Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00386)
Name
Mecamylamine
Synonyms    Click to Show/Hide the Synonyms of This API
mecamylamine; Versamine; Mecamine; Revertina; Mecamilamina; Mekamine; 2-Methylaminoisocamphane; 60-40-2; Mevasine; 3-Methylaminoisocamphane; N-Methyl-2-isocamphanamine; N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine; 2-Methylamino-2,3,3-trimethylnorbornane; N,2,3,3-Tetramethyl-2-norbornamine; N,2,3,3-Tetramethyl-2-norcamphanamine; 2-Norbornanamine, N,2,3,3-tetramethyl-; Bicyclo(2.2.1)heptan-2-amine, N,2,3,3-tetramethyl-; CHEBI:6706; CHEMBL267936; Mecamylaminum; Bicyclo[2.2.1]heptan-2-amine, N,2,3,3-tetramethyl-; NCGC00015703-03; Mecamilamina [DCIT]; Mecamilamina [Italian]; DSSTox_CID_3240; DSSTox_RID_76937; DSSTox_GSID_23240; Mecamylamine [INN:BAN]; Mecamylaminum [INN-Latin]; Mecamylamine base; 3-Methylaminoisokamfan; 3-Methylaminoisokamfan [Czech]; CAS-60-40-2; EINECS 200-476-1; 3-beta-Methylamino-2,2,3-trimethylbicyclo(2.2.1)heptane; Inversine (Salt/Mix); Spectrum_000304; SpecPlus_000736; Prestwick0_001111; Prestwick1_001111; Prestwick2_001111; Prestwick3_001111; Spectrum3_000736; Spectrum4_001257; Spectrum5_001616; Lopac0_000841; SCHEMBL34252; BSPBio_001242; BSPBio_002292; KBioGR_001814; KBioSS_000784; DivK1c_006832; SPBio_003111; BPBio1_001367; GTPL3990; DTXSID0023240; KBio1_001776; KBio2_000784; KBio2_003352; KBio2_005920; KBio3_001512; HMS3604D12; 107538-05-6; ALBB-023410; Tox21_110198; BDBM50061565; AKOS003662515; Tox21_110198_1; CCG-204924; DB00657; SDCCGSBI-0050817.P005; NCGC00015703-02; NCGC00015703-04; NCGC00015703-06; NCGC00015703-12; NCGC00162272-01; NCGC00162272-02; ST088032; SBI-0050817.P004; AB00053764; C07511; AB00053764_03; Q3332124; BRD-A20119038-001-01-5; BRD-A20119038-003-01-1; N,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-amine #; methyl(2,3,3-trimethylbicyclo[2.2.1]hept-2-yl)amine; Methyl-(2,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine; (+)Methyl-(2,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine; (-)Methyl-(2,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine; 3-.beta.-Methylamino-2,2,3-trimethylbicyclo(2.2.1)heptane; (+/-)Methyl-(2,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine; methyl(2,3,3-trimethylbicyclo[2.2.1]hept-2-yl)amine hydrochloride; Methyl-(2,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine(Mecamylamine)
Clinical Status
Approved
Disease Indication Essential hypertension ICD-11: BA00 [1]
PubChem CID
4032
Formula
C11H21N
Canonical SMILES
CC1(C2CCC(C2)C1(C)NC)C
InChI
1S/C11H21N/c1-10(2)8-5-6-9(7-8)11(10,3)12-4/h8-9,12H,5-7H2,1-4H3
InChIKey
IMYZQPCYWPFTAG-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=4032"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 167.29 Topological Polar Surface Area 12
XlogP 2.6 Complexity 197
Heavy Atom Count 12 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Full List of Drug Formulations (DFMs) Containing This API
          Mecamylamine 2.5 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
Lactose monohydrate; D&c yellow no. 10; Fd&c yellow no. 6; Magnesium stearate; Calcium phosphate, dibasic, dihydrate; Talc; Water; Starch, corn
                   Dosage Form Oral Tablet
                   Company Manchester Pharmaceuticals; Nexgen Pharma; Turing Pharmaceuticals
                   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]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Mecamylamine Hydrochloride 2.5mg 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 Monohydrate; Calcium Phosphate, Dibasic, Dihydrate; Starch, Corn; D&C Yellow No. 10; Fd&C Yellow No. 6; Magnesium Stearate; Talc; Water
                   Dosage Form Tablet
                   Company Vyera Pharmaceuticals
                   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]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
             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
Lactose Monohydrate; Dibasic Calcium Phosphate Dihydrate; Starch, Corn; D&C Yellow No. 10; Fd&C Yellow No. 6; Magnesium Stearate; Talc; Water
                   Dosage Form Tablet
                   Company Lgm Pharma Solutions
                   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]
Quinoline yellow WS DIG Info Estrogen receptor alpha (IC50 = 18 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
References
1 FDA label for approved loxapine 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 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
4 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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