Niacinamide

• Formula: C₆H₆N₂O
• Molecular weight: 122.1246
• IUPAC Standard InChI: InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9) Copy

  
• IUPAC Standard InChIKey: DFPAKSUCGFBDDF-UHFFFAOYSA-N Copy
• CAS Registry Number: 98-92-0
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Other names: 3-Pyridinecarboxamide; Nicotinamide; β-Pyridinecarboxamide; Aminicotin; Benicot; Delonin Amide; Dipegyl; Niavit PP; Nicamina; Nicamindon; Nicasir; Nicobion; Nicofort; Nicosan 2; Nicosylamide; Nicotamide; Nicotilamide; Nicotine acid amide; Nicotinic acid amide; Nicotinic amide; Nicotylamide; Nicovit; Nicovitina; Nikotinamid; Niocinamide; Niozymin; NAM; Pelmine; Pelonin Amide; Pyridine, 3-carbamoyl-; Vi-Nicotyl; Vitamin B; Vitamin B3; 3-Carbamoylpyridine; 3-Pyridinecarboxylic acid amide; Acid amide; Amide PP; Amixicotyn; Austrovit PP; Endobion; Factor PP; Hansamid; Inovitan PP; Nandervit-N; Niacevit; Niamide; Nicamide; Nicogen; Nicomidol; Nicota; Nicotililamido; Nicotinsaureamid; Nicotol; Nicovel; Nicovitol; Nicozymin; Niko-tamin; Nikotinsaeureamid; Pelmin; Pyridine-3-carboxylic acid amide; PP-Faktor; Savacotyl; Vitamin PP; Witamina PP; Amid kyseliny nikotinove; Amnicotin; Dipigyl; Vi-noctyl; b-Pyridinecarboxamide; 3-(Aminocarbonyl)pyridine; 3-Amidopyridine; Nictoamide; Papulex
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• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
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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 sublimation

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.

Malaviolle, De Maury, et al., 1987
Malaviolle, R.; De Maury, G.; Chauvet, A.; Terol, A.; Masse, J., Study of the Binaries Khelline I - Nicotinic Acid and Khelline I - Nicotinamide, Thermochim. Acta, 1987, 121, 283. [all data]

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]

Ribeiro da Silva, Gonçalves, et al., 2001
Ribeiro da Silva, Maria D.M.C.; Gonçalves, Jorge M.; Ferreira, Susana C.C.; da Silva, Luís C.M.; Sottomayor, M.J.; Pilcher, G.; Acree Jr, William E.; Roy, Lindsay E., Experimental thermochemical study of the enthalpies of formation and sublimation of isonicotinamide, picolinamide, nicotinamide, isonicotinamideN-oxide, and nicotinamideN-oxide. The dissociation enthalpies of the N--O bonds, The Journal of Chemical Thermodynamics, 2001, 33, 10, 1263-1275, https://doi.org/10.1006/jcht.2001.0839 . [all data]

Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Negoro, Miki, et al., 1960
Negoro, H.; Miki, T.; Ueda, S., Yakugaku Zasshi, 1960, 80, 665. [all data]

Harutada, 1959
Harutada, N., Takamine Kenkyusho Nempo, 1959, 11, 66. [all data]

Good and Rodriguez-Hornedo, 2009
Good, David J.; Rodriguez-Hornedo, Nair, Solubility Advantage of Pharmaceutical Cocrystals, Crystal Growth & Design, 2009, 9, 5, 2252-2264, https://doi.org/10.1021/cg801039j . [all data]

Nicoli, Bilzi, et al., 2008
Nicoli, S.; Bilzi, S.; Santi, P.; Caira, M.R.; Li, J.; Bettini, R., Ethyl-paraben and nicotinamide mixtures: Apparent solubility, thermal behavior and X-ray structure of the 1:1 co-crystal, J. Pharm. Sci., 2008, 97, 11, 4830-4839, https://doi.org/10.1002/jps.21341 . [all data]

Negoro, Miki, et al., 1960, 2
Negoro, H.; Miki, T.; Ueda, S.; Sanada, T.; Okada, R., Yakugaku Zasshi, 1960, 80, 670. [all data]

Notes

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• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔfusH	Enthalpy of fusion
  ΔsubH	Enthalpy of sublimation
  ΔsubH°	Enthalpy of sublimation at standard conditions

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