Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00216)
Name
Doxylamine
Synonyms    Click to Show/Hide the Synonyms of This API
doxylamine; 469-21-6; Doxylaminum; Dossilamina; Doxilminio; Unisom; (+/-)-Doxylamine; 2-Dimethylaminoethoxyphenylmethyl-2-picoline; NCI C60684; Phenyl-2-pyridylmethyl-beta-N,N-dimethylaminoethyl ether; N,N-dimethyl-2-(1-phenyl-1-pyridin-2-ylethoxy)ethanamine; N,N-Dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)ethanamine; 2-(alpha-(2-(Dimethylamino)ethoxy)-alpha-methylbenzyl)pyridine; CHEBI:51380; Ethanamine, N,N-dimethyl-2-(1-phenyl-1-(2-pyridinyl)ethoxy)-; Ethanamine, N,N-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]-; Dossilamina [DCIT]; Alsadorm; Mereprine; Doxy-sleep-aid; Doxylaminum [INN-Latin]; Doxilminio [INN-Spanish]; Decapryn (TN); Doxylamine [INN:BAN]; doxilamina; dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine; N,N-dimethyl-2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethanamine; Pyridine, 2-[.alpha.-[2-(dimethylamino)ethoxy]-.alpha.-methylbenzyl]-; Doxylamine (INN); HSDB 5184; EINECS 207-414-2; BRN 0230379; N,N-dimethyl-2-(1-phenyl-1-(pyridin-2-yl)ethoxy)ethanamine; Ethanamine, N,N-dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]-, (+)-; Spectrum_001014; Prestwick0_000027; Prestwick1_000027; Prestwick2_000027; Prestwick3_000027; Pyridine, 2-(alpha-(2-(dimethylamino)ethoxy)-alpha-methylbenzyl)-; Spectrum2_000115; Spectrum3_000409; Spectrum4_000528; Spectrum5_000949; EC 207-414-2; SCHEMBL4709; CHEMBL1004; Lopac0_000348; BSPBio_000093; BSPBio_001938; KBioGR_001135; KBioSS_001494; 5-21-03-00508 (Beilstein Handbook Reference); DivK1c_000841; SPBio_000130; SPBio_002014; BPBio1_000103; GTPL7171; DTXSID1022970; KBio1_000841; KBio2_001494; KBio2_004062; KBio2_006630; KBio3_001158; NINDS_000841; HMS3604L05; BCP09058; N,N-dimethyl-2-[(1-phenyl-1-pyridin-2-ylethyl)oxy]ethanamine; STL018676; AKOS005657227; CCG-204443; DB00366; SDCCGSBI-0050336.P005; IDI1_000841; NCGC00021147-02; NCGC00021147-03; NCGC00021147-04; NCGC00021147-05; NCGC00021147-06; NCGC00021147-08; NCGC00021147-09; NCGC00021147-13; NCGC00021147-21; NCGC00089789-02; NCGC00089789-04; NCGC00089789-05; AC-15949; SBI-0050336.P004; DB-051407; AB00053466; FT-0603401; D07878; AB00053466-18; AB00053466_19; AB00053466_20; .alpha.-Dimethylaminoethoxyphenylmethyl-2-picoline; 469D216; L001076; Q423390; BRD-A44008656-036-05-0; BRD-A44008656-036-15-9; N,N-dimethyl-2-(1-phenyl-1-pyridin-2-yl-ethoxy)ethanamine; Phenyl-2-pyridylmethyl-.beta.-N,N-dimethylaminoethyl ether; N,N-Dimethyl-2-[1-phenyl-1-(2-pyridinyl)ethoxy]ethanamine #; 2-(.alpha.-(2-(Dimethylamino)ethoxy)-.alpha.-methylbenzyl)pyridine; N,N-dimethyl-2-(1-phenyl-1-(pyridin-2-yl)ethoxy)ethan-1-amine
Clinical Status
Approved
Disease Indication Morning sickness ICD-11: JA60 [1]
PubChem CID
3162
Formula
C17H22N2O
Canonical SMILES
CC(C1=CC=CC=C1)(C2=CC=CC=N2)OCCN(C)C
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
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=3162"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 270.37 Topological Polar Surface Area 25.4
XlogP 2.5 Complexity 276
Heavy Atom Count 20 Rotatable Bond Count 6
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Full List of Drug Formulations (DFMs) Containing This API
          Doxylamine 5 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Tannic acid; D&c yellow no. 10; Fd&c red no. 40; Sucralose; Magnesium stearate; Talc; Water; Magnesium aluminometasilicate type i-a; Orange; Pyridoxine hydrochloride; Sodium starch glycolate type a potato
                   Dosage Form Chewable Tablet
                   Company Pernix Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Sucralose DIG Info Carbonic anhydrase II (Ki = 300 nM) [3]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [2]
Tannic acid DIG Info Carbonic anhydrase VI (Ki = 17800 nM) [4]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
          Doxylamine 25 mg tablet Click to Show/Hide the Full List of Formulation(s):        13 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Anhydrous dibasic calcium phosphate; Dibasic calcium phosphate dihydrate; Aluminum oxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Chattem
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Anhydrous dibasic calcium phosphate; Dibasic calcium phosphate dihydrate; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company American Sales Company
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 3 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Anhydrous dibasic calcium phosphate; Dibasic calcium phosphate dihydrate; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Wakefern Food Corporation
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 4 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Anhydrous dibasic calcium phosphate; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Cardinal Health; Costco Wholesale
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 5 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Anhydrous dibasic calcium phosphate; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Army & Air Force Exchange Service; H E B; Rite Aid
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 6 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Anhydrous dibasic calcium phosphate; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company CVS Pharmacy; McKesson
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 7 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Calcium phosphate, dibasic, dihydrate; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Kmart Corporation
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 8 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Aluminum oxide; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Chattem
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 9 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company Great Lakes Wholesale Marketing & Sales; SuperValu; Wal-Mart Stores
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 10 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Better Living Brands
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 11 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Fred's; H E B; McKesson
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 12 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c blue no. 1; Magnesium stearate; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Cardinal Health
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
FD&C blue no. 1 DIG Info Solute carrier SLCO2B1 (Ki = 13 uM) [5]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
             Drug Formulation 13 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Magnesium stearate; Calcium phosphate, dibasic, dihydrate; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company 7-Eleven; American Sales Company; Amerisource Bergen; Costco Wholesale; DZA Brands; Harris Teeter; Hy-Vee; Kroger Company; L. Perrigo Company; McKesson; Meijer; Topco Associates; Walgreens Company
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [6]
References
1 FDA label for approved doxylamine from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Sweet Binders: Carbonic Anhydrase IX in Complex with Sucralose. ACS Med Chem Lett. 2018 May 10; 9(7):657-661.
4 In vitro inhibition of -carbonic anhydrase isozymes by some phenolic compounds. Bioorg Med Chem Lett. 2011 Jul 15; 21(14):4259-62.
5 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.
6 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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