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L-arginine [2S-[2alpha,5alpha,6beta(S*)]]-6-[amino(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

Names

[ CAS No. ]:
59261-05-1

[ Name ]:
L-arginine [2S-[2alpha,5alpha,6beta(S*)]]-6-[amino(p-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

[Synonym ]:
EINECS 261-680-4
4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[[2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-, (5S,6S)-, compd. with L-ornithine, N5-(diaminomethylene)- (1:1)
N5-(Diaminomethylene)-L-ornithine - (5S,6S)-6-{[amino(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (1:1)

Biological Activity

[Description]:

Amoxicillin (Amoxycillin) arginine is an antibiotic with good oral absorption and broad spectrum antimicrobial activity. Amoxicillin arginine inhibits the biosynthesis of polypeptides in the cell wall, thereby inhibiting cell growth[1][2][3].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Amoxicillin (Amoxycillin) arginine (1-100 µM; 24 hours; L. acidophilus) decreases living cells and increases degree of cell wall rupture in a dose-dependent manner[1].

[In Vivo]

Amoxicillin (Amoxycillin) arginine (7 mg/kg; i.h.; female ICR/Swiss mice) inhibits strain numbers and improves the survival rate of rats in 1 mg/L or less[2]. Amoxicillin (Amoxycillin) arginine (1.6-9.5 mg/kg; p.o.; daily, for 7 or 14 days; swiss albino mice) has against infection with chlamydia trachomatis in mice[3]. Animal Model: Female ICR/Swiss mice[2] Dosage: 7 mg/kg Administration: Subcutaneous injection; every 8 h, for 24 hours Result: Inhibited bacterial numbers in a dose-dependent manner. Animal Model: Female ICR/Swiss mice[2] Dosage: 7 mg/kg Administration: Subcutaneous injection; every 8 h, for 4 days Result: Survived all animals that were infected with organisms for which MICs were 1 mg/L or less, and with the two strains for which MICs were 2 mg/L, 20 to 40% mortality. Animal Model: Swiss albino mice[3] Dosage: 1.6 and 9.5 mg/kg Administration: Oral administration; daily, for 7 or 14 days Result: Improved the activity of Chlamydia trachomatis infection in mice.

[References]

[1]. Guo Y, et, al. Metabolic response of Lactobacillus acidophilus exposed to amoxicillin. J Antibiot (Tokyo). 2022 May;75(5):268-281.

[2]. Andes D, et, al. In vivo activities of amoxicillin and amoxicillin-clavulanate against Streptococcus pneumoniae: application to breakpoint determinations. Antimicrob Agents Chemother. 1998 Sep;42(9):2375-9.

[3]. Kramer MJ, et, al. Activity of oral amoxicillin, ampicillin, and oxytetracycline against infection with chlamydia trachomatis in mice. J Infect Dis. 1979 Jun;139(6):717-9.

Chemical & Physical Properties

[ Molecular Formula ]:
C22H33N7O7S

[ Molecular Weight ]:
539.605

[ Exact Mass ]:
539.216187


Related Compounds

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