General Information of API (ID: D00036)
Name
Amphetamine
Synonyms    Click to Show/Hide the Synonyms of This API
AMPHETAMINE; Amfetamine; 1-phenylpropan-2-amine; alpha-Methylphenethylamine; dl-Amphetamine; Desoxynorephedrine; 300-62-9; 1-Phenyl-2-aminopropane; Benzedrine; Fenopromin; Phenedrine; Elastonon; Mydrial; beta-Aminopropylbenzene; 1-Methyl-2-phenylethylamine; Norephedrane; 1-Phenyl-2-propylamine; Actedron; Allodene; Anorexide; Anorexine; Benzebar; Benzolone; Isoamyne; Mecodrin; Novydrine; Oktedrin; Ortedrine; Percomon; Profamina; Simpatina; Adipan; Isomyn; Protioamphetamine; alpha-Methylbenzeneethaneamine; 1-Phenyl-2-propanamine; 3-Phenyl-2-propylamine; Psychedrine; amfetaminum; Fenylo-izopropylaminyl; (Phenylisopropyl)amine; dl-alpha-Methylphenethylamine; 2-Amino-1-phenylpropane; racemic-Desoxynor-ephedrine; Benzeneethanamine, .alpha.-methyl-; beta-Phenylisopropylamin; dl-Benzedrine; rac-Amphetamine; (+-)-alpha-Methylphenylethylamine; 1-Phenyl-2-amino-propan; .alpha.-Methylbenzeneethanamine; beta-Phenylisopropylamine; .beta.-Aminopropylbenzene; dl-1-Phenyl-2-aminopropane; Dexedrine; 60-15-1; Dexacaps; NSC-27159; 300-62-9 (FREE BASE); Phenethylamine, .alpha.-methyl-, (.+/-.)-; Benzeneethanamine, .alpha.-methyl-, (.+/-.)-; (+-)-Benzedrine; Amfetamina [Italian]; Anfetamina [Spanish]; DEA No. 1100; Amphetamin; Amfetamine [INN:BAN]; Amfetaminum [INN-Latin]; Adderall XR; Amphetamine salts; Dyanavel XR; Amfetamina [INN-Spanish]; Dexamfetamine (INN); beta-Aminopropylbenzene (VAN); Phenethylamine, D-.alpha.-methyl-; DELCOBESE; Dextroamphetamine (USAN); Fenylo-izopropylaminyl [Polish]; Benzeneethanamine, alpha-methyl-; (+-)-alpha-Methylphenethylamine; 1-Phenyl-2-aminopropane (VAN); Benzeneethanamine, alpha-methyl-, (+-)-; D-1-Phenyl-2-aminopropan; HSDB 3287; beta-Phenylisopropylamin [German]; D-1-Phenyl-2-aminopropane; D-2-Amino-1-phenylpropane; (+-)-alpha-Methylbenzeneethanamine; 1-Phenyl-2-amino-propan [German]; Amphetamine resin complex; beta-phenyl-isopropylamine; EINECS 200-458-3; EINECS 206-096-2; NSC 27159; Phenethylamine, alpha-methyl-, (+-)-; Adderal; Isoamycin; Phenethylamine, alpha-methyl-; amphetamine-; AI3-02438; NSC-73713; 3-AMINO-1-PROPYLBENZENE; Adzenys ER; Amfetamin (TN); Dyanavel (TN); Amfetamine (INN); component of Amodex; Phenethylamine, d-; S(+)-Amphetamine; Adzenys (TN); (plusmn)-amphetamine; Noclon (Salt/Mix); Norephedrine, deoxy-; Fenamin (Salt/Mix); Ortenal (Salt/Mix); Zedrine (Salt/Mix); (+/-)-Benzedrine; Euphodyn (Salt/Mix); Stimulan (Salt/Mix); Fabedrine (Salt/Mix); Oraldrina (Salt/Mix); Vapedrine (Salt/Mix); Amphetamine mixture with Dextroamphetamine; Sympametin (Salt/Mix); component of Biphetamine; Phenethylamine, (+)-; 3-phenylpropan-2-amine; (.+/-.)-Benzedrine; Benzeneethanamine, (S)-; .beta.-Phenylisopropylamin; alpha-methyl phenethylamine; AMPHETAMINE, (D); (+/-)-Desoxynorephedrine; alpha-Methylphenylethylamine; CHEMBL405; .beta.-Phenylisopropylamine; SCHEMBL8858; .alpha.-Methylphenethylamine; Oprea1_447423; d/l-Amphetamine hydrochloride; (.+/-.)-Desoxynorephedrine; .alpha.-Methylphenylethylamine; DivK1c_000991; WLN: ZY1&1R; (S)-.alpha.-Phenylethylamine; d-.alpha.-Methylphenethylamine; CHEBI:2679; GTPL4804; WLN: ZY1&1R -D; .alpha.-Methylbenzeneethaneamine; DL-.alpha.-Methylphenethylamine; DTXSID4022600; HMS503G03; KBio1_000991; Phenethylamine, .alpha.-methyl-; (+/-)-beta-Phenylisopropylamine; (+)-.alpha.-Methylphenethylamine; CHEBI:132233; NINDS_000991; rac-(2R)-1-phenylpropan-2-amine; (+)-.alpha.-Methylphenylethylamine; NSC27159; NSC73713; .alpha.-Methylphenethylamine, d-form; BDBM50005246; (S)-(+)-.beta.-Phenylisopropylamine; Amphetamine, its salts, optical isomers, and salts of its optical isomers; (.+/-.)-.beta.-Phenylisopropylamine; DB00182; MCULE-4193952437; NT-0201; (.+/-.)-.alpha.-Methylphenethylamine; IDI1_000991; rac-Amphetamine 1.0 mg/ml in Methanol; (.+/-.)-.alpha.-Methylphenylethylamine; Benzeneethanamine, .alpha.-methyl-, (S)-; DB-047697; 3797-EP2275420A1; 3797-EP2295439A1; 3797-EP2298734A2; 3797-EP2298742A1; 3797-EP2298779A1; 3797-EP2305219A1; 3797-EP2305648A1; 3797-EP2305656A1; 3797-EP2308867A2; 3797-EP2308870A2; 3797-EP2311801A1; 3797-EP2311802A1; 3797-EP2311803A1; 3797-EP2314571A2; 3797-EP2371814A1; C07514; D03740; D07445; Benzeneethanamine, .alpha.-methyl-, (.alpha.S)-; L000864; Q179452; DL-Amphetamine solution, 1 mg/mL in methanol, drug standard
Clinical Status
Approved
Disease Indication Attention deficit hyperactivity disorder ICD-11: 6A05 [1]
PubChem CID
3007
Formula
C9H13N
Canonical SMILES
CC(CC1=CC=CC=C1)N
InChI
1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3
InChIKey
KWTSXDURSIMDCE-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=3007"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 135.21 Topological Polar Surface Area 26
XlogP 1.8 Complexity 84.7
Heavy Atom Count 10 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Full List of Drug Formulations (DFMs) Containing This API
          Amphetamine 12.5 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
Sucralose; Fructose; Magnesium stearate; Mannitol; Citric acid monohydrate; Triethyl citrate; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Methacrylic acid; Microcrystalline cellulose; Polyethylene glycol, unspecified; Sodium polystyrene sulfonate
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Neos Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sucralose DIG Info Carbonic anhydrase II (Ki = 300 nM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Amphetamine 15.7 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
Sucralose; Fructose; Magnesium stearate; Mannitol; Citric acid monohydrate; Triethyl citrate; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Methacrylic acid; Microcrystalline cellulose; Polyethylene glycol, unspecified; Sodium polystyrene sulfonate
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Neos Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sucralose DIG Info Carbonic anhydrase II (Ki = 300 nM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Amphetamine 18.8 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
Sucralose; Fructose; Magnesium stearate; Mannitol; Citric acid monohydrate; Triethyl citrate; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Methacrylic acid; Microcrystalline cellulose; Polyethylene glycol, unspecified; Sodium polystyrene sulfonate
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Neos Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sucralose DIG Info Carbonic anhydrase II (Ki = 300 nM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Amphetamine 3.1 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
Sucralose; Fructose; Magnesium stearate; Mannitol; Citric acid monohydrate; Triethyl citrate; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Methacrylic acid; Microcrystalline cellulose; Polyethylene glycol, unspecified; Sodium polystyrene sulfonate
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Neos Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sucralose DIG Info Carbonic anhydrase II (Ki = 300 nM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Amphetamine 6.3 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
Sucralose; Fructose; Magnesium stearate; Mannitol; Citric acid monohydrate; Triethyl citrate; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Methacrylic acid; Microcrystalline cellulose; Polyethylene glycol, unspecified; Sodium polystyrene sulfonate
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Neos Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sucralose DIG Info Carbonic anhydrase II (Ki = 300 nM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Amphetamine 9.4 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
Sucralose; Fructose; Magnesium stearate; Mannitol; Citric acid monohydrate; Triethyl citrate; Silicon dioxide; Crospovidone (15 mpa.s at 5%); Methacrylic acid; Microcrystalline cellulose; Polyethylene glycol, unspecified; Sodium polystyrene sulfonate
                   Dosage Form 24 HR Extended Release Oral Tablet
                   Company Neos Therapeutics
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Sucralose DIG Info Carbonic anhydrase II (Ki = 300 nM) [2]
Mannitol DIG Info Glycine receptor alpha-1 (EC50 = 12589.25 nM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Amphetamine 10 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
Stearic acid; Fd&c blue no. 1; Crospovidone; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Arbor Pharmaceuticals
                   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) [5]
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [6]
Crospovidone 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
Stearic acid; Fd&c blue no. 1; Crospovidone (15 mpa.s at 5%); Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Arbor Pharmaceuticals
                   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) [5]
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [6]
          Amphetamine 5 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
Stearic acid; Crospovidone; Cellulose, microcrystalline
                   Dosage Form Oral Tablet
                   Company Arbor 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) [6]
Crospovidone 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
Stearic acid; Crospovidone (15 mpa.s at 5%); Microcrystalline cellulose
                   Dosage Form Oral Tablet
                   Company Arbor 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) [6]
References
1 FDA label for approved amphetamine from the official website of the U.S. Food and Drug Administration.
2 Sweet Binders: Carbonic Anhydrase IX in Complex with Sucralose. ACS Med Chem Lett. 2018 May 10; 9(7):657-661.
3 Pharmacological property optimization for allosteric ligands: A medicinal chemistry perspective. Bioorg Med Chem Lett. 2017 Jun 1; 27(11):2239-2258.
4 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.
5 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.
6 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.

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