Chemistry:Benzoylhydrazine

From HandWiki

Benzoylhydrazine, also known as benzenecarbohydrazide, or benzoic hydrazide is an organic chemical compound, which is a hydrazide functionally linked to benzoic acid. It is typically used as a precursor in pharmaceutical and chemical synthesis, or used as a chemical intermediate for the production of hydrazine-based products.

Metabolism

During metabolism it forms metabolites including hydrazine, benzoic acid and hippuric acid.[1][2]

Safety

It is both neurotoxic and hepatoxic as well as an osteolathyrogen and carcinogen, and also a potential teratogen that affects the development of fetal abnormalities.[3][4][5][6][7][8][9][10]

The mechanism responsible for the development of osteolathyrism is identical to the reference osteolathyrogen β-aminopropionitrile.[8][7][9]

A violent reaction occurs with benzeneselenic acid. When heated to decomposition it emits toxic fumes of nitrogen oxides.[11][1]

References

  1. ↑ 1.0 1.1 PubChem. "Hazardous Substances Data Bank (HSDB) : 2737" (in en). https://pubchem.ncbi.nlm.nih.gov/source/hsdb/2737#section=Non-Human-Toxicity-Values-Complete. 
  2. ↑ "The Biochemistry of Foreign Compounds" (in en). http://www.sciencedirect.com:5070/book/monograph/9780080122021/the-biochemistry-of-foreign-compounds. 
  3. ↑ "Benzhydrazide - Hazardous Agents | Haz-Map". https://haz-map.com/Agents/3846. 
  4. ↑ Schreiber, Julian A.; Müller, Sebastian L.; Westphälinger, Stefanie E.; Schepmann, Dirk; Strutz-Seebohm, Nathalie; Seebohm, Guiscard; Wünsch, Bernhard (2018-10-05). "Systematic variation of the benzoylhydrazine moiety of the GluN2A selective NMDA receptor antagonist TCN-201". European Journal of Medicinal Chemistry 158: 259–269. doi:10.1016/j.ejmech.2018.09.006. ISSN 1768-3254. PMID 30218911. 
  5. ↑ Ma, Huan-Yue; Zha, Zheng-Gen; Zhang, Zhen-Lei; Meng, Li; Wang, Zhi-Yong (2013-09-01). "Electrosynthesis of oxadiazoles from benzoylhydrazines". Chinese Chemical Letters 24 (9): 780–782. doi:10.1016/j.cclet.2013.05.032. ISSN 1001-8417. https://www.sciencedirect.com/science/article/pii/S1001841713003045. 
  6. ↑ Dawson, D. A. (1993-07-28). "Joint action of benzoic hydrazide and beta-aminopropionitrile on Xenopus embryo development". Toxicology 81 (2): 123–130. doi:10.1016/0300-483x(93)90004-c. ISSN 0300-483X. PMID 8378938. 
  7. ↑ 7.0 7.1 Dawson, Douglas A.. "Comparative joint actions of semicarbazide and thiosemicarbazide on induction of malformations and osteolathyrism in mixtures with benzoic hydrazide" (in en). Teratogenesis, Carcinogenesis, and Mutagenesis 13 (1): 23–33. doi:10.1002/tcm.1770130104. ISSN 0270-3211. https://onlinelibrary.wiley.com/doi/10.1002/tcm.1770130104. 
  8. ↑ 8.0 8.1 Dawson, Douglas A. (1993-07-28). "Joint action of benzoic hydrazide and β-aminopropionitrile on Xenopus embryo development". Toxicology 81 (2): 123–130. doi:10.1016/0300-483X(93)90004-C. ISSN 0300-483X. https://www.sciencedirect.com/science/article/pii/0300483X9390004C. 
  9. ↑ 9.0 9.1 Riggin, Geoffrey W.; Schultz, T. Wayne (1986). "Teratogenic Effects of Benzoyl Hydrazine on Frog Embryos". Transactions of the American Microscopical Society 105 (3): 197–210. doi:10.2307/3226294. ISSN 0003-0023. https://www.jstor.org/stable/3226294. 
  10. ↑ Dawson, Douglas A.; Schultz, T. Wayne; Baker, Leslie L. (1991-04-01). "Structure-activity relationships for osteolathyrism: IV. Para-substituted benzoic acid hydrazides and alkyl carbazates" (in en). Environmental Toxicology and Chemistry 10 (4): 455–461. doi:10.1002/etc.5620100405. ISSN 0730-7268. https://academic.oup.com/etc/article-abstract/10/4/455/7861226?redirectedFrom=fulltext. 
  11. ↑ Lewis, R.J. Sax's Dangerous Properties of Industrial Materials. 10th ed. Volumes 1-3 New York, NY: John Wiley & Sons Inc., 1999., p. V2 376



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Benzoylhydrazine&oldid=4308811"