Bibliographic Details
| Title: |
Synthesis, X-ray crystallography and antimicrobial activity of 2-cyanoguanidinophenytoin. |
| Authors: |
Mabied, Ahmed F.1 (AUTHOR) af.mabied@nrc.sci.eg, Moustafa, Amr H.2,3 (AUTHOR) amr_hassanegypt@ymail.com, Abdelhamid, Antar A.2 (AUTHOR), Tiama, Taha M.4 (AUTHOR), Amer, Amer A.2 (AUTHOR) |
| Source: |
Scientific Reports. 11/9/2023, Vol. 13 Issue 1, p1-12. 12p. |
| Subject Terms: |
*X-ray crystallography, *MONOCLINIC crystal system, *ANTI-infective agents, *MANNICH bases, *SPACE groups, *UNIT cell |
| Abstract: |
The optimized synthesis of [5-oxo-4,4-diphenylimidazolidin-2-ylidene]cyanamide, which is known as 2-cyanoguanidinophenytoin (CNG-DPH) (3), and (imidazo[4,5-d]imidazole-2,5-diylidine)dicyanamide (4) has been reported in the present work. Furthermore, new Mannich bases derived from CNG-DPH were synthesized via its reaction with formaldehyde and using the corresponding amines, piperidine (base 5), and morpholine (base 6). Also, the antimicrobial activity and X-ray crystal structures for CNG-DPH and their Mannich bases were studied. The bases 3 and 6 crystallized in a monoclinic system; the crystal structure of 3 containing four molecules in the unit cell with a P21/c space group. The unit cell of 6 has eight molecules with a C2/c space group. The inter and intra hydrogen bond contacts packed and stabilized both of the structures. The morpholine ring of base 6 demonstrated a distinctive chair configuration. Mannich bases 5 and 6 showed promising antimicrobial effects. base 4 has a greater percentage for in vitro cytotoxicity (IC50) against normal cells, whereas 3 has the lowest ratio. [ABSTRACT FROM AUTHOR] |
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