Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00222)
Name
Efavirenz
Synonyms    Click to Show/Hide the Synonyms of This API
efavirenz; 154598-52-4; Sustiva; Stocrin; DMP-266; DMP 266; (Rac)-Efavirenz; L-743,726; UNII-JE6H2O27P8; L-743726; JE6H2O27P8; CHEBI:119486; MFCD05662344; NSC742403; DSSTox_CID_26029; DSSTox_RID_81298; DSSTox_GSID_46029; (Rac)-DMP 266; (Rac)-EFV; (Rac)-L-743726; Eravirenz; SMR000466351; Strocin (TM); Sustiva (TM); Sustiva (TN); CAS-154598-52-4; L 743726; HSDB 7163; SR-01000759360; Efavirenz [USP:INN:BAN]; Met-SDF-1.beta. & Efavirenz; (S)-Efavirenz; NCGC00159337-02; Efavirenz, (S); Efavirenz & PLGA; Efavirenz & IFNL1; Efavirenz & IFNL2; Efavirenz & IFNL3; PubChem5812; Efavirenz & IL-29; DMP-266; Efavirenz; Efavirenz & IL-28A; Efavirenz & IL-28B; EFV & Interleukin 29; EFV & Interleukin 28A; EFV & Interleukin 28B; EFV & PLGA; EFV & IFNL1; EFV & IFNL2; EFV & IFNL3; Efavirenz (JAN/USP/INN); EFV & Interferon lambda-1; EFV & Interferon lambda-2; EFV & Interferon lambda-3; Efavirenz & Interleukin 29; SCHEMBL37762; Efavirenz & Interleukin 28A; Efavirenz & Interleukin 28B; Efavirenz Ready Made Solution; MLS000759465; MLS001424087; BIDD:GT0383; L-743725; BDBM2483; CHEMBL223228; DMP266; EFV & IL-28A; EFV & IL-28B; DTXSID9046029; Efavirenz, >=98% (HPLC); Efavirenz & Interferon lambda-1; Efavirenz & Interferon lambda-2; Efavirenz & Interferon lambda-3; EFV & IL-29; GTPL11287; AOB2950; BCPP000245; HMS2051J08; HMS2090N16; HMS3393J08; HMS3713M14; Met-Stromal Cell-derived Factor-1.beta. (Human) & Efavirenz; BCP27719; ZINC2020233; Tox21_111582; DL-535; AKOS015894951; Efavirenz & Poly-lactide-co-glycolide; Tox21_111582_1; AB21723; BCP9000636; CCG-101011; DB00625; KS-5380; NC00261; NSC-742403; Efavirenz 100 microg/mL in Acetonitrile; NCGC00159337-04; NCGC00159337-12; NCGC00271713-05; NCGC00271713-08; AC-25006; AK323634; HY-10572; C08088; D00896; AB00639956-06; AB00639956-08; 598E524; A809555; Q422645; J-520431; SR-01000759360-4; SR-01000759360-5; Z2186909878; Efavirenz, United States Pharmacopeia (USP) Reference Standard; Efavirenz solution, 1.0 mg/mL in acetonitrile, certified reference material; 2H-3, 6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-4-(trifluoromethyl)-, (4S)-
Clinical Status
Approved
Disease Indication Human immunodeficiency virus infection ICD-11: 1C60 [1]
PubChem CID
64139
Formula
C14H9ClF3NO2
Canonical SMILES
C1CC1C#C[C@]2(C3=C(C=CC(=C3)Cl)NC(=O)O2)C(F)(F)F
InChI
1S/C14H9ClF3NO2/c15-9-3-4-11-10(7-9)13(14(16,17)18,21-12(20)19-11)6-5-8-1-2-8/h3-4,7-8H,1-2H2,(H,19,20)/t13-/m0/s1
InChIKey
XPOQHMRABVBWPR-ZDUSSCGKSA-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=64139"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 315.67 Topological Polar Surface Area 38.3
XlogP 4 Complexity 519
Heavy Atom Count 21 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 5
Full List of Drug Formulations (DFMs) Containing This API
          Efavirenz 200 mg capsule 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; Sodium lauryl sulfate; Fd&c blue no. 2; Magnesium stearate; Ferric oxide yellow; Titanium dioxide; Silicon dioxide; Gelatin; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Bristol-Myers Squibb Company
                   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]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide 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; Sodium lauryl sulfate; Magnesium stearate; Ferric oxide yellow; Ferrosoferric oxide; Silicon dioxide; Gelatin; Shellac; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Aurobindo Pharma; Rising Pharmaceuticals
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Efavirenz 50 mg capsule 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; Sodium lauryl sulfate; Fd&c blue no. 2; Magnesium stearate; Ferric oxide yellow; Titanium dioxide; Silicon dioxide; Gelatin; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Bristol-Myers Squibb Company
                   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]
FD&C blue no. 2 DIG Info Adenosine receptor A3 (IC50 = 1 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
Silicon dioxide 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; Sodium lauryl sulfate; Magnesium stearate; Ferric oxide yellow; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Gelatin; Shellac; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Aurobindo Pharma; Rising Pharmaceuticals
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Efavirenz 100 mg capsule 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; Sodium lauryl sulfate; Magnesium stearate; Ferrosoferric oxide; Titanium dioxide; Silicon dioxide; Gelatin; Shellac; Sodium starch glycolate type a potato
                   Dosage Form Oral Capsule
                   Company Aurobindo Pharma
                   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) [4]
Silicon dioxide DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
          Efavirenz 600 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
Lactose monohydrate; Sodium lauryl sulfate; Magnesium stearate; Croscarmellose sodium; Carnauba wax; Cellulose, microcrystalline; Hydroxypropyl cellulose
                   Dosage Form Oral Tablet
                   Company Physicians Total Care
                   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) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [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; Sodium lauryl sulfate; Magnesium stearate; Croscarmellose sodium; Carnauba wax; Cellulose, microcrystalline; Hydroxypropyl cellulose (type h)
                   Dosage Form Oral Tablet
                   Company RemedyRepack
                   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) [4]
Carmellose sodium DIG Info Albendazole monooxygenase (Protein expression upregulation) [4]
References
1 FDA label for approved efavirenz 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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