Alafosfalin

Names

[ Name ]:
Alafosfalin

[Synonym ]:
(1R)-1-(L-alanylamino)-ethylphosphonic acid
ALAFOSFALIN
H-L-Ala-L-AlaP(OH)2
N-(S)-alanyl-(R)-1-aminoethanephosphonic acid
ALAPHOSPHIN
L-alanyl-L-1-aminoethylphosphonic acid
1R-1-(L-alanylamino)-ethanephosphonic acid
L-ALANYL-L-ALA(P)-OH
(S)-Alanyl-(R)-1-aminoethylphosphonic acid,Alafosfalin,Alaphosphin
((L)-(1-((N-L-alanyl)amino)ethyl))phosphonic acid

Biological Activity

[Description]:

Alafosfalin is an inhibitor of cell wall biosynthesis. Alafosfalin is a phosphonodipeptide with antibacterial properties[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[Target]

Antibacterial[1]

[In Vitro]

Alafosfalin is highly active against Escherichia coli and moderately active against Serratia, Klebsiella, Enterobacter, and Citrobacter, but less active against gram-positive organisms than were beta-lactams such as cephazolin or ampicillin and inactive against indole-positive Proteus, Pseudomonas, and Acinetobacter[1].

[In Vivo]

After s.c. administration to rats, Alafosfalin is rapidly absorbed with half-lives (t1/2) of approximately 20 minutes[2]. Animal Model: Pairs of male SpragueDawley rats (250 to 350 g)[2] Dosage: 20, 100, and 500 mg/ kg (single doses) or 800 mg/kg per day for 14 days (Pharmacokinetic Analysis) Administration: Administrated by s.c. Result: Rapidly absorbed; peak concentrations were found within 20 minutes of dosing with half-lives of approximately 20 minutes.

[References]

[1]. H B Maruyama, et al. Alafosfalin, a New Inhibitor of Cell Wall Biosynthesis: In Vitro Activity Against Urinary Isolates in Japan and Potentiation With Beta-Lactams. Antimicrob Agents Chemother. 1979 Oct;16(4):444-51.

[2]. J G Allen, et al. Phosphonopeptides as Antibacterial Agents: Metabolism and Pharmacokinetics of Alafosfalin in Animals and Humans. Antimicrob Agents Chemother. 1979 Sep;16(3):306-13.

Chemical & Physical Properties

[ Molecular Formula ]:
C₅H₁₃N₂O₄P

[ Molecular Weight ]:
196.14100

[ Exact Mass ]:
196.06100

[ PSA ]:
125.45000

[ LogP ]:
0.76750

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2931900090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2931900090

[ Summary ]:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

Articles

In vitro potentiation of cephalosporins by alafosfalin against urinary tract bacteria.

Antimicrob. Agents Chemother. 21(5) , 706-10, (1982)

Potentiating activity of alafosfalin was examined in detail with 8 cephalosporins and mecillinam against 164 urinary bacteria representing 8 genera. Alafosfalin was generally comparable in activity to...

Alafosfalin as a selective agent for isolation of salmonella from clinical samples.

J. Clin. Microbiol. 40(11) , 3913-6, (2002)

The selectivity of a range of culture media for the detection of Salmonella was assessed using 435 strains of gram-negative bacteria. These media showed limited ability to inhibit non-Salmonella strai...

Synergistic antibacterial activity between L-norvalyl-L-1-aminoethylphosphonic acid and nocardicin A.

Antimicrob. Agents Chemother. 25(5) , 607-11, (1984)

The phosphonopeptide L- norvalyl -L-1- aminoethylphosphonic acid [ Nva -Ala(P)] has been studied in combination with 12 beta-lactam antibiotics for activity against Pseudomonas aeruginosa. Nocardicin ...

Related Compounds

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