Drug Details

General Information of the Drug (ID: DR9949)
Name
Tiazofurin
Synonyms
TIAZOFURIN; Tiazofurine; 60084-10-8; Riboxamide; 2-b-D-Ribofuranosyl-4-thiazolecarboxamide; Tiazofurinum; Tiazofurina; Tiazofurin [USAN]; TCAR; NSC-286193; 2-beta-D-Ribofuranosyl-4-thiazolecarboxamide; UNII-ULJ82834RE; CI-909; Tiazofurine (INN); Tiazofurin (USAN); ULJ82834RE; CHEBI:90239; Tiazofurine [INN]; Tiazofurinum [Latin]; Tiazofurina [Spanish]; 2-(beta-D-ribofuranosyl)-4-thiazolecarboxamide; (1R)-1,4-anhydro-1-(4-carbamoyl-1,3-thiazol-2-yl)-D-ribitol; (1r)-1-[4-(Aminocarbonyl)-1,3-Thiazol-2-Yl]-1,4-Anhydro-D-Ribitol; 2-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)thiazole-4-carboxamide; BRN 1084555; Cpd-5825; 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]thiazole-4-carboxamide; 2-beta-D-Ribofuranosylthiazole-4-carboxamide; 4-Thiazolecarboxamide, 2-beta-D-ribofuranosyl-; SCHEMBL4287; DIBUTYLAMINEHYDROCHLORIDE; CHEMBL108358; DTXSID00208827; ZINC4217560; 8957AB; BDBM50368057; MFCD00866494; DB13243; BS-17271; C22196; D06130; 124722-EP2295426A1; 124722-EP2295427A1; Q7800305
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Molecular Type
Small molecule
Disease Solid tumour/cancer [ICD-11: 2A00-2F9Z] Approved [1]
Structure
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2D MOL

3D MOL

ADMET Property
Clearance
The drug present in the plasma can be removed from the body at the rate of 2.4 mL/min/kg
Half-life
The concentration or amount of drug in body reduced by one-half in 5.9 hours
Unbound Fraction
The unbound fraction of drug in plasma is 0.47%
Vd
Fluid volume that would be required to contain the amount of drug present in the body at the same concentration as in the plasma 1.1 L/kg
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Formula
C9H12N2O5S
PubChem CID
457954
Canonical SMILES
C1=C(N=C(S1)C2C(C(C(O2)CO)O)O)C(=O)N
InChI
1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)/t4-,5-,6-,7-/m1/s1
InChIKey
FVRDYQYEVDDKCR-DBRKOABJSA-N
CAS Number
CAS 60084-10-8
ChEBI ID
CHEBI:90239
TTD Drug ID
D0S7DV
DrugBank ID
DB13243
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Genistein      Glycine max     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Biological
                    Regulation		 Induction Cell differentiation
                    In-vitro Model K-562 CVCL_0004 Chronic myelogenous leukemia Homo sapiens
                    Experimental
                    Result(s)		 Tiazofurin and genistein showed synergistic action on growth inhibition and differentiation of K-562 human leukemic cells.
Target and Pathway
Target(s) IMP dehydrogenase 1 (IMPDH1)  Molecule Info  [3]
References
Reference 1 De novo synthesis of two new cytotoxic tiazofurin analogues with modified sugar moieties. Bioorg Med Chem Lett. 2003 Oct 6;13(19):3167-70.
Reference 2 Synergistic action of tiazofurin and genistein on growth inhibition and differentiation of K-562 human leukemic cells. Life Sci. 1998;63(22):1975-81.
Reference 3 In vitro and in vivo antiproliferative activity of IPCAR, a new pyrazole nucleoside analog. Anticancer Res. 1998 Jul-Aug;18(4A):2623-30.
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