Details of the Drug

General Information of Drug (ID: DMG60XN)

Drug Name
Phentermine
Synonyms
Duromine; Fastin; Fentermina; Inoamin; Ionamin; Ionamine; Linyl; Lipopill; Lonamin; Mirapront; Normephentermine; Obenix; Obermine; Omnibex; Ortetamin; Ortetamina; Ortetaminum; Phentercot; Phenterminum; Phentride; Phentrol; Wilpo; Zantryl; Ona Mast; Ortetamine [INN]; Phentermine HCl; Phentermine resin complex; AmbkkkkK744; Phentermine Resin 30; Phentrol 2; Phentrol 3; Phentrol 4; Adipex P (TN); Adipex-P; Alpha-Benzylisopropylamine; Duromine (TN); Fastin (TN); Fentermina [INN-Spanish]; Ionamin (TN); Mirapront (TN); Obenix (TN); Obephen (TN); Obermine (TN); Oby-Trim; Panbesy (TN); Phenterex (TN); Phentermine (TN); Phenterminum [INN-Latin]; Phentremene (TN); Phentrol (TN); Phentromin (TN); Pro-Fast; Redusa (TN); Sinpet (TN); Supremin (TN); Teramine (TN); Trenker (TN); Umine (TN); Weltmine (TN); Zantryl (TN); Alpha,alpha-Dimethylbenzeneethanamine; Alpha,alpha-Dimethylphenethylamine; Anoxine-AM (TN); Obestin-30 (TN); Oby-Trim (TN); Phentermine (USAN/INN); Phentermine [USAN:INN:BAN]; Phenyl-tert-butylamine; Phenyl-tertiary-butylamine; Pro-Fast SA (TN); Alpha,alpha-Dimethyl-beta-phenylethylamine; Alpha.,.alpha.-dimethyl-Benzeneethanamine; (alpha,alpha)-Dimethylphenethylamine; 1,1-Dimethyl-2-phenylethylamine; 1-(2-Methylphenyl)-2-propylamin; 1-(2-Tolyl)-2-propylamine; 2-Amino-2-methyl-1-phenylpropane; 2-Methyl-1-phenyl-2-propanamine; 2-Phenyl-tert-butylamine
Indication
Disease Entry ICD 11 Status REF
Obesity 5B81 Approved [1]
Therapeutic Class
Appetite Depressants
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 149.23
Logarithm of the Partition Coefficient (xlogp) 1.9
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 1
ADMET Property
Absorption Tmax
The time to maximum plasma concentration (Tmax) is 0.5-3 h []
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 3: high solubility and low permeability [2]
Bioavailability
The bioavailability of drug is 27% []
Clearance
The clearance of drug is 8.79 L/h []
Elimination
Phentermine is excreted mainly in the urine from which about 70-80% of the administered dose can be found as the unchanged drug [3]
Half-life
The concentration or amount of drug in body reduced by one-half in 20 hours [3]
Metabolism
The drug is metabolized via the conjugation []
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 4.18795 micromolar/kg/day [4]
Vd
The volume of distribution (Vd) of drug is 5 L/kg [5]
Chemical Identifiers
Formula
C10H15N
IUPAC Name
2-methyl-1-phenylpropan-2-amine
Canonical SMILES
CC(C)(CC1=CC=CC=C1)N
InChI
InChI=1S/C10H15N/c1-10(2,11)8-9-6-4-3-5-7-9/h3-7H,8,11H2,1-2H3
InChIKey
DHHVAGZRUROJKS-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
4771
ChEBI ID
CHEBI:8080
CAS Number
122-09-8
DrugBank ID
DB00191
TTD ID
D0U0RZ
VARIDT ID
DR01098
INTEDE ID
DR1280
ACDINA ID
D00527
Combinatorial Drugs (CBD) Click to Jump to the Detailed CBD Information of This Drug
Repurposed Drugs (RPD) Click to Jump to the Detailed RPD Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Norepinephrine transporter (NET) TTAWNKZ SC6A2_HUMAN Inhibitor [6]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME 		DE4LYSA CP3A4_HUMAN Substrate [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Obesity
ICD Disease Classification 5B81
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Norepinephrine transporter (NET) DTT SLC6A2 7.05E-01 7.02E-03 0.07
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 6.06E-01 -2.42E-02 -1.64E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Phentermine (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Methylene blue DMJAPE7 Major Increased risk of hyperpyrexia by the combination of Phentermine and Methylene blue. Acquired methaemoglobinaemia [3A93] [8]
Promazine DMZAL7W Moderate Antagonize the effect of Phentermine when combined with Promazine. Appearance/behaviour symptom [MB23] [9]
Droxidopa DM5YF4M Moderate Additive hypertensive effects by the combination of Phentermine and Droxidopa. Autonomic nervous system disorder [8D87] [10]
Linezolid DMGFPU2 Major Additive hypertensive effects by the combination of Phentermine and Linezolid. Bacterial infection [1A00-1C4Z] [8]
Ethanol DMDRQZU Moderate Additive CNS depression effects by the combination of Phentermine and Ethanol. Cystitis [GC00] [11]
Selegiline DM6034S Major Increased risk of hyperpyrexia by the combination of Phentermine and Selegiline. Depression [6A70-6A7Z] [8]
Isocarboxazid DMAF1NB Major Additive hypertensive effects by the combination of Phentermine and Isocarboxazid. Depression [6A70-6A7Z] [8]
Tranylcypromine DMGB5RE Major Increased risk of hyperpyrexia by the combination of Phentermine and Tranylcypromine. Depression [6A70-6A7Z] [8]
Phenelzine DMHIDUE Major Increased risk of hyperpyrexia by the combination of Phentermine and Phenelzine. Depression [6A70-6A7Z] [8]
Esketamine DMVU687 Major Additive hypertensive effects by the combination of Phentermine and Esketamine. Depression [6A70-6A7Z] [12]
Procarbazine DMIK367 Major Increased risk of hyperpyrexia by the combination of Phentermine and Procarbazine. Hodgkin lymphoma [2B30] [8]
Propiomazine DMKY8V1 Moderate Antagonize the effect of Phentermine when combined with Propiomazine. Insomnia [7A00-7A0Z] [9]
Polyethylene glycol DM4I1JP Moderate Increased risk of lowers seizure threshold by the combination of Phentermine and Polyethylene glycol. Irritable bowel syndrome [DD91] [13]
Ozanimod DMT6AM2 Major Increased risk of hyperpyrexia by the combination of Phentermine and Ozanimod. Multiple sclerosis [8A40] [8]
Prochlorperazine DM53SRA Moderate Antagonize the effect of Phentermine when combined with Prochlorperazine. Nausea/vomiting [MD90] [9]
Promethazine DM6I5GR Moderate Antagonize the effect of Phentermine when combined with Promethazine. Nausea/vomiting [MD90] [9]
Thiethylperazine DMU3IET Moderate Antagonize the effect of Phentermine when combined with Thiethylperazine. Nausea/vomiting [MD90] [9]
Bupropion DM5PCS7 Major Increased risk of lowers seizure threshold by the combination of Phentermine and Bupropion. Nicotine use disorder [6C4A] [14]
Tramadol DMRQD04 Major Increased risk of lowers seizure threshold by the combination of Phentermine and Tramadol. Pain [MG30-MG3Z] [15]
Safinamide DM0YWJC Moderate Decreased metabolism of Phentermine caused by Safinamide mediated inhibition of non-CYP450 enzyme. Parkinsonism [8A00] [16]
Rasagiline DM3WKQ4 Moderate Additive hypertensive effects by the combination of Phentermine and Rasagiline. Parkinsonism [8A00] [8]
Lindane DMB8CNL Moderate Increased risk of lowers seizure threshold by the combination of Phentermine and Lindane. Pediculosis [1G00] [17]
Levomepromazine DMIKFEL Moderate Antagonize the effect of Phentermine when combined with Levomepromazine. Psychotic disorder [6A20-6A25] [9]
Fluphenazine DMIT8LX Moderate Antagonize the effect of Phentermine when combined with Fluphenazine. Psychotic disorder [6A20-6A25] [9]
Triflupromazine DMKFQJP Moderate Antagonize the effect of Phentermine when combined with Triflupromazine. Psychotic disorder [6A20-6A25] [9]
Mesoridazine DM2ZGAN Moderate Antagonize the effect of Phentermine when combined with Mesoridazine. Schizophrenia [6A20] [9]
Thioridazine DM35M8J Moderate Antagonize the effect of Phentermine when combined with Thioridazine. Schizophrenia [6A20] [9]
Haloperidol DM96SE0 Moderate Antagonize the effect of Phentermine when combined with Haloperidol. Schizophrenia [6A20] [9]
Perphenazine DMA4MRX Moderate Antagonize the effect of Phentermine when combined with Perphenazine. Schizophrenia [6A20] [9]
Chlorpromazine DMBGZI3 Moderate Antagonize the effect of Phentermine when combined with Chlorpromazine. Schizophrenia [6A20] [9]
Trifluoperazine DMKBYWI Moderate Antagonize the effect of Phentermine when combined with Trifluoperazine. Schizophrenia [6A20] [9]
Methdilazine DMAUHQX Moderate Antagonize the effect of Phentermine when combined with Methdilazine. Vasomotor/allergic rhinitis [CA08] [9]
Trimeprazine DMEMV9D Moderate Antagonize the effect of Phentermine when combined with Trimeprazine. Vasomotor/allergic rhinitis [CA08] [18]
⏷ Show the Full List of 33 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Allura red AC dye E00338 33258 Colorant
D&C red no. 28 E00491 6097185 Colorant
D&C red no. 33 E00261 19116 Colorant
FD&C blue no. 1 E00263 19700 Colorant
FD&C blue no. 2 E00446 2723854 Colorant
Hydrazine yellow E00409 164825 Colorant
Isopropyl alcohol E00070 3776 Antimicrobial preservative; Solvent
Mannitol E00103 6251 Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
Quinoline yellow WS E00309 24671 Colorant
Sodium lauryl sulfate E00464 3423265 Emulsifying agent; Modified-release agent; Penetration agent; Solubilizing agent; Surfactant; lubricant
Stearic acid E00079 5281 Emulsifying agent; Solubilizing agent; Viscosity-controlling agent; lubricant
Sucralose E00370 71485 Flavoring agent
Sunset yellow FCF E00255 17730 Colorant
Ammonia E00007 222 Alkalizing agent
Beta-D-lactose E00099 6134 Diluent; Dry powder inhaler carrier; Lyophilization aid
Brushite E00392 104805 Diluent
Butyl alcohol E00011 263 Flavoring agent; Solvent
Carmellose sodium E00625 Not Available Disintegrant
Citric acid monohydrate E00271 22230 Acidulant; Antioxidant; Buffering agent; Complexing agent; Flavoring agent
Crospovidone E00626 Not Available Disintegrant
Eisenoxyd E00585 56841934 Colorant
FD&C red no. 3 E00629 Not Available Colorant
Ferric hydroxide oxide yellow E00539 23320441 Colorant
Ferrosoferric oxide E00231 14789 Colorant
Fructose E00447 2723872 Flavoring agent
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Polysorbate 80 E00665 Not Available Dispersing agent; Emollient; Emulsifying agent; Plasticizing agent; Solubilizing agent; Surfactant; Suspending agent
Potassium hydroxide E00233 14797 Alkalizing agent
Povidone E00667 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Propylene glycol E00040 1030 Antimicrobial preservative; Humectant; Plasticizing agent; Solvent
Saccharose E00091 5988 Binding agent; Coating agent; Cryoprotectant; Diluent; Flavoring agent; Suspending agent; Viscosity-controlling agent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Talc E00520 16211421 Anticaking agent; Diluent; Glidant; lubricant
Titanium dioxide E00322 26042 Coating agent; Colorant; Opacifying agent
Vinylpyrrolidone E00668 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Water E00035 962 Solvent
⏷ Show the Full List of 37 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Phentermine 15 mg capsule 15 mg Oral Capsule Oral
Phentermine 37.5 mg capsule 37.5 mg Oral Capsule Oral
Phentermine 15 mg capsule 15 mg Extended Release Oral Capsule Oral
Phentermine 30 mg capsule 30 mg Extended Release Oral Capsule Oral
Phentermine 15 mg tablet 15 mg Disintegrating Oral Tablet Oral
Phentermine 30 mg tablet 30 mg Disintegrating Oral Tablet Oral
Phentermine 37.5 mg tablet 37.5 mg Disintegrating Oral Tablet Oral
Phentermine 37.5 mg tablet 37.5 mg Oral Tablet Oral
Phentermine 30 mg capsule 30 mg Oral Capsule Oral
Phentermine 8 mg tablet 8 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7269).
2 BDDCS predictions, self-correcting aspects of BDDCS assignments, BDDCS assignment corrections, and classification for more than 175 additional drugs
3 Phentermine and topiramate extended-release: a new treatment for obesity and its role in a complications-centric approach to obesity medical management. Expert Opin Drug Saf. 2013 Sep;12(5):741-56. doi: 10.1517/14740338.2013.806481. Epub 2013 Jun 6.
4 Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
5 Inchem
6 Novel anti-obesity drugs. Expert Opin Investig Drugs. 2000 Jun;9(6):1317-26.
7 FDA Label of Qsymia. The 2020 official website of the U.S. Food and Drug Administration.
8 Ban TA "Drug interactions with psychoactive drugs." Dis Nerv Syst 36 (1975): 164-6. [PMID: 1116424]
9 Achor MB, Extein I "Diet aids, mania, and affective illness" Am J Psychiatry 138 (1981): 392. [PMID: 7468847]
10 Product Information. Northera (droxidopa). Chelsea Therapeutics Inc, Charlotte, NC.
11 Product Information. Suprenza (phentermine). Akrimax Pharmaceuticals, Cranford, NJ.
12 Cerner Multum, Inc. "Australian Product Information.".
13 Product Information. Suprep Bowel Prep Kit (magnesium/potassium/sodium sulfates). Braintree Laboratories, Braintree, MA.
14 Product Information. Wellbutrin XL (buPROPion). GlaxoSmithKline, Philadelphia, PA.
15 Product Information. Ultram (tramadol). McNeil Pharmaceutical, Raritan, NJ.
16 Agencia Espaola de Medicamentos y Productos Sanitarios Healthcare "Centro de informacion online de medicamentos de la AEMPS - CIMA.".
17 Matsuoka LY "Convulsions following application of gamma benzene hexachloride." J Am Acad Dermatol 5 (1981): 98-9. [PMID: 6168673]
18 Lake CR "Manic psychosis after coffee and phenylpropanolamine." Biol Psychiatry 30 (1991): 401-4. [PMID: 1912131]