General Information of API (ID: D00383)
Name
Maprotiline
Synonyms    Click to Show/Hide the Synonyms of This API
maprotiline; 10262-69-8; Maprotylina [Polish]; Maprotylina; Maprotilinum [INN-Latin]; Maprotilina [INN-Spanish]; 276-Ba; UNII-2U1W68TROF; N-Methyl-9,10-ethanoanthracene-9(10H)-propylamine; 9,10-Ethanoanthracene-9(10H)-propanamine, N-methyl-; CHEBI:6690; 3-(9,10-Dihydro-9,10-ethanoanthracen-9-yl)propylmethylamine; 3-(9,10-Dihydro-9,10-ethanoanthracen-9-yl)-N-methylpropan-1-amine; 2U1W68TROF; BA-34276; 9,10-Ethanoanthracene-9(10H)-propylamine, N-methyl-; NCGC00015708-04; Maprotilina; Maprotilinum; BA-34,276 [AS HYDROCHLORIDE]; 3-(9,10-ethanoanthracen-9(10H)-yl)-N-methylpropan-1-amine; DSSTox_CID_25029; DSSTox_RID_80649; DSSTox_GSID_45029; CAS-10262-69-8; Maprotiline (USAN); EINECS 233-599-4; CAS-10347-81-6; BRN 2385493; Maprotiline [USAN:INN:BAN]; N-Methyl-9,10-ethanoanthracene-9(10H)-propanamine; Spectrum_000887; Tocris-0935; Prestwick0_000346; Prestwick1_000346; Prestwick2_000346; Prestwick3_000346; Spectrum2_000139; Spectrum3_000483; Spectrum4_000035; Spectrum5_000918; Lopac-M-9651; C07107; Lopac0_000812; SCHEMBL33993; BSPBio_000411; BSPBio_001945; KBioGR_000469; KBioSS_001367; MLS001201766; CHEMBL21731; DivK1c_000891; SCHEMBL121015; SPBio_000218; SPBio_002332; BPBio1_000453; GTPL2402; CHEMBL1201257; DTXSID7045029; SCHEMBL21994200; BA-34276 FREE BASE; KBio1_000891; KBio2_001367; KBio2_003935; KBio2_006503; KBio3_001445; BA-34276 [As Hydrochloride]; NINDS_000891; BA-34,276 FREE BASE; HMS2089K11; HMS2962E12; ZINC1530688; Tox21_110200; 0643AA; AR-111; BBL010079; BDBM50101973; BDBM50378025; STK711156; AKOS005530670; Tox21_110200_1; CCG-204896; DB00934; SDCCGSBI-0050789.P005; IDI1_000891; SMP1_000169; NCGC00015708-01; NCGC00015708-02; NCGC00015708-03; NCGC00015708-05; NCGC00015708-06; NCGC00015708-07; NCGC00015708-08; NCGC00015708-09; NCGC00015708-10; NCGC00015708-11; NCGC00015708-12; NCGC00015708-13; NCGC00015708-15; NCGC00015708-17; NCGC00015708-19; NCGC00015708-25; NCGC00016691-01; NCGC00018217-01; NCGC00024886-01; NCGC00024886-02; NCGC00024886-03; AC-12507; SMR000641863; SBI-0050789.P003; AB00514665; D02566; AB00053679-33; AB00053679_34; AB00053679_35; AB01275432-01; 262M698; L001173; Q418361; J-000745; BRD-K03319035-001-01-3; BRD-K03319035-003-02-7; BRD-K25433859-003-11-4; BRD-K25433859-003-14-8
Clinical Status
Approved
Disease Indication Major depressive disorder ICD-11: 6A70 [1]
PubChem CID
4011
Formula
C20H23N
Canonical SMILES
CNCCCC12CCC(C3=CC=CC=C31)C4=CC=CC=C24
InChI
1S/C20H23N/c1-21-14-6-12-20-13-11-15(16-7-2-4-9-18(16)20)17-8-3-5-10-19(17)20/h2-5,7-10,15,21H,6,11-14H2,1H3
InChIKey
QSLMDECMDJKHMQ-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=4011"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 277.4 Topological Polar Surface Area 12
XlogP 4.6 Complexity 339
Heavy Atom Count 21 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Full List of Drug Formulations (DFMs) Containing This API
          Maprotiline 50 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
Sodium lauryl sulfate; Fd&c blue no. 1; Magnesium stearate; Titanium dioxide; Triacetin; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols; Starch, corn
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   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) [2]
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Maprotiline 25 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
Sodium lauryl sulfate; Magnesium stearate; Titanium dioxide; Triacetin; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols; Starch, corn
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
          Maprotiline 75 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
Sodium lauryl sulfate; Magnesium stearate; Titanium dioxide; Triacetin; Croscarmellose sodium; Silicon dioxide; Cellulose, microcrystalline; Hypromelloses; Polydextrose; Polyethylene glycols; Starch, corn
                   Dosage Form Oral Tablet
                   Company Mylan Pharamceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sodium lauryl sulfate DIG Info Solute carrier SLCO2B1 (Ki = 1.98 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [3]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
References
1 FDA label for approved maprotiline 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 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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