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Cyanamide (CAS 420-04-2)

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Alternate Names:
Hydrogen Cyanamide; Amidocyanogen
Application:
Cyanamide is nitrogen source for metal oxide transformations
CAS Number:
420-04-2
Purity:
≥98%
Molecular Weight:
42.04
Molecular Formula:
CH2N2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Cyanamide is a versatile heterocyclic organic compound. This colorless, crystalline solid is soluble in both water and polar organic solvents. Its wide range of applications in and biochemical fields makes it a reagent. It is a reagent for synthesizing heterocyclic compounds like quinolines, pyridines, and imidazoles. Cyanamide finds utility in the synthesis of cyanohydrins and plays a role in the nitrogen compound metabolism in plants and animals. Its versatile nature extends to the synthesis of polymers. The reactivity of cyanamide stems from its ability to act as a nucleophilic reagent. As an electron-rich species, it behaves as a Lewis base and can form new bonds when reacting with electron-deficient species like alkenes. Cyanamide can also act as an acid, enabling it to react with electron-rich species such as alcohols and form new bonds. These unique properties contribute to its utility in various chemical transformations.


Cyanamide (CAS 420-04-2) References

  1. Cyanamide-induced aplastic anemia.  |  Ballarín, E., et al. 2005. Eur J Clin Pharmacol. 61: 467-9. PMID: 15991038
  2. Quantification of cyanamide contents in herbaceous plants.  |  Kamo, T., et al. 2006. Biosci Biotechnol Biochem. 70: 2310-2. PMID: 16960361
  3. Safe transport of cyanamide.  |  Wehrstedt, KD., et al. 2009. J Hazard Mater. 170: 829-35. PMID: 19505756
  4. Cyanamide mode of action during inhibition of onion (Allium cepa L.) root growth involves disturbances in cell division and cytoskeleton formation.  |  Soltys, D., et al. 2011. Planta. 234: 609-21. PMID: 21573814
  5. [Cyanamide-ethanol reaction induced shock: report of a case and literature review].  |  Kondo, Y., et al. 2013. Chudoku Kenkyu. 26: 295-9. PMID: 24483008
  6. Cyanamide is biosynthesized from L-canavanine in plants.  |  Kamo, T., et al. 2015. Sci Rep. 5: 10527. PMID: 26013398
  7. Recent Advances in Cyanamide Chemistry: Synthesis and Applications.  |  Prabhath, MRR., et al. 2017. Molecules. 22: PMID: 28417938
  8. Eco-friendly and regiospecific intramolecular cyclization reactions of cyano and carbonyl groups in N,N-disubstituted cyanamide.  |  Moustafa, AH., et al. 2022. Mol Divers. 26: 2813-2823. PMID: 35220547
  9. Synthesis of 3-Trifluoromethyl-1,2,4-triazolines and 1,2,4-Triazoles via Tandem Addition/Cyclization of Trifluoromethyl N-Acylhydrazones with Cyanamide.  |  Liu, X., et al. 2022. J Org Chem. 87: 5882-5892. PMID: 35412831
  10. Small-Molecule Cyanamide Pan-TEAD·YAP1 Covalent Antagonists.  |  Bum-Erdene, K., et al. 2023. J Med Chem. 66: 266-284. PMID: 36562717
  11. Cyanamide given ICV or systemically to the rat alters subsequent alcohol drinking.  |  Critcher, EC. and Myers, RD. 1987. Alcohol. 4: 347-53. PMID: 3675855
  12. Cyanamide-induced liver injury. A predictable lesion.  |  Vazquez, JJ., et al. 1983. Liver. 3: 225-30. PMID: 6323909
  13. Metabolic activation of cyanamide to an inhibitor of aldehyde dehydrogenase in vitro.  |  Demaster, EG., et al. 1983. Pharmacol Biochem Behav. 18 Suppl 1: 273-7. PMID: 6634840
  14. Cyanamide-associated alcoholic liver disease: a sequential histological evaluation.  |  Yokoyama, A., et al. 1995. Alcohol Clin Exp Res. 19: 1307-11. PMID: 8561306
  15. Cyanamide-induced granulocytopenia.  |  Ajima, M., et al. 1997. Intern Med. 36: 640-2. PMID: 9313109

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cyanamide, 5 g

sc-239592
5 g
$21.00

Cyanamide, 25 g

sc-239592A
25 g
$79.00