Alafosfalin

Alafosfalin
Names
	IUPAC name ((1R)-1-(((2S)-2-Aminopropanoyl)amino]ethyl)phosphonic acid
	Other names Alaphosphin
Identifiers
CAS Number	60668-24-8 ;
3D model (JSmol)	Interactive image ;
ChemSpider	64964 ;
ECHA InfoCard	100.056.675
PubChem CID	71957 ;
UNII	0M8OM373BS ;
CompTox Dashboard (EPA)	DTXSID6046393 ;
	InChI InChI=1S/C5H13N2O4P/c1-3(6)5(8)7-4(2)12(9,10)11/h3-4H,6H2,1-2H3,(H,7,8)(H2,9,10,11)/t3-,4+/m0/s1 Key: BHAYDBSYOBONRV-IUYQGCFVSA-N; InChI=1/C5H13N2O4P/c1-3(6)5(8)7-4(2)12(9,10)11/h3-4H,6H2,1-2H3,(H,7,8)(H2,9,10,11)/t3-,4+/m0/s1 Key: BHAYDBSYOBONRV-IUYQGCFVBQ;
	SMILES C[C@@H](C(=O)N[C@@H](C)P(=O)(O)O)N;
Properties
Chemical formula	C5H13N2O4P
Molar mass	196.143 g·mol−1
Melting point	295–297 °C (563–567 °F; 568–570 K) (decomp)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Last updated June 08, 2025

Alafosfalin, also known as alaphosphin, is an phosphonodipeptide with antibacterial ^[1] and antifungal ^[2] properties.

References

↑ Atherton, Frank R.; Hassall, Cedric H.; Lambert, Robert W. (January 1986). "Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid". Journal of Medicinal Chemistry. 29 (1): 29–40. doi:10.1021/jm00151a005. PMID 3510298.
↑ Khomutov, Radii M.; Osipova, Tatyana I.; Khurs, Elena N.; Dzhavakhiya, Vitalii G. (November 2008). "Synthesis of alafosfalin and its phosphinic analogue and their fungicidal activity". Mendeleev Communications. 18 (6): 295–296. doi:10.1016/j.mencom.2008.11.001.

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[1] Atherton, Frank R.; Hassall, Cedric H.; Lambert, Robert W. (January 1986). "Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid". Journal of Medicinal Chemistry. 29 (1): 29–40. doi:10.1021/jm00151a005. PMID 3510298.

[2] Khomutov, Radii M.; Osipova, Tatyana I.; Khurs, Elena N.; Dzhavakhiya, Vitalii G. (November 2008). "Synthesis of alafosfalin and its phosphinic analogue and their fungicidal activity". Mendeleev Communications. 18 (6): 295–296. doi:10.1016/j.mencom.2008.11.001.

[1]

[2]

Names

IUPAC name ((1R)-1-(((2S)-2-Aminopropanoyl)amino]ethyl)phosphonic acid
Other names Alaphosphin
Identifiers
CAS Number	60668-24-8 ^Y
3D model (JSmol)	Interactive image
ChemSpider	64964
ECHA InfoCard	100.056.675
PubChem CID	71957
UNII	0M8OM373BS ^Y
CompTox Dashboard (EPA)	DTXSID6046393
InChI InChI=1S/C5H13N2O4P/c1-3(6)5(8)7-4(2)12(9,10)11/h3-4H,6H2,1-2H3,(H,7,8)(H2,9,10,11)/t3-,4+/m0/s1 Key: BHAYDBSYOBONRV-IUYQGCFVSA-N InChI=1/C5H13N2O4P/c1-3(6)5(8)7-4(2)12(9,10)11/h3-4H,6H2,1-2H3,(H,7,8)(H2,9,10,11)/t3-,4+/m0/s1 Key: BHAYDBSYOBONRV-IUYQGCFVBQ
SMILES C[C@@H](C(=O)N[C@@H](C)P(=O)(O)O)N
Properties
Chemical formula	C₅H₁₃N₂O₄P
Molar mass	196.143 g·mol⁻¹
Melting point	295–297 °C (563–567 °F; 568–570 K) (decomp)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references