Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00331)
Name
Isocarboxazid
Synonyms    Click to Show/Hide the Synonyms of This API
isocarboxazid; 59-63-2; Isocarboxazide; Marplan; Isocarbonazid; Benazide; Enerzer; N'-Benzyl-5-methylisoxazole-3-carbohydrazide; Isocarbossazide; Isocarboxyzid; Marplon; Isocarbossazide [DCIT]; Maraplan; N'-benzyl-5-methyl-1,2-oxazole-3-carbohydrazide; Isocarboxazide [INN-French]; Isocarboxazidum [INN-Latin]; Isocarboxazida [INN-Spanish]; Ro 5-0831; Ro 5-0831/1; N'-Benzyl N-methyl-5-isoxazolecarboxylhydrazide-3; 3-Isoxazolecarboxylic acid, 5-methyl-, 2-(phenylmethyl)hydrazide; 5-Methyl-3-isoxazolecarboxylic acid 2-benzylhydrazide; NSC 169893; UNII-34237V843T; 59-63-2 (free base); MLS003106729; 3-Isoxazolecarboxylic acid, 5-methyl-, 2-benzylhydrazide; 1-Benzyl-2-(5-methyl-3-isoxazolylcarbonyl)hydrazine; NSC-169893; CAS-59-63-2; NCGC00016267-01; Isocarboxazida; Isocarboxazidum; Isocarboxizid; 34237V843T; 3-(2-BENZYLHYDRAZOCARBOXY)-5-METHYL-ISOXAZOLE; SMR001233334; Marplan (TN); CCRIS 9178; Isocarboxazid (INN); SR-01000841192; EINECS 200-438-4; BRN 0201295; 1-Benzyl-2-(5-methyl-3-isoxazolyl-carbonyl)hydrazine; Isocarboxazid [USP:INN:BAN]; Isocarboxazid (ICD); Prestwick0_000795; Prestwick1_000795; Prestwick2_000795; Prestwick3_000795; DSSTox_CID_3171; DSSTox_RID_76902; DSSTox_GSID_23171; SCHEMBL49562; BSPBio_000930; 4-27-00-03999 (Beilstein Handbook Reference); MLS002154005; ISOCARBOXAZID(200MG); 5-methyl-N'-(phenylmethyl)isoxazole-3-carbohydrazide; SPBio_002869; BPBio1_001024; GTPL7204; ZINC1587; CHEMBL1201168; DTXSID4023171; WLN: T5NOJ C1 EVMM1R; CHEBI:93635; ISOCARBOXAZID (200 MG); BDBM163692; HMS1570O12; HMS2097O12; HMS2230E11; HMS3369G18; HMS3714O12; HMS3887K05; Tox21_110336; ANW-58213; NSC169893; AKOS016003091; CCG-220795; DB01247; NCGC00016267-02; NCGC00016267-03; NCGC00016267-06; AC-24841; HY-13929; RO-5-0831; AB00513923; CS-0008613; FT-0670438; 3-Isoxazolecarboxylic acid, 2-benzylhydrazide; D02580; N'-Benzyl-5-methyl-3-isoxazolecarbohydrazide #; Q409595; SR-01000841192-2; SR-01000841192-3; 3-Isoxazolecarboxylic acid, 2-(phenylmethyl)hydrazide; 5-methyl-N'-(phenylmethyl)-3-isoxazolecarbohydrazide; BRD-K93332168-001-03-2; Isocarboxazid 5-methyl-3-isoxazole-carboxylic acid 2-benzylhydrazide, AldrichCPR
Clinical Status
Approved
Disease Indication Major depressive disorder ICD-11: 6A70 [1]
PubChem CID
3759
Formula
C12H13N3O2
Canonical SMILES
CC1=CC(=NO1)C(=O)NNCC2=CC=CC=C2
InChI
1S/C12H13N3O2/c1-9-7-11(15-17-9)12(16)14-13-8-10-5-3-2-4-6-10/h2-7,13H,8H2,1H3,(H,14,16)
InChIKey
XKFPYPQQHFEXRZ-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=3759"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 231.25 Topological Polar Surface Area 67.2
XlogP 1.5 Complexity 254
Heavy Atom Count 17 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Isocarboxazid 10 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; D&c red no. 27; Fd&c yellow no. 6; Magnesium stearate; Povidone; Starch, corn
                   Dosage Form Oral Tablet
                   Company Validus Pharmaceuticals
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
D&C red no. 27 DIG Info Solute carrier SLCO2B1 (Ki = 1 uM) [2]
Sunset yellow FCF DIG Info Solute carrier SLCO2B1 (Ki = 68.4 uM) [2]
Povidone DIG Info Cholesterol 25-hydroxylase (IC50 = 78.3 uM) [3]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [4]
References
1 FDA label for approved isocarboxazid 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 Mediation of in vitro cytochrome p450 activity by common pharmaceutical excipients. Mol Pharm. 2013 Jul 1;10(7):2739-48.
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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