Tolbutamide

• Formula: C₁₂H₁₈N₂O₃S
• Molecular weight: 270.348
• IUPAC Standard 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) Copy

  
• IUPAC Standard InChIKey: JLRGJRBPOGGCBT-UHFFFAOYSA-N Copy
• CAS Registry Number: 64-77-7
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Benzenesulfonamide, N-[(butylamino)carbonyl]-4-methyl-; Urea, 1-butyl-3-(p-tolylsulfonyl)-; Aglicid; Arkozal; Artosin; Artozin; Butamid; Butamide; D 860; Diaben; Diabetamid; Diabetol; Diabuton; Dolipol; HLS 831; Ipoglicone; Mobenol; N-(p-Tolylsulfonyl)-N'-butylcarbamide; N-(4-Methylbenzenesulfonyl)-N'-butylurea; N-(4-Methylphenylsulfonyl)-N'-butylurea; N-n-Butyl-N'-tosylurea; N-Butyl-N'-(p-tolylsulfonyl)urea; N-Butyl-N'-(4-methylphenylsulfonyl)urea; Orabet; Oralin; Orezan; Orinase; Orinaz; Oterben; Rastinon; Tolbusal; Tolbutamid; Toluina; Tolumid; Toluvan; Willbutamide; 1-Butyl-3-(p-methylphenylsulfonyl)urea; 1-Butyl-3-(p-tolylsulfonyl)urea; 1-Butyl-3-(para-tolylsulfonyl)-urea; Diasulfon; Dirastan; Drabet; Glyconon; N-(Sulfonyl-p-methylbenzene)-N'-N-butylurea; N-Butyl-N'-p-toluenesulfonylurea; N-Butyl-N'-toluene-p-sulfonylurea; NCI-C01763; Pramidex; Tolylsulfonylbutylurea; 1-p-Toluenesulfonyl-3-butylurea; 1-Butyl-3-tosylurea; 3-(p-Tolyl-4-sulfonyl)-1-butylurea; N-4-Methylbenzolsulfonyl-N-butylurea; SK-tolbutamide; N-(p-Methylbenzenesulfonyl)-N'-butylurea; U-2043; N-(n-Butyl)-N'-p-toluene-sulfonylurea; Tolumide; 3-(P-tolyl-4-sulfonyl)-1-butyl urea (tolbutamide)
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• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • IR Spectrum
  • Mass spectrum (electron ionization)
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Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos

Enthalpy of fusion

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Grady, Hays, et al., 1973
Grady, L.T.; Hays, S.E.; King, R.H.; Klein, H.R.; Mader, W.J.; Wyatt, D.K.; Zimmere, R.O., Drug purity profiles, J. Pharm. Sci., 1973, 62, 459. [all data]

Kimura, Hirayama, et al., 1999
Kimura, Kenya; Hirayama, Fumitoshi; Uekama, Kaneto, Characterization of tolbutamide polymorphs (burger's forms II and IV) and polymorphic transition behavior, J. Pharm. Sci., 1999, 88, 4, 385-391, https://doi.org/10.1021/js980376z . [all data]

Martin and Miralles, 1982
Martin, A.; Miralles, M.J., Extended hildebrand solubility approach: Solubility of tolbutamide, acetohexamide, and sulfisomidine in binary solvent mixtures, J. Pharm. Sci., 1982, 71, 4, 439-442, https://doi.org/10.1002/jps.2600710416 . [all data]

Notes

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• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔfusH	Enthalpy of fusion

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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