Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00201)
Name
Dimenhydrinate
Synonyms    Click to Show/Hide the Synonyms of This API
DIMENHYDRINATE; Dramamine; 523-87-5; Chloranautine; Vomex A; Diphenhydrinate; Anautine; Travelin; Amosyt; Aviomarin; Gravol; Menhydrinate; Andramine; Antemin; Diamarin; Dimenest; Dimentabs; Dramalen; Dramamin; Dramarin; Dramilin; Eldodram; Gravinol; Hydrinate; Novamine; Permital; Supremal; Teodramin; Travelmin; Troversin; Xamamina; Dimate; Dramyl; Dromyl; Reise-Engletten; Neo-Navigan; Diphenhydramine Theoclate; Theohydramine; Diphenhydramine 8-chlorotheophylline; Diphenhydramine 8-chlorotheophyllinate; UNII-JB937PER5C; NSC 117855; JB937PER5C; C24H28ClN5O3; MFCD00054265; O-Benzhydryldimethylaminoethanol 8-chlorotheophyllinate; NSC-117855; (o-Benzhydryl(dimethylamino)ethanol) 8-chlorotheophyllinate; Benzhydryl-beta-dimethylaminoethylether 8-chlorotheophylline; N,N-Dimethyl-2-diphenylmethoxyethylamine 8-chlorotheophyllinate; 2-(Diphenylmethoxy)-N,N-dimethylethylamine 8-chlorotheophyllinate; beta-Dimethylaminoethyl benzhydryl ether 1,3-dimethyl-8-chloroxanthine; 2-(Benzhydryloxy)-N,N-dimethylethylamine compd. with 8-chlorotheophylline; Dimenhydrinat; Dommanate; Lomarin; Reidamine; Removine; Emedyl; Faston; Novamin (VAN); Gravinol (antiemetic); Dimenidrinato [DCIT]; SR-05000001608; [o-Benzhydryl(dimethylamino)ethanol] 8-chlorotheophyllinate; Dimenhydrinatum [INN-Latin]; Dimenidrinato; Dimenhidrinato [INN-Spanish]; CCRIS 4798; HSDB 3064; 2-benzhydryloxy-N,N-dimethylethanamine;8-chloro-1,3-dimethyl-7H-purine-2,6-dione; Dramamine (TN); NCI-C60639; Dimenhydrinate,(S); EINECS 208-350-8; Spectrum_000974; Prestwick3_000265; Spectrum2_000992; Spectrum3_000397; Spectrum4_000517; Spectrum5_000909; DSSTox_CID_5087; SCHEMBL5128; DSSTox_RID_77660; DSSTox_GSID_25087; BSPBio_000110; BSPBio_002213; KBioGR_001093; KBioSS_001454; DivK1c_000049; SPECTRUM1500251; SPBio_001083; BPBio1_000122; CHEMBL1200406; DTXSID9025087; CHEBI:94848; HMS500C11; KBio1_000049; KBio2_001454; KBio2_004022; KBio2_006590; KBio3_001433; Dimenhydrinate (JP17/USP/INN); NINDS_000049; HMS1920G20; HMS2091O08; HMS2095F12; HMS3712F12; Pharmakon1600-01500251; 2-(Benzhydryloxy)-N,N-dimethylethylamine 8-chlorotheophyllinate; HY-B1215; Dimenhydrinate [USP:INN:BAN:JAN]; Tox21_200323; CCG-40210; NSC117855; NSC756740; AKOS015896341; AC-8241; CS-4841; DB00985; NSC-756740; Ethylamine, N,N-dimethyl-2-(diphenylmethoxy)-, compd. with 8-chlorotheophylline; IDI1_000049; NCGC00021154-01; NCGC00021154-02; NCGC00021154-03; NCGC00021154-04; NCGC00021154-05; NCGC00021154-06; NCGC00021154-07; NCGC00091928-01; NCGC00091928-02; NCGC00091928-03; NCGC00257877-01; AS-13166; SBI-0051350.P003; AB00053833; FT-0625019; FT-0696921; D00520; J10430; WLN: T56 BM DN FNVNVJ CG F H &622; 523D875; Q420439; SR-05000001608-1; SR-05000001608-2; BRD-M98649031-001-01-1; Dimenhydrinate, European Pharmacopoeia (EP) Reference Standard; Dimenhydrinate, United States Pharmacopeia (USP) Reference Standard; Ethylamine 2-(diphenylmethoxy)-N, compd. with 8-chlorotheophylline (1:1); Theophylline, compd. with 2-(diphenylmethoxy)-N,N-dimethylethylamine (1:1); Dimenhydrinate, Pharmaceutical Secondary Standard; Certified Reference Material; Theophylline, compd. with 2-(diphenylmethoxy)-N,N-(dimethylethyl)amine (1:1)
Clinical Status
Approved
Disease Indication Functional nausea/vomiting ICD-11: DD90 [1]
PubChem CID
10660
Formula
C24H28ClN5O3
Canonical SMILES
CN1C2=C(C(=O)N(C1=O)C)NC(=N2)Cl.CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2
InChI
1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10)
InChIKey
NFLLKCVHYJRNRH-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=10660"></iframe>
3D MOL is unavailable 2D MOL
Physicochemical Properties Molecular Weight 470 Topological Polar Surface Area 81.8
XlogP N.A. Complexity 509
Heavy Atom Count 33 Rotatable Bond Count 6
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Dimenhydrinate 50 mg tablet Click to Show/Hide the Full List of Formulation(s):        16 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
Anhydrous citric acid; Maltodextrin; Aspartame; Fd&c yellow no. 6; Magnesium stearate; Sorbitol; Aluminum oxide
                   Dosage Form Chewable Tablet
                   Company Medtech Products
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [3]
Aspartame DIG Info Pregnane X receptor (Ki = 13 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Dextrin DIG Info Colon cancer Caco-2 cells (Inhibition ratio > 55 %) [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
Anhydrous citric acid; Maltodextrin; Aspartame; Fd&c yellow no. 6; Magnesium stearate; Sorbitol
                   Dosage Form Oral Tablet
                   Company Navajo Manufacturing
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Kyselina citronova DIG Info Perilipin-1 (IC50 = 3708 nM) [3]
Aspartame DIG Info Pregnane X receptor (Ki = 13 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Dextrin DIG Info Colon cancer Caco-2 cells (Inhibition ratio > 55 %) [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
Stearic acid; Magnesium stearate; Anhydrous dibasic calcium phosphate; Croscarmellose sodium; Silicon dioxide; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company CVS Pharmacy; L&R Distributors
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Stearic acid; Magnesium stearate; Anhydrous dibasic calcium phosphate; Croscarmellose sodium; Silicon dioxide; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company L.N.K. International
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Stearic acid; Magnesium stearate; Anhydrous dibasic calcium phosphate; Croscarmellose sodium; Silicon dioxide; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Wal-Mart Stores
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Calcium hydrogenphosphate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Stearic acid; Magnesium stearate; Croscarmellose sodium; Silicon dioxide; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Qualitest Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Stearic acid; Magnesium stearate; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Chain Drug Marketing Association; Target Corporation; Walgreens Company; WinCo Foods
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Stearic acid; Magnesium stearate; Croscarmellose sodium; Silicon dioxide; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company McKesson
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Stearic acid; Lactose monohydrate; Magnesium stearate; Silicon dioxide; Cellulose, microcrystalline; Sodium starch glycolate type a potato
                   Dosage Form Oral Tablet
                   Company A-S Medication Solutions; Carilion Materials Management; Qualitest Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Stearic acid; Magnesium stearate; Croscarmellose sodium; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Avera McKennan Hospital; Better Living Brands; Major Pharmaceuticals; Rite Aid
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             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
Stearic acid; Magnesium stearate; Croscarmellose sodium; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Cardinal Health; Great Lakes Wholesale Marketing & Sales; Harmon Stores
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             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
Stearic acid; Magnesium stearate; Croscarmellose sodium; Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company McKesson
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             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
Anhydrous lactose; Magnesium stearate; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Medtech Products
                   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) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 14 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
Anhydrous lactose; Magnesium stearate; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Mineral oil
                   Dosage Form Oral Tablet
                   Company Time Cap Labs
                   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) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             Drug Formulation 15 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; Dibasic calcium phosphate dihydrate; Croscarmellose sodium; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Contract Pharmacal
                   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) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
             Drug Formulation 16 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; Croscarmellose sodium; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Acme United Corporation; Amerisource Bergen; CVS Pharmacy; Cardinal Health; Care One; Chain Drug Consortium; Chain Drug Marketing Association; Fred's; Good Sense; Harmon Stores; McKesson; Meijer; National Distribution Network; TopCare; Valu Merchandisers Company; Western Family Foods
                   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) [5]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [5]
          Dimenhydrinate 25 mg tablet Click to Show/Hide the Full List of Formulation(s):          2 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
Lactose; Fd&c yellow no. 6; Magnesium stearate; Mannitol; Sucrose; Povidone; Calcium phosphate, dibasic, anhydrous; Cellulose, microcrystalline; Hydroxypropyl cellulose; Hydroxypropyl corn starch (5% substitution by weight)
                   Dosage Form Oral Tablet
                   Company Sato Pharmaceutical
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [7]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [8]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
             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
Aspartame; Magnesium stearate; Sorbitol; Citric acid monohydrate
                   Dosage Form Chewable Tablet
                   Company Medtech Products
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Aspartame DIG Info Pregnane X receptor (Ki = 13 uM) [4]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [5]
References
1 FDA label for approved dimenhydrinate from the official website of the U.S. Food and Drug Administration.
2 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.
3 PubChem BioAssay data set.
4 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
5 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
6 Interactions between human multidrug resistance related protein (MRP2; ABCC2) and excipients commonly used in self-emulsifying drug delivery systems (SEDDS). Int J Pharm. 2013 Apr 15;447(1-2):192-8.
7 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
8 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.

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