Drug Information
| Drug General Information | Top | |||
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| Drug ID |
D09FJB
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| Former ID |
DAP000919
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| Drug Name |
Tolazamide
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| Synonyms |
Diabewas; Norglycin; Tolamide; Tolanase; Tolazamida; Tolazamidum; Tolazolamide; Tolinase; Pharmacia Brand of Tolazamide; T 2408; U 17835; Tolazamida [INN-Spanish]; Tolazamidum [INN-Latin]; Tolinase (TN); U-17835; Tolazamide (JP15/USP/INN); Tolazamide [USAN:INN:BAN:JAN]; N-(p-Toluenesulfonyl)-N'-hexamethyleniminourea; N-[(azepan-1-ylamino)carbonyl]-4-methylbenzenesulfonamide; N-(((hexahydro-1H-azepin-1-yl)amino)carbonyl)-4-methylbenzenesulfonamide; Benzenesulfonamide, {N-[[(hexahydro-1H-azepin-1-yl)amino]carbonyl]-4-methyl-}; N-(((Hexahydro-1H-azepin-1-yl)-amino)carbonyl)-4-methylbenzenesulfonamide; 1-(((((4-Methylphenyl)sulfonyl)amino)carbonyl)amino)azepane; 1-(Hexahydro-1-azepinyl)-3-p-tolylsulfonylurea; 1-(Hexahydro-1H-azepin-1-yl)-3-(p-toluenesulfonyl)urea; 1-(Hexahydro-1H-azepin-1-yl)-3-(p-tolylsulfonyl)urea; 1-(azepan-1-yl)-3-(4-methylphenyl)sulfonylurea; 3-azepan-1-yl-1-(4-methylphenyl)sulfonyl-urea; 4-(p-Tolylsulfonyl)-1,1-hexamethylene; 4-(p-Tolylsulfonyl)-1,1-hexamethylenesemicarbazide; 59866P
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| Drug Type |
Small molecular drug
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| Indication | Diabetic complication [ICD-11: 5A2Y; ICD-9: 253.5, 588.1] | Approved | [1], [2] | |
| Therapeutic Class |
Hypoglycemic Agents
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| Structure |
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Download2D MOL |
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| Formula |
C14H21N3O3S
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| Canonical SMILES |
CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN2CCCCCC2
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| InChI |
1S/C14H21N3O3S/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)15-17-10-4-2-3-5-11-17/h6-9H,2-5,10-11H2,1H3,(H2,15,16,18)
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| InChIKey |
OUDSBRTVNLOZBN-UHFFFAOYSA-N
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| CAS Number |
CAS 1156-19-0
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| PubChem Compound ID | ||||
| PubChem Substance ID |
114000, 221319, 855941, 3277020, 5657915, 7847445, 7980809, 8149777, 8153383, 10321805, 11111869, 11111870, 11120085, 11120573, 11121061, 11121570, 11122050, 11147168, 11335387, 11360626, 11362639, 11364163, 11365201, 11366725, 11367763, 11369287, 11370549, 11370550, 11372624, 11373364, 11374078, 11375925, 11377449, 11455805, 11461598, 11466582, 11467702, 11485053, 11486284, 11489265, 11491288, 11492055, 11495083, 14850072, 17405749, 24277741, 26537486, 26612233, 26680152, 26747047
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| ChEBI ID |
CHEBI:9613
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| ADReCS Drug ID | BADD_D02238 | |||
| SuperDrug ATC ID |
A10BB05
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| SuperDrug CAS ID |
cas=001156190
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| Interaction between the Drug and Microbe | Top | |||
|---|---|---|---|---|
| The Metabolism of Drug Affected by Studied Microbe(s) | ||||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bacteroidales | ||||
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Studied Microbe: Bacteroides cellulosilyticus DSM 14838
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides cellulosilyticus DSM 14838 (log2FC = -0.375; p = 0.021). | |||
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Studied Microbe: Bacteroides coprophilus DSM 18228
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides coprophilus DSM 18228 (log2FC = -0.558; p = 0.01). | |||
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Studied Microbe: Bacteroides dorei DSM 17855
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides dorei DSM 17855 (log2FC = -0.834; p = 0.001). | |||
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Studied Microbe: Bacteroides eggerthii DSM20697
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides eggerthii DSM20697 (log2FC = -0.643; p = 0.032). | |||
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Studied Microbe: Bacteroides fragilis ATCC43859
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides fragilis ATCC43859 (log2FC = -0.905; p = 0.008). | |||
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Studied Microbe: Bacteroides fragilis HMW 610
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides fragilis HMW 610 (log2FC = -0.734; p = 0.014). | |||
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Studied Microbe: Bacteroides fragilis HMW 615
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides fragilis HMW 615 (log2FC = -0.766; p = 0.02). | |||
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Studied Microbe: Bacteroides fragilis NCTC 9343
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides fragilis NCTC 9343 (log2FC = -0.627; p = 0.009). | |||
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Studied Microbe: Bacteroides fragilis str. 3397 T10
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides fragilis str. 3397 T10 (log2FC = -0.731; p = 0.002). | |||
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Studied Microbe: Bacteroides fragilis str. 3986 T(B)9
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides fragilis str. 3986 T(B)9 (log2FC = -0.749; p = 0.002). | |||
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Studied Microbe: Bacteroides fragilis str. DS-208
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides fragilis str. DS-208 (log2FC = -0.77; p = 0.003). | |||
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Studied Microbe: Bacteroides ovatus ATCC 8483
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides ovatus ATCC 8483 (log2FC = -0.54; p = 0.008). | |||
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Studied Microbe: Bacteroides stercoris ATCC 43183
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides stercoris ATCC 43183 (log2FC = -0.608; p = 0.002). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 3731
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides thetaiotaomicron 3731 (log2FC = -0.469; p = 0.004). | |||
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Studied Microbe: Bacteroides thetaiotaomicron 7330
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides thetaiotaomicron 7330 (log2FC = -0.642; p = 0.006). | |||
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Studied Microbe: Bacteroides thetaiotaomicron VPI-5482
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides thetaiotaomicron VPI-5482 (log2FC = -0.628; p = 0.009). | |||
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Studied Microbe: Bacteroides uniformis ATCC 8492
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides uniformis ATCC 8492 (log2FC = -0.909; p = 0.003). | |||
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Studied Microbe: Bacteroides vulgatus ATCC 8482
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides vulgatus ATCC 8482 (log2FC = -0.809; p = 0.003). | |||
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Studied Microbe: Bacteroides xylanisolvens DSM18836
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides xylanisolvens DSM18836 (log2FC = -0.679; p = 0.006). | |||
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Studied Microbe: Odoribacter splanchnicus
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Odoribacter splanchnicus (log2FC = -0.596; p = 0.011). | |||
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Studied Microbe: Parabacteroides distasonis ATCC 8503
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Parabacteroides distasonis ATCC 8503 (log2FC = -0.582; p = 0.0). | |||
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Studied Microbe: Parabacteroides johnsonii DSM 18315
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Parabacteroides johnsonii DSM 18315 (log2FC = -0.459; p = 0.027). | |||
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Studied Microbe: Pretovella copri DSM 18205
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Pretovella copri DSM 18205 (log2FC = -0.485; p = 0.005). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Bifidobacteriales | ||||
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Studied Microbe: Bifidobacterium ruminantium
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bifidobacterium ruminantium (log2FC = -0.344; p = 0.006). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Erysipelotrichales | ||||
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Studied Microbe: Eubacterium biforme DSM 3989
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Eubacterium biforme DSM 3989 (log2FC = -0.457; p = 0.004). | |||
| The Order in the Taxonomic Hierarchy of the following Microbe(s): Eubacteriales | ||||
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Studied Microbe: Bacteroides pectinophilus ATCC 43243
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Bacteroides pectinophilus ATCC 43243 (log2FC = -0.322; p = 0.037). | |||
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Studied Microbe: Blautia hansenii DSM20583
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Blautia hansenii DSM20583 (log2FC = -0.497; p = 0.001). | |||
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Studied Microbe: Clostridium sp.
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[3] | |||
| Hierarchy | ||||
| Experimental Method | High-throughput screening | |||
| Description | Tolazamide can be metabolized by Clostridium sp. (log2FC = -0.513; p = 0.002). | |||
| Target and Pathway | Top | |||
|---|---|---|---|---|
| Target(s) | Inward rectifier potassium channel Kir1.2 (KCNJ10) | Target Info | Blocker | [4] |
| KEGG Pathway | Gastric acid secretion | |||
| Reactome | Activation of G protein gated Potassium channels | |||
| Inhibition of voltage gated Ca2+ channels via Gbeta/gamma subunits | ||||
| WikiPathways | Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell | |||
| Potassium Channels | ||||
| References | Top | |||
|---|---|---|---|---|
| REF 1 | URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 6847). | |||
| REF 2 | FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (NDA) 018894. | |||
| REF 3 | Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467. | |||
| REF 4 | Inhibition of ATP-activated potassium channels exerts pressor effects and improves survival in a rat model of severe hemorrhagic shock. Shock. 1996 Jun;5(6):391-4. | |||
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