General Information
Drug ID
DR00104
Drug Name
Tolbutamide
Synonyms
1-Butyl-3-(4-methylphenylsulfonyl)urea; 1-Butyl-3-(p-methylphenylsulfonyl)urea; 1-Butyl-3-(p-tolylsulfonyl)urea; 1-Butyl-3-(para-tolylsulfonyl) urea; 1-Butyl-3-tosylurea; 1-butyl-3-(4-methylphenyl)sulfonylurea; 1-p-Toluenesulfonyl-3-butylurea; 3-(p-Tolyl-4-sulfonyl)-1-butylurea; 3-(p-tolylsulfonyl)-1-butylurea; 3-[p-Tolyl-4-sulfonyl]-1-butylurea; Aglicid; Apo-Tolbutamide; Apotex Brand of Tolbutamide; Arcosal; Arkozal; Artosin; Artozin; Aventis Brand of Tolbutamide; Beglucin; Berlin-Chemie Brand of Tolbutamide; BerlinChemie Brand of Tolbutamide; Butamid; Butamide; Butamide Brand of Tolbutamide; Butamidum; D 860; Diaben; Diabesan; Diabetamid; Diabetol; Diabuton; Diasulfon; Diaval; Dirastan; Dolipol; Drabet; Glyconon; HLS 831; Hoechst Brand of Tolbutamide; Ipoglicone; Mobenol; N-(4-Methylbenzenesulfonyl)-N'-butylurea; N-(4-Methylphenylsulfonyl)-N'-butylurea; N-(p-Tolylsulfonyl)-N'-butylcarbamide; N-(p-tolylsulfonyl)-N'-n-butylurea; N-4-(Methylbenzolsulfonyl)-n-butylurea; N-4-Methylbenzolsulfonyl-N-butylurea; N-Butyl-N'-(4-methylphenylsulfonyl)urea; N-Butyl-N'-(p-tolylsulfonyl)urea; N-Butyl-N'-p-toluenesulfonylurea; N-Butyl-N'-toluene-p-sulfonylurea; N-n-Butyl-N'-tosylurea; Novo-Butamide; Orabet; Oralin; Oramide; Orezan; Orinase; Orinase (TN); Orinaz; Oterben; Pfizer Brand of Tolbutamide; Pramidex; R.A.N. Brand of Tolbutamide; Rastinon; Restinon; Sk-tolbutamide; T 0891; TOLBUTAMIDE USP; Tarasina; Tol-Tab; Tolbet;Tolbusal; Tolbutamid; Tolbutamid R.A.N.; Tolbutamida; Tolbutamida [INN-Spanish]; Tolbutamide (JP15/USP/INN); Tolbutamide Aventis Brand; Tolbutamide Butamide Brand; Tolbutamide Hoechst Brand; Tolbutamide Pfizer Brand; Tolbutamide [INN:BAN:JAN]; Tolbutamidum; Tolbutamidum [INN-Latin]; Tolbutone; Toluina; Tolumid; Toluran; Toluvan; Tolylsulfonylbutylurea; U 2043; Valdecasas Brand of Tolbutamide; Willbutamide; Yamanouchi Brand of Tolbutamide
Drug Type
Small molecular drug
Indication Non insulin dependent diabetes [ICD11:5A11] Approved [1]
Therapeutic Class
Hypoglycemic Agents
Structure
3D MOL 2D MOL
Formula
C12H18N2O3S
Canonical SMILES
CCCCNC(=O)NS(=O)(=O)C1=CC=C(C=C1)C
InChI
InChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15)
InChIKey
JLRGJRBPOGGCBT-UHFFFAOYSA-N
CAS Number
CAS 64-77-7
Pharmaceutical Properties Molecular Weight 270.35 Topological Polar Surface Area 83.6
Heavy Atom Count 18 Rotatable Bond Count 5
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
XLogP
2.3
PubChem CID
5505
PubChem SID
10321470 ,10531694 ,11111857 ,11111858 ,11120087 ,11120575 ,11121063 ,11121572 ,11122052 ,11147170 ,11335516 ,11360755 ,11362641 ,11363341 ,11364689 ,11365203 ,11365903 ,11367251 ,11367765 ,11368465 ,11369813 ,11370553 ,11370554 ,11371678 ,11372854 ,11373366 ,11373934 ,11375413 ,11375927 ,11376627 ,11377976 ,11457019 ,11461727 ,11466218 ,11467338 ,11484736 ,11485776 ,11489026 ,11490415 ,11492173 ,5658513 ,640044 ,7847446 ,7980810 ,8144417 ,8149557 ,8153385 ,855782 ,85591 ,9357
ChEBI ID
ChEBI:27999
TTD Drug ID
D06OIV
DT(s) Transporting This Drug SUR1 Transporter Info Sulfonylurea receptor 1 Substrate [2]
SUR2 Transporter Info Sulfonylurea receptor 2 Substrate [2]
References
1 Tolbutamide was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 ABCC8 and ABCC9: ABC transporters that regulate K+ channels. Pflugers Arch. 2007 Feb;453(5):703-18.

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