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
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
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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

IR Spectrum

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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 by: Coblentz Society, Inc.

Condensed Phase Spectrum

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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.

Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.

Additional Data

Mass spectrum (electron ionization)

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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Additional Data

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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