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:
  • Condensed phase thermochemistry data
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Gas phase ion energetics data
  • UV/Visible spectrum
  • Gas Chromatography
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• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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Condensed phase thermochemistry data

Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References, Notes

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

Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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

IR Spectrum

Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References, Notes

Data compiled by: Coblentz Society, Inc.

• SOLID (1 mg / 200 mg KBr DISC) VS KBr; PERKIN-ELMER 21 (GRATING) $$INTERFERENCE FRINGES AROUND 650-700 CM^-1; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution

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

• gas; HP-GC/MS/IRD

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

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Notes

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

Ryskalieva, Erkasov, et al., 1993
Ryskalieva, A.K.; Erkasov, R.S.; Abramova, G.V.; Nurakhmetov, N.N., Enthalpies of combustion of nicotinamide and its nitrate, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1993, 36, 112-114. [all data]

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

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔcH°solid	Enthalpy of combustion of solid at standard conditions
  ΔfH°solid	Enthalpy of formation of solid at standard conditions
  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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