83105-70-8 Sultamicillin tosylate AKSci J61744
 
 
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  J61744    
Sultamicillin tosylate
, 95%
 



IDENTITY
CAS Number:83105-70-8
MDL Number:MFCD01682151
MF:C25H30N4O9S2.C7H8O3S
MW:766.86
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:95%
Physical Form (at 20°C):Solid
Melting Point:129-165°C
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Application(s):Antibiotic

REVIEW

 Sultamicillin tosylate is an oral form of the antibiotic combination (codrug or mutual prodrug) ampicillin/sulbactam. It contains esterified ampicillin and sulbactam and is marketed under a number of trade names, including Saltum from Morepen Lab and Unasyn from Pfizer. It is a prodrug ester, which upon hydrolysis releases the active ampicillin and the beta-lactamase inhibitor sulbactam. Sulbactam extends the antibacterial activity of the ampicillin to include some beta-lactamase-producing strains of bacteria that would otherwise be resistant. The ampicillin inhibits bacterial cell wall synthesis by binding to one or more of the penicillin-binding proteins (PBPs). This inhibits the final transpeptidation step of peptidoglycan synthesis in bacterial cell walls, thus inhibiting cell wall biosynthesis. Bacteria eventually lyse due to ongoing activity of cell wall autolytic enzymes (autolysins and murein hydrolases) while cell wall assembly is arrested.

REFERENCES
[1]1,1-Dioxopenicillanoyloxymethyl 6-(D-alpha-amino-alpha-phenylacetamido)penicillanate Neth. Appl. (1982), NL 8104938 A 19820517.
[2] Godtfredsen, Wagn O.; Von Daehne, Welf beta-Lactam compounds, their antibacterial compositions and their use U.S. (1982), US 4342772 A 19820803.
[3] Ishiko, Junichi; Munehasu, Shiro; Sugiyama, Miho; Suzuki, Makoto; Ohtsuki, Isao General pharmacological effects of sultamicillin tosylate Chemotherapy (Tokyo) (1985), 33(Suppl. 2), 122-7.
[4] Okamoto, Yuruko; Maehara, Keigo; Iida, Yube; Mase, Kanshi; Yonezu, Seibun; Yasunaga, Kojiro; Ueda, Yoshihiro; Okubo, Hiroshi Basic and clinical studies of sultamicillin Chemotherapy (Tokyo) (1985), 33(Suppl. 2), 304-23.
[5] Esteban Pinilla, Paloma; Fernandez-Simon, Jose; Bernard, Pablo; Fernandez Martin, Juan Antonio Process for preparation of esters of 1,1-dioxopenicillanic acid and their salts Span. (1993), ES 2039299 A1 19930916.
[6] Bayod Jasanada, Miguel Santos; Fernandez Mari, Felix; Gonzalez Fernandez, Frnacisco; Del Pozo Losada, Carlos; Alonso Fernandez, Eduardo Preparation of 6-[D-alpha-(benzylideneaminophenylacetamido)]penicillanic acid 1,1-dioxopenicillanoyloxymethyl ester and its analogs and intermediates in the synthesis of sultamicillin Jpn. Kokai Tokkyo Koho (2000), JP 2000344783 A 20001212.
[7] Foulds G. Pharmacokinetics of sulbactam/ampicillin in humans: a review. Rev Infect Dis. 1986 Nov-Dec;8 Suppl 5:S503-11.
[8] Campoli-Richards DM, Brogden RN. Sulbactam/ampicillin. A review of its antibacterial activity, pharmacokinetic properties, and therapeutic use.Drugs. 1987 Jun;33(6):577-609.
[9] Pitts NE, Gilbert GS, Knirsch AK, Noguchi Y. Worldwide clinical experience with sultamicillin.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H315; H319; H335

Precautionary Statements
P261; P264; P271; P280; P302+P352; P304+P340; P305+P351+P338; P312; P321; P332+P313; P337+P313; P362; P403+P233; P405; P501


RELATED PRODUCTS
G324Sultamicillin tosylate
K315Sultamicillin

Current as of October 16, 2024


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CATEGORIES

 APIs and Bioactives > Antibacterials, Penicillins


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