ChemicalBook > CAS DataBase List > Sulbactam

Sulbactam

Product Name
Sulbactam
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
Formula Weight
233.24
MOL File
68373-14-8.mol
More
Less

Sulbactam Property

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
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29349990
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR2576
Product name
Sulbactam
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
500MG
Price
$158
Updated
2024/03/01
Sigma-Aldrich
Product number
1623670
Product name
Sulbactam
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
250mg
Price
$436
Updated
2024/03/01
Sigma-Aldrich
Product number
94876
Product name
Sulbactam
Purity
analytical standard
Packaging
10mg
Price
$144
Updated
2022/05/15
TCI Chemical
Product number
S0868
Product name
Sulbactam
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$112
Updated
2024/03/01
TCI Chemical
Product number
S0868
Product name
Sulbactam
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$378
Updated
2024/03/01
More
Less

Sulbactam Chemical Properties,Usage,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.

Originator

Sulbactam-Sodium,Antibiotic Co.,Bulgaria

Uses

antidepressant, dopamine uptake inhibitor

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.

Uses

A β-lactamase inhibitor.

Definition

ChEBI: Sulbactam is a member of penicillanic acids.

Manufacturing Process

Sulbactam sodium is semi-synthetic antibiotic of penicillinic group. Start material for it's synthesis is 6-aminopenicillanic acid. First 6-aminopenicillanic acid was isolated in 1957 year from benzylpenicilline as resalt of treating of it by penicillinaze. Benzylpenicilline is produced by microorganism of genus Streptomyces.
Further, 6-aminopenicillanic acid reacted with bromine, hydrochloric acid and NaNO2. As a result the 6,6-dibromopenicillanic acid was obtained.
6,6-Dibromopenicillanic acid was oxidized by KMnO4, to give 6,6-dibromo-1,1-The 6,6-dibromo-1,1-dioxopenicillanic acid in presence of Fe was converted to the 1,1-dioxopenicillanic acid (sulbactam acid). The sulbactam acid was treated by sodium 2-ethylhexanoate and crude sulbactam sodium was obtained.

Therapeutic Function

Beta-lactamase inhibitor

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

Raw materials

Preparation Products

More
Less

Sulbactam Suppliers

Pol-Aura
Tel
--
Fax
--
Email
biuro@pol-aura.pl
Country
Poland
ProdList
1453
Advantage
58
PPH Galfarm Sp. Ltd.
Tel
--
Fax
--
Email
biuro@galfarm.com.pl
Country
Poland
ProdList
126
Advantage
58
More
Less

View Lastest Price from Sulbactam manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Sulbactam 68373-14-8
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-10-14
Shaanxi Dideu Medichem Co. Ltd
Product
Sulbactam 68373-14-8
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-07
Hebei Yanxi Chemical Co., Ltd.
Product
Sulbactam 68373-14-8
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-11-20

68373-14-8, SulbactamRelated Search:


  • (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
  • sulbactam acid (base)
  • PENICILLANIC ACID SULFONE
  • (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide
  • (2S-cis)-3,3-dimethyl-7-oxy-4-sulph-1-aza dicyclo[3,2,0]heptane-2-carboxylic acid 4,4-dioxide
  • penicillanic acid 1,1-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
  • (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)
  • sulbactum
  • 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
  • CP-45899
  • 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
  • Sulbactam/Sulbactam Acid
  • Sulbactam, 98%, an irreversible β-lactamase inhibitor
  • SULBACTAM(BETAMAZE)
  • Sultamicillin EP Impurity A
  • Sulbactam for peak identification CRS
  • Sulbactam CRS
  • Sulbactam &gt
  • 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)
  • Shu ba acid
  • 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 Impurity A
  • Sultamicillin Tosilate Dihydrate EP Impurity A
  • C16986600 Sulbactam
  • Rimsulfuron Impurity 4(Sulfosulfuron)
  • 68373-14-8
  • 6837-14-8
  • 73-14-8
  • 68373-14-6