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Sulbactam

Sulbactam Structure
CAS No.
68373-14-8
Chemical Name:
Sulbactam
Synonyms
SULBACTAM ACID;sulbactum;CP-45899;penicillanic acid 1,1-dioxide;(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide;Betamaze;SULBACTAM;Shu ba acid;Sulbactam CRS;Sulbactam >
CBNumber:
CB1419201
Molecular Formula:
C8H11NO5S
Molecular Weight:
233.24
MOL File:
68373-14-8.mol
Modify Date:
2024/6/29 22:56:24

Sulbactam Properties

Melting point 154-157℃
alpha D20 +251° (c = 0.01 in pH 5.0 buffer)
Boiling point 567.7±50.0 °C(Predicted)
Density 1.62±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility H2O: ≥18mg/mL
form lyophilized powder
pka 2.62±0.40(Predicted)
color white to tan
optical activity [α]/D ≥+225°, c = 1 in H2O
Water Solubility Soluble in water at 18mg/ml
Merck 14,8889
Stability Hygroscopic
InChIKey FKENQMMABCRJMK-RITPCOANSA-N
CAS DataBase Reference 68373-14-8

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn
Risk Statements  22
Safety Statements  24/25
WGK Germany  3
HS Code  29349990
NFPA 704
0
2 0

Sulbactam price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) S9701 Sulbactam 68373-14-8 10MG ₹9688.38 2022-06-14 Buy
Sigma-Aldrich(India) S9701 Sulbactam 68373-14-8 50MG ₹39099.9 2022-06-14 Buy
Sigma-Aldrich(India) PHR2576 Sulbactam certified reference material, pharmaceutical secondary standard 68373-14-8 500MG ₹14473.03 2022-06-14 Buy
Sigma-Aldrich(India) 94876 Sulbactam analytical standard 68373-14-8 10MG ₹12513.7 2022-06-14 Buy
TCI Chemicals (India) S0868 Sulbactam 68373-14-8 5G ₹10200 2022-05-26 Buy
Product number Packaging Price Buy
S9701 10MG ₹9688.38 Buy
S9701 50MG ₹39099.9 Buy
PHR2576 500MG ₹14473.03 Buy
94876 10MG ₹12513.7 Buy
S0868 5G ₹10200 Buy

Sulbactam Chemical Properties,Uses,Production

Description

Sulbactam is prepared by partial chemical synthesis from penicillins. The oxidation of the sulfur atom to a sulfone greatly enhances the potency of sulbactam. The combination of sulbactam and ampicillin (Unasyn) is now clinically popular.

Uses

Sulbactam sodium is a semi-synthetic penem antibiotic formed by the oxidation of penicillanic acid to its sulfone and was invented by Barth at Pfizer in 1978. Sulbactam sodium is a weak antibiotic but its action as an irreversible inhibitor of β-lactamase is exploited to block the degradation of other penicillin derivatives. Sulbactam acts as a synergist with cephalosporins and penicillins against Gram positive bacteria and is used commercially in combination with ampicillin.

Antimicrobial activity

Sulbactam has very weak antimicrobial activity against most bacteria. Its only notable activity is against N. gonorrhoeae, N. meningitidis and Acinetobacter baumannii.

Clinical Use

Sulbactam is penicillanic acid sulfone or 1,1-dioxopenicillanicacid. This synthetic penicillin derivative is a potent inhibitorof S. aureus β-lactamase as well as many β-lactamaseselaborated by Gram-negative bacilli. Sulbactam has weak intrinsicantibacterial activity but potentiates the activity ofampicillin and carbenicillin against β-lactamase–producingS. aureus and members of the Enterobacteriaceae family. Itdoes not, however, synergize with either carbenicillin or ticarcillinagainst P. aeruginosa strains resistant to these agents.Failure of sulbactam to penetrate the cell envelope is a possibleexplanation for the lack of synergy.
Fixed-dose combinations of ampicillin sodium and sulbactamsodium, marketed under the trade name Unasyn assterile powders for injection, have been approved for use inthe United States. These combinations are recommended forthe treatment of skin, tissue, intra-abdominal, and gynecologicalinfections caused by β-lactamase–producing strainsof S. aureus, E. coli, Klebsiella spp., P. mirabilis, B. fragilis,and Enterobacter and Acinetobacter spp.

Sulbactam Preparation Products And Raw materials

Global( 399)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Leotus Enterprises 08048372748Ext 179 Vadodara, India 48 58 Inquiry
Indogulf Group 91-22-23455220 Maharashtra, India 249 58 Inquiry
Samchem India 91-011-45020538 Delhi, India 48 58 Inquiry
Vyshno Bio Sciences 91-7095439993 Hyderabad, India 239 58 Inquiry
Shivam Pharma Chemicals 91-22-26403900 Maharashtra, India 656 58 Inquiry

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Sulbactam Spectrum

(2S,5R)-3,3-DIMETHYL-4,4,7-TRIOXO-4LAMBDA6-THIA-1-AZA-BICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID (2S-CIS)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3,2,0]HEPTANE-2-CARBOXYLIC ACID 4,4-DIOXIDE 3,3-DIMETHYL-4,4,7-TRIOXO-4LAMBDA6-THIA-1-AZA-BICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID SULBACTAM sulbactam acid (base) PENICILLANIC ACID SULFONE (2S-cis)-3,3-dimethyl-7-oxy-4-sulph-1-aza dicyclo[3,2,0]heptane-2-carboxylic acid 4,4-dioxide SALBACTAM ACID Sulbactam free acid SULBACTAM FREE ACID((2S-CIS)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3,2,0]HEPTANE-2-CARBOXYLIC ACID 4,4-DIOXIDE ) Sulbactam,Penicillanicacidsulfone 4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S,5R)- SULBACTAM(ACIDSODIUM) Sulbactam (base and/or unspecified salts) (2S-cis)-3,3-Dimethyl-7-oxo-4,4-dioxide-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-4-oxide Penicillanicacid 1,1-dioxide:CP-45899:CPL45899-2:Betamaze 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S-cis)- Betamaze Penicillanic acid S,S-dioxide (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylic acid 4,4-dioxid (2S,5β)-2β-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane4,4-dioxide (2S,5β)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid 4,4-dioxide Penicillanic acid 4,4-dioxide Sulbactam (250 mg) (COLD SHIPMENT REQUIRED) Sulbactam (250 mg)H0C3960.976mg/mg(ai) SulbactaM - See S8244 (2S,5R)-3,3-dimethyl-7-oxo-4,4-dioxide-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Penicillanic acid dioxide (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Sultamicillin Impurity 1(Sultamicillin EP Impurity A) Sulbactam/Sulbactam Acid Sulbactam, 98%, an irreversible β-lactamase inhibitor SULBACTAM(BETAMAZE) Sultamicillin EP Impurity A Sulbactam for peak identification CRS Sulbactam CRS Sulbactam > Sulbactam USP/EP/BP Sulbactam (CP 45899 and Betamaze) (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide[Sulbactam Sulbactam (COLD SHIPMENT REQUIRED) (1623670) SULBACTAM ACID penicillanic acid 1,1-dioxide CP-45899 sulbactum Shu ba acid (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide 2H5]-Sulbactam methylene (2S,5R,6R)-6-[[(2R)-[[[[(2R)-aminophenylacetyl]amino][(4S)-4-[[[[[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methoxy]carbonyl]-5,5-dimethylthiazolidin-2-yl]acetyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (sultamicillin dimer) N-[[(2RS)-1-éthylpyrrolidin-2-yl]méthyl]-2-hydroxy-5-sulfamoylbenzamide Sultamicillin Impurity A Sultamicillin Tosilate Dihydrate EP Impurity A Sultamicillin Tosilate Dihydrate Impurity A Rimsulfuron Impurity 4(Sulfosulfuron) 68373-14-8 6837-14-8 73-14-8 68373-14-6