Drug Details

General Information of the Drug (ID: DR9260)
Name
Ethionamide
Synonyms
ethionamide; 536-33-4; 2-ethylpyridine-4-carbothioamide; Ethioniamide; Ethyonomide; Amidazine; Ethinamide; Etionamid; Etioniamid; Thioamide; Trecator; Ethylisothiamide; 2-Ethylthioisonicotinamide; Trecator-SC; 4-Pyridinecarbothioamide, 2-ethyl-; Amidazin; Ethimide; Etiocidan; Etionizin; Etionizina; Etionizine; Fatoliamid; Iridocin; Iridozin; Isotiamida; Itiocide; Nicotion; Rigenicid; Sertinon; Thianide; Thioniden; Trekator; Trescatyl; Trescazide; Tubenamide; Tubermin; Tuberoid; Tuberoson; Aetina; Aetiva; Ethina; Etimid; Etionid; Isothin; Nizotin; Teberus; Thianid; Tianid; Atina; Bayer 5312; Ethionamid prothionamid; Iridocin Bayer; Nisotin; Thiomid; 2-ETHYL-4-PYRIDINECARBOTHIOAMIDE; Etionamide [DCIT]; Ethionamidum; Etionamida; Etionamide; Tiomid; 2-Ethylisothionicotinamide; 2-Ethylisonicotinothioamide; Ethionamidum [INN-Latin]; Etionamida [INN-Spanish]; 2-Ethyl-4-thiocarbamoylpyridine; 2-Ethyl-thioisonicotinamide; 1314 TH; 2-Ethylisonicotinic acid thioamide; TH 1314; 2-ethyl-4-thiopyridylamide; NCI-C01694; UNII-OAY8ORS3CQ; 1314-Th; F.I. 58-30; 1314TH; 2-Ethyl-4-thioamidylpyridine; Isonicotinamide, 2-ethylthio-; OAY8ORS3CQ; Aethionamidum; Tio-Mid; MLS000069764; CHEBI:4885; .alpha.-Ethylisothionicotinamide; .alpha.-Ethylthioisonicotinamide; .alpha.-Ethylisonicotinoylthioamide; Trecator SC; NSC255115; NSC-255115; 1314 TN; .alpha.-Ethylisonicotinic acid thioamide; Ethina (VAN); NCGC00016497-05; CAS-536-33-4; SMR000058716; DSSTox_CID_577; DSSTox_RID_75669; DSSTox_GSID_20577; alpha-Ethylisothionicotinamide; alpha-Ethylthioisonicotinamide; alpha-Ethylisonicotinoylthioamide; 2-Ethylisonicotinic thioamide; alpha-Ethylisonicotinic acid thioamide; CCRIS 287; amino(2-ethyl(4-pyridyl))methane-1-thione; HSDB 7473; Bayer5312; SR-01000759219; EINECS 208-628-9; NSC 255115; BRN 0116474; Thiodine; Trecator (TN); Prestwick_842; Isonicotinimidic acid, 2-ethylthio-; MFCD00057361; Ethionamide [USAN:USP:INN:BAN:JAN]; PubChem15920; Spectrum_001082; CPD001370750; Opera_ID_632; Prestwick0_000526; Prestwick1_000526; Prestwick2_000526; Prestwick3_000526; Spectrum2_000994; Spectrum3_000428; Spectrum4_000547; Spectrum5_000979; 2-Ethylisonicotinothiamide; 2-Ethylisonicotinthioamide; E0695; CHEMBL1441; SCHEMBL27007; BSPBio_000511; BSPBio_002016; KBioGR_001213; KBioSS_001562; 5-22-02-00360 (Beilstein Handbook Reference); MLS001074114; MLS002454402; DivK1c_000145; SPECTRUM1500292; WLN: T6NJ B2 DYZUS; SPBio_001087; SPBio_002432; BPBio1_000563; Ethionamide (JP17/USP/INN); DTXSID0020577; AEOCXXJPGCBFJA-UHFFFAOYSA-; HMS500H07; KBio1_000145; KBio2_001562; KBio2_004130; KBio2_006698; KBio3_001236; .alpha.-Ethyl-thioisonicotinamide; Isonicotinamide, 2-ethyl, thio-; NINDS_000145; HMS1569J13; HMS1920M22; HMS2091F03; HMS2096J13; HMS2231F10; HMS2233J11; HMS3259K17; HMS3370I18; HMS3371D12; HMS3655M10; HMS3713J13; Pharmakon1600-01500292; BCP29626; HY-B0276; ZINC3872520; Tox21_110458; Tox21_202409; Tox21_302769; ANW-42028; CCG-40212; NSC757028; s1777; SBB055548; AKOS006220662; Tox21_110458_1; DB00609; FS-1770; MCULE-1322319906; NC00508; NSC-757028; IDI1_000145; NCGC00016497-01; NCGC00016497-02; NCGC00016497-03; NCGC00016497-04; NCGC00016497-06; NCGC00016497-08; NCGC00016497-09; NCGC00091074-01; NCGC00091074-02; NCGC00091074-03; NCGC00091074-04; NCGC00256600-01; NCGC00259958-01; AC-13715; AK163496; M381; SMR001370750; SBI-0051377.P003; AB0015183; DB-049945; AB00051990; ST50949989; SW196973-3; C07665; D00591; 33010-EP2286812A1; 33010-EP2287165A2; 33010-EP2287166A2; 33010-EP2292620A2; 33010-EP2297130A1; 33010-EP2301536A1; 33010-EP2301538A1; 33010-EP2305675A1; 33010-EP2305695A2; 33010-EP2305696A2; 33010-EP2305697A2; 33010-EP2305698A2; 33010-EP2305808A1; 33010-EP2308833A2; 33010-EP2308852A1; 33010-EP2308874A1; 33010-EP2311455A1; 33010-EP2311815A1; 73833-EP2308926A1; 73833-EP2309564A1; AB00051990-09; AB00051990_10; AB00051990_11; A829694; Q414767; SR-01000759219-2; SR-01000759219-5; W-105719; BRD-K33710385-001-05-4; BRD-K51207550-001-09-9; Ethionamide, European Pharmacopoeia (EP) Reference Standard; Ethionamide, United States Pharmacopeia (USP) Reference Standard; Ethionamide for system suitability, European Pharmacopoeia (EP) Reference Standard; Trecator;2-Ethylthioisonicotinamide;Ethinamide; Ethioniamide; Trecator SC; Trecator-SC
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Molecular Type
Small molecule
Disease HIV-associated tuberculosis [ICD-11: 1C60] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C8H10N2S
PubChem CID
2761171
Canonical SMILES
CCC1=NC=CC(=C1)C(=S)N
InChI
1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)
InChIKey
AEOCXXJPGCBFJA-UHFFFAOYSA-N
CAS Number
CAS 536-33-4
ChEBI ID
CHEBI:4885
TTD Drug ID
D0P0HB
DrugBank ID
DB00609
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Ferutinin      Ferula sinkiangensisK     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
                    Experimental
                    Result(s)		 The combination of 1 with each antitubercular drug led to mutual enhancement of the antimycobacterial activity with isoniazid and ethionamide, while no such effect was observed with rifampin or streptomycin.
Target and Pathway
Target(s) Bacterial Fatty acid synthetase I (Bact inhA)  Molecule Info  [3]
References
Reference 1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
Reference 2 Antimycobacterial activity of ferutinin alone and in combination with antitubercular drugs against a rapidly growing surrogate of Mycobacterium tuberculosis. Nat Prod Res. 2011 Jul;25(12):1142-9.
Reference 3 Mechanism of thioamide drug action against tuberculosis and leprosy. J Exp Med. 2007 Jan 22;204(1):73-8.
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