General Information of API (ID: D00492)
Name
Orphenadrine
Synonyms    Click to Show/Hide the Synonyms of This API
orphenadrine; Orphenadrin; Disipal; Orphenadine; o-Methyldiphenhydramine; Orphenedrine; 83-98-7; 2-Methyldiphenhydramine; Biorphen; Brocadisipal; Orphenadrinum; Invagesic; Orfenadrina; o-Monomethyldiphenhydramine; 2-(Phenyl-o-tolylmethoxy)ethyldimethylamine; Phenyl-o-tolylmethyl dimethyaminoethyl ether; Orphengesic; Norgesic; WS 2434; beta-Dimethylaminoethyl 2-methylbenzhydryl ether; N,N-dimethyl-2-[(2-methylphenyl)-phenylmethoxy]ethanamine; CHEMBL900; N,N-dimethyl-2-(phenyl(o-tolyl)methoxy)ethanamine; CHEBI:7789; Mefenamine; Orphenadinum; Ethanamine, N,N-dimethyl-2-((2-methylphenyl)phenylmethoxy)-; Dimethyl-[2-(phenyl-o-tolyl-methoxy)-ethyl]-amine; N,N-dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamine; Ethanamine, N,N-dimethyl-2-[(2-methylphenyl)phenylmethoxy]-; N,N-Dimethyl-2-[(o-methyl-alpha-phenylbenzyl)oxy]ethylamine; Orphenate; Orphenadrine [INN:BAN]; Orfenadrina [INN-Spanish]; Orphenadrinum [INN-Latin]; dimethyl({2-[(2-methylphenyl)(phenyl)methoxy]ethyl})amine; Mialgin (TN); HSDB 3139; EINECS 201-509-2; beta-Dimethylaminoethyl-2-methylbenzhydryl ether; N,N-Dimethyl-2-(alpha-2-tolylbenzoyloxy)ethylamin; BRN 1885151; N,N-Dimethyl-2-(o-methyl-alpha-phenylbenzyl)oxy)ethylamine; Orphenadrine (INN); Spectrum_001045; Brocasipal (Salt/Mix); N,N-Dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanamine; Mephenamine (Salt/Mix); Prestwick0_000239; Prestwick1_000239; Prestwick2_000239; Prestwick3_000239; Spectrum2_001038; Spectrum3_000531; Spectrum4_000460; Spectrum5_001036; Phenyl-o-tolylmethyl dimethylaminoethyl ether; Lopac0_000884; Oprea1_476547; SCHEMBL28727; BSPBio_000317; BSPBio_002141; CBDivE_006102; KBioGR_000880; KBioSS_001525; 4-06-00-04727 (Beilstein Handbook Reference); DivK1c_000853; SPBio_001255; SPBio_002238; BPBio1_000349; GTPL7251; DTXSID3023396; KBio1_000853; KBio2_001525; KBio2_004093; KBio2_006661; KBio3_001641; NINDS_000853; Ethylamine, N,N-dimethyl-2-((o-methyl-alpha-phenylbenzyl)oxy)-; N,N-dimethyl-2-{[(2-methylphenyl)(phenyl)methyl]oxy}ethanamine; BDBM50062614; BS-5930; CCG-204966; DB01173; MCULE-7320950210; SDCCGSBI-0050859.P005; IDI1_000853; NCGC00015771-03; NCGC00015771-05; NCGC00015771-06; NCGC00015771-07; NCGC00015771-09; NCGC00015771-10; NCGC00015771-12; NCGC00015771-22; NCGC00089814-02; NCGC00089814-03; NCGC00089814-05; SBI-0050859.P004; AB00053510; ST50406606; C07935; D08305; dimethyl-2[alpha-(o-tolyl)benzyloxy]ethylamine; AB00053510-19; AB00053510_20; AB00053510_21; .beta.-Dimethylaminoethyl 2-methylbenzhydryl ether; L001253; Q3292273; BRD-A53576514-003-03-1; BRD-A53576514-048-06-9; dimethyl{2-[(2-methylphenyl)phenylmethoxy]ethyl}amine; N,N-Dimethyl-2-[(2-methylphenyl)(phenyl)methoxy]ethanamine #; N,N-Dimethyl-2-[(o-methyl-.alpha.-phenylbenzyl)oxy]ethylamine; Ethylamine, N,N-dimethyl-2-((o-methyl-.alpha.-phenylbenzyl)oxy)-
Clinical Status
Approved
Disease Indication Parkinsonism ICD-11: 8A00 [1]
PubChem CID
4601
Formula
C18H23NO
Canonical SMILES
CC1=CC=CC=C1C(C2=CC=CC=C2)OCCN(C)C
InChI
1S/C18H23NO/c1-15-9-7-8-12-17(15)18(20-14-13-19(2)3)16-10-5-4-6-11-16/h4-12,18H,13-14H2,1-3H3
InChIKey
QVYRGXJJSLMXQH-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=4601"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 269.4 Topological Polar Surface Area 12.5
XlogP 3.8 Complexity 260
Heavy Atom Count 20 Rotatable Bond Count 6
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Orphenadrine 100 mg tablet Click to Show/Hide the Full List of Formulation(s):          8 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; Magnesium stearate; Povidone
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company H. J. Harkins Company
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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; Magnesium stearate; Povidone; Ethylcelluloses
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company Impax Generics; Stat Rx USA
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             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
Lactose monohydrate; Magnesium stearate; Ethylcelluloses; Povidones
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company Avera McKennan Hospital
                   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) [3]
             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
Lactose monohydrate; Magnesium stearate; Hypromellose, unspecified
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company A-S Medication Solutions; Bryant Ranch Prepack; Unit Dose Services
                   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) [3]
             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
Lactose monohydrate; Magnesium stearate; Hypromelloses
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company A-S Medication Solutions; Aidarex Pharmaceuticals; Clinical Solutions Wholesale; Lake Eire Medical & Surgical Supply DBA Quality Care Products; Lupin Pharmaceuticals; PD-Rx Pharmaceuticals; Physicians Total Care; Preferred Pharamaceuticals; Rebel Distributors
                   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) [3]
             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
Lactose monohydrate; Magnesium stearate; Hypromelloses
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company AvKARE; Avera McKennan Hospital; Blenheim Phamacal; DirectRX; Dispensing Solution; NuCare Pharmaceuticals; PD-Rx Pharmaceuticals; Preferred Pharamaceuticals; Proficient Rx; RedPharm; RxChange; St Marys Medical Park Pharmacy
                   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) [3]
             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
Lactose monohydrate; Magnesium stearate; Ethylcelluloses; Povidones
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company American Health Packaging
                   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) [3]
             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
Lactose monohydrate; Calcium stearate; Ethylcelluloses
                   Dosage Form 12 HR Extended Release Oral Tablet
                   Company Eon Labs; Lake Eire Medical & Surgical Supply DBA Quality Care Products; Medsource Pharmaceuticals; Proficient Rx
References
1 FDA label for approved orphenadrine from the official website of the U.S. Food and Drug Administration.
2 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
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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