Thu. Apr 25th, 2024

Doxylamine

By rofalproject
Common Name

Doxylamine 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. Structure

MOLSDF3D-SDFPDBSMILESInChI View 3D Structure

Synonyms

Value Source 2-(alpha-(2-(dimethylamino)Ethoxy)-alpha-methylbenzyl)pyridineChEBI 2-Dimethylaminoethoxyphenylmethyl-2-picolineChEBI DossilaminaChEBI DoxilaminaChEBI DoxilminioChEBI DoxylaminumChEBI N,N-Dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamineChEBI Phenyl-2-pyridylmethyl-beta-N,N-dimethylaminoethyl etherChEBI 2-(a-(2-(dimethylamino)Ethoxy)-a-methylbenzyl)pyridineGenerator 2-(α-(2-(dimethylamino)ethoxy)-α-methylbenzyl)pyridineGenerator Phenyl-2-pyridylmethyl-b-N,N-dimethylaminoethyl etherGenerator Phenyl-2-pyridylmethyl-β-N,N-dimethylaminoethyl etherGenerator Doxylamine hydrogen succinateHMDB AlsadormHMDB DecaprynHMDB Decapryn succinateHMDB Doxylamine succinateHMDB Doxylamine succinate (1:1)HMDB MereprineHMDB

Chemical Formlia

C17H22N2O Average Molecliar Weight

270.3694 Monoisotopic Molecliar Weight

270.173213336 IUPAC Name

dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine Traditional Name

doxylamine CAS Registry Number

562-10-7 SMILES

CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=CC=N1

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

InChI Key

HCFDWZZGGLSKEP-UHFFFAOYSA-N Chemical Taxonomy Description

This compound belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formlia ROCR (R = alkyl, aryl; R=benzene). Kingdom

Organic compounds Super Class

Benzenoids Class

Benzene and substituted derivatives Sub Class

Benzylethers Direct Parent

Benzylethers Alternative Parents

  • Pyridines and derivatives
  • Heteroaromatic compounds
  • Trialkylamines
  • Dialkyl ethers
  • Azacyclic compounds
  • Organopnictogen compounds
  • Hydrocarbon derivatives

    • 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

    • Molecliar Framework

    Aromatic heteromonocyclic compounds External Descriptors

  • tertiary amine (CHEBI:51380 )
  • pyridines (CHEBI:51380 )

    • Ontology Status

    Expected but not Quantified Origin

  • Drug

    • Biofunction

    Not Available Application

    Not Available Cellliar locations

  • Membrane (predicted from logP)

    • Physical Properties State

    Solid Experimental Properties

    Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water SolubilityNot AvailableNot Available LogP2.151Not Available

    Predicted Properties

    Property Value Source Water Solubility0.54 mg/mLALOGPS logP2.9ALOGPS logP2.96ChemAxon logS-2.7ALOGPS pKa (Strongest Basic)8.87ChemAxon Physiological Charge1ChemAxon Hydrogen Acceptor Count3ChemAxon Hydrogen Donor Count0ChemAxon Polar Surface Area25.36 Å2ChemAxon Rotatable Bond Count6ChemAxon Refractivity82.24 m3·mol-1ChemAxon Polarizability31.09 Å3ChemAxon Number of Rings2ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon

    Spectra Spectra

    Spectrum Type Description Splash Key LC-MS/MS

    LC-MS/MS Spectrum – Quattro_QQQ 10V, Positive (Annotated)splash10-0040-0956300000-af11cf85a674e7db3735View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – Quattro_QQQ 25V, Positive (Annotated)splash10-001i-0910000000-b3cb895f045d519f2bf3View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – Quattro_QQQ 40V, Positive (Annotated)splash10-00kb-5597500000-8495062a84b32e776f33View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-001i-1920000000-07b98b36c7ef5d9ad048View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-001i-0900000000-1ae1143763892a7aac22View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-001i-0900000000-460d58a5bb6a5eb5f55bView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-0159-0900000000-34dc5c06413efae437daView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-014i-0900000000-8a5f15b863b7129c1288View in MoNA LC-MS/MS

    LC-MS/MS Spectrum – LC-ESI-QFT , positivesplash10-014i-0900000000-072ffba5139b7324d27aView in MoNA LC-MS/MS

    LC-MS/MS Spectrum – , positivesplash10-00lr-0900000000-fdf3fc57eff19bfe8fd8View in MoNA MS

    Mass Spectrum (Electron Ionization)splash10-0ab9-9200000000-5a71de62862f9881c2a1View in MoNA 1D NMR

    1H NMR SpectrumNot Available 2D NMR

    [1H,13C] 2D NMR SpectrumNot Available

    Biological Properties Cellliar Locations

  • Membrane (predicted from logP)

    • Biofluid Locations

    Not Available Tissue Location

    Not Available Pathways

    Not Available Normal Concentrations Not Available Abnormal Concentrations

    Not Available Predicted Concentrations

    Biofluid Value Original age Original sex Original condition Comments Blood0-4 uMAdlit (>18 years old)BothNormalPredicted based on drug qualities Blood0-2 umol/mmol creatinineAdlit (>18 years old)BothNormalPredicted based on drug qualities

    Associated Disorders and Diseases Disease References

    None Associated OMIM IDs

    None External Links DrugBank ID

    Not Available DrugBank Metabolite ID

    Not Available Phenol Explorer Compound ID

    Not Available Phenol Explorer Metabolite ID

    Not Available FoodDB ID

    FDB022751 KNApSAcK ID

    Not Available Chemspider ID

    3050 KEGG Compound ID

    Not Available BioCyc ID

    Not Available BiGG ID

    Not Available Wikipedia Link

    Doxylamine NuGOwiki Link

    HMDB01936 Metagene Link

    HMDB01936 METLIN ID

    4004 PubChem Compound

    3162 PDB ID

    Not Available ChEBI ID

    51380

    Product: GR79236

    References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Download (PDF) General References Not Available

    Enzymes

    General function:
    Involved in G-protein coupled receptor protein signaling pathway
    Specific function:
    In peripheral tissues, the H1 subclass of histamine receptors mediates the contraction of smooth muscles, increase in capillary permeability due to contraction of terminal venules, and catecholamine release from adrenal medulla, as well as mediating neurotransmission in the central nervous system
    Gene Name:
    HRH1
    Uniprot ID:
    P35367
    Molecular weight:
    55783.6
    General function:
    Involved in G-protein coupled receptor protein signaling pathway
    Specific function:
    The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
    Gene Name:
    CHRM1
    Uniprot ID:
    P11229
    Molecular weight:
    51420.4

    PMID: 17004718

    By rofalproject

    Related Post

    You Missed

    Uncategorized

    Sease in JHMV-infected mice, regardless if transplanted with GFP-NPCs or treated

    Uncategorized

    IRNA (handle, EGFR, or HER-2). Cells have been harvested 48 h immediately after transfection

    Uncategorized

    Tzerland as in other countries, is for by far the most component empirical

    Uncategorized

    P1 are both critical for cancer development (8,11,34). The results with the