyl)amine;2-[a-(2-dimethylaminoethoxy)-a-methylbenzyl]pyridine;2-dimethylaminoethoxyphenylmethyl-2-picoline |
| CAS: | 469-21-6 |
| MF: | C17H22N2O |
| MW: | 270.37 |
| EINECS: | 207-414-2 |
| Product Categories: | |
| Mol File: | 469-21-6.mol |
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DOXYLAMINE Chemical Properties
| Melting point | 25°C |
| Boiling point | bp0.5 137-141° |
| density | 1.0023 (rough estimate) |
| refractive index | 1.5486 (estimate) |
| storage temp. | -20°C Freezer, Under inert atmosphere |
| solubility | Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly) |
| pka | pKa 9.20(H2Ot = 25c = 0.002–0.01) (Uncertain);4.4 (Uncertain);9.2 (Uncertain) |
| form | Oil |
| color | Colourless |
| Stability: | Temperature Sensitive |
| InChI | 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 |
| InChIKey | HCFDWZZGGLSKEP-UHFFFAOYSA-N |
| SMILES | C(N(C)C)COC(C1=CC=CC=C1)(C1=NC=CC=C1)C |
| EPA Substance Registry System | Doxylamine (469-21-6) |
Safety Information
| Hazardous Substances Data | 469-21-6(Hazardous Substances Data) |
| Toxicity | An antihistaminethat formerly was used in pregnant women for antihistaminicand sedative properties. Although it has excellentsedative properties, it has been implicated in teratogenesis andin causing neurobehavioral toxicity and is therefore no longerused |
DOXYLAMINE Usage And Synthesis
| Uses | Antihistaminic. |
| Uses | (±)-Doxylamine is an intermediate in the synthesis of Doxylamine N, N’-Dioxide (D562025), which is an impurity of Doxylamine (succinate salt, D562000), which is an H1 Histamine receptor antagonist. |
| Definition | ChEBI: Doxylamine is a member of pyridines and a tertiary amine. It has a role as a histamine antagonist, a cholinergic antagonist, a sedative, an antiemetic, a H1-receptor antagonist, an anti-allergic agent and an antitussive. |
| Brand name | Decapryn (Sanofi Aventis); Unisom (Pfizer). |
| General Description | Clear colorless liquid. |
| Reactivity Profile | DOXYLAMINE is an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides |
| Synthesis | Doxylamine is synthesized from phenyl-2-pyridinylmethyl carbinol and dimethylaminoethylchloride in the presence of NaNH2 in xylene. It exhibits pronounced sedative effects.Therefore, doxylamine is mainly used asa sedative, a sleeping aid. |
DOXYLAMINE Preparation Products And Raw materials
| Preparation Products | Butanedioic acid, compd. with (+)-N,N-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]ethanamine (1:1) (9CI) |
